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CHEBI:66121 - jerantinine C

ChEBI IDCHEBI:66121
ChEBI Namejerantinine C
Stars
DefinitionAn indole alkaloid that is jerantinine A substituted with an oxo group at position 13. Isolated from Tabernaemontana corymbosa, it exhibits cytotoxicity against human KB cells.
Last Modified30 March 2015
DownloadsMolfile
FormulaC22H24N2O5
Net Charge0
Average Mass396.443
Monoisotopic Mass396.16852
SMILES[H][C@@]12N3CC[C@]14C(=C(C(=O)OC)C[C@]2(CC)C=CC3=O)Nc1cc(OC)c(O)cc14
InChIInChI=1S/C22H24N2O5/c1-4-21-6-5-17(26)24-8-7-22(20(21)24)13-9-15(25)16(28-2)10-14(13)23-18(22)12(11-21)19(27)29-3/h5-6,9-10,20,23,25H,4,7-8,11H2,1-3H3/t20-,21-,22-/m0/s1
InChIKeyAMYRFECRZHSHRT-FKBYEOEOSA-N
Species of MetaboliteComponentSourceComments
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 C (CHEBI:66121) has functional parent jerantinine A (CHEBI:66119)
jerantinine C (CHEBI:66121) has role antineoplastic agent (CHEBI:35610)
jerantinine C (CHEBI:66121) has role metabolite (CHEBI:25212)
jerantinine C (CHEBI:66121) is a alkaloid ester (CHEBI:38481)
jerantinine C (CHEBI:66121) is a aromatic ether (CHEBI:35618)
jerantinine C (CHEBI:66121) is a indole alkaloid (CHEBI:38958)
jerantinine C (CHEBI:66121) is a lactam (CHEBI:24995)
jerantinine C (CHEBI:66121) is a methyl ester (CHEBI:25248)
jerantinine C (CHEBI:66121) is a organic heteropentacyclic compound (CHEBI:38164)
jerantinine C (CHEBI:66121) is a phenols (CHEBI:33853)
Incoming Relation(s)
jerantinine D (CHEBI:66122) has functional parent jerantinine C (CHEBI:66121)
IUPAC Name 
methyl (5α,12β,19α)-15-hydroxy-16-methoxy-8-oxo-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
Registry NumbersSources
Reaxys:19172520Reaxys
Citations