Molecules/Fusidic Acid

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

C31H48O6516.70 g/molCID 3000226

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Molecular Identity

Fusidic 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

5.5

XLogP

Above Lipinski threshold

104

TPSA

Good oral absorption (< 140 A²)

H-Bond Donors

H-Bond Acceptors

994

Complexity

SMILES

Canonical SMILES

SMILES: CC1C2CCC3(C(C2(CCC1O)C)C(CC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)O)C

Isomeric SMILES

SMILES: C[C@H]1[C@@H]2CC[C@]3([C@H]([C@]2(CC[C@H]1O)C)[C@@H](C[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)O)C

Synonyms(20)

fusidic acid6990-06-3RamycinFucidic acidFucidin acidFucithalmicTakstaAcide fusidiqueAcido fusidicoAcidum fusidicum(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 acidAnhydrous Fusidic AcidNSC-56192SQ-1660359XE10C19C

Data from PubChem (NCBI)

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Molecular Structure

Fusidic Acid

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Source: PubChem

Drug Network

Trials and conditions connected to Fusidic Acid

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