Chemical Component Summary

NameFUSIDIC ACID
Identifiers(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-methyl-hept-5-enoic acid
FormulaC31 H48 O6
Molecular Weight516.709
TypeNON-POLYMER
Isomeric SMILESC[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
InChIInChI=1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1
InChIKeyIECPWNUMDGFDKC-MZJAQBGESA-N

Chemical Details

Formal Charge0
Atom Count85
Chiral Atom Count10
Bond Count88
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB02703 
NameFusidic acid
Groups
  • investigational
  • approved
DescriptionAn antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed) It acts by inhibiting translocation during protein synthesis. It is often used topically in creams and eyedrops but is available in systemic formulations including tablets and injections.
Synonyms
  • Acido fusidico
  • Fusidic acid hemihydrate
  • Fusidate
  • Acidum fusidicum
  • Fucidate sodium
Brand Names
  • Fucidin Leo Sus 246mg/5ml
  • Fucidin H
  • Fucibet
  • Fucidin Ointment 2%
  • Fucidin Intertulle 2%
IndicationFor the treatment of bacterial infections.
Categories
  • Agents Causing Muscle Toxicity
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterials for Systemic Use
  • Antibiotics for Topical Use
ATC-Code
  • S01AA13
  • D09AA02
  • J01XC01
  • D06AX01
CAS number6990-06-3

Drug Targets

NameTarget SequencePharmacological ActionActions
Elongation factor GMAVKVEYDLKRLRNIGIAAHIDAGKTTTTERILYYTGRIHKIGEVHEGAA...unknowninhibitor
Chloramphenicol acetyltransferaseMEKKITGYTTVDISQWHRKEHFEAFQSVAQCTYNQTVQLDITAFLKTVKK...unknowninhibitor
Chloramphenicol acetyltransferase 3MNYTKFDVKNWVRREHFEFYRHRLPCGFSLTSKIDITTLKKSLDDSAYKF...unknowninhibitor
Cytochrome P450 2D6MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...unknownsubstrate,inhibitor
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknownsubstrate,inhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 3000226
ChEMBL CHEMBL374975
ChEBI CHEBI:29013