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Merck
CN

18566

all-cis-4,7,10,13,16-Docosapentaenoic acid

analytical standard

Synonym(s):

(4Z,7Z,10Z,13Z,16Z)-4,7,10,13,16-Docosapentaenoic acid, (all-Z)-4,7,10,13,16-Docosapentaenoic acid, Osbond acid

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About This Item

Empirical Formula (Hill Notation):
C22H34O2
CAS Number:
25182-74-5
Molecular Weight:
330.50
NACRES:
NA.24
PubChem Substance ID:
329751713
UNSPSC Code:
85151701
MDL number:
MFCD00216034

Key Documents

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Product Name

all-cis-4,7,10,13,16-Docosapentaenoic acid, analytical standard

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/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-,19-18-

SMILES string

OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O

InChI key

AVKOENOBFIYBSA-WMPRHZDHSA-N

biological source

synthetic

grade

analytical standard

description

C22:5n6

assay

≥98.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

functional group

carboxylic acid

storage temp.

−20°C

Quality Level

100

Related Categories

Application

It was used as supplement for fed cells during phospholipid analysis by HPLC/electrospray ionization mass spectrometry (ESI/MS) and HPLC/ESI/MS/MS.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Docosapentaenoic acid is a very long-chain polyunsaturated fatty acid, and has two or more double bonds in its acyl chains.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9374
BCCM8992
BCCL2749
BCCM5507
BCCK5217

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Yuru Deng et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 23(9), 2866-2871 (2009-05-02)
Very long-chain polyunsaturated fatty acids (VLC-PUFAs), such as docosahexaenoic acid (DHA) and docosapentaenoic acid (DPA), have recently made it to the realm of "magical molecules" based on their multiple presumably beneficial effects in biological systems, making these PUFAs particularly interesting
Katrin Kuhnt et al.
The Journal of nutrition, 144(4), 447-460 (2014-02-21)
Dietary supplementation with echium oil (EO) containing stearidonic acid (SDA) is a plant-based strategy to improve long-chain (LC) n-3 (ω-3) polyunsaturated fatty acid (PUFA) status in humans. We investigated the effect of EO on LC n-3 PUFA accumulation in blood
J K Beckman et al.
Lipids, 15(6), 389-394 (1980-06-01)
The metabolism of [1-14C] linoleic, [1-14C] arachidonic and [3-14C] docosa-4,7,10,13,16-pentaenoic acids was investigated after intratesticular injection of the labeled compounds and isolation of rat Sertoli and germinal cell. Following injection of either 14C-linoleate or 14C-arachidonate, the specific activity (sp act)
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
B S Mohammed et al.
Archives of biochemistry and biophysics, 317(1), 179-184 (1995-02-20)
When rat liver microsomes were incubated with [1-14C]22:4(n-6) under standard conditions for measuring acyl-CoA desaturases, it was not possible to detect the synthesis of any 22:5(n-6). When malonyl-CoA and NADPH were included in the incubation, 22:4(n-6) was chain elongated to
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