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Merck

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
NACRES:
NA.25
PubChem Substance ID:
329824926
UNSPSC Code:
12352211
MDL number:
MFCD00216036

Product Name

Stearidonic acid, ≥99%

InChI key

JIWBIWFOSCKQMA-LTKCOYKYSA-N

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-

assay

≥99%

form

liquid

functional group

carboxylic acid

lipid type

omega FAs

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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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

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
0000518269
0000518269
0000516248
0000516248
0000514957

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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)
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)
Angela Oboh et al.
Scientific reports, 7(1), 3889-3889 (2017-06-22)
Docosahexaenoic acid (DHA) plays important physiological roles in vertebrates. Studies in rats and rainbow trout confirmed that DHA biosynthesis proceeds through the so-called "Sprecher pathway", a biosynthetic process requiring a Δ6 desaturation of 24:5n-3 to 24:6n-3. Alternatively, some teleosts possess
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
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
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