EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66120 - jerantinine B

ChEBI IDCHEBI:66120
ChEBI Namejerantinine B
Stars
DefinitionAn 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.
Last Modified16 March 2015
DownloadsMolfile
FormulaC22H26N2O5
Net Charge0
Average Mass398.459
Monoisotopic Mass398.18417
SMILES[H][C@]12O[C@@]1([H])CN1CC[C@]34C(=C(C(=O)OC)C[C@@]2(CC)[C@]13[H])Nc1cc(OC)c(O)cc14
InChIInChI=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
InChIKeyBECBFSXLBJGONE-DIMUUIPOSA-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 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-epoxideChEBI
Registry NumbersSources
Reaxys:19172524Reaxys
Citations