D2534
cis-4,7,10,13,16,19-Docosahexaenoic acid
≥98%
Synonym(s):
DHA
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C22H32O2
CAS Number:
Molecular Weight:
328.49
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1715505
biological source
algae
Quality Level
assay
≥98%
functional group
carboxylic acid
lipid type
omega FAs
shipped in
dry ice
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)=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-
InChI key
MBMBGCFOFBJSGT-KUBAVDMBSA-N
Looking for similar products? Visit Product Comparison Guide
Related Categories
General description
Docosahexaenoic acid (DHA) is abundantly present in the brain.
Docosahexaenoic acid (DHA) is an omega-3 polyunsaturated fatty acid with 22 carbons and six double bonds, the first double bond occurring at position three from the methyl terminus (22:6 n-3). It is a component of lipid membranes and myelin sheath.
Application
cis-4,7,10,13,16,19-Docosahexaenoic acid has been used:
- as a component in Dulbecco′s modified Eagle medium (DMEM) for culturing cells to perform docosahexaenoic acid (DHA) treatment
- to study its impact on human induced pluripotent stem cell (iPSC)-derived neuronal at a molecular and cellular level
- in MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide] assay to study its cytotoxic effects on three human hepatocellular carcinoma (HCC) cell lines (HepG2, Hep3B, Huh7)
Biochem/physiol Actions
Docosahexaenoic acid (DHA) participates in the growth and physiology of the central nervous system. It regulates adult neurogenesis and neuroplasticity. DHA plays a key role in fetal brain development. It may exhibit antioxidant and anti-inflammatory properties. DHA plays a role in the regulation of cell membrane fluidity. It plays a vital role in several brain development processes, including neurotransmitter release, gene expression, myelination, neuroinflammation, and neuronal differentiation. DHA possesses an anticancer effect in several types of cancer.
Docosahexaenoic acid (DHA) serves as a precursor for signaling molecules such as prostaglandins and eicosanoids.
Packaging
Sealed ampule.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
143.6 °F - closed cup
flash_point_c
62 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
M Martínez
Neurology, 40(8), 1292-1298 (1990-08-01)
In confirmation of previous findings, patients with Zellweger's syndrome had extremely low levels of docosahexaenoic acid (22:6 omega 3) in the brain, liver, and kidneys. The other product of delta 4 desaturation, 22:5 omega 6, was also very significantly decreased
G Kargas et al.
Journal of chromatography, 526(2), 331-340 (1990-04-06)
A rapid, simple and highly sensitive reversed-phase high-performance liquid chromatographic method is described for the separation and quantitation of fatty acids in human serum using a very reactive fluorescent labeling reagent, 9-anthryldiazomethane. Quantitative esterification proceeds at room temperature without heat
J L Tremoleda et al.
European journal of nuclear medicine and molecular imaging, 43(9), 1710-1722 (2016-05-08)
Traumatic spinal cord injury (SCI) is a devastating condition which affects millions of people worldwide causing major disability and substantial socioeconomic burden. There are currently no effective treatments. Modulating the neuroinflammatory (NI) response after SCI has evolved as a major
Walter J Lukiw et al.
The Journal of clinical investigation, 115(10), 2774-2783 (2005-09-10)
Deficiency in docosahexaenoic acid (DHA), a brain-essential omega-3 fatty acid, is associated with cognitive decline. Here we report that, in cytokine-stressed human neural cells, DHA attenuates amyloid-beta (Abeta) secretion, an effect accompanied by the formation of NPD1, a novel, DHA-derived
Matthew J Sharman et al.
Neurobiology of disease, 124, 505-519 (2019-01-06)
Increasingly, evidence is accumulating pointing at a protective role of a healthy diet at decreasing the risk of Alzheimer's disease. To test the effectiveness of nutritional components, the following food-derived compounds: curcumin alone (curcumin), curcumin combined with (-)epigallocatechin-3-gallate (EGCG), docosahexaenoic
Articles
Lipid Induced Insulin Resistance
脂肪组织中的胰岛素耐受性减少了循环游离脂肪酸的摄入，并增加了脂肪酶对储存甘油三酯的水解。了解与胰岛素耐受性相关的激素、细胞因子和脂肪因子。
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D2534-1G | 04061835543861 |
| D2534-100MG | 04061835543854 |
| D2534-25MG | 04061835543878 |
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service