PHOSPHOPANTOTHENIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H18NO8P
Molecular Weight	299.2149
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=XHFVGHPGDLDEQO-ZETCQYMHSA-N

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)/t7-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C9H18NO8P
Molecular Weight	299.2149
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11947494 | https://www.ncbi.nlm.nih.gov/pubmed/1252995 | https://www.ncbi.nlm.nih.gov/pubmed/8582649

Phosphopantothenic acid is an amidoalkyl phosphate that is the 4-phosphate derivative of (R)-pantothenic acid. Phosphopantothenic acid is not permeable to cell membranes due to its anionic character, consistent with the observation that systemic administration of Phosphopantothenic acid does not restore CoA levels in cellular and mouse models

Approval Year

PubMed

Title	Date	PubMed
Chemo- and regioselective peptide cyclization triggered by the N-terminal fatty acid chain length: the recombinant cyclase of the calcium-dependent antibiotic from Streptomyces coelicolor.	2004 Mar 16	15005627
Mycobacterium tuberculosis pantothenate kinase: possible changes in location of ligands during enzyme action.	2009 Apr	19307712
Kinetic characterization of human phosphopantothenoylcysteine synthetase.	2009 Dec	19683078
Characterization and kinetics of phosphopantothenoylcysteine synthetase from Enterococcus faecalis.	2009 Mar 31	19182993
Kinetic and inhibition studies of dihydroxybenzoate-AMP ligase from Escherichia coli.	2010 May 4	20359185

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:27:39 GMT 2023` Edited by `admin` on `Sat Dec 16 09:27:39 GMT 2023`
Record UNII	1SCE5NG3E8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHOSPHOPANTOTHENIC ACID

Systematic Name

English

PANTOTHENATE PHOSPHATE

Systematic Name

English

.BETA.-ALANINE, N-((2R)-2-HYDROXY-3,3-DIMETHYL-1-OXO-4-(PHOSPHONOOXY)BUTYL)-

Systematic Name

English

4'-PHOSPHOPANTOTHENIC ACID

Common Name

English

PANTOTHENIC ACID, 4'-(DIHYDROGEN PHOSPHATE)

Common Name

English

D-PANTOTHENIC ACID 4'-PHOSPHATE

Common Name

English

4'-PHOSPHO-D-PANTOTHENIC ACID

Common Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

427114