CHEBI:167043 - ochrindole A

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ChEBI Name ochrindole A
ChEBI ID CHEBI:167043
Definition A bisindole alkaloid that is phenol bearing a 3,3-dimethylallyl group at position 4, two methoxy groups at positions 3 and 6, and two indol-3-yl groups at positions 2 and 5. It is a natural product isolated from the sclerotia of Aspergillus orbraceus, with moderate activity against some insects, as well as Gram-positive bacteria.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
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Formula C29H28N2O3
Net Charge 0
Average Mass 452.554
Monoisotopic Mass 452.20999
InChI InChI=1S/C29H28N2O3/c1-17(2)13-14-20-25(21-15-30-23-11-7-5-9-18(21)23)29(34-4)27(32)26(28(20)33-3)22-16-31-24-12-8-6-10-19(22)24/h5-13,15-16,30-32H,14H2,1-4H3
InChIKey YVQFFNCNPFQQKW-UHFFFAOYSA-N
SMILES COC1=C(O)C(C2=CNC3=CC=CC=C23)=C(OC)C(CC=C(C)C)=C1C1=CNC2=CC=CC=C12
Metabolite of Species Details
Aspergillus ochraceus (NCBI:txid40380) of strain NRRL 3519 See: PubMed
Roles Classification
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
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): insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
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ChEBI Ontology
Outgoing ochrindole A (CHEBI:167043) has role Aspergillus metabolite (CHEBI:76956)
ochrindole A (CHEBI:167043) has role antibacterial agent (CHEBI:33282)
ochrindole A (CHEBI:167043) has role insecticide (CHEBI:24852)
ochrindole A (CHEBI:167043) is a bisindole alkaloid (CHEBI:51879)
ochrindole A (CHEBI:167043) is a dimethoxybenzene (CHEBI:51681)
ochrindole A (CHEBI:167043) is a indoles (CHEBI:24828)
ochrindole A (CHEBI:167043) is a olefinic compound (CHEBI:78840)
ochrindole A (CHEBI:167043) is a phenols (CHEBI:33853)
IUPAC Name
2,5-di(1H-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenol
Synonym Source
2,5-bis(1H-indol-3-yl)-3,6-dimethoxy-4-(3-methylbut-2-enyl)phenol IUPAC
Registry Number Type Source
157414-83-0 CAS Registry Number ChEBI
Citation Waiting for Citations Type Source
8064296 PubMed citation SUBMITTER
Last Modified
21 January 2021