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Squalene

analytical standard

Sinónimos:

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

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About This Item

Fórmula lineal:
[(CH3)2C[=CHCH2CH2C(CH3)]2=CHCH2-]2
Número de CAS:
111-02-4
Peso molecular:
410.72
Beilstein/REAXYS Number:
1728919
EC Number:
203-826-1
MDL number:
MFCD00008912
UNSPSC Code:
12000000
PubChem Substance ID:
24867671

grade

analytical standard

Quality Level

100

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

signalword

Danger

hcodes

H304

Hazard Classifications

Asp. Tox. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
LRAE0038
LRAD5894
LRAD1607
LRAC9923
LRAC7243

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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.
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
Alicja M Chmielewska et al.
Journal of virology, 88(10), 5502-5510 (2014-03-07)
Despite the recent progress in the development of new antiviral agents, hepatitis C virus (HCV) infection remains a major global health problem, and there is a need for a preventive vaccine. We previously reported that adenoviral vectors expressing HCV nonstructural
F Rubinstein et al.
BMJ (Clinical research ed.), 346, f393-f393 (2013-02-06)
To assess the risk of adverse perinatal events of vaccination of pregnant women with an MF59 adjuvanted vaccine. Cross sectional multicentre study. 49 public hospitals in major cities in Argentina, from September 2010 to May 2011. 30,448 mothers (7293 vaccinated)
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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