Chemistry:Tirucallane

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Tirucallane
Tirucallane.svg
Names
IUPAC name
(20S)-13α,14β,17α-Lanostane
Systematic IUPAC name
(1S,3aR,3bR,5aS,9aR,9bS,11aS)-3a,6,6,9a,11a-Pentamethyl-1-[(2S)-6-methylheptan-2-yl]hexadecahydro-1H-cyclopenta[a]phenanthrene
Other names
(13α,14β,17α,20S)-Lanostane
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
Properties
C30H54
Molar mass 414.762 g·mol−1
Density 0.897±0.06 g·cm−3[1]
Boiling point 461.3±12.0 °C[1]
hard in water[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Tirucallane is a tetracyclic triterpene with the chemical formula C30H54. It is the 20S-stereoisomer of euphane and its derivatives, such as tirucalladienol,[2] are found in Euphorbia[3] and other plants.[4]

Tirucalladienol

See also

  • Euphane
  • Apotirucallane
  • Octanorapotirucallane

References

  1. 1.0 1.1 1.2 Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-10-19]
  2. "Zur Kenntnis der Triterpene. 179. Mitteilung. Über die gegenseitigen Beziehungen bei Elemadienolsäure, Tirucalladienol und Euphorbadienol". Helvetica Chimica Acta 37 (5): 1553 - 1558. 1954. doi:10.1002/hlca.19540370524. 
  3. "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. 2003. doi:10.1021/np0205396. PMID 12762796. 
  4. "Cytotoxic Tirucallane and Apotirucallane Triterpenoids from the Stems of Picrasma quassioides". J Nat Prod 79 (8): 1899-1910. 2016. doi:10.1021/acs.jnatprod.5b01137. PMID 27494664.