MiMeDB: Showing metabocard for D-4'-Phosphopantothenate (MMDBc0029530)

Microbial

Plant

Animal

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:31:11 UTC

Update Date

2022-08-31 13:41:59 UTC

Metabolite ID

MMDBc0029530

Metabolite Identification

Common Name

D-4'-Phosphopantothenate

Description

D-4'-Phosphopantothenate is a product of the phosphorylatation of Pantothenate by Pantothenate kinase. It is an intermediate in coenzyme A (CoA) biosynthesis pathway. Coenzyme A is a cofactor of ubiquitous occurrence in plants, bacteria, and animals. It is needed in a large number of enzymatic reactions central to intermediary metabolism, including the oxidation of fatty acids, carbohydrates, and amino acids. Only plants and microorganisms like E. coli are capable of synthesizing this compound de novo.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305161822232D          

 19 18  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.5724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    3.1599    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
  3  4  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  1  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 17  3  1  0  0  0  0
 18  7  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029530

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(COP(O)(O)=O)C(O)C(O)=NCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18NO8P/c1-9(2,5-18-19(15,16)17)7(13)8(14)10-4-3-6(11)12/h7,13H,3-5H2,1-2H3,(H,10,14)(H,11,12)(H2,15,16,17)

> <INCHI_KEY>
XHFVGHPGDLDEQO-UHFFFAOYSA-N

> <FORMULA>
C9H18NO8P

> <MOLECULAR_WEIGHT>
299.2149

> <EXACT_MASS>
299.077003069

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.598691141327

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido}propanoic acid

> <ALOGPS_LOGP>
-2.14

> <JCHEM_LOGP>
-1.4789411379999997

> <ALOGPS_LOGS>
-1.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.470966071472556

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.792709595064899

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8105850375874377

> <JCHEM_POLAR_SURFACE_AREA>
153.39000000000001

> <JCHEM_REFRACTIVITY>
62.384

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-18         0                                  
HETATM    1  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.620  -2.667   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.206   1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.770   4.001   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.540   5.335   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0       0.770   6.668   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -0.000   8.002   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.104   7.438   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.310  -4.001   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.564   5.898   0.000  0.00  0.00           O+0
CONECT    1    2    3    9                                                  
CONECT    2    1                                                            
CONECT    3    1    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7                                                            
CONECT    9    1   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   19                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    3                                                            
CONECT   18    7                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

Synonyms

Value	Source
D-4'-Phosphopantothenic acid	Generator
4'-Phosphopantothenate	MeSH
Phosphopantothenic acid	MeSH
Phosphopantothenic acid, calcium salt (2:1)	MeSH
Phosphopantothenic acid, calcium salt, (R)-isomer	MeSH
(R)-4'-Phosphopantothenate	HMDB
4'-P-Pantothenate	HMDB

Molecular Formula

C₉H₁₈NO₈P

Average Mass

299.2149

Monoisotopic Mass

299.077003069

IUPAC Name

3-{2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido}propanoic acid

Traditional Name

3-{2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido}propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)(COP(O)(O)=O)C(O)C(O)=NCCC(O)=O

InChI Identifier

InChI=1S/C9H18NO8P/c1-9(2,5-18-19(15,16)17)7(13)8(14)10-4-3-6(11)12/h7,13H,3-5H2,1-2H3,(H,10,14)(H,11,12)(H2,15,16,17)

InChI Key

XHFVGHPGDLDEQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta 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

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Monoalkyl phosphate
Fatty amide
Monosaccharide
N-acyl-amine
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Secondary alcohol
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	8.51 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-1.5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.39 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	62.38 m³·mol⁻¹	ChemAxon
Polarizability	26.6 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	splash10-000t-9720000000-41704091b1bf13376017	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0002-9421200000-fd48be28cb334abd9b30	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f89-5392000000-359b42878651b9d9c2e4	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ul0-7960000000-5e1d3f9b32192536e41d	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9200000000-f9de3989fd11e22afcbe	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9370000000-f7d945402a704f305bba	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-14a239b738777adfeee4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a3802c65fdf7fe039457	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	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	483.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	379.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	80.2
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	268.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	274.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	228.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	453.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	581.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	569.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	143.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	315.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	157.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	57.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	393.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	543.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	44.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	188.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	650.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	569.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	D-4'-Phosphopantothenate_TMS_1	CC(C)(COP(=O)(O)O)C(O[Si](C)(C)C)C(O)=NCCC(=O)O	standard non polar	2025-10-23	1989.42
Gas Chromatography	D-4'-Phosphopantothenate_TMS_2	CC(C)(COP(=O)(O)O)C(O)C(=NCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1613.73
Gas Chromatography	D-4'-Phosphopantothenate_TMS_3	CC(C)(COP(=O)(O)O)C(O)C(O)=NCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2709.84
Gas Chromatography	D-4'-Phosphopantothenate_TMS_4	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O)C(O)=NCCC(=O)O	standard non polar	2025-10-23	1873.99
Gas Chromatography	D-4'-Phosphopantothenate_TMS_5	CC(C)(COP(=O)(O)O)C(O[Si](C)(C)C)C(=NCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2384.65
Gas Chromatography	D-4'-Phosphopantothenate_TMS_6	CC(C)(COP(=O)(O)O)C(O[Si](C)(C)C)C(O)=NCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2004.54
Gas Chromatography	D-4'-Phosphopantothenate_TMS_7	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=NCCC(=O)O	standard non polar	2025-10-23	1321.08
Gas Chromatography	D-4'-Phosphopantothenate_TMS_8	CC(C)(COP(=O)(O)O)C(O)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1418.66
Gas Chromatography	D-4'-Phosphopantothenate_TMS_9	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O)C(=NCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1836.06
Gas Chromatography	D-4'-Phosphopantothenate_TMS_10	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O)C(O)=NCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1291.46
Gas Chromatography	D-4'-Phosphopantothenate_TMS_11	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O)C(O)=NCCC(=O)O	standard non polar	2025-10-23	1737.2
Gas Chromatography	D-4'-Phosphopantothenate_TMS_12	CC(C)(COP(=O)(O)O)C(O[Si](C)(C)C)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1704.05
Gas Chromatography	D-4'-Phosphopantothenate_TMS_13	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(=NCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2285.0
Gas Chromatography	D-4'-Phosphopantothenate_TMS_14	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=NCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1540.59
Gas Chromatography	D-4'-Phosphopantothenate_TMS_15	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=NCCC(=O)O	standard non polar	2025-10-23	1748.59
Gas Chromatography	D-4'-Phosphopantothenate_TMS_16	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1753.26
Gas Chromatography	D-4'-Phosphopantothenate_TMS_17	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O)C(=NCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1272.31
Gas Chromatography	D-4'-Phosphopantothenate_TMS_18	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O)C(O)=NCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2078.0
Gas Chromatography	D-4'-Phosphopantothenate_TMS_19	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2796.33
Gas Chromatography	D-4'-Phosphopantothenate_TMS_20	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(=NCCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1588.74
Gas Chromatography	D-4'-Phosphopantothenate_TMS_21	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=NCCC(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1952.33
Gas Chromatography	D-4'-Phosphopantothenate_TMS_22	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2094.84
Gas Chromatography	D-4'-Phosphopantothenate_TMS_23	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1139.86
Gas Chromatography	D-4'-Phosphopantothenate_TMS_1	CC(C)(COP(=O)(O)O)C(O[Si](C)(C)C)C(O)=NCCC(=O)O	standard polar	2025-10-23	1847.41
Gas Chromatography	D-4'-Phosphopantothenate_TMS_2	CC(C)(COP(=O)(O)O)C(O)C(=NCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1837.07
Gas Chromatography	D-4'-Phosphopantothenate_TMS_3	CC(C)(COP(=O)(O)O)C(O)C(O)=NCCC(=O)O[Si](C)(C)C	standard polar	2025-10-23	1389.46
Gas Chromatography	D-4'-Phosphopantothenate_TMS_4	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O)C(O)=NCCC(=O)O	standard polar	2025-10-23	1890.44
Gas Chromatography	D-4'-Phosphopantothenate_TMS_5	CC(C)(COP(=O)(O)O)C(O[Si](C)(C)C)C(=NCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2185.87
Gas Chromatography	D-4'-Phosphopantothenate_TMS_6	CC(C)(COP(=O)(O)O)C(O[Si](C)(C)C)C(O)=NCCC(=O)O[Si](C)(C)C	standard polar	2025-10-23	2153.44
Gas Chromatography	D-4'-Phosphopantothenate_TMS_7	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=NCCC(=O)O	standard polar	2025-10-23	2039.37
Gas Chromatography	D-4'-Phosphopantothenate_TMS_8	CC(C)(COP(=O)(O)O)C(O)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2082.03
Gas Chromatography	D-4'-Phosphopantothenate_TMS_9	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O)C(=NCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1843.29
Gas Chromatography	D-4'-Phosphopantothenate_TMS_10	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O)C(O)=NCCC(=O)O[Si](C)(C)C	standard polar	2025-10-23	2166.93
Gas Chromatography	D-4'-Phosphopantothenate_TMS_11	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O)C(O)=NCCC(=O)O	standard polar	2025-10-23	1752.78
Gas Chromatography	D-4'-Phosphopantothenate_TMS_12	CC(C)(COP(=O)(O)O)C(O[Si](C)(C)C)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1611.45
Gas Chromatography	D-4'-Phosphopantothenate_TMS_13	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(=NCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1372.4
Gas Chromatography	D-4'-Phosphopantothenate_TMS_14	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=NCCC(=O)O[Si](C)(C)C	standard polar	2025-10-23	2020.37
Gas Chromatography	D-4'-Phosphopantothenate_TMS_15	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=NCCC(=O)O	standard polar	2025-10-23	2556.06
Gas Chromatography	D-4'-Phosphopantothenate_TMS_16	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2443.55
Gas Chromatography	D-4'-Phosphopantothenate_TMS_17	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O)C(=NCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1804.87
Gas Chromatography	D-4'-Phosphopantothenate_TMS_18	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O)C(O)=NCCC(=O)O[Si](C)(C)C	standard polar	2025-10-23	2911.48
Gas Chromatography	D-4'-Phosphopantothenate_TMS_19	CC(C)(COP(=O)(O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2676.67
Gas Chromatography	D-4'-Phosphopantothenate_TMS_20	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(=NCCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1606.43
Gas Chromatography	D-4'-Phosphopantothenate_TMS_21	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=NCCC(=O)O[Si](C)(C)C	standard polar	2025-10-23	2419.95
Gas Chromatography	D-4'-Phosphopantothenate_TMS_22	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2230.73
Gas Chromatography	D-4'-Phosphopantothenate_TMS_23	CC(C)(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(O[Si](C)(C)C)C(=NCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2751.06

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

Not Available

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
MMDBr0018354	Pantothenic acid	D-4'-Phosphopantothenate	Unknown Protein		PathBank	31602464
MMDBr0018358	Pantothenic acid	D-4'-Phosphopantothenate	Pantothenate kinase	Phosphorylation	PathBank	31602464
MMDBr0018359	L-Cysteine	Cytidine monophosphate	Coenzyme A biosynthesis bifunctional protein CoaBC	Synthesis	PathBank	31602464
MMDBr0019431	Pantothenic acid	D-4'-Phosphopantothenate	Pantothenate kinase CAB1	Phosphorylation	PathBank	31602464
MMDBr0019432	L-Cysteine	Cytidine monophosphate	Phosphopantothenate--cysteine ligase CAB2	Ligation	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; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	369	Human feces; Human pleural fluid plaque; Pig ; Human ; Human subgingival plaque; Cattle ; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	173	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	119	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	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	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	2	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria/Eubacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	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

HMDB0062700

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022373

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131

PDB ID

Not Available

ChEBI ID

Not Available

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 D-4'-Phosphopantothenate (MMDBc0029530)

MOL for #<Metabolite:0x00007f2e273a9420>

3D MOL for #<Metabolite:0x00007f2e273a9420>

3D SDF for #<Metabolite:0x00007f2e273a9420>

3D-SDF for #<Metabolite:0x00007f2e273a9420>

PDB for #<Metabolite:0x00007f2e273a9420>

3D PDB for #<Metabolite:0x00007f2e273a9420>

SMILES for #<Metabolite:0x00007f2e273a9420>

INCHI for #<Metabolite:0x00007f2e273a9420>

Structure for #<Metabolite:0x00007f2e273a9420>

3D Structure for #<Metabolite:0x00007f2e273a9420>