CHEBI:134192 - taxine B

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ChEBI Name taxine B
ChEBI ID CHEBI:134192
Definition A diterpene alkaloid and potent cardiotoxin that is found in the leaves and berries of the European yew (Taxus baccata).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C33H45NO8
Net Charge 0
Average Mass 583.714
Monoisotopic Mass 583.31452
InChI InChI=1S/C33H45NO8/c1-18-23(36)17-33(40)29(38)27-19(2)24(42-25(37)16-22(34(7)8)21-12-10-9-11-13-21)14-15-32(27,6)30(39)28(41-20(3)35)26(18)31(33,4)5/h9-13,22,24,27-30,38-40H,2,14-17H2,1,3-8H3/t22-,24+,27+,28-,29+,30+,32-,33-/m1/s1
InChIKey XMZFIBDTPOUHMW-IMJFYWAGSA-N
SMILES [C@@]12([C@@](C([C@H](CC1)OC(C[C@@H](N(C)C)C3=CC=CC=C3)=O)=C)([C@@H]([C@@]4(CC(C(=C([C@H]([C@@H]2O)OC(=O)C)C4(C)C)C)=O)O)O)[H])C
Metabolite of Species Details
Taxus mairei (NCBI:txid120273) Found in seed (BTO:0001226). See: PubMed
Taxus baccata (NCBI:txid25629) Found in fruit (BTO:0000486). See: PubMed
Taxus baccata (NCBI:txid25629) Found in leaf (BTO:0000713). See: PubMed
Taxus chinensis (NCBI:txid29808) Found in seed (BTO:0001226). See: PubMed
Apis cerana (NCBI:txid7461) See: MetaboLights Study
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): cardiotoxic agent
A role played by a chemical compound exhibiting itself through the ability to induce damage to the heart and cardiomyocytes.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing taxine B (CHEBI:134192) has role cardiotoxic agent (CHEBI:50912)
taxine B (CHEBI:134192) is a acetate ester (CHEBI:47622)
taxine B (CHEBI:134192) is a carbotricyclic compound (CHEBI:38032)
taxine B (CHEBI:134192) is a diterpene alkaloid (CHEBI:23847)
taxine B (CHEBI:134192) is a enone (CHEBI:51689)
taxine B (CHEBI:134192) is a homoallylic alcohol (CHEBI:134362)
taxine B (CHEBI:134192) is a secondary alcohol (CHEBI:35681)
taxine B (CHEBI:134192) is a tertiary alcohol (CHEBI:26878)
taxine B (CHEBI:134192) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(2α,5α,9α,10β)-10-(acetyloxy)-1,2,9-trihydroxy-13-oxotaxa-4(20),11-dien-5-yl (3R)-3-(dimethylamino)-3-phenylpropanoate
Synonym Source
Taxin B ChemIDplus
Manual Xrefs Databases
8113891 ChemSpider
C00041163 KNApSAcK
C19989 KEGG COMPOUND
Taxine Wikipedia
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Registry Numbers Types Sources
1361-51-9 CAS Registry Number KEGG COMPOUND
1361-51-9 CAS Registry Number ChemIDplus
7064583 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
19 July 2019