CHEBI:193028 - okaramine C

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ChEBI Name okaramine C
ChEBI ID CHEBI:193028
Definition An indole alkaloid isolated from Penicillium simplicissimum. It exhibits insecticidal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB3169304, eMolecules:530368, ZINC000001530303
Download Molfile XML SDF
Formula C32H36N4O3
Net Charge 0
Average Mass 524.665
Monoisotopic Mass 524.27874
InChI InChI=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
InChIKey YWLAQSLUIQTZON-FQPFCCRUSA-N
SMILES [H][C@@]12C[C@]3(O)C4=CC=CC=C4N([C@]3([H])N1C(=O)[C@H](CC1=C(NC3=C1C=CC=C3)C(C)(C)C=C)NC2=O)C(C)(C)C=C
Metabolite of Species Details
Penicillium simplicissimum (NCBI:txid69488) of strain AHU 8402 See: DOI
Roles Classification
Biological Role(s): 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.
(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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Synonyms Sources
(+)-okaramine C ChEBI
okaramine C UniProt
Manual Xref Database
C00026640 KNApSAcK
View more database links
Registry Number Type Source
142677-16-5 CAS Registry Number ChemIDplus
Citations
Last Modified
04 November 2024