Fosfomycin
[(2R,3S)-3-methyloxiran-2-yl]phosphonic acid
Molecular Identity
Fosfomycin
[(2R,3S)-3-methyloxiran-2-yl]phosphonic acid
PubChem CID: 446987
Fosfomycin is a phosphonic acid having an (R,S)-1,2-epoxypropyl group attached to phosphorus. It has a role as an antimicrobial agent and an EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor. It is a member of phosphonic acids and an epoxide. It is functionally related to a phosphonic acid. It is a conjugate acid of a (1R,2S)-epoxypropylphosphonate(1-).
2D Structure
Properties
C3H7O4P
Molecular Formula
138.06
Molecular Weight
g/mol
138.0082
Exact Mass
Da
-1.4
XLogP
Drug-like (Lipinski: < 5)
70.1
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
4
H-Bond Acceptors
138
Complexity
SMILES
Canonical SMILES
SMILES: CC1C(O1)P(=O)(O)OIsomeric SMILES
SMILES: C[C@H]1[C@H](O1)P(=O)(O)OSynonyms(20)
FOSFOMYCINphosphomycinPhosphonomycin23155-02-4FosfocinaFosfomicinaFosfomycine[(2R,3S)-3-methyloxiran-2-yl]phosphonic acidFosfomycinumPhosphonic acid, (3-methyloxiranyl)-, (2R-cis)-(-)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid(1R,2S)-epoxypropylphosphonic acid(2R-cis)-(3-Methyloxiranyl)phosphonic acidL-cis-1,2-epoxypropylphosphonic acid((2R,3S)-3-methyloxiran-2-yl)phosphonic acid
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Fosfomycin
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