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Stearidonic acid (SDA), also known as moroctic acid, is an ω-3 fatty acid that is biosynthesized from alpha-linolenic acid by the enzyme delta-6-desaturase. It is an octadecatetraenoic acid with four double bonds located at positions 6, 9, 12, and 15 (the all-cis-isomer). This light yellow oil is found in small amounts in the seed oils of hemp, blackcurrant, corn gromwell, echium, and the cyanobacterium Spirulina.

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  • 20290-75-9 Structure
  • Basic information

    1. Product Name: STEARIDONIC ACID
    2. Synonyms: 18:4(n-3);18:4ω3;(6Z,9Z,12Z,15Z)-Octadeca-6,9,12,15-tetraenoic acid;All-cis-octadeca-6,9,12,15-tetraenoic acid;Chebi:32389;all-cis-6,9,12,15-Octadecatetraenoic acid;STEARIDONIC ACID;MOROCTIC ACID
    3. CAS NO:20290-75-9
    4. Molecular Formula: C18H28O2
    5. Molecular Weight: 276.41
    6. EINECS: N/A
    7. Product Categories: Fatty Acid Derivatives & Lipids;Glycerols
    8. Mol File: 20290-75-9.mol
  • Chemical Properties

    1. Melting Point: 200℃ (decomposition)
    2. Boiling Point: 382.5 °C at 760 mmHg
    3. Flash Point: 17 °C
    4. Appearance: /
    5. Density: 0.9334 g/cm3 (15 ºC)
    6. Refractive Index: 1.4930 (589.3 nm 15℃)
    7. Storage Temp.: −20°C
    8. Solubility: Chloroform (Slightly)
    9. PKA: 4.74±0.10(Predicted)
    10. CAS DataBase Reference: STEARIDONIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: STEARIDONIC ACID(20290-75-9)
    12. EPA Substance Registry System: STEARIDONIC ACID(20290-75-9)
  • Safety Data

    1. Hazard Codes: F
    2. Statements: 11
    3. Safety Statements: 7-16
    4. RIDADR: UN 1170 3/PG 2
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 20290-75-9(Hazardous Substances Data)

20290-75-9 Usage

Uses

Used in Nutritional Supplements:
Stearidonic acid is used as a dietary precursor to eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). It plays a crucial role in maintaining a healthy heart, brain, and immune system, as well as promoting overall well-being.
Used in Food Industry:
In the food industry, stearidonic acid is used as a nutritional supplement to enrich food products with ω-3 fatty acids. This helps to improve the health benefits of these products and cater to the increasing consumer demand for healthier food options.
Used in Pharmaceutical Industry:
Stearidonic acid is used in the pharmaceutical industry for the development of drugs that target various health conditions. Its role as a precursor to EPA and DHA makes it a valuable component in the formulation of medications aimed at promoting cardiovascular health and cognitive function.
Used in Cosmetics Industry:
In the cosmetics industry, stearidonic acid is used in the formulation of skincare products due to its beneficial effects on skin health. It helps to maintain the skin's natural moisture barrier, promoting a healthy and youthful appearance.
Used in Agricultural Industry:
Stearidonic acid is used in the agricultural industry to enhance the nutritional value of crops. By incorporating this ω-3 fatty acid into the seeds of plants, farmers can produce crops that are richer in health-promoting nutrients, contributing to a more sustainable and healthy food supply.

Biochem/physiol Actions

Stearidonic acid is an 18-carbon containing polyunsaturated fatty acid (PUFA). It belongs to the class of ω-3 fatty acids, which are dietary precursors to eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). Stearidonic acid is present in small amounts in seed oils.

Check Digit Verification of cas no

The CAS Registry Mumber 20290-75-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,2,9 and 0 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 20290-75:
(7*2)+(6*0)+(5*2)+(4*9)+(3*0)+(2*7)+(1*5)=79
79 % 10 = 9
So 20290-75-9 is a valid CAS Registry Number.

20290-75-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name all-cis-octadeca-6,9,12,15-tetraenoic acid

1.2 Other means of identification

Product number -
Other names Stearidonic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:20290-75-9 SDS

20290-75-9Relevant articles and documents

Synthesis of Rare Polyunsaturated Fatty Acids: Stearidonic and ω-3 Arachidonic

Golovanov,Ivanov,Groza,Myagkova

, p. 1038 - 1041 (2016/02/18)

Total chemical syntheses of the rare natural ω-3 C18 and C20 fatty acids, which possess potential antiinflammatory activity, were elaborated for subsequent studies of their biological activity.

Concise syntheses of three ω-3 polyunsaturated fatty acids

Jakobsen, Martin Gjerde,Vik, Anders,Hansen, Trond Vidar

supporting information, p. 5837 - 5839 (2013/01/13)

The synthesis of the three ω-3 polyunsaturated fatty acids, eicosatetraenoic acid (3), docosapentaenoic acid (4), and stearidonic acid (5) has been achieved using eicosapentaenoic acid or docosahexaenoic acid as the starting materials.

Multiple genes for functional 6 fatty acyl desaturases (Fad) in Atlantic salmon (Salmo salar L.): Gene and cDNA characterization, functional expression, tissue distribution and nutritional regulation

Monroig, Oscar,Zheng, Xiaozhong,Morais, Sofia,Leaver, Michael J.,Taggart, John B.,Tocher, Douglas R.

experimental part, p. 1072 - 1081 (2011/10/30)

Fish are the primary source in the human food basket of the n-3 long-chain polyunsaturated fatty acids, eicosapentaenoate (EPA; 20:5n-3) and docosahexaenoate (DHA; 22:6n-3), that are crucial to the health of higher vertebrates. Atlantic salmon are able to synthesize EPA and DHA from 18:3n-3 through reactions catalyzed by fatty acyl desaturases (Fad) and elongases of very long chain fatty acids. Previously, two cDNAs encoding functionally distinct 5 and 6 Fads were isolated, but screening of a genomic DNA library revealed the existence of more putative fad genes in the Atlantic salmon genome. In the present study, we show that there are at least four genes encoding putative Fad proteins in Atlantic salmon. Two genes, 6fad_a and 5fad, corresponded to the previously cloned 6 and 5 Fad cDNAs. Functional characterization by heterologous expression in yeast showed that the cDNAs for both the two further putative fad genes, 6fad_b and 6fad_c, had only 6 activity, converting 47 % and 12 % of 18:3n-3 to 18:4n-3, and 25 and 7 % of 18:2n-6 to 18:3n-6, for 6Fad_b and 6fad_c, respectively. Both 6fad_a and 6fad_b genes were highly expressed in intestine (pyloric caeca), liver and brain, with 6fad_b also highly expressed in gill, whereas 6fad_c transcript was found predominantly in brain, with lower expression levels in all other tissues. The expression levels of the 6fad_a gene in liver and the 6fad_b gene in intestine were significantly higher in fish fed diets containing vegetable oil compared to fish fed fish oil suggesting up-regulation in response to reduced dietary EPA and DHA. In contrast, no significant differences were found between transcript levels for 6fad_a in intestine, 6fad_b in liver, or 6fad_c in liver or intestine of fish fed vegetable oil compared to fish fed fish oil. The observed differences in tissue expression and nutritional regulation of the fad genes are discussed in relation to gene structures and fish physiology.

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