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Key Documents

D1797

Sigma-Aldrich

all-cis-7,10,13,16,19-Docosapentaenoic acid

synthetic, ≥97%

Synonym(s):

Clupanodonic acid

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About This Item

Empirical Formula (Hill Notation):
C22H34O2
CAS Number:
Molecular Weight:
330.50
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

Quality Level

Assay

≥97%

form

liquid

functional group

carboxylic acid

lipid type

unsaturated 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\CCCCCC(O)=O

InChI

1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-

InChI key

YUFFSWGQGVEMMI-JLNKQSITSA-N

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Storage Class Code

10 - Combustible liquids

WGK

WGK 2

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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Yuko Yonezawa et al.
International journal of molecular medicine, 18(4), 583-588 (2006-09-12)
We reported previously that unsaturated linear-chain fatty acids of the cis-configuration with a C18-hydrocarbon chain such as linoleic acid (cis-9, 12-octadecadienoic acid, C18:2) could potently inhibit the activity of mammalian DNA polymerases (Biochim Biophys Acta 1308: 256-262, 1996). In this
A Voss et al.
The Journal of biological chemistry, 266(30), 19995-20000 (1991-10-25)
The hypothesis that the last step in the biosynthesis of 4,7,10,13,16,19-22:6 from linolenate is catalyzed by an acyl-CoA-dependent 4-desaturase has never been evaluated by direct experimentation. When rat liver microsomes were incubated with [1-14C]7,10,13,16,19-22:5, under conditions where linoleate was readily
A M Eltweri et al.
Clinical nutrition (Edinburgh, Scotland), 36(3), 768-774 (2016-06-28)
It has been demonstrated that short term intravenous (IV) administration of omega-3 polyunsaturated fatty acids (PUFAs) is more effective than oral supplementation at promoting incorporation of the bioactive omega-3 PUFAs eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) into plasma, blood
Additional data from our study on fatty acids variations during lactation: correlations between n-3 and n-6 PUFAs in human colostrum, transitional, and mature milk.
Carolina Moltó-Puigmartí et al.
Clinical nutrition (Edinburgh, Scotland), 30(3), 402-403 (2011-04-08)
Jan Philipp Schuchardt et al.
Prostaglandins, leukotrienes, and essential fatty acids, 121, 76-87 (2017-06-28)
EPA and DHA cause different physiological effects, which are in many cases mediated via their oxidative metabolites (oxylipins). However, metabolism studies investigating the effect of either EPA or DHA on comprehensive oxylipin patterns are lacking. The short and long term

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