CHEBI:16776 - tabersonine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name tabersonine
Definition A monoterpenoid indole alkaloid with cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15192, CHEBI:20636, CHEBI:9387
Supplier Information
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Formula C21H24N2O2
Net Charge 0
Average Mass 336.42754
Monoisotopic Mass 336.18378
InChI InChI=1S/C21H24N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-9,19,22H,3,10-13H2,1-2H3/t19-,20-,21-/m0/s1
SMILES [H][C@@]12N3CC[C@]11C(Nc4ccccc14)=C(C[C@]2(CC)C=CC3)C(=O)OC
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 tabersonine (CHEBI:16776) has role antineoplastic agent (CHEBI:35610)
tabersonine (CHEBI:16776) has role metabolite (CHEBI:25212)
tabersonine (CHEBI:16776) is a alkaloid ester (CHEBI:38481)
tabersonine (CHEBI:16776) is a methyl ester (CHEBI:25248)
tabersonine (CHEBI:16776) is a monoterpenoid indole alkaloid (CHEBI:65323)
tabersonine (CHEBI:16776) is a organic heteropentacyclic compound (CHEBI:38164)
tabersonine (CHEBI:16776) is conjugate base of tabersoninium(1+) (CHEBI:57893)
Incoming (3R)-1,2-didehydro-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139124) has functional parent tabersonine (CHEBI:16776)
(3R)-3-hydroxy-2,3-dihydrotabersonine (CHEBI:139122) has functional parent tabersonine (CHEBI:16776)
16-hydroxytabersonine (CHEBI:17699) has functional parent tabersonine (CHEBI:16776)
16-methoxytabersonine (CHEBI:769) has functional parent tabersonine (CHEBI:16776)
3-hydroxy-16-methoxy-2,3-dihydrotabersonine (CHEBI:18430) has functional parent tabersonine (CHEBI:16776)
jerantinine A (CHEBI:66119) has functional parent tabersonine (CHEBI:16776)
jerantinine B (CHEBI:66120) has functional parent tabersonine (CHEBI:16776)
tabersoninium(1+) (CHEBI:57893) is conjugate acid of tabersonine (CHEBI:16776)
methyl 2,3,6,7-tetradehydro-5α,12β,19α-aspidospermidine-3-carboxylate
Synonyms Sources
(5α,12β,19α)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylic acid, methyl ester ChemIDplus
methyl (5α,12β,19α)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate ChEBI
Tabersonin ChemIDplus
Manual Xrefs Databases
C00001773 KNApSAcK
View more database links
Registry Numbers Types Sources
4429-63-4 CAS Registry Number KEGG COMPOUND
4429-63-4 CAS Registry Number ChemIDplus
50163 Reaxys Registry Number Reaxys
50163 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
16667836 PubMed citation Europe PMC
23137274 PubMed citation Europe PMC
Last Modified
09 March 2018