Sclareol

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Sclareol
Sclareol Structural Formula V.1.svg
Names
Preferred IUPAC name
(1R,2R,4aS,8aS)-1-[(3R)-3-Hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
Other names
Labd-14-ene-8,13-diol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.450 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1 ☒N
    Key: XVULBTBTFGYVRC-HHUCQEJWSA-N ☒N
  • InChI=1/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1
    Key: XVULBTBTFGYVRC-HHUCQEJWBX
  • CC1(C)CCC[C@@]2(C)[C@@]1([H])CC[C@@](C)(O)[C@@H]2CC[C@](O)(C)C=C
Properties
C20H36O2
Molar mass 308.506 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Sclareol is a fragrant chemical compound found in Salvia sclarea, from which it derives its name. It is classified as a bicyclic diterpene alcohol. It is an amber colored solid with a sweet, balsamic scent.[1] Sclareol is also able to kill human leukemic cells and colon cancer cells by apoptosis.[2][3]

References[edit]

  1. ^ Good Scents Company
  2. ^ Dimas, Kostas; Kokkinopoulos, Dimitrios; Demetzos, Costas; Vaos, Basilios; Marselos, Marios; Malamas, Mixalis; Tzavaras, Theodoros (1999). "The effect of sclareol on growth and cell cycle progression of human leukemic cell lines". Leukemia Research. 23 (3): 217–234. doi:10.1016/S0145-2126(98)00134-9. PMID 10071073.
  3. ^ K. Dimas; Hatziantoniou, S; Tseleni, S; Khan, H; Georgopoulos, A; Alevizopoulos, K; Wyche, JH; Pantazis, P; Demetzos, C (2007). "Sclareol induces apoptosis in human HCT116 colon cancer cells in vitro and suppression of HCT116 tumor growth in immunodeficient mice". Apoptosis. 12 (4): 685–694. doi:10.1007/s10495-006-0026-8. PMID 17260186.