Sclareol

Sclareol
Names
IUPAC name
Labd-14-ene-8,13-diol
Systematic IUPAC name
(1R,2R,4aS,8aS)-1-[(3R)-3-Hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.450
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
Melting point 95.6 to 98.7 °C (204.1 to 209.7 °F; 368.8 to 371.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
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 having roles in plant growth, development, defense, and attraction of pollinators.

It is an amber-colored solid with a sweet, herbaceous, balsamic scent used as a fragrance in perfume manufacturing, and as a flavoring agent. Sclareol is the most common starting material for manufacturing ambroxide (tradenames, Ambrox or Ambroxan), which is used as a fixative in commercial perfumes.

Sclareol is also extracted from the flowers of Cistus creticus, Nicotiana glutinosa, and Cleome spinosa.