MiMeDB: Showing metabocard for 2-Oxo-3-hydroxy-4-phosphobutanoic acid (MMDBc0029839)

Microbial

Plant

Animal

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:43:46 UTC

Update Date

2022-08-31 17:19:14 UTC

Metabolite ID

MMDBc0029839

Metabolite Identification

Common Name

2-Oxo-3-hydroxy-4-phosphobutanoic acid

Description

2-Oxo-3-hydroxy-4-phosphobutanoic acid is involved in the interconversion of O-phospho-4-hydroxy-L-threonine. This reaction is catalyzed by phosphoserine aminotransferase 1. These amino acid derivatives are sometimes considered to be part of the vitamin B6 pathway.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000322D          

 13 12  0  0  1  0            999 V2000
   14.8418   -9.3553    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.0130   -9.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6706   -9.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8381   -8.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8381  -10.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3017   -9.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5863   -9.3591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8787   -9.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5826   -8.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1596   -9.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8750  -10.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4444   -9.7678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1559   -8.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  6  0  0  0
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029839

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@H](COP(O)(O)=O)C(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1

> <INCHI_KEY>
MZJFVXDTNBHTKZ-UWTATZPHSA-N

> <FORMULA>
C4H7O8P

> <MOLECULAR_WEIGHT>
214.0673

> <EXACT_MASS>
213.987853712

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.260088660826515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid

> <ALOGPS_LOGP>
-2.01

> <JCHEM_LOGP>
-1.3530858483333335

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.775362844628003

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3366600113332643

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9601866599060154

> <JCHEM_POLAR_SURFACE_AREA>
141.36

> <JCHEM_REFRACTIVITY>
36.602399999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  P   UNK     0      27.705 -17.463   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      26.158 -17.463   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      29.252 -17.463   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      27.698 -15.916   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      27.698 -19.010   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      24.830 -18.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.494 -17.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.174 -18.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      23.488 -15.923   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      20.831 -17.470   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      22.167 -19.780   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      19.496 -18.233   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      20.824 -15.923   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10   11                                                  
CONECT    9    7                                                            
CONECT   10    8   12   13                                                  
CONECT   11    8                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Synonyms

Value	Source
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoate	ChEBI
2-oxo-3-Hydroxy-4-phosphobutanoate	ChEBI
alpha-Keto-3-hydroxy-4-phosphobutyrate	ChEBI
(3R)-3-Hydroxy-2-oxo-4-phosphooxybutanoate	Kegg
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoic acid	Generator
a-Keto-3-hydroxy-4-phosphobutyrate	Generator
a-Keto-3-hydroxy-4-phosphobutyric acid	Generator
alpha-Keto-3-hydroxy-4-phosphobutyric acid	Generator
Α-keto-3-hydroxy-4-phosphobutyrate	Generator
Α-keto-3-hydroxy-4-phosphobutyric acid	Generator
(3R)-3-Hydroxy-2-oxo-4-phosphooxybutanoic acid	Generator

Molecular Formula

C₄H₇O₈P

Average Mass

214.0673

Monoisotopic Mass

213.987853712

IUPAC Name

(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid

Traditional Name

(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid

CAS Registry Number

Not Available

SMILES

O[C@H](COP(O)(O)=O)C(=O)C(O)=O

InChI Identifier

InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1

InChI Key

MZJFVXDTNBHTKZ-UWTATZPHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Short-chain keto acids and derivatives

Direct Parent

Short-chain keto acids and derivatives

Alternative Parents

Substituents

Monoalkyl phosphate
Short-chain keto acid
Beta-hydroxy acid
Acyloin
Alpha-keto acid
Alkyl phosphate
Phosphoric acid ester
Hydroxy acid
Organic phosphoric acid derivative
Monosaccharide
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-oxo monocarboxylic acid (CHEBI:27951 )
3-hydroxy monocarboxylic acid (CHEBI:27951 )
carboxyalkyl phosphate (CHEBI:27951 )
oxoalkyl phosphate (CHEBI:27951 )
hydroxyalkyl phosphate (CHEBI:27951 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	16.2 g/L	ALOGPS
logP	-2	ALOGPS
logP	-1.4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.34	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	141.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.6 m³·mol⁻¹	ChemAxon
Polarizability	15.26 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9300000000-db85b7397058e1ec03b8	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0005-9121000000-aee0eaf4d81dbd99259b	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-1930000000-9c3c35aa2de551b4bbf2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ke-4900000000-162b52e552d9157d3bbb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-9300000000-abe9d170b8c46a45e858	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0329-9730000000-c5dda701292450f19043	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-1880b6c8035cdbc2520f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-8b44e7c9ed6f8dcaee86	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9020000000-7708f7e46e45e30974c6	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-e2b487fed3fe6cdfcc08	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9100000000-3541ae70498a829692b2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000w-9000000000-51318a1b7c455a5670bb	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (retained)	2025-10-23	534.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	402.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	41.7
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	231.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	288.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	330.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	478.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	835.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	923.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	190.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	369.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	204.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	31.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	493.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	717.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	78.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	316.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	693.4
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	601.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_1	C[Si](C)(C)O[C@H](COP(=O)(O)O)C(=O)C(=O)O	standard non polar	2025-10-23	2374.7
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_2	C[Si](C)(C)OC(=O)C(=O)[C@H](O)COP(=O)(O)O	standard non polar	2025-10-23	2278.55
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_3	C[Si](C)(C)OP(=O)(O)OC[C@@H](O)C(=O)C(=O)O	standard non polar	2025-10-23	2037.22
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_4	C[Si](C)(C)OC(C(=O)O)=C(O)COP(=O)(O)O	standard non polar	2025-10-23	1975.7
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_5	C[Si](C)(C)OC(=O)C(=O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2317.28
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_6	C[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C)C(=O)C(=O)O	standard non polar	2025-10-23	1721.16
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_7	C[Si](C)(C)OC(COP(=O)(O)O)=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2271.98
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_8	C[Si](C)(C)OC(=O)C(=O)[C@H](O)COP(=O)(O)O[Si](C)(C)C	standard non polar	2025-10-23	1985.99
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_9	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O)COP(=O)(O)O	standard non polar	2025-10-23	2157.86
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_10	C[Si](C)(C)OP(=O)(OC[C@@H](O)C(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2275.35
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_11	C[Si](C)(C)OC(C(=O)O)=C(O)COP(=O)(O)O[Si](C)(C)C	standard non polar	2025-10-23	2155.89
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_12	C[Si](C)(C)OC(=O)C(=O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1616.18
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_13	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(COP(=O)(O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1831.2
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_14	C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)C(=O)O	standard non polar	2025-10-23	1956.27
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_15	C[Si](C)(C)OC(COP(=O)(O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1648.36
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_16	C[Si](C)(C)OC(=O)C(=O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1952.94
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_17	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O)COP(=O)(O)O[Si](C)(C)C	standard non polar	2025-10-23	1942.17
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_18	C[Si](C)(C)OC(C(=O)O)=C(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1613.12
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_19	C[Si](C)(C)OC(=O)C(=O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1511.19
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_20	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1808.94
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_21	C[Si](C)(C)OC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2487.22
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_22	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2123.36
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_23	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2128.47
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_1	C[Si](C)(C)O[C@H](COP(=O)(O)O)C(=O)C(=O)O	standard polar	2025-10-23	2589.95
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_2	C[Si](C)(C)OC(=O)C(=O)[C@H](O)COP(=O)(O)O	standard polar	2025-10-23	2175.3
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_3	C[Si](C)(C)OP(=O)(O)OC[C@@H](O)C(=O)C(=O)O	standard polar	2025-10-23	2465.05
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_4	C[Si](C)(C)OC(C(=O)O)=C(O)COP(=O)(O)O	standard polar	2025-10-23	2324.78
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_5	C[Si](C)(C)OC(=O)C(=O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C	standard polar	2025-10-23	2745.75
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_6	C[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C)C(=O)C(=O)O	standard polar	2025-10-23	2164.18
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_7	C[Si](C)(C)OC(COP(=O)(O)O)=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2732.48
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_8	C[Si](C)(C)OC(=O)C(=O)[C@H](O)COP(=O)(O)O[Si](C)(C)C	standard polar	2025-10-23	2127.7
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_9	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O)COP(=O)(O)O	standard polar	2025-10-23	2406.19
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_10	C[Si](C)(C)OP(=O)(OC[C@@H](O)C(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2386.88
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_11	C[Si](C)(C)OC(C(=O)O)=C(O)COP(=O)(O)O[Si](C)(C)C	standard polar	2025-10-23	2327.79
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_12	C[Si](C)(C)OC(=O)C(=O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2657.75
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_13	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(COP(=O)(O)O)O[Si](C)(C)C	standard polar	2025-10-23	2205.67
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_14	C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)C(=O)O	standard polar	2025-10-23	1989.27
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_15	C[Si](C)(C)OC(COP(=O)(O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1380.58
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_16	C[Si](C)(C)OC(=O)C(=O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2027.85
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_17	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O)COP(=O)(O)O[Si](C)(C)C	standard polar	2025-10-23	1440.36
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_18	C[Si](C)(C)OC(C(=O)O)=C(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1680.34
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_19	C[Si](C)(C)OC(=O)C(=O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2727.47
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_20	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2720.88
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_21	C[Si](C)(C)OC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2722.68
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_22	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2008.35
Gas Chromatography	2-Oxo-3-hydroxy-4-phosphobutanoic acid_TMS_23	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1933.83

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192471	Phosphoserine aminotransferase	Enzyme	Q9Y617	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Pyridoxal-P biosynthesis		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Acinetobacter sp. ADP1 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Ochrobactrum anthropi Bacillus subtilis Pseudomonas stutzeri Mycobacterium tuberculosis Klebsiella pneumoniae Pseudomonas fluorescens Pf-5 Mycobacterium tuberculosis CDC1551 Bacillus amyloliquefaciens Roseburia intestinalis L1-82 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Helicobacter pylori Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium sporogenes Rhodospirillum rubrum ATCC 11170 Lactobacillus fermentum IFO 3956 Aromatoleum aromaticum EbN1 Saccharopolyspora erythraea NRRL 2338 Shewanella denitrificans OS217 Acidaminococcus fermentans DSM 20731 Acidaminococcus intestini RyC-MR95 Acinetobacter baumannii Alistipes finegoldii DSM 17242 Anaerostipes caccae Anaerostipes hadrus Arcobacter butzleri RM4018 Bacillus halodurans C-125 Bacillus timonensis 10403023 Bacteroides caccae Bacteroides cellulosilyticus Bacteroides eggerthii Bacteroides fragilis Bacteroides fragilis 638R Bacteroides fragilis YCH46 Bacteroides ovatus Bacteroides stercoris Bacteroides stercoris ATCC 43183 Bacteroides thetaiotaomicron Bacteroides thetaiotaomicron VPI-5482 Bacteroides vulgatus Bacteroides xylanisolvens XB1A Bifidobacterium Bifidum Bifidobacterium adolescentis Bifidobacterium adolescentis ATCC 15703 Bifidobacterium animalis subsp. lactis Bifidobacterium bifidum BGN4 Bifidobacterium bifidum PRL2010 Bifidobacterium longum Bifidobacterium longum DJO10A Bifidobacterium longum NCC2705 Bifidobacterium longum subsp. longum JDM301 Bifidobacterium mongoliense DSM 21395 Bifidobacterium thermophilum RBL67 Blautia hansenii DSM 20583 Blautia obeum A2-162 Blautia obeum ATCC 29174 Campylobacter fetus subsp. fetus 82-40 Campylobacter hominis ATCC BAA-381 Clostridium beijerinckii NCIMB 8052 Clostridium saccharolyticum Collinsella aerofaciens Coprococcus catus GD/7 Dorea formicigenerans ATCC 27755 Dysgonomonas gadei ATCC BAA-286 Eggerthella lenta DSM 2243 Eubacterium eligens ATCC 27750 Eubacterium rectale ATCC 33656 Eubacterium siraeum 70/3 Geobacter metallireducens Haemophilus parainfluenzae T3T1 Limosilactobacillus fermentum Megamonas hypermegale Methylobacterium nodulans Ochrobactrum anthropi ATCC 49188 Ochrobactrum intermedium LMG 3301 Odoribacter splanchnicus DSM 20712 Parabacteroides distasonis Parabacteroides distasonis ATCC 8503 Parabacteroides goldsteinii dnLKV18 Porphyromonas asaccharolytica DSM 20707 Porphyromonas endodontalis ATCC 35406 Porphyromonas gingivalis ATCC 33277 Prevotella intermedia Prevotella ruminicola 23 Roseburia hominis A2-183 Ruminococcus bicirculans Ruminococcus torques L2-14 Streptococcus salivarius Pelobacter carbinolicus Spirochaeta thermophila Campylobacter curvus Campylobacter lari Campylobacter rectus Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Methylococcus capsulatus Moraxella catarrhalis Neisseria flavescens Neisseria gonorrhoeae Neisseria mucosa Acidiphilium cryptum Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio cholerae Vibrio vulnificus Bacteroides uniformis Campylobacter gracilis Fusobacterium ulcerans Acidithiobacillus ferrooxidans Cytophaga hutchinsonii Capnocytophaga ochracea Capnocytophaga sputigena Rhodopseudomonas palustris Chlorobium phaeobacteroides Leuconostoc mesenteroides Ruminococcus albus Streptococcus sanguinis Streptococcus mutans Streptococcus agalactiae Streptococcus dysgalactiae Streptococcus equinus Streptococcus uberis Bacillus licheniformis Priestia megaterium Bacillus pumilus Clostridium butyricum Lactobacillus delbrueckii Lactobacillus plantarum Lactobacillus coryniformis Lactobacillus salivarius Actinomyces viscosus Corynebacterium glutamicum Desulfobacterium autotrophicum Xylella fastidiosa Roseobacter denitrificans Bifidobacterium pseudocatenulatum Acidothermus cellulolyticus Campylobacter upsaliensis Alistipes putredinis Neisseria subflava Pelobacter propionicus Enterococcus avium Eubacterium brachy Helicobacter pullorum Thiobacillus denitrificans Helicobacter bilis Eubacterium eligens Eubacterium ramulus Eubacterium ventriosum Sulfurimonas denitrificans Stenotrophomonas maltophilia Enterococcus cecorum Streptococcus cristatus Mitsuokella multacida Blautia hydrogenotrophica Burkholderia vietnamiensis Holdemania filiformis Sodalis glossinidius Enterobacter cancerogenus Alloprevotella tannerae Bifidobacterium gallicum Bacillus clausii Clostridium methylpentosum Bacillus selenitireducens Achromobacter xylosoxidans Burkholderia multivorans Dorea longicatena Burkholderia cenocepacia Methylibium petroleiphilum Syntrophobacter fumaroxidans Citrobacter youngae Leuconostoc kimchii Collinsella stercoris Streptococcus lutetiensis Burkholderia ambifaria Prevotella copri Ilyobacter polytropus Marvinbryantia formatexigens Anaerotruncus colihominis Alicycliphilus denitrificans Desulfovibrio magneticus Shewanella denitrificans Methylocella silvestris Bacteroides massiliensis Escherichia albertii Subdoligranulum variabile Dialister invisus Geobacter bemidjiensis Lactobacillus gastricus Bacteroides nordii Bacteroides plebeius Phocaeicola coprocola Bacteroides pyogenes Geobacter lovleyi Streptococcus gallolyticus Bacteroides intestinalis Bacteroides salanitronis Coprococcus comes Actinomyces oris Bacteroides fluxus Bacteroides oleiciplenus Bacteroides faecis Agrobacterium tumefaciens Alistipes finegoldii Alistipes shahii Bacteroides helcogenes Bacteroides xylanisolvens Bifidobacterium animalis Bifidobacterium catenulatum Blautia hansenii Blautia obeum Campylobacter coli Campylobacter hominis Campylobacter jejuni Clostridium beijerinckii Dorea formicigenerans Dysgonomonas gadei Haemophilus parainfluenzae Klebsiella variicola Lactobacillus ruminis Lactococcus lactis Leuconostoc citreum Odoribacter splanchnicus Parabacteroides goldsteinii Porphyromonas asaccharolytica Prevotella ruminicola Streptococcus suis Streptococcus thermophiles Barnesiella intestinihominis Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Bacillus megaterium QM B1551 Bacillus licheniformis ATCC 14580 Bacillus clausii KSM-K16 Bacillus amyloliquefaciens FZB42 Bacillus pumilus SAFR-032 Bacillus cereus Q1 Priestia megaterium DSM 319 Bacillus subtilis subsp. spizizenii str. W23 Bacillus amyloliquefaciens DSM 7 Bifidobacterium animalis subsp. lactis AD011 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. jejuni 81-176 Campylobacter jejuni subsp. doylei 269.97 Campylobacter curvus 525.92 Campylobacter concisus 13826 Campylobacter lari RM2100 Capnocytophaga ochracea DSM 7271 Citrobacter koseri ATCC BAA-895 Clostridium botulinum A str. Hall Clostridium botulinum B1 str. Okra Clostridium botulinum A2 str. Kyoto Clostridium botulinum Ba4 str. 657 Clostridium sp. SY8519 Corynebacterium kroppenstedtii DSM 44385 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Dyadobacter fermentans DSM 18053 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Haemophilus influenzae PittGG Helicobacter pylori J99 Helicobacter pylori G27 Helicobacter pylori P12 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Lactobacillus plantarum WCFS1 Lactobacillus salivarius UCC118 Lactococcus lactis subsp. lactis Il1403 Lactococcus lactis subsp. cremoris SK11 Lactococcus lactis subsp. cremoris MG1363 Laribacter hongkongensis HLHK9 Leuconostoc mesenteroides subsp. mesenteroides ATCC 8293 Mesorhizobium loti MAFF303099 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Neisseria gonorrhoeae FA 1090 Neisseria meningitidis MC58 Neisseria meningitidis Z2491 Neisseria meningitidis FAM18 Neisseria gonorrhoeae NCCP11945 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Bifidobacterium animalis subsp. lactis CNCM I-2494 Porphyromonas gingivalis W83 Propionibacterium freudenreichii subsp. shermanii CIRM-BIA1 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 Rhodococcus erythropolis PR4 Ruminococcus albus 7 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus mutans UA159 Streptococcus agalactiae NEM316 Streptococcus thermophilus LMG 18311 Streptococcus sanguinis SK36 Streptococcus uberis 0140J Vibrio parahaemolyticus RIMD 2210633 Wolinella succinogenes DSM 1740 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Bacteroides cellulosilyticus DSM 14838 Bacteroides eggerthii 1_2_48FAA Bacteroides fluxus YIT 12057 Bacteroides graminisolvens Bacteroides graminisolvens DSM 19988 = JCM 15093 Bacteroides intestinalis DSM 17393 Bacteroides nordii CL02T12C05 Bacteroides oleiciplenus YIT 12058 Bacteroides ovatus ATCC 8483 Bacteroides pyogenes DSM 20611 = JCM 6294 Bacteroides uniformis ATCC 8492 Bacteroides xylanisolvens SD CC 1b Bacteroides sp. 1_1_14 Bacteroides sp. 1_1_30 Bacteroides sp. 2_1_22 Bacteroides sp. 2_2_4 Bacteroides sp. D2 Bacteroides sp. D20 Bacteroides sp. D22 Barnesiella intestinihominis YIT 11860 Butyricimonas virosa Odoribacter laneus YIT 12061 Porphyromonas endodontalis Porphyromonas uenonis 60-3 Alloprevotella tannerae ATCC 51259 Paraprevotella clara YIT 11840 Paraprevotella xylaniphila YIT 11841 Prevotella bivia DSM 20514 Prevotella buccae ATCC 33574 Prevotella denticola Prevotella disiens FB035-09AN Prevotella loescheii DSM 19665 = JCM 12249 = ATCC 15930 Prevotella oralis ATCC 33269 Prevotella pallens ATCC 700821 Prevotella salivae DSM 15606 Prevotella shahii DSM 15611 = JCM 12083 Prevotella timonensis CRIS 5C-B1 Alistipes indistinctus YIT 12060 Alistipes putredinis DSM 17216 Parabacteroides johnsonii DSM 18315 Parabacteroides sp. D13 Tannerella forsythia Bacteroides coprophilus DSM 18228 = JCM 13818 Bacteroides dorei DSM 17855 Spirosoma linguale Chlorobium limicola Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Parasutterella excrementihominis YIT 11859 Sutterella parvirubra Sutterella parvirubra YIT 11816 Laribacter hongkongensis Eikenella corrodens Eikenella corrodens ATCC 23834 Neisseria cinerea ATCC 14685 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Neisseria macacae Neisseria macacae ATCC 33926 Neisseria meningitidis Neisseria mucosa ATCC 25996 Neisseria subflava NJ9703 Nitrosospira multiformis Methyloversatilis universalis Methyloversatilis universalis FAM5 Desulfococcus oleovorans Arcobacter butzleri Campylobacter gracilis RM3268 Campylobacter hyointestinalis Campylobacter rectus RM3267 Campylobacter upsaliensis JV21 Helicobacter pullorum MIT 98-5489 Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Succinivibrio dextrinosolvens Allochromatium vinosum Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Legionella pneumophila Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Francisella tularensis Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Leptospira interrogans Acetomicrobium hydrogeniformans Actinomyces naeslundii Actinomyces naeslundii str. Howell 279 Actinomyces urogenitalis DSM 15434 Actinomyces viscosus C505 Trueperella pyogenes Bifidobacterium stercoris JCM 15918 Bifidobacterium boum Bifidobacterium catenulatum DSM 16992 = JCM 1194 = LMG 11043 Bifidobacterium gallicum DSM 20093 = LMG 11596 Bifidobacterium longum subsp. infantis CCUG 52486 Bifidobacterium mongoliense Bifidobacterium pseudocatenulatum DSM 20438 = JCM 1200 = LMG 10505 Bifidobacterium thermacidophilum Bifidobacterium thermophilum Corynebacterium amycolatum Corynebacterium durum Corynebacterium durum F0235 Brevibacterium casei Brevibacterium casei S18 Brevibacterium linens Propionibacterium Streptomyces avermitilis Thermomonospora curvata Olsenella profusa F0195 Collinsella intestinalis DSM 13280 Collinsella stercoris DSM 13279 Collinsella tanakaei YIT 12063 Slackia piriformis YIT 12062 Bacillus altitudinis Bacillus infantis NRRL B-14911 Bacillus firmus DS1 Listeria grayi Listeria grayi DSM 20601 Paenibacillus lactis 154 Enterococcus cecorum DSM 20682 = ATCC 43198 Lactobacillus paracasei subsp. paracasei 8700:2 Lactobacillus hilgardii DSM 20176 = ATCC 8290 Lactobacillus ruminis ATCC 25644 Lactobacillus salivarius DSM 20555 = ATCC 11741 Lactobacillus gastricus PS3 Lactobacillus mucosae LM1 Lactobacillus coryniformis subsp. coryniformis CECT 5711 Leuconostoc lactis Leuconostoc mesenteroides subsp. cremoris ATCC 19254 Streptococcus equinus ATCC 9812 Streptococcus lutetiensis 033 Streptococcus vestibularis F0396 Butyricicoccus pullicaecorum Butyricicoccus pullicaecorum 1.2 Clostridium butyricum E4 str. BoNT E BL5262 Anaerofustis stercorihominis Anaerofustis stercorihominis DSM 17244 Eubacterium ramulus ATCC 29099 Eubacterium ventriosum ATCC 27560 [Eubacterium] cellulosolvens 6 Pseudoramibacter alactolyticus ATCC 23263 Anaerostipes caccae DSM 14662 Blautia hydrogenotrophica DSM 10507 Blautia wexlerae Coprococcus comes ATCC 27758 Dorea longicatena DSM 13814 Clostridium asparagiforme DSM 15981 [Clostridium] bolteae ATCC BAA-613 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 Lachnospira multipara [Ruminococcus] gnavus ATCC 29149 [Ruminococcus] lactaris ATCC 29176 [Ruminococcus] torques ATCC 27756 Roseburia inulinivorans DSM 16841 Anaerotruncus colihominis DSM 17241 Flavonifractor plautii ATCC 29863 Pseudoflavonifractor capillosus ATCC 29799 Ruminococcus callidus ATCC 27760 Subdoligranulum variabile DSM 15176 [Clostridium] leptum DSM 753 [Eubacterium] siraeum DSM 15702 [Bacteroides] pectinophilus ATCC 43243 Mogibacterium timidum Mogibacterium timidum ATCC 33093 Eubacterium brachy ATCC 33089 Eubacterium saphenum ATCC 49989 Eggerthia catenaformis OT 569 = DSM 20559 [Clostridium] innocuum 2959 Clostridium spiroforme [Clostridium] spiroforme DSM 1552 Holdemania filiformis DSM 12042 Kandleria vitulina Kandleria vitulina DSM 20405 Acidaminococcus intestini Phascolarctobacterium succinatutens YIT 12067 Mitsuokella multacida DSM 20544 Dialister invisus DSM 15470 Dialister succinatiphilus Dialister succinatiphilus YIT 11850 Megasphaera elsdenii Peptoniphilus indolicus ATCC 29427 Streptomyces coelicolor A3(2) Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Corynebacterium glutamicum ATCC 13032 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Bifidobacterium longum subsp. infantis Bifidobacterium longum subsp. longum Eggerthella sp. YY7918 Lachnoclostridium phytofermentans ISDg Lactobacillus ruminis ATCC 27782 Leuconostoc citreum KM20 Streptococcus pasteurianus ATCC 43144 Streptococcus suis GZ1 Acidothermus cellulolyticus 11B Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Alkaliphilus oremlandii OhILAs Amycolatopsis mediterranei U32 Anoxybacillus flavithermus WK1 Bacillus selenitireducens MLS10 Beutenbergia cavernae DSM 12333 Bifidobacterium dentium Bd1 Butyrivibrio proteoclasticus B316 Clostridium novyi NT Clostridium thermocellum ATCC 27405 Clostridium cellulolyticum H10 Corynebacterium glutamicum R Corynebacterium urealyticum DSM 7109 Corynebacterium resistens DSM 45100 Geobacillus kaustophilus HTA426 Geobacillus thermodenitrificans NG80-2 Leuconostoc kimchii IMSNU 11154 Mycobacterium bovis AF2122/97 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium bovis BCG str. Pasteur 1173P2 Mycobacterium tuberculosis H37Ra Mycobacterium sp. Spyr1 Mycobacterium canettii CIPT 140010059 Oceanobacillus iheyensis HTE831 Bacillus tusciae DSM 2912 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Saccharomonospora viridis DSM 43017 Slackia heliotrinireducens DSM 20476 Streptococcus suis BM407 Streptococcus gallolyticus UCN34 Streptomyces violaceusniger Tu 4113 Thermobispora bispora DSM 43833 Thermomonospora curvata DSM 43183 Aspergillus nomiae NRRL 13137 Aspergillus novofumigatus Aspergillus novofumigatus IBT 16806 Aspergillus phoenicis Aspergillus sclerotioniger Aspergillus glaucus Aspergillus aculeatus ATCC 16872 Aspergillus leporis Aspergillus niger ATCC 1015 Aspergillus oryzae RIB40 Aspergillus terreus NIH2624 Aspergillus wentii Aspergillus clavatus NRRL 1 Aspergillus fischeri NRRL 181 Aspergillus fumigatus A1163 Aspergillus fumigatus Af293 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus taichungensis Aspergillus tamarii Aspergillus thermomutatus Aspergillus tubingensis Aspergillus violaceofuscus Aspergillus viridinutans Penicillium brasilianum Penicillium brevicompactum Penicillium canescens Penicillium chermesinum Penicillium citrinum Penicillium concentricum Penicillium daleae Penicillium decumbens Penicillium griseofulvum Penicillium hordei Penicillium italicum Penicillium nalgiovense Penicillium oxalicum Penicillium polonicum Penicillium roqueforti FM164 Penicillium solitum Penicillium steckii Penicillium thymicola Verticillium alfalfae VaMs.102 Trichoderma arundinaceum Trichoderma asperellum Trichoderma atroviride IMI 206040 Trichoderma citrinoviride Trichoderma harzianum Trichoderma longibrachiatum Trichoderma parareesei Trichoderma reesei QM6a Trichoderma virens Trichoderma virens Gv29-8 Fusarium acutatum Fusarium fujikuroi IMI 58289 Fusarium mangiferae Fusarium nygamai Fusarium proliferatum ET1 Fusarium subglutinans Fusarium verticillioides 7600 Fusarium heterosporum Fusarium equiseti Fusarium oxysporum Fo5176 Fusarium oxysporum f. sp. lycopersici 4287 Fusarium austroamericanum Fusarium graminearum PH-1 Fusarium poae Fusarium pseudograminearum CS3096 Fusarium sporotrichioides Fusarium vanettenii Fusarium vanettenii 77-13-4 Fusarium tricinctum Paraburkholderia graminis C4D1M Schaalia cardiffensis F0333 Schaalia odontolytica ATCC 17982 Schaalia turicensis ACS-279-V-Col4 Acidipropionibacterium acidipropionici ATCC 4875 Leuconostoc mesenteroides subsp. cremoris Anaerobutyricum hallii DSM 3353 Absiella dolichum DSM 3991 Holdemanella biformis DSM 3989 Bacteroides helcogenes P 36-108 Bacteroides salanitronis DSM 18170 Klebsiella aerogenes KCTC 2190 Treponema succinifaciens DSM 2489 Halanaerobium hydrogeniformans Acaryochloris marina MBIC11017 Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidithiobacillus ferrooxidans ATCC 23270 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Anaeromyxobacter dehalogenans 2CP-C Anaeromyxobacter sp. Fw109-5 Anaeromyxobacter sp. K Anaeromyxobacter dehalogenans 2CP-1 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ Bartonella tribocorum CIP 105476 Bartonella grahamii as4aup Mannheimia succiniciproducens MBEL55E Beijerinckia indica subsp. indica ATCC 9039 Bordetella petrii DSM 12804 Bordetella avium 197N Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Brucella microti CCM 4915 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Burkholderia rhizoxinica HKI 454 Candidatus Azobacteroides pseudotrichonymphae genomovar. CFP2 Candidatus Blochmannia floridanus Candidatus Blochmannia pennsylvanicus str. BPEN Candidatus Hamiltonella defensa 5AT (Acyrthosiphon pisum) Candidatus Pelagibacter ubique HTCC1062 Candidatus Riesia pediculicola USDA Capnocytophaga canimorsus Cc5 Caulobacter crescentus CB15 Caulobacter crescentus NA1000 Cellulophaga algicola DSM 14237 Clostridium lentocellum DSM 5427 Cellvibrio japonicus Ueda107 Chitinophaga pinensis DSM 2588 Chlorobium phaeobacteroides DSM 266 Chlorobium limicola DSM 245 Chloroflexus aurantiacus J-10-fl Chloroflexus aggregans DSM 9485 Chloroherpeton thalassium ATCC 35110 Chromohalobacter salexigens DSM 3043 Citrobacter rodentium ICC168 Colwellia psychrerythraea 34H Coxiella burnetii RSA 493 Coxiella burnetii Dugway 5J108-111 Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cytophaga hutchinsonii ATCC 33406 Desulfitobacterium hafniense Y51 Desulfitobacterium hafniense DCB-2 Desulfobacterium autotrophicum HRM2 Desulfococcus oleovorans Hxd3 Desulfotalea psychrophila LSv54 Desulfovibrio vulgaris str. Hildenborough Desulfovibrio vulgaris DP4 Desulfovibrio magneticus RS-1 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Dinoroseobacter shibae DFL 12 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia tasmaniensis Et1/99 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Erythrobacter litoralis HTCC2594 Ferrimonas balearica DSM 9799 Flavobacterium psychrophilum JIP02/86 Francisella tularensis subsp. holarctica LVS Geobacter metallireducens GS-15 Geobacter uraniireducens Rf4 Geobacter lovleyi SZ Geobacter bemidjiensis Bem Geobacter sp. FRC-32 Geobacter sp. M18 Gluconacetobacter diazotrophicus PAl 5 Gluconobacter oxydans 621H Gramella forsetii KT0803 Granulibacter bethesdensis CGDNIH1 Haemophilus parasuis SH0165 Haemophilus influenzae F3047 Hahella chejuensis KCTC 2396 Haliangium ochraceum DSM 14365 Halorhodospira halophila SL1 Halothiobacillus neapolitanus c2 Helicobacter acinonychis str. Sheeba Helicobacter mustelae 12198 Helicobacter pylori B8 Helicobacter felis ATCC 49179 Helicobacter bizzozeronii CIII-1 Heliobacterium modesticaldum Ice1 Herminiimonas arsenicoxydans Hyphomonas neptunium ATCC 15444 Idiomarina loihiensis L2TR Ilyobacter polytropus DSM 2926 Jannaschia sp. CCS1 Janthinobacterium sp. Marseille Klebsiella pneumoniae 342 Leadbetterella byssophila DSM 17132 Legionella pneumophila subsp. pneumophila str. Philadelphia 1 Legionella pneumophila str. Lens Legionella longbeachae NSW150 Leptospira borgpetersenii serovar Hardjo-bovis JB197 Leptothrix cholodnii SP-6 Magnetospirillum magneticum AMB-1 Maricaulis maris MCS10 Marinobacter aquaeolei VT8 Marinomonas mediterranea MMB-1 Marinomonas posidonica IVIA-Po-181 Methylibium petroleiphilum PM1 Methylobacillus flagellatus KT Methylobacterium chloromethanicum CM4 Methylobacterium nodulans ORS 2060 Methylobacterium extorquens AM1 Methylobacterium extorquens DM4 Methylocella silvestris BL2 Methylotenera mobilis JLW8 Methylovorus glucosetrophus SIP3-4 Nautilia profundicola AmH Neisseria meningitidis alpha14 Neisseria lactamica 020-06 Nitratiruptor sp. SB155-2 Nitrobacter winogradskyi Nb-255 Nitrobacter hamburgensis X14 Nitrosococcus oceani ATCC 19707 Nitrosococcus halophilus Nc4 Nitrosomonas eutropha C91 Nitrosospira multiformis ATCC 25196 Novosphingobium aromaticivorans DSM 12444 Bordetella bronchiseptica RB50 Geobacter sulfurreducens PCA Wigglesworthia glossinidia endosymbiont of Glossina brevipalpis Xanthomonas axonopodis pv. citri str. 306 Leptospira interrogans serovar Lai str. 56601 Nitrosomonas europaea ATCC 19718 Helicobacter hepaticus ATCC 51449 Chromobacterium violaceum ATCC 12472 Leptospira interrogans serovar Copenhageni str. Fiocruz L1-130 Sodalis glossinidius str. 'morsitans' Magnetococcus sp. MC-1 Candidatus Ruthia magnifica str. Cm (Calyptogena magnifica) Sorangium cellulosum 'So ce 56' Opitutus terrae PB90-1 Leptospira biflexa serovar Patoc strain 'Patoc 1 (Paris)' Elusimicrobium minutum Pei191 Alteromonas macleodii str. 'Deep ecotype' Gemmatimonas aurantiaca T-27 Deferribacter desulfuricans SSM1 Denitrovibrio acetiphilus DSM 12809 Calditerrivibrio nitroreducens DSM 19672 Rhodobacter capsulatus SB1003 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Parvibaculum lavamentivorans DS-1 Pasteurella multocida subsp. multocida str. Pm70 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Pedobacter heparinus DSM 2366 Pelobacter carbinolicus DSM 2380 Pelobacter propionicus DSM 2379 Pelodictyon phaeoclathratiforme BU-1 Phenylobacterium zucineum HLK1 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Pirellula staleyi DSM 6068 Planctomyces limnophilus DSM 3776 Polaromonas sp. JS666 Polaromonas naphthalenivorans CJ2 Polynucleobacter necessarius subsp. asymbioticus QLW-P1DMWA-1 Pseudoalteromonas haloplanktis TAC125 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Pseudomonas fulva 12-X Psychrobacter arcticus 273-4 Psychrobacter cryohalolentis K5 Psychromonas ingrahamii 37 Ralstonia solanacearum GMI1000 Rhizobium etli CFN 42 Rhizobium etli CIAT 652 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodopirellula baltica SH 1 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris HaA2 Rhodopseudomonas palustris BisB5 Rhodospirillum centenum SW Rhodothermus marinus DSM 4252 Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Ruegeria sp. TM1040 Saccharophagus degradans 2-40 Salinibacter ruber DSM 13855 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingobium japonicum UT26S Sphingomonas wittichii RW1 Sphingopyxis alaskensis RB2256 Spirochaeta thermophila DSM 6192 Sulfurimonas denitrificans DSM 1251 Sulfurimonas autotrophica DSM 16294 Sulfurovum sp. NBC37-1 Synechococcus sp. PCC 7002 Syntrophobacter fumaroxidans MPOB Taylorella equigenitalis MCE9 Teredinibacter turnerae T7901 Thioalkalivibrio sp. K90mix Thiobacillus denitrificans ATCC 25259 Tolumonas auensis DSM 9187 Treponema brennaborense DSM 12168 Variovorax paradoxus EPS Verminephrobacter eiseniae EF01-2 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Weeksella virosa DSM 16922 Xanthobacter autotrophicus Py2 Xanthomonas oryzae pv. oryzae KACC10331 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus bovienii SS-2004 Xenorhabdus nematophila ATCC 19061 Xylella fastidiosa 9a5c Xylella fastidiosa Temecula1 Xylella fastidiosa M23 Zunongwangia profunda SM-A87 Zymomonas mobilis subsp. pomaceae ATCC 29192 Sphingobacterium paucimobilis HER1398 Neisseria meningitidis serogroup C Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25 Hungatella hathewayi DSM 13479
Vitamin B6 Metabolism		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Pseudomonas aeruginosa PA7 Acinetobacter sp. ADP1 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Ochrobactrum anthropi Klebsiella pneumoniae Pseudomonas fluorescens Pf-5 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium sporogenes Rhodospirillum rubrum ATCC 11170 Saccharopolyspora erythraea NRRL 2338 Acinetobacter baumannii Alistipes finegoldii DSM 17242 Anaerostipes caccae Bacillus halodurans C-125 Bacillus timonensis 10403023 Bacteroides caccae Bacteroides cellulosilyticus Bacteroides fragilis Bacteroides fragilis 638R Bacteroides fragilis YCH46 Bacteroides stercoris Bacteroides stercoris ATCC 43183 Bacteroides thetaiotaomicron Bacteroides thetaiotaomicron VPI-5482 Bacteroides vulgatus Bacteroides xylanisolvens XB1A Blautia obeum A2-162 Clostridium saccharolyticum Coprococcus catus GD/7 Dysgonomonas gadei ATCC BAA-286 Eubacterium rectale ATCC 33656 Geobacter metallireducens Methylobacterium nodulans Ochrobactrum anthropi ATCC 49188 Ochrobactrum intermedium LMG 3301 Odoribacter splanchnicus DSM 20712 Parabacteroides distasonis Parabacteroides distasonis ATCC 8503 Parabacteroides goldsteinii dnLKV18 Prevotella intermedia Prevotella ruminicola 23 Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Neisseria flavescens Neisseria mucosa Acidiphilium cryptum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Bacteroides uniformis Fusobacterium gonidiaformans Fusobacterium ulcerans Bacillus licheniformis Desulfobacterium autotrophicum Xylella fastidiosa Roseobacter denitrificans Campylobacter upsaliensis Neisseria subflava Enterococcus avium Stenotrophomonas maltophilia Enterococcus durans Blautia hydrogenotrophica Burkholderia vietnamiensis Enterobacter cancerogenus Bacillus clausii Achromobacter xylosoxidans Burkholderia multivorans Dorea longicatena Burkholderia cenocepacia Methylibium petroleiphilum Syntrophobacter fumaroxidans Citrobacter youngae Burkholderia ambifaria Prevotella copri Desulfovibrio magneticus Methylocella silvestris Bacteroides massiliensis Escherichia albertii Geobacter bemidjiensis Bacteroides nordii Bacteroides plebeius Phocaeicola coprocola Bacteroides pyogenes Geobacter lovleyi Bacteroides intestinalis Bacteroides salanitronis Bacteroides fluxus Bacteroides oleiciplenus Bacteroides faecis Agrobacterium tumefaciens Bacteroides helcogenes Bacteroides xylanisolvens Campylobacter coli Campylobacter jejuni Dysgonomonas gadei Klebsiella variicola Odoribacter splanchnicus Parabacteroides goldsteinii Prevotella ruminicola Barnesiella intestinihominis Achromobacter xylosoxidans A8 Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Bacillus licheniformis ATCC 14580 Bacillus clausii KSM-K16 Bacillus pumilus SAFR-032 Bradyrhizobium japonicum USDA 110 Campylobacter jejuni subsp. jejuni 81-176 Campylobacter jejuni subsp. doylei 269.97 Citrobacter koseri ATCC BAA-895 Clostridium botulinum A str. Hall Clostridium botulinum B1 str. Okra Clostridium botulinum A2 str. Kyoto Clostridium botulinum Ba4 str. 657 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Mesorhizobium loti MAFF303099 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Neisseria gonorrhoeae FA 1090 Neisseria meningitidis MC58 Neisseria meningitidis Z2491 Neisseria meningitidis FAM18 Neisseria gonorrhoeae NCCP11945 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Propionibacterium freudenreichii subsp. shermanii CIRM-BIA1 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Bacteroides cellulosilyticus DSM 14838 Bacteroides eggerthii 1_2_48FAA Bacteroides fluxus YIT 12057 Bacteroides intestinalis DSM 17393 Bacteroides nordii CL02T12C05 Bacteroides oleiciplenus YIT 12058 Bacteroides ovatus ATCC 8483 Bacteroides pyogenes DSM 20611 = JCM 6294 Bacteroides uniformis ATCC 8492 Bacteroides xylanisolvens SD CC 1b Bacteroides sp. 1_1_14 Bacteroides sp. 1_1_30 Bacteroides sp. 2_1_22 Bacteroides sp. 2_2_4 Bacteroides sp. D2 Bacteroides sp. D20 Bacteroides sp. D22 Barnesiella intestinihominis YIT 11860 Butyricimonas virosa Odoribacter laneus YIT 12061 Paraprevotella clara YIT 11840 Paraprevotella xylaniphila YIT 11841 Prevotella buccae ATCC 33574 Prevotella denticola Prevotella oralis ATCC 33269 Prevotella pallens ATCC 700821 Prevotella salivae DSM 15606 Alistipes indistinctus YIT 12060 Parabacteroides johnsonii DSM 18315 Parabacteroides sp. D13 Bacteroides coprophilus DSM 18228 = JCM 13818 Bacteroides dorei DSM 17855 Fusobacterium gonidiaformans 3-1-5R Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Eikenella corrodens Eikenella corrodens ATCC 23834 Neisseria cinerea ATCC 14685 Neisseria macacae Neisseria macacae ATCC 33926 Neisseria meningitidis Neisseria mucosa ATCC 25996 Neisseria subflava NJ9703 Nitrosospira multiformis Desulfococcus oleovorans Campylobacter upsaliensis JV21 Aeromonas caviae Aeromonas media Aeromonas veronii Succinivibrio dextrinosolvens Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Acetomicrobium hydrogeniformans Rhodococcus erythropolis Brevibacterium casei Brevibacterium casei S18 Brevibacterium linens Olsenella profusa F0195 Bacillus infantis NRRL B-14911 Listeria grayi Listeria grayi DSM 20601 Paenibacillus lactis 154 Lactobacillus paracasei subsp. paracasei 8700:2 Butyricicoccus pullicaecorum Butyricicoccus pullicaecorum 1.2 Pseudoramibacter alactolyticus ATCC 23263 Anaerostipes caccae DSM 14662 Blautia hydrogenotrophica DSM 10507 Dorea longicatena DSM 13814 Clostridium asparagiforme DSM 15981 [Clostridium] bolteae ATCC BAA-613 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 Pseudoflavonifractor capillosus ATCC 29799 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Shewanella frigidimarina NCIMB 400 Alkaliphilus oremlandii OhILAs Amycolatopsis mediterranei U32 Clostridium cellulolyticum H10 Geobacillus thermodenitrificans NG80-2 Kineococcus radiotolerans SRS30216 Oceanobacillus iheyensis HTE831 Thermobaculum terrenum ATCC BAA-798 Pseudonocardia dioxanivorans CB1190 Rhodococcus opacus B4 Rubrobacter xylanophilus DSM 9941 Symbiobacterium thermophilum IAM 14863 Thermoanaerobacter pseudethanolicus ATCC 33223 Aspergillus calidoustus Paraburkholderia graminis C4D1M Bacteroides helcogenes P 36-108 Bacteroides salanitronis DSM 18170 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidovorax citrulli AAC00-1 Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Anabaena variabilis ATCC 29413 Anaeromyxobacter dehalogenans 2CP-C Anaeromyxobacter sp. Fw109-5 Anaeromyxobacter sp. K Anaeromyxobacter dehalogenans 2CP-1 Azorhizobium caulinodans ORS 571 Bartonella tribocorum CIP 105476 Bartonella grahamii as4aup Mannheimia succiniciproducens MBEL55E Beijerinckia indica subsp. indica ATCC 9039 Bordetella petrii DSM 12804 Bordetella avium 197N Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Brucella microti CCM 4915 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Caulobacter crescentus CB15 Caulobacter crescentus NA1000 Caulobacter segnis ATCC 21756 Cellvibrio japonicus Ueda107 Chloroherpeton thalassium ATCC 35110 Citrobacter rodentium ICC168 Coprothermobacter proteolyticus DSM 5265 Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Desulfitobacterium hafniense Y51 Desulfitobacterium hafniense DCB-2 Desulfobacterium autotrophicum HRM2 Desulfococcus oleovorans Hxd3 Desulfovibrio vulgaris str. Hildenborough Desulfovibrio vulgaris DP4 Desulfovibrio magneticus RS-1 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia tasmaniensis Et1/99 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Ferrimonas balearica DSM 9799 Geobacter metallireducens GS-15 Geobacter lovleyi SZ Geobacter bemidjiensis Bem Geobacter sp. FRC-32 Geobacter sp. M18 Granulibacter bethesdensis CGDNIH1 Halorhodospira halophila SL1 Heliobacterium modesticaldum Ice1 Herminiimonas arsenicoxydans Hydrogenobacter thermophilus TK-6 Hyphomonas neptunium ATCC 15444 Isosphaera pallida ATCC 43644 Klebsiella pneumoniae 342 Leadbetterella byssophila DSM 17132 Legionella pneumophila str. Lens Legionella longbeachae NSW150 Leptospira borgpetersenii serovar Hardjo-bovis JB197 Leptothrix cholodnii SP-6 Magnetospirillum magneticum AMB-1 Maricaulis maris MCS10 Methylibium petroleiphilum PM1 Methylobacterium chloromethanicum CM4 Methylobacterium nodulans ORS 2060 Methylobacterium extorquens AM1 Methylobacterium extorquens DM4 Methylocella silvestris BL2 Neisseria meningitidis alpha14 Neisseria lactamica 020-06 Nitrobacter hamburgensis X14 Nitrosococcus oceani ATCC 19707 Nitrosococcus halophilus Nc4 Nitrosomonas eutropha C91 Nitrosospira multiformis ATCC 25196 Nostoc sp. PCC 7120 Bordetella bronchiseptica RB50 Geobacter sulfurreducens PCA Xanthomonas axonopodis pv. citri str. 306 Leptospira interrogans serovar Lai str. 56601 Leptospira interrogans serovar Copenhageni str. Fiocruz L1-130 Synechococcus sp. JA-2-3B'a(2-13) Candidatus Ruthia magnifica str. Cm (Calyptogena magnifica) Leptospira biflexa serovar Patoc strain 'Patoc 1 (Paris)' Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Parvibaculum lavamentivorans DS-1 Pasteurella multocida subsp. multocida str. Pm70 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Pelodictyon phaeoclathratiforme BU-1 Persephonella marina EX-H1 Phenylobacterium zucineum HLK1 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Prochlorococcus marinus str. MIT 9312 Pseudoalteromonas haloplanktis TAC125 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Pseudomonas fulva 12-X Ralstonia solanacearum GMI1000 Rhizobium etli CIAT 652 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodopirellula baltica SH 1 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris BisB5 Rhodospirillum centenum SW Rhodothermus marinus DSM 4252 Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Saccharophagus degradans 2-40 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella pealeana ATCC 700345 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sulfurihydrogenibium azorense Az-Fu1 Synechococcus sp. JA-3-3Ab Syntrophobacter fumaroxidans MPOB Thermocrinis albus DSM 14484 Thiobacillus denitrificans ATCC 25259 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Xanthobacter autotrophicus Py2 Xanthomonas oryzae pv. oryzae KACC10331 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus bovienii SS-2004 Xenorhabdus nematophila ATCC 19061 Xylella fastidiosa 9a5c Xylella fastidiosa Temecula1 Xylella fastidiosa M23 Sphingobacterium paucimobilis HER1398 Neisseria meningitidis serogroup C Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25 Hungatella hathewayi DSM 13479

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018449	4-Phospho-D-erythronate	2-Oxo-3-hydroxy-4-phosphobutanoic acid	Erythronate-4-phosphate dehydrogenase	Dehydrogenation	PathBank	31602464
MMDBr0018451	L-Glutamic acid	Oxoglutaric acid	Phosphoserine aminotransferase	Amine group addition	PathBank	31602464
MMDBr0019951	4-Phospho-D-erythronate	2-Oxo-3-hydroxy-4-phosphobutanoic acid	Formate dehydrogenase 2	Dehydrogenation	PathBank	31602464
MMDBr0019952	L-Glutamic acid	Oxoglutaric acid	Unknown Protein		PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0006801

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030351

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C06054

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21145142

PDB ID

Not Available

ChEBI ID

27951

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 2-Oxo-3-hydroxy-4-phosphobutanoic acid (MMDBc0029839)

MOL for #<Metabolite:0x00007f9ac0019b60>

3D MOL for #<Metabolite:0x00007f9ac0019b60>

3D SDF for #<Metabolite:0x00007f9ac0019b60>

3D-SDF for #<Metabolite:0x00007f9ac0019b60>

PDB for #<Metabolite:0x00007f9ac0019b60>

3D PDB for #<Metabolite:0x00007f9ac0019b60>

SMILES for #<Metabolite:0x00007f9ac0019b60>

INCHI for #<Metabolite:0x00007f9ac0019b60>

Structure for #<Metabolite:0x00007f9ac0019b60>

3D Structure for #<Metabolite:0x00007f9ac0019b60>