α-Santalol
-alpha-santalol.svg) | |
| 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) |
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| ChemSpider | |
| ECHA InfoCard | 100.003.730 |
| EC Number |
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| KEGG | |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
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| 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 |
Chiral rotation ([α]D) |
+10.3° |
Refractive index (nD) |
1.5017 |
| Hazards | |
| GHS labelling: | |
 | |
| Warning | |
| H317 | |
| P261, P272, P280, P302+P352, P321, P333+P313, P363, P501 | |
| NFPA 704 (fire diamond) | |
| 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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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]
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
[edit]- ↑ Bommareddy, A; Brozena, S; Steigerwalt, J; et al. (2019). "Medicinal properties of alpha-santalol, a naturally occurring constituent of sandalwood oil: review". Nat. Prod. Res. 33 (4): 527–543. doi:10.1080/14786419.2017.1399387. PMID 29130352. S2CID 27852488.
- ↑ Karl-Georg Fahlbusch; Franz-Josef Hammerschmidt; Johannes Panten; Wilhelm Pickenhagen; Dietmar Schatkowski; Kurt Bauer; Dorothea Garbe; Horst Surburg (2002). "Flavors and Fragrances". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a11_141. ISBN 3527306730.
- ↑ "alpha-santalol". Scents and Flavors. Scents and Flavors. Retrieved 3 April 2026.
- ↑ "Белый сандал — ботаническая характеристика и практическое значение". santalum-album.ru. Retrieved 2026-04-30.
- ↑ Bettenhausen, Craig (21 Nov 2020). "Making sandalwood oil without sandalwood trees". Chemical & Engineering News. Retrieved 11 Feb 2021.
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