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Key Documents

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:
Molecular Weight:
210.36
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

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

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

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
S Manteniotis et al.
Cell death discovery, 2, 15070-15070 (2016-08-24)
The olfactory receptor (OR) family was found to be expressed mainly in the nasal epithelium. In the last two decades members of the OR family were detected to be functional expressed in different parts of the human body such as
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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