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CHEBI:167043 - ochrindole A

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:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
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