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D8768

Sigma-Aldrich

cis-4,7,10,13,16,19-Docosahexaenoic acid sodium salt

≥95%, waxy solid

Synonym(s):

Sodium (all-Z)-4,7,10,13,16,19-docosahexaenoate

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About This Item

Linear Formula:
C22H31O2Na
CAS Number:
81926-93-4
Molecular Weight:
350.47
UNSPSC Code:
12352211
PubChem Substance ID:
24894224
NACRES:
NA.25

biological source

cod liver oil

Quality Level

200

Assay

≥95%

form

waxy solid

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\C/C=C\C/C=C\CCC(O[Na])=O

InChI

1S/C22H32O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24;/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24);/q;+1/p-1/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-;

InChI key

SNNDEWVSGZRIFE-FPYKSTABSA-M

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Wei Cai et al.
Translational stroke research, 9(6), 669-680 (2018-09-12)
Systemic docosahexaenoic acid (DHA) has been explored as a clinically feasible protectant in stroke models. However, the mechanism for DHA-afforded neuroprotection remains elusive. Transient middle cerebral artery occlusion (tMCAO) was induced for 1 h. DHA (i.p., 10 mg/kg) was administered immediately after
Yong-Ping Zhang et al.
Prostaglandins, leukotrienes, and essential fatty acids, 136, 85-94 (2017-08-06)
Omega-3 polyunsaturated fatty acids (n-3 PUFAs), docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA), have been reported to prevent neurodegenerative diseases such as Alzheimer's disease (AD) in both experimental and clinical/epidemiological studies. However, whether DHA and EPA from natural products exert
Shurong Huang et al.
Journal of lipid research, 53(9), 2002-2013 (2012-07-07)
Toll-like receptor 4 (TLR4) and TLR2 were shown to be activated by saturated fatty acids (SFAs) but inhibited by docosahexaenoic acid (DHA). However, one report suggested that SFA-induced TLR activation in cell culture systems is due to contaminants in BSA
Christel Björk et al.
Nutrition & metabolism, 13, 4-4 (2016-01-21)
Previous studies suggest that intake of specific bioactive compounds may have beneficial clinical effects on adipose tissue partly due to their anti-inflammatory and insulin-sensitizing properties. With the overall aim to contribute to better understanding of the mechanisms of selected bioactive
Ryan G Snodgrass et al.
Journal of immunology (Baltimore, Md. : 1950), 191(8), 4337-4347 (2013-09-18)
Many studies have shown that TLR4- and TLR2-deficient mice are protected from high-fat diet-induced inflammation and insulin resistance, suggesting that saturated fatty acids derived from the high-fat diet activate TLR-mediated proinflammatory signaling pathways and induce insulin resistance. However, evidence that

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