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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

Quality Level

200

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.
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
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.
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)
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