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CHEBI:66119 - jerantinine A

ChEBI IDCHEBI:66119
ChEBI Namejerantinine A
Stars
DefinitionAn 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.
Last Modified16 March 2015
DownloadsMolfile
FormulaC22H26N2O4
Net Charge0
Average Mass382.460
Monoisotopic Mass382.18926
SMILES[H][C@]12N3CC=C[C@@]1(CC)CC(C(=O)OC)=C1Nc4cc(OC)c(O)cc4[C@@]12CC3
InChIInChI=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
InChIKeyQRYQVCQRVMGDEO-FKBYEOEOSA-N
Species of MetaboliteComponentSourceComments
Hazunta modesta (IPNI:79254-1) - DOI (10.1016/0031-9422(79)83016-2)
Tabernaemontana corymbosa (IPNI:82070-1) leaf (BTO:0000713) PubMed (18778099)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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-methoxytabersonineChEBI
Registry NumbersSources
Reaxys:19172518Reaxys
Citations