MiMeDB: Showing metabocard for 2-Amino-3-oxo-4-phosphonooxybutyrate (MMDBc0029970)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:48:51 UTC

Update Date

2022-08-31 17:38:09 UTC

Metabolite ID

MMDBc0029970

Metabolite Identification

Common Name

2-Amino-3-oxo-4-phosphonooxybutyrate

Description

2-amino-3-oxo-4-phosphonooxybutyrate is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon)

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08131209222D          

 14 13  0  0  0  0            999 V2000
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  3  5  1  6  0  0  0
  6  2  2  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
 12  1  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
  3 14  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029970

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H8NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h3H,1,5H2,(H,7,8)(H2,9,10,11)/t3-/m0/s1

> <INCHI_KEY>
LMKSRFWSQAKTOE-VKHMYHEASA-N

> <FORMULA>
C4H8NO7P

> <MOLECULAR_WEIGHT>
213.0826

> <EXACT_MASS>
213.003838127

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
16.02780359883773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-oxo-4-(phosphonooxy)butanoic acid

> <ALOGPS_LOGP>
-1.75

> <JCHEM_LOGP>
-3.2612596957387257

> <ALOGPS_LOGS>
-1.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.8217774845366357

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0295040721835598

> <JCHEM_PKA_STRONGEST_BASIC>
7.2257721632553915

> <JCHEM_POLAR_SURFACE_AREA>
147.15

> <JCHEM_REFRACTIVITY>
38.109700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-3-oxo-4-(phosphonooxy)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   14  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2   12                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5   14                                             
CONECT    4    3    7    8                                                  
CONECT    5    3                                                            
CONECT    6    2                                                            
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9   13                                                            
CONECT   10   13                                                            
CONECT   11   13                                                            
CONECT   12    1   13                                                       
CONECT   13    9   10   11   12                                             
CONECT   14    3                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

Synonyms

Value	Source
(2S)-2-Amino-3-oxo-4-phosphonooxybutanoate	ChEBI
L-2-Amino-3-oxo-4-phosphonooxybutyrate	ChEBI
(2S)-2-Amino-3-oxo-4-phosphonooxybutanoic acid	Generator
L-2-Amino-3-oxo-4-phosphonooxybutyric acid	Generator
2-Amino-3-oxo-4-phosphonooxybutyric acid	Generator

Molecular Formula

C₄H₈NO₇P

Average Mass

213.0826

Monoisotopic Mass

213.003838127

IUPAC Name

(2S)-2-amino-3-oxo-4-(phosphonooxy)butanoic acid

Traditional Name

(2S)-2-amino-3-oxo-4-(phosphonooxy)butanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C4H8NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h3H,1,5H2,(H,7,8)(H2,9,10,11)/t3-/m0/s1

InChI Key

LMKSRFWSQAKTOE-VKHMYHEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Beta-keto acid
Short-chain keto acid
Monoalkyl phosphate
Beta-hydroxy ketone
Keto acid
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
1,3-dicarbonyl compound
Alkyl phosphate
Alpha-aminoketone
Amino acid
Ketone
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Primary aliphatic amine
Organooxygen compound
Organic oxygen compound
Carbonyl group
Primary amine
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-amino-3-oxo-4-(phosphonooxy)butanoic acid (CHEBI:64186 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	16.6 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-3.3	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.03	ChemAxon
pKa (Strongest Basic)	7.23	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	38.11 m³·mol⁻¹	ChemAxon
Polarizability	16.03 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	splash10-0002-9300000000-67f6d576df6ecedda3a5	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0292-4930000000-5d03d45aa354832df1ca	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xs-9800000000-1651e4804966f49060f0	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006t-9100000000-de1b0969b556dea6c460	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03fr-9860000000-4aae0dd934f15993c083	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-4a5986983776a835b113	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-8918b9d07cb95a5132b4	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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	598.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	492.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	43.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	219.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	300.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	327.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	398.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	1012.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	925.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	196.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	557.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	207.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	26.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	532.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	863.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	94.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	357.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	617.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	580.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_1	C[Si](C)(C)OC(=O)[C@@H](N)C(=O)COP(=O)(O)O	standard non polar	2025-10-23	1988.91
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_2	C[Si](C)(C)OP(=O)(O)OCC(=O)[C@H](N)C(=O)O	standard non polar	2025-10-23	2126.95
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_3	C[Si](C)(C)OC(COP(=O)(O)O)=C(N)C(=O)O	standard non polar	2025-10-23	1766.43
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_4	C[Si](C)(C)OC(=COP(=O)(O)O)[C@H](N)C(=O)O	standard non polar	2025-10-23	1739.29
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_5	C[Si](C)(C)N[C@H](C(=O)O)C(=O)COP(=O)(O)O	standard non polar	2025-10-23	2027.38
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_6	C[Si](C)(C)OC(=O)[C@@H](N)C(=O)COP(=O)(O)O[Si](C)(C)C	standard non polar	2025-10-23	1799.93
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_7	C[Si](C)(C)OC(=O)C(N)=C(COP(=O)(O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2624.26
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_8	C[Si](C)(C)OC(=O)[C@@H](N)C(=COP(=O)(O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1897.58
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_9	C[Si](C)(C)N[C@@H](C(=O)COP(=O)(O)O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2583.26
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_10	C[Si](C)(C)OP(=O)(OCC(=O)[C@H](N)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1630.01
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_11	C[Si](C)(C)OC(COP(=O)(O)O[Si](C)(C)C)=C(N)C(=O)O	standard non polar	2025-10-23	1617.18
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_12	C[Si](C)(C)OC(=COP(=O)(O)O[Si](C)(C)C)[C@H](N)C(=O)O	standard non polar	2025-10-23	2300.71
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_13	C[Si](C)(C)N[C@H](C(=O)O)C(=O)COP(=O)(O)O[Si](C)(C)C	standard non polar	2025-10-23	1894.41
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_14	C[Si](C)(C)NC(C(=O)O)=C(COP(=O)(O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1724.76
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_15	C[Si](C)(C)N[C@H](C(=O)O)C(=COP(=O)(O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1741.65
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_16	C[Si](C)(C)N([C@H](C(=O)O)C(=O)COP(=O)(O)O)[Si](C)(C)C	standard non polar	2025-10-23	1826.61
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_17	C[Si](C)(C)OC(=O)[C@@H](N)C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1584.87
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_18	C[Si](C)(C)OC(=O)C(N)=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2747.37
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_19	C[Si](C)(C)OC(=O)[C@@H](N)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2067.19
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_20	C[Si](C)(C)N[C@@H](C(=O)COP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1571.75
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_21	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)=C(COP(=O)(O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2533.05
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_22	C[Si](C)(C)N[C@H](C(=O)O[Si](C)(C)C)C(=COP(=O)(O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1882.38
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_23	C[Si](C)(C)OC(=O)[C@H](C(=O)COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1722.44
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_24	C[Si](C)(C)OC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C(N)C(=O)O	standard non polar	2025-10-23	1909.24
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_25	C[Si](C)(C)OC(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N)C(=O)O	standard non polar	2025-10-23	1986.06
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_26	C[Si](C)(C)N[C@H](C(=O)O)C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1610.59
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_27	C[Si](C)(C)NC(C(=O)O)=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1913.91
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_28	C[Si](C)(C)N[C@H](C(=O)O)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1972.67
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_29	C[Si](C)(C)OP(=O)(O)OCC(=O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1828.18
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_30	C[Si](C)(C)OC(COP(=O)(O)O)=C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2855.08
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_31	C[Si](C)(C)OC(=COP(=O)(O)O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2251.36
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_32	C[Si](C)(C)OC(=O)C(N)=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2164.71
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_33	C[Si](C)(C)OC(=O)[C@@H](N)C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1606.73
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_34	C[Si](C)(C)N[C@@H](C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2287.04
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_35	C[Si](C)(C)NC(C(=O)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	1647.13
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_36	C[Si](C)(C)N[C@H](C(=O)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	1928.29
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_37	C[Si](C)(C)OC(=O)[C@H](C(=O)COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1760.78
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_38	C[Si](C)(C)OC(=O)C(=C(COP(=O)(O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1625.05
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_39	C[Si](C)(C)OC(=O)[C@H](C(=COP(=O)(O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1889.47
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_40	C[Si](C)(C)NC(C(=O)O)=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2497.72
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_41	C[Si](C)(C)N[C@H](C(=O)O)C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2548.84
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_42	C[Si](C)(C)OP(=O)(OCC(=O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1864.13
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_43	C[Si](C)(C)OC(COP(=O)(O)O[Si](C)(C)C)=C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1965.96
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_44	C[Si](C)(C)OC(=COP(=O)(O)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2049.54
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_45	C[Si](C)(C)NC(C(=O)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	1962.69
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_46	C[Si](C)(C)N[C@H](C(=O)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	2945.45
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_47	C[Si](C)(C)OC(=O)[C@H](C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2248.23
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_48	C[Si](C)(C)OC(=O)C(=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2433.97
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_49	C[Si](C)(C)OC(=O)[C@H](C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1343.26
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_50	C[Si](C)(C)OC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1609.47
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_51	C[Si](C)(C)OC(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2323.95
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_52	C[Si](C)(C)OC(=O)C(=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2194.55
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_53	C[Si](C)(C)OC(=O)[C@H](C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2856.34
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_1	C[Si](C)(C)OC(=O)[C@@H](N)C(=O)COP(=O)(O)O	standard polar	2025-10-23	2316.18
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_2	C[Si](C)(C)OP(=O)(O)OCC(=O)[C@H](N)C(=O)O	standard polar	2025-10-23	1971.48
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_3	C[Si](C)(C)OC(COP(=O)(O)O)=C(N)C(=O)O	standard polar	2025-10-23	2042.01
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_4	C[Si](C)(C)OC(=COP(=O)(O)O)[C@H](N)C(=O)O	standard polar	2025-10-23	2339.27
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_5	C[Si](C)(C)N[C@H](C(=O)O)C(=O)COP(=O)(O)O	standard polar	2025-10-23	1942.55
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_6	C[Si](C)(C)OC(=O)[C@@H](N)C(=O)COP(=O)(O)O[Si](C)(C)C	standard polar	2025-10-23	2028.84
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_7	C[Si](C)(C)OC(=O)C(N)=C(COP(=O)(O)O)O[Si](C)(C)C	standard polar	2025-10-23	2046.26
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_8	C[Si](C)(C)OC(=O)[C@@H](N)C(=COP(=O)(O)O)O[Si](C)(C)C	standard polar	2025-10-23	2263.72
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_9	C[Si](C)(C)N[C@@H](C(=O)COP(=O)(O)O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1994.63
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_10	C[Si](C)(C)OP(=O)(OCC(=O)[C@H](N)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2401.08
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_11	C[Si](C)(C)OC(COP(=O)(O)O[Si](C)(C)C)=C(N)C(=O)O	standard polar	2025-10-23	2235.12
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_12	C[Si](C)(C)OC(=COP(=O)(O)O[Si](C)(C)C)[C@H](N)C(=O)O	standard polar	2025-10-23	1874.33
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_13	C[Si](C)(C)N[C@H](C(=O)O)C(=O)COP(=O)(O)O[Si](C)(C)C	standard polar	2025-10-23	2453.22
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_14	C[Si](C)(C)NC(C(=O)O)=C(COP(=O)(O)O)O[Si](C)(C)C	standard polar	2025-10-23	2653.2
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_15	C[Si](C)(C)N[C@H](C(=O)O)C(=COP(=O)(O)O)O[Si](C)(C)C	standard polar	2025-10-23	1744.2
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_16	C[Si](C)(C)N([C@H](C(=O)O)C(=O)COP(=O)(O)O)[Si](C)(C)C	standard polar	2025-10-23	1437.25
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_17	C[Si](C)(C)OC(=O)[C@@H](N)C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	3050.03
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_18	C[Si](C)(C)OC(=O)C(N)=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2556.39
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_19	C[Si](C)(C)OC(=O)[C@@H](N)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2062.92
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_20	C[Si](C)(C)N[C@@H](C(=O)COP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1563.11
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_21	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)=C(COP(=O)(O)O)O[Si](C)(C)C	standard polar	2025-10-23	1966.84
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_22	C[Si](C)(C)N[C@H](C(=O)O[Si](C)(C)C)C(=COP(=O)(O)O)O[Si](C)(C)C	standard polar	2025-10-23	2418.52
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_23	C[Si](C)(C)OC(=O)[C@H](C(=O)COP(=O)(O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1693.14
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_24	C[Si](C)(C)OC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C(N)C(=O)O	standard polar	2025-10-23	2470.99
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_25	C[Si](C)(C)OC(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](N)C(=O)O	standard polar	2025-10-23	2240.98
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_26	C[Si](C)(C)N[C@H](C(=O)O)C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1798.58
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_27	C[Si](C)(C)NC(C(=O)O)=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2186.6
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_28	C[Si](C)(C)N[C@H](C(=O)O)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1424.28
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_29	C[Si](C)(C)OP(=O)(O)OCC(=O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2392.13
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_30	C[Si](C)(C)OC(COP(=O)(O)O)=C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2101.2
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_31	C[Si](C)(C)OC(=COP(=O)(O)O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2046.18
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_32	C[Si](C)(C)OC(=O)C(N)=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2527.67
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_33	C[Si](C)(C)OC(=O)[C@@H](N)C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2509.27
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_34	C[Si](C)(C)N[C@@H](C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2630.37
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_35	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1686.67
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_36	C[Si](C)(C)N[C@H](C(=O)O[Si](C)(C)C)C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1730.75
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_37	C[Si](C)(C)OC(=O)[C@H](C(=O)COP(=O)(O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2044.78
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_38	C[Si](C)(C)OC(=O)C(=C(COP(=O)(O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1611.59
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_39	C[Si](C)(C)OC(=O)[C@H](C(=COP(=O)(O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2139.46
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_40	C[Si](C)(C)NC(C(=O)O)=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1709.87
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_41	C[Si](C)(C)N[C@H](C(=O)O)C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1813.38
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_42	C[Si](C)(C)OP(=O)(OCC(=O)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1638.56
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_43	C[Si](C)(C)OC(COP(=O)(O)O[Si](C)(C)C)=C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1791.89
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_44	C[Si](C)(C)OC(=COP(=O)(O)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2365.28
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_45	C[Si](C)(C)NC(C(=O)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	2247.16
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_46	C[Si](C)(C)N[C@H](C(=O)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	1861.49
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_47	C[Si](C)(C)OC(=O)[C@H](C(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1758.25
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_48	C[Si](C)(C)OC(=O)C(=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1575.58
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_49	C[Si](C)(C)OC(=O)[C@H](C(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2512.15
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_50	C[Si](C)(C)OC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	3151.44
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_51	C[Si](C)(C)OC(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2187.14
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_52	C[Si](C)(C)OC(=O)C(=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1141.5
Gas Chromatography	2-Amino-3-oxo-4-phosphonooxybutyrate_TMS_53	C[Si](C)(C)OC(=O)[C@H](C(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2258.6

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
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
MMDBr0018450	O-Phospho-4-hydroxy-L-threonine	2-Amino-3-oxo-4-phosphonooxybutyrate	4-hydroxythreonine-4-phosphate dehydrogenase	Dehydrogenation	PathBank	31602464
MMDBr0019953	O-Phospho-4-hydroxy-L-threonine	2-Amino-3-oxo-4-phosphonooxybutyrate	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	Proteobacteria	1	Human feces; Human sputum; Human ; Human unknown; Human pleural fluid plaque; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	159	Human feces; Human sputum; Human ; Human unknown; Human pleural fluid plaque; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human ; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	1		Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	160	Human feces; Human ; Cattle ; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	24	Human feces; Human ; Human supragingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	16	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C07335

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441260

PDB ID

Not Available

ChEBI ID

64186

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
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-Amino-3-oxo-4-phosphonooxybutyrate (MMDBc0029970)

MOL for #<Metabolite:0x00007f9ad17b8888>

3D MOL for #<Metabolite:0x00007f9ad17b8888>

3D SDF for #<Metabolite:0x00007f9ad17b8888>

3D-SDF for #<Metabolite:0x00007f9ad17b8888>

PDB for #<Metabolite:0x00007f9ad17b8888>

3D PDB for #<Metabolite:0x00007f9ad17b8888>

SMILES for #<Metabolite:0x00007f9ad17b8888>

INCHI for #<Metabolite:0x00007f9ad17b8888>

Structure for #<Metabolite:0x00007f9ad17b8888>

3D Structure for #<Metabolite:0x00007f9ad17b8888>