Euphane

Euphane
Names
IUPAC name
13α,14β-Lanostane
Systematic IUPAC name
(1S,3aR,3bR,5aS,9aR,9bS,11aS)-3a,6,6,9a,11a-Pentamethyl-1-[(2R)-6-methylheptan-2-yl]hexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS Number
  • 516-29-0 checkY
3D model (JSmol)
  • Interactive image
PubChem CID
  • 12312921
CompTox Dashboard (EPA)
  • DTXSID401337036 Edit this at Wikidata
InChI
  • InChI=1S/C30H54/c1-21(2)11-9-12-22(3)23-15-19-30(8)25-13-14-26-27(4,5)17-10-18-28(26,6)24(25)16-20-29(23,30)7/h21-26H,9-20H2,1-8H3/t22-,23+,24+,25-,26+,28-,29+,30-/m1/s1
    Key: ZQIOPEXWVBIZAV-RRKMEGOCSA-N
  • C[C@H](CCCC(C)C)[C@@H]1CC[C@]2([C@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCCC4(C)C)C)C)C
Properties
Chemical formula
 C30H54
Molar mass 414.762 g·mol−1
Density 0.897 g/cm3[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Euphane is a tetracyclic triterpene that is the 13α,14β-stereoisomer of lanostane. Its derivatives are widely distributed in many plants.[2][3]

See also

  • Protostane
  • Dammarane
  • Lanostane

References

  1. ^ Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-10-19]
  2. ^ Hou Y, Cao S, Brodie PJ, Miller JS, Birkinshaw C, Andrianjafy MN, Andriantsiferana R, Rasamison VE, TenDyke K, Shen Y, Suh EM, Kingston DG (2010). "Euphane triterpenoids of Cassipourea lanceolata from the Madagascar rainforest". Phytochemistry. 71 (5–6): 669–674. doi:10.1016/j.phytochem.2009.12.009. PMC 2847016. PMID 20074760.
  3. ^ Wang LY, Wang NL, Yao XS, Miyata S, Kitanaka S (2003). "Euphane and tirucallane triterpenes from the roots of Euphorbia kansui and their in vitro effects on the cell division of Xenopus". J Nat Prod. 66 (5): 660–663. doi:10.1021/np0205396. PMID 12762796.
  • v
  • t
  • e
Tetracyclics
ClassesAntibioticsAntidepressants
(TeCAs)Steroids