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SML3258

Sigma-Aldrich

3-Methyl-5-(2,2,3-trimethyl-3-cyclopentenyl)pentan-2-ol

≥90% (GC)

Synonym(s):

3-Methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-ol

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About This Item

Empirical Formula (Hill Notation):
C14H26O
CAS Number:
65113-99-7
Molecular Weight:
210.36
MDL number:
MFCD00672185
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥90% (GC)

form

oil

color

white to beige

storage temp.

−20°C

SMILES string

CC1=CCC(CCC(C)C(C)O)C1(C)C

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

InChI key

NGYMOTOXXHCHOC-UHFFFAOYSA-N

Biochem/physiol Actions

Agonist of olfactory receptor OR2AT4
Sandalore is an agonist of olfactory receptor OR2AT4, a G-protein-coupled receptor (GPCR) also expressed in human primary keratinocytes. Sandalore was shown to enhance hair growth in human scalp hair follicles by stimulating OR2AT4, resulting in decreased apoptosis and increased production of the anagen-prolonging growth factor IGF-1. Sandalore had previously been shown to increase wound healing. Sandalore was also recently used to study OR2AT4 found in the human chronic myelogenous leukemia (CML) cell line K562 and in white blood cells of clinically diagnosed acute myeloid leukemia (AML) patients.

Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

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Barbara Pavan et al.
Drug discovery today, 22(7), 1123-1130 (2017-05-24)
Several olfactory receptors (ORs) have been characterized outside the olfactory neuroepithelium in neuronal and non-neuronal tissues, where they were implicated in the recognition of diverse chemical signals. ORs have been found to regulate melanogenesis in skin melanocytes, and OR expression
Daniela Busse et al.
The Journal of investigative dermatology, 134(11), 2823-2832 (2014-07-08)
As the outermost barrier of the body, the skin is exposed to multiple environmental factors, including temperature, humidity, mechanical stress, and chemical stimuli such as odorants that are often used in cosmetic articles. Keratinocytes, the major cell type of the
Jérémy Chéret et al.
Nature communications, 9(1), 3624-3624 (2018-09-20)
Olfactory receptors are expressed by different cell types throughout the body and regulate physiological cell functions beyond olfaction. In particular, the olfactory receptor OR2AT4 has been shown to stimulate keratinocyte proliferation in the skin. Here, we show that the epithelium

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