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S3626

Sigma-Aldrich

Squalene

≥98%, liquid

Synonyme(s) :

2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene

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About This Item

Formule linéaire :
[(CH3)2C[=CHCH2CH2C(CH3)]2=CHCH2-]2
Numéro CAS:
111-02-4
Poids moléculaire :
410.72
Numéro Beilstein :
1728919
Numéro CE :
203-826-1
Numéro MDL:
MFCD00008912
Code UNSPSC :
12352212
ID de substance PubChem :
24899564
Nomenclature NACRES :
NA.25

Niveau de qualité

100

Pureté

≥98%

Forme

liquid

Couleur

light yellow

Indice de réfraction

n20/D 1.494 (lit.)

Point d'ébullition

285 °C/25 mmHg (lit.)

Pf

−75 °C (lit.)

Densité

0.858 g/mL at 25 °C (lit.)

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne SMILES 

CC(C)=CCCC(C)=CCCC(C)=CCC\C=C(/C)CCC=C(C)CCC=C(C)C

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+

Clé InChI

YYGNTYWPHWGJRM-AAJYLUCBSA-N

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Catégories apparentées

Description générale

Squalene is a hydrocarbon containing double bond commonly found in shark liver oil. It is also present in vegetable oils but to a lesser extent.

Application

Squalene has been used:
  • as a standard for lipid identification and quantification
  • in the isolation of macrophages for parasite incubation
  • as a standard for the quantification of squalene in squalene analysis of oil samples

Actions biochimiques/physiologiques

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.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H304

Classification des risques

Asp. Tox. 1

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Rainbow trout leucocyte activity: influence on the ectoparasitic monogenean Gyrodactylus derjavini
Buchmann K and Bresciani J
Diseases of Aquatic Organisms, 35(1), 13-22 (1999)
Biological importance and applications of squalene and squalane
Advances in Food and Nutrition Research, 65, 223-233 (2012)
The Palm Oil Miracle, 63-63 (2007)
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L Harivardhan Reddy et al.
Advanced drug delivery reviews, 61(15), 1412-1426 (2009-10-07)
Squalene is a natural lipid belonging to the terpenoid family and a precursor of cholesterol biosynthesis. It is synthesized in humans and also in a wide array of organisms and substances, from sharks to olives and even bran, among others.
Afficher tous les articles scientifiques apparentés

Articles

Cholesterol Biosynthesis

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

Cholesterol Biosynthesis

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

Cholesterol Biosynthesis

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

Cholesterol Biosynthesis

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

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