α-Santalol

Chemical compound From Wikipedia, the free encyclopedia

α-Santalol (alpha-santalol)[1] is an organic compound that is classified as a sesquiterpene. It comprises about 55% of the oil of sandalwood, another less abundant component being β-santalol. As of 2002, about 60 tons of sandalwood oil are produced annually by steam distillation of the heartwood of Santalum album. It is a valued component for perfumes.[2] The substance has an aroma that is woody and characteristically sandalwood.[3] α-Santalol has also been studied for potential medical use, as it shows anti-inflammatory, antimicrobial, and anticancer effects in experimental models.[4]

Quick facts Names, Identifiers ...
α-Santalol
Names
IUPAC name
(Z)-5-(2,3-Dimethyltricyclol[2.2.1.02,6]hept-3-yl)-2-methylpent-2-en-1-ol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.730 Edit this at Wikidata
EC Number
  • 204-102-8
KEGG
UNII
  • InChI=1S/C15H24O/c1-10(9-16)5-4-6-14(2)11-7-12-13(8-11)15(12,14)3/h5,11-13,16H,4,6-9H2,1-3H3/b10-5-
    Key: PDEQKAVEYSOLJX-YHYXMXQVSA-N
  • C/C(CO)=C\CCC3(C)C1CC2C(C1)C23C
Properties
C15H24O
Molar mass 220.356 g·mol−1
Appearance Liquid
Density 0.9770 g/cm3
Boiling point 166 °C (331 °F; 439 K)
Practically insoluble
Solubility in ethanol Soluble
Solubility in diethyl ether Soluble
+10.3°
1.5017
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H317
P261, P272, P280, P302+P352, P321, P333+P313, P363, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
0
1
0
Related compounds
Related terpenes
 β-Santalol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Because of concerns about the sustainability of sandalwood cultivation, scientists have developed routes to α-santalol and β-santalol via fermentation using transgenic Rhodobacter sphaeroides. BASF launched its version under their Isobionics brand in July 2020.[5]

References

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