fosfomycin (CHEBI:28915)

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ChEBI Name	fosfomycin

ChEBI ID	CHEBI:28915

Definition	A phosphonic acid having an (R,S)-1,2-epoxypropyl group attached to phosphorus.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:42503, CHEBI:8159, CHEBI:24100

Supplier Information

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Formula

C3H7O4P

Net Charge

Average Mass

138.05900

Monoisotopic Mass

138.00820

InChI

InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1

InChIKey

YMDXZJFXQJVXBF-STHAYSLISA-N

SMILES

C[C@@H]1O[C@@H]1P(O)(O)=O

Roles Classification
Biological Role(s):	EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of UDP-N-acetylglucosamine 1-carboxyvinyltransferase (EC 2.5.1.7). antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

ChEBI Ontology
Outgoing	fosfomycin (CHEBI:28915) has functional parent phosphonic acid (CHEBI:44976) fosfomycin (CHEBI:28915) has role antimicrobial agent (CHEBI:33281) fosfomycin (CHEBI:28915) has role EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor (CHEBI:78379) fosfomycin (CHEBI:28915) is a epoxide (CHEBI:32955) fosfomycin (CHEBI:28915) is a phosphonic acids (CHEBI:26069) fosfomycin (CHEBI:28915) is conjugate acid of (1R,2S)-epoxypropylphosphonate(1−) (CHEBI:62247)

Incoming	(1R,2S)-epoxypropylphosphonate(1−) (CHEBI:62247) is conjugate base of fosfomycin (CHEBI:28915)

IUPAC Name

[(2R,3S)-3-methyloxiran-2-yl]phosphonic acid

Synonyms	Sources
(-)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid	ChemIDplus
(1R,2S)-epoxypropylphosphonic acid	MetaCyc
(2R-cis)-(3-Methyloxiranyl)phosphonic acid	ChemIDplus
1R-cis-(1,2-epoxypropyl)phosphonic acid	ChEBI
cis-(1R,2S)-epoxypropylphosphonic acid	MetaCyc
FCM	KEGG DRUG
FOSFOMYCIN	PDBeChem
L-cis-1,2-epoxypropylphosphonic acid	MetaCyc
Phosphomycin	ChemIDplus
phosphonemycin	MetaCyc
Phosphonomycin	KEGG COMPOUND
Phosphonomycin	KEGG COMPOUND

Last Modified

22 February 2017