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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 of PHOSPHOPANTOTHENIC ACID

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
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

PubMed

TitleDatePubMed
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
Mycobacterium tuberculosis pantothenate kinase: possible changes in location of ligands during enzyme action.
2009 Apr
Kinetic characterization of human phosphopantothenoylcysteine synthetase.
2009 Dec
Characterization and kinetics of phosphopantothenoylcysteine synthetase from Enterococcus faecalis.
2009 Mar 31
Selective inhibitors of bacterial phosphopantothenoylcysteine synthetase.
2009 Nov 18
Kinetic and inhibition studies of dihydroxybenzoate-AMP ligase from Escherichia coli.
2010 May 4
Patents
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
Created by admin on Sat Dec 16 09:27:39 GMT 2023 , Edited by admin on Sat Dec 16 09:27:39 GMT 2023
Code System Code Type Description
CAS
5875-50-3
Created by admin on Sat Dec 16 09:27:39 GMT 2023 , Edited by admin on Sat Dec 16 09:27:39 GMT 2023
PRIMARY
EPA CompTox
DTXSID40974271
Created by admin on Sat Dec 16 09:27:39 GMT 2023 , Edited by admin on Sat Dec 16 09:27:39 GMT 2023
PRIMARY
FDA UNII
1SCE5NG3E8
Created by admin on Sat Dec 16 09:27:39 GMT 2023 , Edited by admin on Sat Dec 16 09:27:39 GMT 2023
PRIMARY
CHEBI
15905
Created by admin on Sat Dec 16 09:27:39 GMT 2023 , Edited by admin on Sat Dec 16 09:27:39 GMT 2023
PRIMARY
PUBCHEM
41635
Created by admin on Sat Dec 16 09:27:39 GMT 2023 , Edited by admin on Sat Dec 16 09:27:39 GMT 2023
PRIMARY