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CHEBI:193028 - okaramine C

ChEBI IDCHEBI:193028
ChEBI Nameokaramine C
Stars
DefinitionAn indole alkaloid isolated from Penicillium simplicissimum. It exhibits insecticidal activity.
Last Modified4 November 2024
SubmitterAdnan
DownloadsMolfile
FormulaC32H36N4O3
Net Charge0
Average Mass524.665
Monoisotopic Mass524.27874
SMILES[H][C@]12N(C(C)(C)C=C)c3ccccc3[C@@]1(O)C[C@@]1([H])C(=O)N[C@@H](Cc3c(C(C)(C)C=C)nc4ccccc34)C(=O)N21
InChIInChI=1S/C32H36N4O3/c1-7-30(3,4)26-20(19-13-9-11-15-22(19)33-26)17-23-28(38)35-25(27(37)34-23)18-32(39)21-14-10-12-16-24(21)36(29(32)35)31(5,6)8-2/h7-16,23,25,29,33,39H,1-2,17-18H2,3-6H3,(H,34,37)/t23-,25-,29-,32-/m0/s1
InChIKeyYWLAQSLUIQTZON-FQPFCCRUSA-N
Species of MetaboliteComponentSourceComments
Penicillium simplicissimum (ncbitaxon:69488) - DOI (10.1080/00021369.1991.10857916) Strain: AHU 8402
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
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)
okaramine C (CHEBI:193028) has role Penicillium metabolite (CHEBI:76964)
okaramine C (CHEBI:193028) has role insecticide (CHEBI:24852)
okaramine C (CHEBI:193028) is a indole alkaloid (CHEBI:38958)
okaramine C (CHEBI:193028) is a olefinic compound (CHEBI:78840)
okaramine C (CHEBI:193028) is a organic heterotetracyclic compound (CHEBI:38163)
okaramine C (CHEBI:193028) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3S,5aR,10bS,11aS)-10b-hydroxy-6-(2-methylbut-3-en-2-yl)-3-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-6,10b,11,11a-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione
Synonym  Source
(+)-okaramine CChEBI
UniProt Name  Source
okaramine CUniProt
Manual XrefsDatabases
C00026640KNApSAcK
Registry NumbersSources
CAS:142677-16-5ChemIDplus
Citations