CHEBI:66330 - wrightiamine A

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ChEBI Name wrightiamine A
ChEBI ID CHEBI:66330
Definition A steroid alkaloid isolated from Wrightia javanica and has been shown to exhibit antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H34N2
Net Charge 0
Average Mass 314.50810
Monoisotopic Mass 314.27220
InChI InChI=1S/C21H34N2/c1-13-17-5-6-19-16-4-3-14-11-15(22)7-9-20(14,2)18(16)8-10-21(17,19)12-23-13/h12-19H,3-11,22H2,1-2H3/t13-,14-,15-,16+,17+,18-,19-,20-,21-/m0/s1
InChIKey OWJXANQNZAVDIW-XLVUHOLYSA-N
SMILES [H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@]45C=N[C@@H](C)[C@@]4([H])CC[C@@]35[H])[C@@]1(C)CC[C@H](N)C2
Metabolite of Species Details
Wrightia javanica (NCBI:txid82855-1) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing wrightiamine A (CHEBI:66330) has role antineoplastic agent (CHEBI:35610)
wrightiamine A (CHEBI:66330) has role metabolite (CHEBI:25212)
wrightiamine A (CHEBI:66330) is a organic heteropentacyclic compound (CHEBI:38164)
wrightiamine A (CHEBI:66330) is a organonitrogen heterocyclic compound (CHEBI:38101)
wrightiamine A (CHEBI:66330) is a primary amino compound (CHEBI:50994)
wrightiamine A (CHEBI:66330) is a steroid alkaloid (CHEBI:26767)
IUPAC Name
(3S,3aS,5aS,5bR,7aS,9S,11aS,11bS,13aR)-3,11a-dimethyl-3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13-hexadecahydro-3H-naphtho[2',1':4,5]indeno[1,7a-c]pyrrol-9-amine
Registry Number Type Source
9438722 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12808258 PubMed citation Europe PMC
Last Modified
15 July 2013