CHEBI:66120 - jerantinine B

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ChEBI Name jerantinine B
ChEBI ID CHEBI:66120
Definition An indole alkaloid that is tabersonine substituted by a hydroxy group at potition 10, a methoxy group at position 11 and 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 C22H26N2O5
Net Charge 0
Average Mass 398.45220
Monoisotopic Mass 398.18417
InChI InChI=1S/C22H26N2O5/c1-4-21-9-11(19(26)28-3)17-22(5-6-24(20(21)22)10-16-18(21)29-16)12-7-14(25)15(27-2)8-13(12)23-17/h7-8,16,18,20,23,25H,4-6,9-10H2,1-3H3/t16-,18-,20-,21+,22-/m0/s1
InChIKey BECBFSXLBJGONE-DIMUUIPOSA-N
SMILES [H][C@]12CN3CC[C@@]45C(Nc6cc(OC)c(O)cc46)=C(C[C@](CC)([C@@]1([H])O2)[C@]35[H])C(=O)OC
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 B (CHEBI:66120) has functional parent tabersonine (CHEBI:16776)
jerantinine B (CHEBI:66120) has role antineoplastic agent (CHEBI:35610)
jerantinine B (CHEBI:66120) has role metabolite (CHEBI:25212)
jerantinine B (CHEBI:66120) is a alkaloid ester (CHEBI:38481)
jerantinine B (CHEBI:66120) is a aromatic ether (CHEBI:35618)
jerantinine B (CHEBI:66120) is a epoxide (CHEBI:32955)
jerantinine B (CHEBI:66120) is a indole alkaloid (CHEBI:38958)
jerantinine B (CHEBI:66120) is a methyl ester (CHEBI:25248)
jerantinine B (CHEBI:66120) is a organic heterohexacyclic compound (CHEBI:51914)
jerantinine B (CHEBI:66120) is a phenols (CHEBI:33853)
IUPAC Name
methyl (5α,6α,7α,12β,19α)-15-hydroxy-16-methoxy-2,3-didehydro-6,7-epoxyaspidospermidine-3-carboxylate
Synonym Source
10-hydroxy-11-methoxytabersonine α-epoxide ChEBI
Registry Number Type Source
19172524 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18778099 PubMed citation Europe PMC
Last Modified
16 March 2015