tabersonine (CHEBI:16776)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	tabersonine

ChEBI ID	CHEBI:16776

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

Download	Molfile XML SDF

more structures >>

Formula

C21H24N2O2

Net Charge

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

InChIKey

FNGGIPWAZSFKCN-ACRUOGEOSA-N

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.

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)

IUPAC Name

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
Tabersonine	KEGG COMPOUND

Last Modified

09 March 2018