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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:
24880-45-3
Molecular Weight:
330.50
MDL number:
MFCD00156103
UNSPSC Code:
12352211
PubChem Substance ID:
24893546
NACRES:
NA.25

biological source

synthetic

Quality Level

100

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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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
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
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
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
B S Mohammed et al.
The Biochemical journal, 326 ( Pt 2), 425-430 (1997-09-18)
It is now established that fatty acid 7,10,13,16-22:4 is metabolized into 4,7,10,13,16-22:5 as follows: 7,10,13,16-22:4-->9,12,15, 18-24:4-->6,9,12,15,18-24:5-->4,7,10,13,16-22:5. Neither C24 fatty acid was esterified to 1-acyl-sn-glycero-3-phosphocholine (1-acyl-GPC) by microsomes, whereas the rates of esterification of 4, 7,10,13,16-22:5, 7,10,13,16-22:4 and 5,8,11,14-20:4 were respectively
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