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CHEBI:64534 - terrequinone A

ChEBI IDCHEBI:64534
ChEBI Nameterrequinone A
Stars
DefinitionA 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.
Last Modified26 September 2025
SubmitterSteve
DownloadsMolfile
FormulaC32H30N2O3
Net Charge0
Average Mass490.603
Monoisotopic Mass490.22564
SMILESC=CC(C)(C)c1nc2ccccc2c1C1=C(O)C(=O)C(c2cnc3ccccc23)=C(CC=C(C)C)C1=O
InChIInChI=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
InChIKeyHBMHEGGZNWXZRA-UHFFFAOYSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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
Manual XrefsDatabases
US2009011476Patent
Registry NumbersSources
Reaxys:11308811Reaxys
Citations