CHEBI:66122 - jerantinine D

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ChEBI Name jerantinine D
ChEBI ID CHEBI:66122
Definition An indole alkaloid that is jerantinine C substituted by an epoxy group across positions 14 and 15. Isolated from Tabernaemontana corymbosa, it exhibits cytotoxicity against human KB cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H24N2O6
Net Charge 0
Average Mass 412.43580
Monoisotopic Mass 412.16344
InChI InChI=1S/C22H24N2O6/c1-4-21-9-10(19(27)29-3)16-22(11-7-13(25)14(28-2)8-12(11)23-16)5-6-24(20(21)22)18(26)15-17(21)30-15/h7-8,15,17,20,23,25H,4-6,9H2,1-3H3/t15-,17+,20+,21-,22+/m1/s1
InChIKey NCDJGOXCXAXUIG-PVUPTQESSA-N
SMILES [H][C@@]12O[C@]1([H])[C@@]1(CC)CC(C(=O)OC)=C3Nc4cc(OC)c(O)cc4[C@@]33CCN(C2=O)[C@@]13[H]
Metabolite of Species Details
Tabernaemontana corymbosa (IPNI:82070-1) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
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 jerantinine D (CHEBI:66122) has functional parent jerantinine C (CHEBI:66121)
jerantinine D (CHEBI:66122) has role antineoplastic agent (CHEBI:35610)
jerantinine D (CHEBI:66122) has role metabolite (CHEBI:25212)
jerantinine D (CHEBI:66122) is a alkaloid ester (CHEBI:38481)
jerantinine D (CHEBI:66122) is a aromatic ether (CHEBI:35618)
jerantinine D (CHEBI:66122) is a epoxide (CHEBI:32955)
jerantinine D (CHEBI:66122) is a indole alkaloid (CHEBI:38958)
jerantinine D (CHEBI:66122) is a lactam (CHEBI:24995)
jerantinine D (CHEBI:66122) is a methyl ester (CHEBI:25248)
jerantinine D (CHEBI:66122) is a organic heterohexacyclic compound (CHEBI:51914)
jerantinine D (CHEBI:66122) is a phenols (CHEBI:33853)
IUPAC Name
methyl (5α,6α,7α,12β,19α)-15-hydroxy-16-methoxy-8-oxo-2,3-didehydro-6,7-epoxyaspidospermidine-3-carboxylate
Registry Number Type Source
19172526 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18778099 PubMed citation Europe PMC
Last Modified
30 March 2015