SQUALENE
Squalene
CAS: 7683-64-9
Molecular Formula: C30H50
SQUALENE - Names and Identifiers
| Name | Squalene |
| Synonyms | Sqalene Skvalen Squalene SQUALENE SPINACENE SQUALENE OIL 2,6,10,15,19,23-HEXAMETHYL-2,6,10,14,18,22-TETRACOSAHEXAENE 2,6,10,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaene 2,6,10,14,18,22-Tetracosahexaene, 2,6,10,15,19,23-hexamethyl- 2,6,10,15,19,23-HEXAMETHYL-2, 6, 10, 14, 18, 22-TETRACOSAHEXENE |
| CAS | 7683-64-9 |
| EINECS | 203-826-1 |
| InChI | InChI=1/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+ |
SQUALENE - Physico-chemical Properties
| Molecular Formula | C30H50 |
| Molar Mass | 410.72 |
| Density | 0.858g/mLat 25°C(lit.) |
| Melting Point | −75°C(lit.) |
| Boling Point | 285°C25mm Hg(lit.) |
| Flash Point | >230°F |
| Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
| Appearance | Colorless liquid (20mg is relatively small, use 2ml ampere bottle, basically can't see the sample clearly, please pay attention when buying! When using, it is recommended to dissolve with solvent firs |
| Color | light yellow |
| Storage Condition | Sealed in dry,2-8°C |
| Sensitive | Easily absorbing moisture |
| Refractive Index | n20/D 1.494(lit.) |
| MDL | MFCD00008912 |
| Physical and Chemical Properties | Squalene belongs to the class of triterpenes. Oily liquid. After absorption of oxygen in the air, it is converted into a viscous liquid like linseed oil. Melting Point -38 °c, boiling point 280 °c (17 mmHg), specific gravity 0.8128(15/4 °c), refractive index 1.4965, UV max<226nm in cyclohexane. Soluble in ether, petroleum ether, acetone and carbon tetrachloride and other fat-soluble solvents, ethanol-soluble and glacial acetic acid, almost insoluble in water. With a slightly pleasant odor. Decomposition occurs during distillation at atmospheric pressure. When placed in air, oxygen is gradually absorbed to Resinate. |
| Use | Solvent. Gas chromatography stationary solution (maximum service temperature 140 ℃, solvent toluene), separation and analysis of hydrocarbon compounds. |
SQUALENE - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | XB6010000 |
| FLUKA BRAND F CODES | 8-10-23 |
SQUALENE - Reference
| Reference Show more | 1. Yang Jingjing, Liu, Yun, Li, ru, et al. Analysis of main components in Yunnan "piguar" virgin olive oil [J]. China oil 2020(4). 2. Wang zoncheng, Wang Shan, Chen Dan, et al. Effect of storage time on Aqueous Enzymatic extraction of oil from camellia seed [J]. China Oils and fats, 2018, 43(11):8-11. 3. Huang Yanli, Chen Siping, Guo Peipei, Ji Xunzhi, Hao Chaoyun, Yuhuan, Qin Xiaowei. Effects of seven different extraction methods on the volatile components of xiangluodao [J]. Natural product research and development, 2020,32(09):1582-1591. 4. Guo Peipei, Huang Zhi, Qin Xiaowei, Chen Siping, Yuhuan, Zhang Ying, He Shuzhen. Analysis on the difference of volatile components in different leaf positions of lozenge [J]. Chinese Journal of Tropical Crops, 2020,41(12):2517-2525. 5. Tang Jin, Yuhuan, Guo Caiquan, Qin Xiaowei, Bai Tingyu, Zhang Ying. Effects of Different shading degrees on photosynthetic characteristics and aroma components of lozenge [J]. Fujian Journal of Agricultural Sciences, 2020,35(08):820-829. 6. [IF = 1.65] Jiani Dai et al."cDNA cloning, prokaryotic expression, and functional analysis of squalene synthase (SQS) in Camellia Vietnam Huang." Protein express Purif. 2022 Jun;194:106078 |
SQUALENE - Nature
Open Data Verified Data
- This product is colorless or yellowish clear oily liquid; Specific Cod Liver Oil terpene odor; Easy to oxidize. Can be mixed with acetone, ether, carbon tetrachloride, insoluble in water. The density is 854 to 0.862g/cm3. The refractive index is 1. 494 to 1. 499. The iodine value was 356-395. Melting Point -75 °c, boiling point 240~242 °c (266. 644Pa). Easy to oxidize.
- This line was prepared from deep sea shark liver or liver oil. This type of oceanic shark has a strong vitality, almost no oxygen in the deep sea, the huge liver, is its source of energy. Squalene is a large saturated aliphatic olefin composed of six isoprenes. The double bonds in the molecule are all trans and belong to a non-cyclic triterpene structure.
- squalene is also widely present in the human liver. In human fat cells, the content is extremely high. It is involved in the biosynthesis of cholesterol in the body and a variety of biochemical reactions. It can be rapidly absorbed in the intestinal tract, into the liver into bile acid; Binding with the carrier protein and 7a-hydroxy-4-cholesterene, significantly increased the activity of 12a-hydroxylase, promote the conversion of cholesterol; Improve serum ceruloplasmin and transferrin and superoxide dismutase and lactate dehydrogenase activity. It has the function of uptake of oxygen like red blood cells, generating activated squalene oxide, which is transported to the end cells of the body to release oxygen, which increases the ability to utilize oxygen in the body tissues, promote liver function and bile secretion, thereby increasing appetite, accelerate the rehabilitation of various diseases caused by hypoxia.
Last Update：2024-01-02 23:10:35
SQUALENE - Preparation Method
Open Data Verified Data
take 900g of fresh liver of a shark, clean, mince, add distilled water, and homogenize for 2 min. Then it is heated in a water bath at about 80 ° C., and the pH value of the liver homogenate is adjusted to about 9 with 1 mol/L sodium hydroxide solution, the upper yellow oily substance was extracted, washed with saturated sodium chloride solution for 2-3 times, and then washed with distilled water until the pH was neutral to obtain about 300ml of crude oil. ML of crude oil was distilled under reduced pressure. When the internal temperature was 85~140 °c and the vacuum degree was 6~1. 2Pa, the first fraction began to appear, which was yellow oil, about 40ml. When the internal temperature was raised to 90-206 ° C. And the vacuum degree was 0.8-0. 4Pa, the second fraction was collected as light yellow oil, about 78ml. The second fraction was further subjected to fractional distillation under reduced pressure. When the internal temperature is 190 ℃, the vacuum degree is 0. 53Pa, the pale yellow oily substance appears, about 20mL. When the internal temperature rises to 195~200 ℃, the vacuum degree is 0.4~0. 3Pa, the colorless and transparent oil is collected, about 35ml, which is the squalene product.
Last Update：2022-01-01 11:14:10
SQUALENE - Introduction
Squalene is a lipid unsaponifiable substance. It was originally discovered from shark liver oil. It was named Squalene in 1914. It is an open-chain triterpene, also known as cod liver oil terpene. Oillike liquid. There is a slight pleasant gas. Sensitive to light. Absorbing oxygen becomes viscous like linseed oil. Easily soluble in ether, petroleum ether, acetone, carbon tetrachloride and other grease solvents, slightly soluble in ethanol and glacial acetic acid, almost insoluble in water. It's irritating. CAS 111-02-4 is an all-trans structure; CAS 7683-64-9 is a mixture of squalene with different configurations
Last Update：2022-10-16 17:28:34
SQUALENE - Use
Open Data Verified Data
It is mainly used as a nutritional drug. Internal medicine can treat high blood pressure, low blood pressure, anemia, diabetes, cirrhosis, cancer and other diseases. External application can treat tonsillitis, wheezing, bronchitis, gastric ulcer, rheumatism, neuralgia and other diseases. Because it has the role of penetration, diffusion, sterilization, whether it is oral or coated on the skin can make the cell metabolism, can relieve fatigue, with health care function. In addition, as raw materials for cosmetics, lubricating oil, gas chromatography stationary liquid. Because it has penetration, diffusion, bactericidal effect, whether oral or coated on the skin can absorb a lot of oxygen, so that the cell metabolism, can eliminate fatigue, is a good health food. Recent findings, internal treatment of high and low blood pressure, anemia, diabetes, liver cirrhosis, cancer, constipation, insect teeth; External treatment of tonsillitis, wheezing, bronchitis, colds, tuberculosis, rhinitis, gout, gastritis, gastric ulcer, duodenal ulcer, gallbladder, bladder stones, rheumatism, neuralgia, etc.
Last Update：2022-01-01 11:14:10
SQUALENE - Safety
Open Data Verified Data
Full-packed, sealed with nitrogen, and stored in a cool and dry place.
Last Update：2022-01-01 11:14:11
SQUALENE - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | squalene is also known as the three carbon hexene or Cod Liver Oil ENE. A regularly branched polyunsaturated olefin. Small amounts are found in some phytoplankton, sea water, yeast, bacteria, malt, olive oil, wheat germ oil and rice bran oil, and in shark liver up to 1300 μg/g (wet weight). It is a representative branched olefin in the marine environment. Squalene in the body of the shark helps the deep-sea shark gain buoyancy. In vivo, squalene is an intermediate for the synthesis of cholesterol and a precursor for the synthesis of tricyclic, tetracyclic and pentacyclic triterpenes. Squalene has recently been synthesized from pure trans-aleurone using the Wittig reaction. |
| molecular structure | the molecular structure of squalene is an important triterpene consisting of six isoprenes, and isoprene units are indicated by dashed lines in Figure 2-1 below. Its structure is central symmetry. The six double bonds in the natural squalene molecule have been shown to be in the trans configuration. Figure 2-1: molecular structure of squalene |
| efficacy and function | squalene has the function of improving hypoxia tolerance, inhibiting microbial growth, antibacterial and anti-inflammatory, regulation of cholesterol metabolism and other biological activity. Moreover, squalene is a non-toxic enhancer with anti-aging and anti-cancer effects. Squalene is widely derived from microorganisms, plant seeds, microalgae, shark liver and human sebum. |
| Use | squalene is present in the unsaponifiable matter of the deep sea shark liver oil, and some content is as high as 90% of the unsaponifiable matter. In Japan, squalene was used to treat tuberculosis in the early years, and later in hepatitis, hypertension, gastric ulcer, neuralgia, gallstones, diabetes, cancer and other aspects of clinical trials, have achieved varying degrees of efficacy. Squalene is used in cosmetics to protect and nourish the skin. Due to its extremely low freezing point (-72 °c), squalene is a good low temperature lubricant. (1) squalene is used as a nutritional supplement and has an effect of improving liver function and tissue activity. In order to prevent oxidation, it is usually used in combination with vitamin E. (2) used in the development of biochemistry and medicinal chemistry, used as chromatographic analysis stationary liquid, organic coloring material, rubber, perfume, surfactant, etc. |
| Application | squalene plays an important role in biochemistry, and it has been confirmed that it is an intermediate in cholesterol biosynthesis. This synthesis is first catalyzed by squalene epoxidase (1), which forms squalene epoxide in the presence of molecular oxygen and reduced coenzyme II, and then catalyzed by squalene epoxidase (2), cyclization into lanosterol. The cyclization was accompanied by a transfer of the methyl group, I .e., C- 14 of the methyl group was transferred to C- 13 and C- 8 of the methyl group was transferred to C- 14. The reaction route for synthesis of lanosterol from squalene lanosterol undergoes double bond saturation and double bond shift on the side chain (Δ8 → Δ5) and C- 4 and C- 14 on the removal of three methyl groups after conversion to cholesterol. |
| preparation | extraction of squalene from shark liver oil is generally by distillation. Pure squalene is boiled at 350 ° C. Under normal pressure, and is partially decomposed. Therefore, it must be distilled under reduced pressure, or the liver oil is directly distilled, or the liver oil is saponified first, the unsaponifiable material was subjected to distillation. Here is an example of direct distillation: 140 of liver oil is subjected to vacuum distillation. When the internal temperature is 85 ~ ℃ and the vacuum degree is 6 ~ 1.2Pa, the first fraction begins to appear, this was a yellow oil, about 40ml. When the internal temperature was raised to 190 to 206 ° C. And the degree of vacuum was 0.8 to 0.4Pa, the second fraction was collected, about 78ml. The yellow oil of the second fraction was subjected to fractional distillation under reduced pressure. When the internal temperature was 190 ° C. And the degree of vacuum was 0.53Pa, about 20ml of a pale yellow oil appeared. When the temperature is raised to 195~200 ℃ and the vacuum degree is 0.4 ~ 0.13Pa, about 35ml of colorless and transparent oil is collected, which is squalene |
| production method | take 900g of fresh liver of the cetacean shark, clean up, mince, add distilled water, and homogenate for 2min. Then it is heated in a water bath at about 80 ℃, and the pH value of the liver homogenate is adjusted to about 9 with 1mol/L sodium hydroxide solution, the yellow oily substance in the upper layer was drawn by hot centrifugation, washed with saturated sodium chloride solution for 2-3 times, and then washed with distilled water until the pH was neutral to obtain about 300ml of crude oil. ML of crude oil was distilled under reduced pressure. When the internal temperature was 85~140 °c and the vacuum degree was 6 ~ 1.22Pa, the first fraction began to appear, which was yellow oil, about 40ml. When the internal temperature was raised to 90-206 ° C. And the vacuum degree was 0.8-, the second fraction was collected as light yellow oil, about 78ml. The second fraction was further subjected to fractional distillation under reduced pressure. When the internal temperature was 190 ° C., the vacuum degree was 0.53Pa, and the pale yellow oil appeared, about 20ml. When the internal temperature rises to 195~200 deg C, the vacuum degree is 0.4 ~ 0.3Pa, the collection of colorless and transparent oil, about 35ml, that is, squalene product. |
Last Update：2024-04-10 22:29:15
Supplier List
Product Name: Squalene Request for quotation
CAS: 7683-64-9
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
CAS: 7683-64-9
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
Product Name: Squalene Request for quotation
CAS: 7683-64-9
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 7683-64-9
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Spot supply
Product Name: Squalene Visit Supplier Webpage Request for quotationCAS: 7683-64-9
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Product Name: Squalene Request for quotation
CAS: 7683-64-9
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
CAS: 7683-64-9
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
Product Name: Squalene Request for quotation
CAS: 7683-64-9
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 7683-64-9
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Spot supply
Product Name: Squalene Visit Supplier Webpage Request for quotationCAS: 7683-64-9
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History