fusidic acid
(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
Molecular Identity
fusidic acid
(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
PubChem CID: 3000226
Fusidic acid is a steroid antibiotic that is isolated from the fermentation broth of Fusidium coccineum. It has a role as a protein synthesis inhibitor, an Escherichia coli metabolite and an EC 2.7.1.33 (pantothenate kinase) inhibitor. It is an 11alpha-hydroxy steroid, a steroid antibiotic, a sterol ester, a 3alpha-hydroxy steroid, a steroid acid and an alpha,beta-unsaturated monocarboxylic acid. It is a conjugate acid of a fusidate. It derives from a hydride of a 5alpha-cholestane.
2D Structure
Properties
C31H48O6
Molecular Formula
516.70
Molecular Weight
g/mol
516.3451
Exact Mass
Da
5.5
XLogP
Above Lipinski threshold
104
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
6
H-Bond Acceptors
994
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
fusidic acid6990-06-3RamycinFucidic acidFucidin acidFucithalmicTakstaAcide fusidiqueAcido fusidicoAcidum fusidicumAnhydrous Fusidic Acid(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acidNSC-56192SQ-1660359XE10C19C
Data from PubChem (NCBI)
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