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CHEBI:90888 - aurachin C

ChEBI IDCHEBI:90888
ChEBI Nameaurachin C
Stars
DefinitionA C-type aurachin that is quinolin-4-one which is substituted by a hydroxy group at positions 1, a methyl group at position 2, and a triprenyl group at position 3.
Last Modified12 January 2016
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC25H33NO2
Net Charge0
Average Mass379.544
Monoisotopic Mass379.25113
SMILESCC(C)=CCC/C(C)=C/CC/C(C)=C/Cc1c(C)n(O)c2ccccc2c1=O
InChIInChI=1S/C25H33NO2/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-22-21(5)26(28)24-15-7-6-14-23(24)25(22)27/h6-7,10,12,14-16,28H,8-9,11,13,17H2,1-5H3/b19-12+,20-16+
InChIKeyFIHXCHBEHLCXEG-YEFHWUCQSA-N
Species of MetaboliteComponentSourceComments
Stigmatella aurantiaca Sg a15 (ncbitaxon:675526) - PubMed (3106289) Strain: Sg a15
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
EC 1.8.5.4 (sulfide:quinone reductase) inhibitor  An EC 1.8.5.* (oxidoreductase acting on sulfur group donors, quinone or similar as acceptor) inhibitor that interferes with the action of sulfide:quinone reductase (EC 1.8.5.4).
ChEBI Ontology
Outgoing Relation(s)
aurachin C (CHEBI:90888) has role antibacterial agent (CHEBI:33282)
aurachin C (CHEBI:90888) has role bacterial metabolite (CHEBI:76969)
aurachin C (CHEBI:90888) has role EC 1.8.5.4 (sulfide:quinone reductase) inhibitor (CHEBI:90921)
aurachin C (CHEBI:90888) is a C-type aurachin (CHEBI:90918)
aurachin C (CHEBI:90888) is a hydroxylamines (CHEBI:24709)
aurachin C (CHEBI:90888) is a organic heterobicyclic compound (CHEBI:27171)
aurachin C (CHEBI:90888) is a quinolone (CHEBI:23765)
Incoming Relation(s)
aurachin C epoxide (CHEBI:90889) has functional parent aurachin C (CHEBI:90888)
IUPAC Name 
1-hydroxy-2-methyl-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]quinolin-4(1H)-one
Synonym  Source
aurachin-CChemIDplus
UniProt Name  Source
aurachin CUniProt
Manual XrefsDatabases
CPD-7733MetaCyc
C00017847KNApSAcK
Registry NumbersSources
Reaxys:19334109Reaxys
CAS:108354-14-9ChemIDplus
Citations