Yunnanxane

Yunnanxane

Names
Systematic IUPAC name 2,5,10-Triacetoxytaxa-4(20),11-dien-14-yl 3-hydroxy-2-methylbutanoate
Identifiers
CAS Number	139713-81-8  Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL245750
ChemSpider	4474732
PubChem CID	11226788
UNII	T725E7U7QJ  Y
CompTox Dashboard (EPA)	DTXSID30930563
InChI InChI=1S/C31H46O9/c1-15-13-23(40-29(36)16(2)18(4)32)27-28(39-21(7)35)26-17(3)22(37-19(5)33)11-12-31(26,10)14-24(38-20(6)34)25(15)30(27,8)9/h16,18,22-24,26-28,32H,3,11-14H2,1-2,4-10H3/t16?,18?,22-,23-,24-,26-,27-,28-,31-/m0/s1 Key: FMPIEMVVEJGMCY-IRWPHOLZSA-N
SMILES CC1(C)C([C@@H](OC(C)=O)C[C@@]2(C)[C@](C([C@@H](OC(C)=O)CC2)=C)([H])[C@@H]3OC(C)=O)=C(C)[C@@H](OC([C@H](C)[C@H](C)O)=O)C[C@]13[H]
Properties
Chemical formula	C31H46O9
Molar mass	562.700 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Yunnanxane is a bioactive taxane diterpenoid first isolated from Taxus wallichiana . Yunnanxane was later isolated from cell cultures of Taxus cuspidata and Taxus chinensis . Four homologous esters of yunnanxane have also been isolated from Taxus. Yunnanxane is reported to have anticancer activity in vitro. ^{[1] [2]}

See also

• Taxusin
• Hongdoushans

References

1. Chen WM, Zhang PL, Wu B, Zheng QT (1991). "[Studies on the chemical constituents of Taxus yunnanensis]". Yao Xue Xue Bao. 26 (10): 747–54. PMID   1688071.
2. Ma W, Stahlhut RW, Adams TL, Park GL, Evans WA, Blumenthal SG, et al. (1994). "Yunnanxane and its homologous esters from cell cultures of Taxus chinensis var. mairei". J Nat Prod. 57 (9): 1320–4. Bibcode:1994JNAtP..57.1320M. doi:10.1021/np50111a027. PMID   7798969.