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CHEBI:167043 - ochrindole A

Default Structure
ChEBI IDCHEBI:167043
ChEBI Nameochrindole A
Stars
DefinitionA 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.
Last Modified21 January 2021
SubmitterMartin Larralde
DownloadsMolfile
FormulaC29H28N2O3
Net Charge0
Average Mass452.554
Monoisotopic Mass452.20999
SMILESCOc1c(CC=C(C)C)c(-c2cnc3ccccc23)c(OC)c(O)c1-c1cnc2ccccc12
InChIInChI=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
InChIKeyYVQFFNCNPFQQKW-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Aspergillus ochraceus (ncbitaxon:40380) - PubMed (8064296) Strain: NRRL 3519
Roles Classification
Biological Roles:
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.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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)phenolIUPAC
Registry NumbersSources
CAS:157414-83-0ChEBI
Citations