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SMB00291

Sigma-Aldrich

Stearidonic acid

≥99%

Synonym(s):

Stearidonic acid, (6Z,9Z,12Z,15Z)-Octadecatetraenoic acid, Moroctic acid, Stearidonate, 6Z,9Z,12Z,15Z-Octadecatetraenoic acid, all-cis-6,9,12,15-Octadecatetraenoic acid

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About This Item

Empirical Formula (Hill Notation):
C18H28O2
CAS Number:
20290-75-9
Molecular Weight:
276.41
MDL number:
MFCD00216036
UNSPSC Code:
12352211
PubChem Substance ID:
329824926
NACRES:
NA.25

Assay

≥99%

form

liquid

functional group

carboxylic acid

lipid type

omega FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(O)=O

InChI

1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12-

InChI key

JIWBIWFOSCKQMA-LTKCOYKYSA-N

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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.
An 18-carbon, ω-3 fatty acid which is a dietary precursor to eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). Stearidonic acid is present in small amounts in seed oils.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stearidonic acid (18: 4n?3): Metabolism, nutritional importance, medical uses and natural sources.
Guil?Guerrero J L
European Journal of Lipid Science and Technology, 109(12), 1226-1236 (2007)
Angela Oboh et al.
Lipids, 52(10), 837-848 (2017-09-01)
Elongation of very long-chain fatty acid 4 (Elovl4) proteins participate in the biosynthesis of very long-chain (>C
Protein kinase inhibition by ω-3 fatty acids.
Mirnikjoo B, et al.
The Journal of Biological Chemistry, 276(14), 10888-10896 (2001)
J L Fidalgo Rodríguez et al.
Biochimica et biophysica acta. Biomembranes, 1861(8), 1428-1436 (2019-06-13)
Unsaturated fatty acids (UFAs) are known to lower the level of sterols in blood, which accounts for their cardioprotective effect. To understand the molecular basis of this effect, Langmuir monolayer studies have been performed. A series of UFAs differing in
Zahid Rasul Niazi et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 40(12), 966-975 (2017-09-08)
Eicosapentaenoic acid:docosahexaenoic acid (EPA:DHA) 6:1, an omega-3 polyunsaturated fatty acid formulation, has been shown to induce a sustained formation of endothelial nitric oxide (NO) synthase-derived NO, a major vasoprotective factor. This study examined whether chronic intake of EPA:DHA 6:1 prevents
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