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CHEBI:192555 - asterriquinone C1

ChEBI IDCHEBI:192555
ChEBI Nameasterriquinone C1
Stars
DefinitionA bisindole alkaloid that is quinone bearing two hydroxy substituents at position 2 and 5 and two indol-3-yl groups at positions 3 and 6, one of which is carrying a 1,1-dimethylallyl group at position 2; major microspecies at pH 7.3.
Last Modified7 July 2022
SubmitterAnne Morgat
DownloadsMolfile
FormulaC27H22N2O4
Net Charge0
Average Mass438.483
Monoisotopic Mass438.15796
SMILESC=CC(C)(C)c1nc2ccccc2c1C1=C(O)C(=O)C(c2cnc3ccccc23)=C(O)C1=O
InChIInChI=1S/C27H22N2O4/c1-4-27(2,3)26-19(15-10-6-8-12-18(15)29-26)21-24(32)22(30)20(23(31)25(21)33)16-13-28-17-11-7-5-9-14(16)17/h4-13,28-30,33H,1H2,2-3H3
InChIKeyBKRWGHXVQLNRMR-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Aspergillus neoafricanus (ncbitaxon:1250371) - DOI (10.1248/cpb.29.991) Species also known as Aspergillus terreus var. africanus.
Annulohypoxylon truncatum (ncbitaxon:327061) fruit body (BTO:0000487) DOI (10.1016/j.tetlet.2016.04.014)
Roles Classification
Biological Roles:
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
asterriquinone C1 (CHEBI:192555) has role Aspergillus metabolite (CHEBI:76956)
asterriquinone C1 (CHEBI:192555) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
asterriquinone C1 (CHEBI:192555) is a asterriquinones (CHEBI:51880)
asterriquinone C1 (CHEBI:192555) is a dihydroxy-1,4-benzoquinones (CHEBI:132126)
asterriquinone C1 (CHEBI:192555) is a olefinic compound (CHEBI:78840)
asterriquinone C1 (CHEBI:192555) is conjugate acid of asterriquinone C1(1−) (CHEBI:192557)
Incoming Relation(s)
asterriquinone C1(1−) (CHEBI:192557) is conjugate base of asterriquinone C1 (CHEBI:192555)
IUPAC Name 
2,5-dihydroxy-3-(1H-indol-3-yl)-6-[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione
Synonyms  Source
asterriquinone C-1ChEBI
truncaquinone BChEBI
Manual XrefsDatabases
CPD-16845MetaCyc
Registry NumbersSources
CAS:78723-18-9ChEBI
Citations