ChemicalBook Product Catalog Natural Products Terpenes Squalene

Squalene

Product NameSqualene
CAS111-02-4
MFC30H50
MW410.72
EINECS203-826-1
MOL File111-02-4.mol

Chemical Properties

Melting point	−75 °C(lit.)
Boiling point	285 °C25 mm Hg(lit.)
Density	0.858 g/mL at 25 °C(lit.)
vapor pressure	0Pa at 25℃
refractive index	n20/D 1.494(lit.)
Flash point	>230 °F
storage temp.	2-8°C
solubility	DMSO : 16.67 mg/mL (40.59 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
form	liquid
color	light yellow
Odor	oil, faint odor
biological source	animal
Water Solubility	<0.1 g/100 mL at 19 ºC
Merck	14,8768
BRN	1728919
Major Application	environmental food and beverages
Cosmetics Ingredients Functions	SOLVENT SKIN CONDITIONING - EMOLLIENT HAIR CONDITIONING
InChI	1S/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+
InChIKey	YYGNTYWPHWGJRM-AAJYLUCBSA-N
SMILES	CC(C)=CCCC(C)=CCCC(C)=CCC\C=C(/C)CCC=C(C)CCC=C(C)C
LogP	14.12 at 24℃
CAS DataBase Reference	111-02-4(CAS DataBase Reference)
NIST Chemistry Reference	2,6,10,14,18,22-Tetracosahexaene, 2,6,10,15,19,23-hexamethyl-, (all-E)-(111-02-4)
EPA Substance Registry System	Squalene (111-02-4)

Safety Information

Safety Statements	24/25
WGK Germany	2
RTECS	XB6010000
F	8-10-23
TSCA	TSCA listed
HS Code	29012980
Storage Class	10 - Combustible liquids
Hazard Classifications	Asp. Tox. 1
Hazardous Substances Data	111-02-4(Hazardous Substances Data)
Toxicity	mouse,LD50,intravenous,1800mg/kg (1800mg/kg),Japanese Journal of Cancer Research. Vol. 76, Pg. 1021, 1985.

MSDS

Provider	Language
(all-E)-2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

clear colourless to faint yellow oil

Uses

cosmetic and pharmaceutical excipient

Uses

Squalene is a natural triterpene that plays an important role in the synthesis of cholesterol, steroid hormones, and vitamin D in the human body. Squalene is commonly used as a biochemical precursor i n the preparation of steroids. Squalene is also a natural moisturizer with low acute toxicity and is not significant human skin irritants or sensitizers.

Uses

Bactericide; intermediate in manufacture of pharmaceuticals, organic coloring materials, rubber chemicals, aromatics and surface active agents.

Production Methods

Squalene is extracted from shark liver or synthesized from hexaphenyl-1,4-butanediyldiphosphonium dibromide and 6,10-dimethyl-5,9-undecadien-2-one (geranylacetone, industrial intermediate in the vitamin E synthesis).

Definition

ChEBI: A triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration.

General Description

Clear, slightly yellow liquid with a faint odor. Density 0.858 g / cm3.

Air & Water Reactions

May become discolored on exposure to air. Insoluble in water.

Reactivity Profile

(all-E)-2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene is incompatible with strong oxidizing agents. .

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition (all-E)-2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene emits toxic fumes of carbon monoxide and carbon dioxide.

Fire Hazard

(all-E)-2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene is probably combustible.

Flammability and Explosibility

Non flammable

Biochem/physiol Actions

Squalene is a biosynthetic precursor to all steroids. It acts as a cytoprotective agent to normal cells exposed to carcinogens and antitumor agents. Squalene helps in equalizing the blood cholesterol levels. It increases the production of HDL (high density lipoprotein) and the excretion of LDL (low density lipoprotein). This helps in reducing the risk of heart disease and protects the less stable body fats from oxidation. It is also used in treating hypercholesterolemia. Squalene is known to improve the efficiency of cholesterol lowering drugs. It also serves as an antioxidant by preventing the effects of free radical. It protects skin from drying and other environmental conditions such as oxidation, ultraviolet rays and pollutants. Squalene is known to promote wound healing.

target

COX | STAT | FOXP3 | Nrf2 | SOD | GPx

Preparation Products And Raw materials

Squalene Supplier

Squalene manufacturers

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