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Docosahexaenoic Acid

Docosahexaenoic Acid structure

CAS No:
6217-54-5
Formula:
C22H32O2
Chemical Name:
Docosahexaenoic Acid
Synonyms:
doconexent;Docosahexaenoicacid,97;DOCOSAHEXAENOIC ACID(DHA);cis-4,7,10,13,16,19-DocosahexaenoicAcid(stabiliz;CIS-4,7,10,13,16,19-DOCOSA-PENTAENOIC ACID;4,7,10,13,16,19-Docosahexaenoic acid, (4Z,7Z,10Z,13Z,16Z,19Z)-;CIS-4,7,10,13,16,19-DOCOSAHEXAENOICACID(OIL);CIS-4,7,10,13,16,19-DOCOSAHEXAENOICACID(POWDER)
Categories:
Analytical Chemistry > Standard

Description

Docosahexaenoic Acid (DHA) is an omega-3 fatty acid abundantly present brain and retina. It can be obtained directly from fish oil and maternal milk.

Docosa Hexaenoic acid (DHA) is an omega-3 fatty acid that is a primary structural component of the human brain, cerebral cortex, skin, sperm, testicles and retina. It can be synthesized from alphalinolenic acid or obtained directly from maternal milk or fish oil. DHA's structure is a carboxylic acid(~oic acid) with a 22-carbon chain (docosa- is Greek for 22) and six (Greek "hexa") cis double bonds (-en~); the first double bond is located at the third carbon from the omega end. Its trivial name is cervonic acid, its systematic name is all-cis-docosa-4,7,10,13,16,19-hexa-enoic acid, and its shorthand name is 22:6(n-3) in the nomenclature of fatty acids.

Docosahexaenoic acid (DHA) is a long-chain ω-3 polyunsaturated fatty acid (PUFA) found in fish and algal oils. It comprises approximately 40% of total brain PUFAs and is abundant in grey matter and retinal membranes. DHA typically represents 0.52-7.5% of human total plasma fatty acids. It is produced from α-linolenic acid (ALA; Item Nos.90210|21910)viaa series of desaturase- and elongase-catalyzed reactions, resulting in a docosapentaenoic acid (DPA; ) intermediate, which is elongated, desaturated, and β-oxidized to produce DHA. DHA can be liberated from cellular membranes by phospholipase A2(PLA2) and converted to numerous oxylipins, including specialized pro-resolving mediators (SPMs), which are produced by lipoxygenases and include D-series protectins and resolvins, as well as maresins, that regulate host defense and the resolution of inflammation. DHA has roles in several physiological and pathological processes, including neural development, cardiovascular diseases, obesity, and inflammation.DHA MaxSpec®standard is a quantitative grade standard of DHA that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. The verified concentration is provided on the certificate of analysis. This DHA MaxSpec®standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product.Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

Clear Colourless Liquid

ChEBI: A docosahexaenoic acid having six cis-double bonds at positions 4, 7, 10, 13, 16 and 19.

Docosahexaenoic Acid Basic Attributes

Molecular Weight：

328.49

Exact Mass：

328.49

BRN：

1715505

EC Number：

612-950-9

DSSTox ID：

DTXSID5040465

Color/Form：

Clear colorless to light yellow

HScode：

29161900

Characteristics

PSA：

37.30000

XLogP3：

6.54890

Appearance：

achromaticity clarity liquid

Density：

0.943±0.06 g/cm3(Predicted)

Melting Point：

-44°C

Boiling Point：

446.7±24.0 °C(Predicted)

Flash Point：

62ºC

Refractive Index：

1.5030-1.5060

Storage Conditions：

-20ºC

PKA：

4.58±0.10(Predicted)

Critical Temperature & Pressure：

-20°C

Safety Information

Packing level：

Ⅲ

Transport codes：

1993

wgk germany：

hazard class code：

safety instructions：

23-24/25

Storage features：

Store at -20°C

Stability/Shelf Life：

Light and Air Sensitive

Precautionary statement(s)：

P210; P305 + P351 + P338; P370 + P378; P403 + P235

Hazard Statements：

H225; H319

RIDADR：

UN1170 - class 3 - PG 2 - Ethanol, solution

Docosahexaenoic Acid Use and Manufacturing

Omega-3 fatty acid found in marine fish oils and in many phospholipids. Major structural component of excitable membranes of the retina and brain; synthesized in the liver from a-linolenic acid. Nutritional supplement.

Docosahexaenoic acid is found in fish oils in nature. It is also commercially manufactured from microalgae; Crypthecodinium cohnii and Schizochytrium.

Nutritional supplement.

Computed Properties

Molecular Weight:328.5
XLogP3:6.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:14
Exact Mass:328.240230259
Monoisotopic Mass:328.240230259
Topological Polar Surface Area:37.3
Heavy Atom Count:24
Complexity:462
Defined Bond Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Carbon dioxide

Glucose

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