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S3626

Squalene

≥98%, liquid

Synonym(s):

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

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10 ML

$82.90

100 ML

$198.00

500 ML

$804.00

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$1,240.00

$82.90

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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
UNSPSC Code:
12352212
NACRES:
NA.25
PubChem Substance ID:
24899564
EC Number:
203-826-1
Beilstein/REAXYS Number:
1728919
MDL number:
MFCD00008912

Key Documents

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Product Name

Squalene, ≥98%, liquid

InChI key

YYGNTYWPHWGJRM-AAJYLUCBSA-N

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+

SMILES string

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

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

Quality Level

100

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1 of 4

This Item
Y0002131ARK2140442785
Squalene ≥98%, liquid

Sigma-Aldrich

S3626

Squalene

Squalene European Pharmacopoeia (EP) Reference Standard

Y0002131

Squalene

SAFC

SAFC

ARK2140

Squalene

Squalene analytical standard

Supelco

442785

Squalene

assay

≥98%

assay

-

assay

-

assay

-

form

liquid

form

-

form

-

form

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

pharmaceutical

application(s)

-

application(s)

environmental
food and beverages

Quality Level

100

Quality Level

100

Quality Level

500

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-30°C

color

light yellow

color

-

color

-

color

-

Application

Squalene has been used:
  • as a standard for lipid identification and quantification[1]
  • in the isolation of macrophages for parasite incubation[2]
  • as a standard for the quantification of squalene in squalene analysis of oil samples[3]

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.[4]

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.[5]

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H304

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6731
MKCV2132
MKCQ0973
MKCP0452
MKCM5169

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The Palm Oil Miracle, 63-63 (2007)
Biological importance and applications of squalene and squalane
Advances in Food and Nutrition Research, 65, 223-233 (2012)
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.
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)
Reduced skin barrier function parallels abnormal stratum corneum lipid organization in patients with lamellar ichthyosis
Lavrijsen APM, et al.
The Journal of Investigative Dermatology, 105(4), 619-624 (1995)
View All Related Papers

Articles

Cholesterol Biosynthesis

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

Questions

1–4 of 4 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. What is the origin of this product is it synthetic or extracted from sharks

    1 answer

    1. While the source may vary from lot to lot, the majority of past lots have been from sharks and none have been synthetically produced. It is recommended to review the lot specific Certificate of Origin to confirm, Please navigate to the ‘DOCUMENTATION’ section of the Product Detail Page to access a Certificate under the ‘Certificate of Origin’ tab::
      https://www.sigmaaldrich.com/product/sigma/s3626#product-documentation

      Helpful?

  4. Could you confirm if this product is equivalent to squalene oil and provide information on its purity?

    1 answer

    1. Squalene and Squalene Oil are considered to be the same. The purity of S3626 is 98% or greater as measured by GC.

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