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Merck
CN

53171

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

analytical standard

Synonym(s):

DHA

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About This Item

Empirical Formula (Hill Notation):
C22H32O2
CAS Number:
6217-54-5
Molecular Weight:
328.49
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329757918
MDL number:
MFCD00065722
Beilstein/REAXYS Number:
1715505

Key Documents

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InChI key

MBMBGCFOFBJSGT-KUBAVDMBSA-N

SMILES string

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O

InChI

1S/C22H32O2/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)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-

grade

analytical standard

assay

≥98.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

format

neat

functional group

carboxylic acid

storage temp.

−20°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

143.6 °F - closed cup

flash_point_c

62 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP2820
BCCM8707
BCCL8107
BCCK9757
BCCK2503

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Manuel Torres et al.
Biochimica et biophysica acta, 1838(6), 1680-1692 (2014-01-01)
Alzheimer's disease (AD) is a neurodegenerative pathology with relevant unmet therapeutic needs. Both natural aging and AD have been associated with a significant decline in the omega-3 polyunsaturated fatty acid docosahexaenoic acid (DHA), and accordingly, administration of DHA has been
T Catalina Adarme-Vega et al.
Current opinion in biotechnology, 26, 14-18 (2014-03-13)
Omega-3 fatty acids eicosapentaenoic acid (EPA) and docohexaenoic acid (DHA), provide significant health benefits for brain function/development and cardiovascular conditions. However, most EPA and DHA for human consumption is sourced from small fatty fish caught in coastal waters and, with
Zheng-Guo Cui et al.
Chemico-biological interactions, 215, 46-53 (2014-03-26)
To develop a non-toxic enhancer for hyperthermia-induced cell death as a potential cancer treatment, we studied the effect and mechanism of docosahexaenoic acid (DHA) on hyperthermia-induced apoptosis. Treatment with 20μM DHA and 44°C for 10min induced significant apoptosis, increased intracellular
Deepika Nehra et al.
The Journal of surgical research, 188(2), 451-458 (2014-03-01)
To determine the effect of docosahexaenoic acid (DHA) on the growth of human melanoma in vitro and in vivo and to better understand the potential role of the G protein-coupled receptors (GPRs) in mediating this effect. For in vitro studies, human melanoma and control
Jinglong Chen et al.
International journal of molecular sciences, 22(11) (2021-06-03)
Oxidative stress occurs in a variety of clinical liver diseases and causes cellular damage and mitochondrial dysfunction. The clearance of damaged mitochondria by mitophagy may facilitate mitochondrial biogenesis and enhance cell survival. Although the supplementation of docosahexaenoic acid (DHA) has
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