Showing Compound 4-Phosphopantothenoylcysteine (FDB022432)

Record Information

Version

1.0

Creation date

2011-09-21 00:13:53 UTC

Update date

2015-07-21 06:57:12 UTC

Primary ID

FDB022432

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-Phosphopantothenoylcysteine

Description

4-Phosphopantothenoylcysteine (PPC) is an intermediate in the biosynthetic machinery (pathway) that converts pantothenate (vitamin B5) into coenzyme A (CoA). The enzyme Phosphopantothenoylcysteine decarboxylase catalyzes the decarboxylation of PPC to 4'-phosphopantetheine. Coenzyme A is the principal acyl carrier and is required for many synthetic and degradative reactions in intermediary metabolism, and is an essential cofactor in all living systems. (PMID: 15450493, 16371361, 14501115) [HMDB]

CAS Number

7196-09-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(R)-4'-O-N-Pantothenoyl-L-cysteine	HMDB
(R)-4'-Opantothenoyl-L-cysteine	ChEBI
(R)-4'-Phospho-N-pantothenoyl-L-cysteine	HMDB
(R)-4'-phospho-N-pantothenoyl-L-cysteine	hmdb
(R)-4'-Phosphopantothenoyl-L-cysteine	ChEBI
(R)-N-[N-[2-Hydroxy-3,3-dimethyl-1-oxo-4-(onooxy)butyl]-b-alanyl]-L-cysteine	HMDB
(R)-N-[N-[2-Hydroxy-3,3-dimethyl-1-oxo-4-(onooxy)butyl]-beta-alanyl]-L-cysteine	HMDB
(R)-N-[N-[2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-b-alanyl]-L-cysteine	HMDB
(R)-N-[N-[2-hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-b-alanyl]-L-Cysteine	hmdb
(R)-N-[N-[2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-beta-alanyl]-L-cysteine	HMDB

Showing 1 to 10 of 39 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	-0.88	ALOGPS
logP	-2	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	182.49 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	87.41 m³·mol⁻¹	ChemAxon
Polarizability	36.25 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H23N2O9PS

IUPAC name

(2R)-2-{3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanamido}-3-sulfanylpropanoic acid

InChI Identifier

InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1

InChI Key

XQYALQVLCNHCFT-CBAPKCEASA-N

Isomeric SMILES

CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O

Average Molecular Weight

402.358

Monoisotopic Molecular Weight

402.086187546

Classification

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-cysteine derivative (CHEBI:15769 )

Ontology

Disposition

Biological location:

Subcellular:

Cytoplasm

Source:

Endogenous

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	4-Phosphopantothenoylcysteine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001j-5932000000-e19576ea46e3ff55ea4a	Spectrum
Predicted GC-MS	4-Phosphopantothenoylcysteine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dj-9320110000-ce6b2ea6ec578a33da61	Spectrum
Predicted GC-MS	4-Phosphopantothenoylcysteine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0zpu-1937300000-2b4945f44032ac443f6f	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ab9-1933000000-9a014207b8622cc17a3f	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dl-6900000000-28cae0532b597370b8c8	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f9t-9233300000-4a81e1df035282c806d8	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9210000000-3d01cdfc14c84e5ac1ae	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-9066cc0fc827f0850dd4	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-0019700000-b5f554e2b39106e9b142	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4j-4946100000-539d27a701be7ae98539	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kml-2942000000-db53628649a31094886f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0010900000-45017c3ef01c5d32f9a8	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ugj-9386600000-4f3317f2957ab1d4daba	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0059-9400000000-fd5c1ffc893118d72018	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

389278

ChEMBL ID

Not Available

KEGG Compound ID

C04352

Pubchem Compound ID

440304

Pubchem Substance ID

Not Available

ChEBI ID

15769

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB01117

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

43650

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

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Showing 1 to 4 of 4 entries

Pathways

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 4-Phosphopantothenoylcysteine (FDB022432)

Structure for FDB022432 (4-Phosphopantothenoylcysteine)