CHEBI:90888 - aurachin C

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ChEBI Name aurachin C
ChEBI ID CHEBI:90888
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C25H33NO2
Net Charge 0
Average Mass 379.536
Monoisotopic Mass 379.25113
InChI InChI=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+
InChIKey FIHXCHBEHLCXEG-YEFHWUCQSA-N
SMILES C1=CC2=C(C=C1)N(C(=C(C2=O)C/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)C)O
Metabolite of Species Details
Stigmatella aurantiaca Sg a15 (NCBI:txid675526) of strain Sg a15 See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in 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).
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
Synonyms Sources
aurachin C UniProt
aurachin-C ChemIDplus
Manual Xrefs Databases
C00017847 KNApSAcK
CPD-7733 MetaCyc
View more database links
Registry Numbers Types Sources
108354-14-9 CAS Registry Number ChemIDplus
19334109 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18989924 PubMed citation Europe PMC
22907798 PubMed citation SUBMITTER
23103448 PubMed citation Europe PMC
25130733 PubMed citation Europe PMC
25209961 PubMed citation Europe PMC
3106289 PubMed citation Europe PMC
7827023 PubMed citation Europe PMC
8119908 PubMed citation Europe PMC
9880809 PubMed citation Europe PMC
Last Modified
12 January 2016