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CHEBI:29013 - fusidic acid

Default Structure
ChEBI IDCHEBI:29013
ChEBI Namefusidic acid
Stars
DefinitionA steroid antibiotic that is isolated from the fermentation broth of Fusidium coccineum.
Secondary ChEBI IDsCHEBI:5201, CHEBI:24133, CHEBI:42742
Last Modified22 February 2017
DownloadsMolfile
FormulaC31H48O6
Net Charge0
Average Mass516.719
Monoisotopic Mass516.34509
SMILES[H][C@@]12[C@H](O)C[C@@]3([H])/C(=C(\CCC=C(C)C)C(=O)O)[C@@H](OC(C)=O)C[C@]3(C)[C@@]1(C)CC[C@@]1([H])[C@H](C)[C@H](O)CC[C@]21C
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
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
EC 2.7.1.33 (pantothenate kinase) inhibitor  An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of pantothenate kinase (EC 2.7.1.33).
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
ChEBI Ontology
Outgoing Relation(s)
fusidic acid (CHEBI:29013) has parent hydride 5α-cholestane (CHEBI:35515)
fusidic acid (CHEBI:29013) has role Escherichia coli metabolite (CHEBI:76971)
fusidic acid (CHEBI:29013) has role antibacterial agent (CHEBI:33282)
fusidic acid (CHEBI:29013) has role antiinfective agent (CHEBI:35441)
fusidic acid (CHEBI:29013) has role antineoplastic agent (CHEBI:35610)
fusidic acid (CHEBI:29013) has role EC 2.7.1.33 (pantothenate kinase) inhibitor (CHEBI:77194)
fusidic acid (CHEBI:29013) has role ophthalmology drug (CHEBI:66981)
fusidic acid (CHEBI:29013) has role protein synthesis inhibitor (CHEBI:48001)
fusidic acid (CHEBI:29013) is a 11α-hydroxy steroid (CHEBI:19129)
fusidic acid (CHEBI:29013) is a 3α-hydroxy steroid (CHEBI:36835)
fusidic acid (CHEBI:29013) is a steroid acid (CHEBI:47891)
fusidic acid (CHEBI:29013) is a steroid antibiotic (CHEBI:26761)
fusidic acid (CHEBI:29013) is a sterol ester (CHEBI:35915)
fusidic acid (CHEBI:29013) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
fusidic acid (CHEBI:29013) is conjugate acid of fusidate (CHEBI:71321)
Incoming Relation(s)
fusidate (CHEBI:71321) is conjugate base of fusidic acid (CHEBI:29013)
IUPAC Name 
(2Z)-2-[(17Z)-16β-acetoxy-3α,11α-dihydroxy-4α,8α,10,14β-tetramethyl-5α,9β,13α-gonan-17-ylidene]-6-methylhept-5-enoic acid
INNs  Source
acide fusidiqueWHO MedNet
acido fusidicoWHO MedNet
Synonyms  Source
Anhydrous fusidic acidChEMBL
CEM-102ChEMBL
fucidic acidChEBI
Fucidin acidChemIDplus
FusidateChEMBL
Fusidic acidKEGG COMPOUND
Brand Name  Source
Fucidin cavijectChEMBL
Manual XrefsDatabases
1261DrugCentral
1776VSDB
C00023903KNApSAcK
C06694KEGG COMPOUND
CPD0-1606MetaCyc
D04281KEGG DRUG
DB02703DrugBank
FUAPDBeChem
Fusidic_acidWikipedia
HMDB0015570HMDB
LMPR0106040001LIPID MAPS
Registry NumbersSources
Reaxys:2197692Reaxys
Beilstein:5672885Beilstein
CAS:6990-06-3ChemIDplus
Citations