CHEBI:64534 - terrequinone A

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ChEBI Name terrequinone A
ChEBI ID CHEBI:64534
Definition A bisindole alkaloid that is quinone bearing a hydroxy substituent at position 2, a 3,3-dimethylallyl group at position 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C32H30N2O3
Net Charge 0
Average Mass 490.59220
Monoisotopic Mass 490.22564
InChI InChI=1S/C32H30N2O3/c1-6-32(4,5)31-26(20-12-8-10-14-24(20)34-31)27-28(35)21(16-15-18(2)3)25(29(36)30(27)37)22-17-33-23-13-9-7-11-19(22)23/h6-15,17,33-34,37H,1,16H2,2-5H3
InChIKey HBMHEGGZNWXZRA-UHFFFAOYSA-N
SMILES CC(C)=CCC1=C(C(=O)C(O)=C(C1=O)c1c([nH]c2ccccc12)C(C)(C)C=C)c1c[nH]c2ccccc12
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing terrequinone A (CHEBI:64534) has role antineoplastic agent (CHEBI:35610)
terrequinone A (CHEBI:64534) is a bisindole alkaloid (CHEBI:51879)
terrequinone A (CHEBI:64534) is a monohydroxy-1,4-benzoquinones (CHEBI:67273)
IUPAC Name
2-hydroxy-6-(1H-indol-3-yl)-5-(3-methylbut-2-en-1-yl)-3-[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-1,4-benzoquinone
Synonym Source
terrequinone A UniProt
Manual Xref Database
US2009011476 Patent
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Registry Number Type Source
11308811 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15620238 PubMed citation Europe PMC
16426969 PubMed citation Europe PMC
17291795 PubMed citation Europe PMC
17704773 PubMed citation Europe PMC
18029206 PubMed citation Europe PMC
18378656 PubMed citation Europe PMC
20132440 PubMed citation Europe PMC
20219692 PubMed citation Europe PMC
22083274 PubMed citation Europe PMC
22468035 PubMed citation Europe PMC
Last Modified
06 July 2022