Taxusin

Taxusin

Names
IUPAC name Taxa-4(20),11-diene-5α,9α,10β,13α-tetrayl tetraacetate
Systematic IUPAC name (3S,4aR,6R,8S,11R,12R,12aR)-9,12a,13,13-Tetramethyl-4-methylidene-1,2,3,4,4a,5,6,7,8,11,12,12a-dodecahydro-6,10-methanobenzo[10]annulene-3,8,11,12-tetrayl tetraacetate
Identifiers
CAS Number	19605-80-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:63664
ChEMBL	ChEMBL368741
ChemSpider	146810
PubChem CID	167825
UNII	VHS5792RP7  Y
CompTox Dashboard (EPA)	DTXSID90941377
InChI InChI=1S/C28H40O8/c1-14-21-12-20-13-23(34-17(4)30)15(2)24(27(20,7)8)25(35-18(5)31)26(36-19(6)32)28(21,9)11-10-22(14)33-16(3)29/h20-23,25-26H,1,10-13H2,2-9H3/t20-,21-,22+,23+,25-,26+,28-/m1/s1 Key: SKJSIVQEPKBFTJ-HUWILPJBSA-N
SMILES [H][C@@]1(C[C@@]2([H])C[C@]3([H])C(=C)[C@H](CC[C@@]3(C)[C@@H](OC(C)=O)[C@H](OC(C)=O)C(=C1C)C2(C)C)OC(C)=O)OC(C)=O
Properties
Chemical formula	C28H40O8
Molar mass	504.612396 Da
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Taxusin is a taxane isolate derived from Taxus wallichiana . Taxusin can be used to synthesize taxadiene -diol and -triol derivatives via deoxygenation. ^[1]

See also

• Taxoid 7beta-hydroxylase
• Yunnanxane
• Hongdoushans

References

1. Li H, Horiguchi T, Croteau R, Williams RM (2008). "Studies on Taxol Biosynthesis: Preparation of Taxadiene-diol- and triol-Derivatives by Deoxygenation of Taxusin". Tetrahedron. 64 (27): 6561–6567. doi:10.1016/j.tet.2008.04.008. PMC   2585798 . PMID   19122848.