CHEBI:192555 - asterriquinone C1

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ChEBI Name asterriquinone C1
ChEBI ID CHEBI:192555
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information
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Formula C27H22N2O4
Net Charge 0
Average Mass 438.483
Monoisotopic Mass 438.15796
InChI InChI=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
InChIKey BKRWGHXVQLNRMR-UHFFFAOYSA-N
SMILES CC(C)(C=C)C1=C(C2=CC=CC=C2N1)C1=C(O)C(=O)C(C2=CNC3=CC=CC=C23)=C(O)C1=O
Metabolite of Species Details
Aspergillus neoafricanus (NCBI:txid1250371) Species also known as Aspergillus terreus var. africanus. See: DOI
Annulohypoxylon truncatum (NCBI:txid327061) Found in fruit body (BTO:0000487). See: DOI
Roles Classification
Biological Role(s): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
asterriquinone C-1 ChEBI
truncaquinone B ChEBI
Manual Xref Database
CPD-16845 MetaCyc
View more database links
Registry Number Type Source
78723-18-9 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
14695798 PubMed citation Europe PMC
16562864 PubMed citation Europe PMC
1703412 PubMed citation Europe PMC
17704773 PubMed citation SUBMITTER
18029206 PubMed citation SUBMITTER
Last Modified
07 July 2022