Structure via PubChem · Public domain (PubChem)
Yunnanxane
Sign in to saveYunnanxane 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.
Chemical data
- Formula
- C31H46O9
- Molecular weight
- 562.7 g/mol
- IUPAC name
- [(1S,2S,3S,5S,8S,10S,14S)-2,5,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-14-tricyclo[9.3.1.03,8]pentadec-11-enyl] 3-hydroxy-2-methylbutanoate
- SMILES
- CC1=C2[C@H](C[C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@H](C2(C)C)[C@H](C1)OC(=O)C(C)C(C)O)OC(=O)C)OC(=O)C)C)OC(=O)C
- InChIKey
- FMPIEMVVEJGMCY-IRWPHOLZSA-N
- XLogP
- 3.4
- Polar surface area
- 125 Ų
- H-bond donors
- 1
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 562.314183052
Show 3 more facts
- chemical formula
- C₃₁H₄₆O₉
- isomeric 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]
- canonical SMILES
- C=C1C(OC(C)=O)CCC2(C)CC(OC(C)=O)C3=C(C)C(OC(=O)C(C)C(C)O)CC(C(OC(C)=O)C12)C3(C)C
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- 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.
==See also== Taxusin Hongdoushans
Excerpted from Wikipedia’s “Yunnanxane” article, available under the CC BY-SA 4.0 licence.