Sandalore

Last updated
Sandalore
Sandalore.svg
Names
Preferred IUPAC name
3-Methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-ol
Other names
Sandal pentanol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.059.485 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 265-453-0
PubChem CID
UNII
  • InChI=1S/C14H26O/c1-10(12(3)15)6-8-13-9-7-11(2)14(13,4)5/h7,10,12-13,15H,6,8-9H2,1-5H3
    Key: NGYMOTOXXHCHOC-UHFFFAOYSA-N
  • CC1=CCC(C1(C)C)CCC(C)C(C)O
Properties
C14H26O
Molar mass 210.361 g·mol−1
Hazards
GHS labelling:
GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
Warning
H319, H411
P264, P273, P280, P305+P351+P338, P337+P313, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Sandalore is a synthetic sandalwood odorant [1] [2] with odor in some ways similar to sandalwood and consequently used in perfumes, emollients, and skin cleaning agents. Sandalore, and the similar brahmanol, have been identified as agonists of the cutaneous olfactory receptor OR2AT4, and found to induce strong Ca2+ signals in cultured human keratinocytes. The long-term stimulation of keratinocytes with sandalore positively affected cell proliferation and migration, and regeneration of keratinocyte monolayers in an in vitro wound scratch assay (i.e., sandalore stimulation also enhanced epidermal "wound healing" in human skin organ cultures). Natural sandalwood oil and other synthetic sandalwood odorants did not have the same effect.

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References

  1. Busse, Daniela; Kudella, Philipp; Grüning, Nana-Maria; Gisselmann, Günter; Ständer, Sonja; Luger, Thomas; Jacobsen, Frank; Steinsträßer, Lars; Paus, Ralf; Gkogkolou, Paraskevi; Böhm, Markus; Hatt, Hanns; Benecke, Heike (2014). "A Synthetic Sandalwood Odorant Induces Wound-Healing Processes in Human Keratinocytes via the Olfactory Receptor OR2AT4". Journal of Investigative Dermatology. 134 (11): 2823–2832. doi: 10.1038/jid.2014.273 . PMID   24999593.
  2. "Skin's ability to 'smell' seems to help it heal itself". New Scientist. 8 July 2014.