Sandalore

Sandalore
Names
Preferred IUPAC name
3-Methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-ol
Other names
Sandal pentanol
Identifiers
CAS Number
  • 65113-99-7
3D model (JSmol)
  • Interactive image
ChemSpider
  • 93216
ECHA InfoCard 100.059.485 Edit this at Wikidata
EC Number
  • 265-453-0
PubChem CID
  • 103212
UNII
  • 1XL3NL51UU
CompTox Dashboard (EPA)
  • DTXSID5052335 Edit this at Wikidata
InChI
  • 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
Chemical formula
 C14H26O
Molar mass 210.361 g·mol−1
Hazards
GHS labelling:
Pictograms
 GHS07: Exclamation markGHS09: Environmental hazard
Warning
Hazard statements
 H319, H411
Precautionary statements
 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).
Infobox references
Chemical compound

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.

References

  1. ^ Daniela Busse, Philipp Kudella, Nana-Maria Grüning, Günter Gisselmann1, Sonja Ständer, Thomas Luger, Frank Jacobsen, Lars Steinsträßer, Ralf Paus, Paraskevi Gkogkolou, Markus Böhm, Hanns Hatt and Heike Benecke (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.{{cite journal}}: CS1 maint: multiple names: authors list (link) CS1 maint: numeric names: authors list (link)
  2. ^ "Skin's ability to 'smell' seems to help it heal itself". New Scientist. 8 July 2014.