CHEBI:66119 - jerantinine A

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ChEBI Name jerantinine A
ChEBI ID CHEBI:66119
Definition An indole alkaloid that is tabersonine substituted by hydroxy group at position 10 and a methoxy group at position 11. Isolated from Tabernaemontana corymbosa and Hazunta modesta, 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 C22H26N2O4
Net Charge 0
Average Mass 382.45280
Monoisotopic Mass 382.18926
InChI InChI=1S/C22H26N2O4/c1-4-21-6-5-8-24-9-7-22(20(21)24)14-10-16(25)17(27-2)11-15(14)23-18(22)13(12-21)19(26)28-3/h5-6,10-11,20,23,25H,4,7-9,12H2,1-3H3/t20-,21-,22-/m0/s1
InChIKey QRYQVCQRVMGDEO-FKBYEOEOSA-N
SMILES [H][C@@]12N3CC[C@]11C(Nc4cc(OC)c(O)cc14)=C(C[C@]2(CC)C=CC3)C(=O)OC
Metabolite of Species Details
Hazunta modesta (IPNI:79254-1) See: DOI
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 A (CHEBI:66119) has functional parent tabersonine (CHEBI:16776)
jerantinine A (CHEBI:66119) has role antineoplastic agent (CHEBI:35610)
jerantinine A (CHEBI:66119) has role metabolite (CHEBI:25212)
jerantinine A (CHEBI:66119) is a alkaloid ester (CHEBI:38481)
jerantinine A (CHEBI:66119) is a aromatic ether (CHEBI:35618)
jerantinine A (CHEBI:66119) is a indole alkaloid (CHEBI:38958)
jerantinine A (CHEBI:66119) is a methyl ester (CHEBI:25248)
jerantinine A (CHEBI:66119) is a organic heteropentacyclic compound (CHEBI:38164)
jerantinine A (CHEBI:66119) is a phenols (CHEBI:33853)
Incoming jerantinine C (CHEBI:66121) has functional parent jerantinine A (CHEBI:66119)
jerantinine E (CHEBI:66123) has functional parent jerantinine A (CHEBI:66119)
IUPAC Name
methyl (5α,12β,19α)-15-hydroxy-16-methoxy-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
Synonym Source
10-hydroxy-11-methoxytabersonine ChEBI
Registry Number Type Source
19172518 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18778099 PubMed citation Europe PMC
Last Modified
16 March 2015