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CHEBI:29013 - fusidic acid

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:
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).
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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 EC 2.7.1.33 (pantothenate kinase) inhibitor (CHEBI:77194)
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
Synonyms  Source
Fusidic acidKEGG COMPOUND
FusidineChemIDplus
RamycinChemIDplus
Fucidin acidChemIDplus
fucidic acidChEBI
Manual XrefsDatabases
C06694KEGG COMPOUND
FUAPDBeChem
D04281KEGG DRUG
LMPR0106040001LIPID MAPS
DB02703DrugBank
CPD0-1606MetaCyc
HMDB0015570HMDB
Fusidic_acidWikipedia
C00023903KNApSAcK
1261DrugCentral
1776VSDB
Registry NumbersSources
Beilstein:5672885Beilstein
Reaxys:2197692Reaxys
CAS:6990-06-3ChemIDplus
Citations