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Merck
CN

SMB00291

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

Key Documents

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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

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.
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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000514957
0000514957
0000505680
0000505680
0000505683

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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
Sofia Morais et al.
International journal of molecular sciences, 21(10) (2020-05-21)
Very long-chain fatty acids (VLC-FA) play critical roles in neural tissues during the early development of vertebrates. However, studies on VLC-FA in fish are scarce. The biosynthesis of VLC-FA is mediated by elongation of very long-chain fatty acid 4 (Elovl4)
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