β-Citronellol - CAS 106-22-9

Technical Data

IUPAC Name:	3,7-dimethyloct-6-en-1-ol
Description:	β-Citronellol (CAS# 106-22-9) is a monoterpene found in the essential oil of various plants with antihypertensive properties. It possesses hypotensive actions due to its vasodilator abilities and is a phytochemical used in perfumes and insect repellents.
Molecular Weight:	156.27
Molecular Formula:	C10H20O
Canonical SMILES:	CC(CCC=C(C)C)CCO
InChI:	InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3
InChI Key:	QMVPMAAFGQKVCJ-UHFFFAOYSA-N
Boiling Point:	224.00 °C (EPI 4.0)
Melting Point:	77-83°C(lit.)
Flash Point:	79°C
Purity:	96.0 % (sum of isomers)
Density:	0.854 g/cm³
Solubility:	Insoluble in water; soluble in alcohol.
Appearance:	Colorless liquid
Storage:	Store tightly sealed under inert gas in a cool, well-ventilated area.
MDL:	MFCD00002935
LogP:	2.75130
Refractive Index:	1.454 : 1.462 at 20 deg C
Stability:	Stable. Incompatible with oxidizing agents.
Vapor Pressure:	0.04 [mmHg]

GHS Hazard Statement:	H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P332+P313, P333+P313, P337+P313, P362, P363, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
US-11033516-B1	Combination therapies with disulfiram	20200918
EP-3677244-A2	Compositions comprising multilamellar vesicles	20200204
WO-2021122528-A1	Decreasing toxicity of terpenes and increasing the production potential in micro-organisms	20191220
WO-2021122608-A1	Low-molecular gelling agent as fragrant substance dispensing system	20191220
WO-2021122684-A1	Dodecandien-1-ol and dodecen-1-ol or mixtures thereof as aroma chemicals	20191220

PMID	Publication Date	Title	Journal
31926054	20200301	Effect of citronellol on NF-kB inflammatory signaling molecules in chemical carcinogen-induced mammary cancer in the rat model	Journal of biochemical and molecular toxicology
29445768	20180101	HsTRPA of the Red Imported Fire Ant, Solenopsis invicta, Functions as a Nocisensor and Uncovers the Evolutionary Plasticity of HsTRPA Channels	eNeuro
28915354	20171011	Rose Essential Oil Delayed Alzheimer's Disease-Like Symptoms by SKN-1 Pathway in C. elegans	Journal of agricultural and food chemistry
27607409	20170201	Biological activity of Myrtaceae plant essential oils and their major components against Drosophila suzukii (Diptera: Drosophilidae)	Pest management science
26944432	20160425	Antidiabetic efficacy of citronellol, a citrus monoterpene by ameliorating the hepatic key enzymes of carbohydrate metabolism in streptozotocin-induced diabetic rats	Chemico-biological interactions

Complexity:	112
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	156.151415257
Formal Charge:	0
Heavy Atom Count:	11
Hydrogen Bond Acceptor Count:	1
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	156.151415257
Rotatable Bond Count:	5
Topological Polar Surface Area:	20.2 Å²
Undefined Atom Stereocenter Count:	1
Undefined Bond Stereocenter Count:	0
XLogP3:	3.2