S3626
Squalene
≥98%, liquid
Synonym(s):
2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene
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About This Item
Linear Formula:
[(CH3)2C[=CHCH2CH2C(CH3)]2=CHCH2-]2
CAS Number:
Molecular Weight:
410.72
UNSPSC Code:
12352212
NACRES:
NA.25
PubChem Substance ID:
EC Number:
203-826-1
Beilstein/REAXYS Number:
1728919
MDL number:
Quality Level
assay
≥98%
form
liquid
color
light yellow
refractive index
n20/D 1.494 (lit.)
bp
285 °C/25 mmHg (lit.)
mp
−75 °C (lit.)
density
0.858 g/mL at 25 °C (lit.)
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
2-8°C
SMILES string
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+
InChI key
YYGNTYWPHWGJRM-AAJYLUCBSA-N
General description
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
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.
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signalword
Danger
hcodes
Hazard Classifications
Asp. Tox. 1
Storage Class
10 - Combustible liquids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
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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)
B Das et al.
European journal of cancer (Oxford, England : 1990), 39(17), 2556-2565 (2003-11-07)
The development of a non-toxic selective cytoprotective agent that preferentially protects normal tissues from chemotherapy toxicity, without protecting malignant tissues, is a major challenge in cancer chemotherapy research. The available cytoprotective agents are either toxic or lack selective cytoprotective activity.