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CAS 1361-51-9

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Taxine B

Description:
Taxine B is a toxic alkaloid primarily found in the yew tree (Taxus species), particularly in the leaves and seeds. It is a complex organic compound with a molecular structure that includes multiple rings, contributing to its biological activity. Taxine B is known for its cardiotoxic properties, as it can interfere with cardiac function by blocking sodium and calcium channels, leading to potentially fatal arrhythmias. The substance is classified as a secondary metabolite, which means it plays a role in the plant's defense mechanisms against herbivores and pathogens. Due to its toxicity, Taxine B poses significant risks if ingested, and it is considered a hazardous substance in both medical and environmental contexts. Its presence in yew plants has implications for both wildlife and human health, necessitating caution in handling and consumption. The compound is also of interest in pharmacological research, particularly in understanding its mechanisms of action and potential therapeutic applications, despite its toxic nature.
Formula:C33H45NO8
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
InChI key:InChIKey=XMZFIBDTPOUHMW-UHFFFAOYSA-N
SMILES:CC12C(C(O)C3(O)C(C)(C)C(C(OC(C)=O)C1O)=C(C)C(=O)C3)C(=C)C(OC(CC(N(C)C)C4=CC=CC=C4)=O)CC2
Synonyms:
  • Benzenepropanoic acid, β-(dimethylamino)-, (3S,4aR,5S,6R,11R,12R,12aR)-11-(acetyloxy)-1,2,3,4,4a,5,6,7,8,11,12,12a-dodecahydro-5,6,12-trihydroxy-9,12a,13,13-tetramethyl-4-methylene-8-oxo-6,10-methanobenzocyclodecen-3-yl ester, (βS)-
  • Benzenepropanoic acid, β-(dimethylamino)-, 11-(acetyloxy)-1,2,3,4,4a,5,6,7,8,11,12,12a-dodecahydro-5,6,12-trihydroxy-9,12a,13,13-tetramethyl-4-methylene-8-oxo-6,10-methanobenzocyclodecen-3-yl ester, [3S-[3α(S*),4aα,5α,6α,11β,12α,12aβ]]-
  • 6,10-Methanobenzocyclodecene, benzenepropanoic acid deriv.
  • Taxine B
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