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Supelco

Squalene

analytical standard

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:
111-02-4
Molecular Weight:
410.72
Beilstein:
1728919
EC Number:
203-826-1
MDL number:
MFCD00008912
UNSPSC Code:
12000000
PubChem Substance ID:
24867671

grade

analytical standard

CofA

current certificate can be downloaded

packaging

ampule of 1000 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

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)

environmental
food and beverages

format

neat

storage temp.

2-30°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

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General description

Squalene is a naturally occurring triterpenoid and a precursor to sterol biosynthesis. Typically isolated from shark liver, olive, amaranth, and algal oils, it shows various cosmetic and medicinal uses.

Application

This analytical standard can also be used as follows:

  • Analysis of 119 vegetable oil samples from 7 different varieties to detect and determine squalene and four sterols using a developed and validated non-destructive method based on proton nuclear magnetic resonance (1H NMR) spectroscopy combined with partial least squares (PLS) method
  • Determination of squalene in different oil samples by gas chromatography coupled to flame ionization detection (GC-FID) following base-catalyzed transmethylation of the oil base
  • Ultra-high performance liquid chromatography-photodiode array detection (UHPLC-PDA) based quantification of squalene, following its single-step solid phase extraction (SPE) from 33 samples of extra virgin olive oil collected from different countries
  • Measurement of squalene content of 16 commercial shark liver oil samples using a gas chromatography-mass spectrometry-based method, in addition to IR and Raman spectroscopy combined with the PLS method
  • Multi-residue determination of 14 naturally occurring compounds— squalene, tocopherols, and phytosterols, following their solid phase extraction (SPE) from 15 vegetable oil samples by GC-MS

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H304

Precautionary Statements

P301 + P310 + P331

Hazard Classifications

Asp. Tox. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAE0038
LRAD5894
LRAD1607
LRAC9923
LRAC7243

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Christine Durier et al.
AIDS (London, England), 27(1), 87-93 (2012-09-29)
In immunocompromised patients, alternative schedules more immunogenic than the standard influenza vaccine regimen are necessary to enhance and prolong vaccine efficacy. We previously reported that the AS03A-adjuvanted 2009 A/H1N1v vaccine yielded a higher short-term immune response than the nonadjuvanted one
Minh T Ta et al.
The FEBS journal, 279(22), 4231-4244 (2012-09-28)
The isoprenoid squalene is an important precursor for the biosynthesis of sterols. The cellular storage of squalene and its impact on membrane properties have been the subject of recent investigations. In a screen for abnormal lipid droplet morphology and distribution
T J Smith
Expert opinion on investigational drugs, 9(8), 1841-1848 (2000-11-04)
Squalene is a triterpene that is an intermediate of the cholesterol biosynthesis pathway and it can be obtained from the diet. Olive oil contains 0.2-0.7% squalene. The average intake of squalene is 30 mg/day in the United States, however, when
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.
Joachim Caron et al.
Advanced healthcare materials, 2(1), 172-185 (2012-12-06)
A series of new lipid prodrugs of paclitaxel, which can be formulated as nanoassemblies, are described. These prodrugs which are designed to overcome the limitations due to the systemic toxicity and low water solubility of paclitaxel consist of a squalene
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