fosfomycin (CHEBI:28915)

CHEBI:28915 - fosfomycin

ChEBI ID	CHEBI:28915
ChEBI Name	fosfomycin
Stars
Definition	A phosphonic acid having an (R,S)-1,2-epoxypropyl group attached to phosphorus.
Secondary ChEBI IDs	CHEBI:8159, CHEBI:24100, CHEBI:42503
Last Modified	22 February 2017
Downloads	Molfile

Formula	C3H7O4P
Net Charge	0
Average Mass	138.059
Monoisotopic Mass	138.00820
SMILES	C[C@@H]1O[C@@H]1P(=O)(O)O
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

Roles Classification

antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

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).

ChEBI Ontology

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

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

Synonyms	Source
Phosphonomycin	KEGG COMPOUND
FOSFOMYCIN	PDBeChem
FCM	KEGG DRUG
(-)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid	ChemIDplus
Phosphomycin	ChemIDplus
(2R-cis)-(3-Methyloxiranyl)phosphonic acid	ChemIDplus

Citations