CAS 28874-58-0|Adrenic Acid

Introduction:Basic information about CAS 28874-58-0|Adrenic Acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAdrenic Acid
CAS Number28874-58-0Molecular Weight332.520
Density0.9±0.1 g/cm3Boiling Point439.5±24.0 °C at 760 mmHg
Molecular FormulaC22H36O2Melting Point/
MSDSUSAFlash Point336.2±18.0 °C

Names

Nameall-cis-docosa-7,10,13,16-tetraenoic acid
SynonymMore Synonyms

Adrenic Acid BiologicalActivity

DescriptionAdrenic Acid is an inflammation enhancer in non-alcoholic fatty liver disease.
Related CatalogResearch Areas >>Inflammation/ImmunologyResearch Areas >>Metabolic DiseaseNatural Products >>Others
Target

Human Endogenous Metabolite

In VitroAdrenic acid is produced via the elongation of arachidonic acid by ELOVL2 and 5. Interestingly, the hepatic level of free Adrenic Acid (22:4n6) is markedly higher in the CDAHFD-fed db/db mice than in the SD-fed db/db mice. In plasma, the difference in the adrenic acid level reaches statistical significance (p<0.001). It is also found that the concentrations of phospholipid species containing Adrenic Acid, such as PC or PE (40:4) (containing side chain 18:0/22:4), and LPC 22:4 (sn-1/sn-2), are also significantly increased. (sn-1/sn-2). The hepatic and plasma levels of Adrenic Acid, which is an omega 6 polyunsaturated fatty acid (PUFA), exhibit greater differences between the CDAHFD-fed db/db mice and the SD-fed db/db mice (8.6-fold higher vs. 1.6-fold higher in liver tissue, 5.3-fold higher vs. 2.2-fold higher in plasma) than those of well-known proinflammatory PUFA, such as Arachidonic Acid[1].
References

[1]. SautHoras H Nababan, et al. Adrenic acid as an inflammation enhancer in non-alcoholic fatty liver disease. Arch Biochem Biophys. 2017 Jun 1;623-624:64-75.

Chemical & Physical Properties

Density0.9±0.1 g/cm3
Boiling Point439.5±24.0 °C at 760 mmHg
Molecular FormulaC22H36O2
Molecular Weight332.520
Flash Point336.2±18.0 °C
Exact Mass332.271515
PSA37.30000
LogP7.95
Vapour Pressure0.0±2.3 mmHg at 25°C
Index of Refraction1.498
InChIKeyTWSWSIQAPQLDBP-LIJGZOPESA-N
SMILESCCCCCC=CCC=CCC=CCC=CCCCCCC(=O)O
Storage condition−20°C

Safety Information

Personal Protective EquipmentEyeshields;Gloves
RIDADRNONH for all modes of transport
WGK Germany3

Articles25

More Articles
Niacin sensitivity and the arachidonic acid pathway in schizophrenia.

Schizophr. Res. 122(1-3) , 248-56, (2010)

Schizophrenia is associated with a blunted flush response to niacin. Since niacin-induced skin flushing is mediated by vasodilators derived from arachidonic acid (AA), we tested whether the blunted fl...

Adrenic acid metabolites as endogenous endothelium-derived and zona glomerulosa-derived hyperpolarizing factors.

Hypertension 55(2) , 547-54, (2010)

Adrenic acid (docosatetraenoic acid), an abundant fatty acid in the adrenal gland, is identical to arachidonic acid except for 2 additional carbons on the carboxyl end. Adrenic acid is metabolized by ...

Reevaluation of the pathway for the metabolism of 7,10,13, 16-docosatetraenoic acid to 4,7,10,13,16-docosapentaenoic acid in rat liver.

Arch. Biochem. Biophys. 317(1) , 179-84, (1995)

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-...

Synonyms

adrenic acid
all-cis-7,10,13,16-Docosatetraenoic acid
7Z,10Z,13Z,16Z-docosatetraenoic acid
Docosatetraenoic acid
CIS-7,10,13,16,19-DOCOSA-TETRAENOIC ACID
all-cis-docosa-7,10,13,16-tetraenoic acid
(7Z,10Z,13Z,16Z)-7,10,13,16-Docosatetraenoic acid
cis-7,10,13,16-DocosatetraenoicAcid
DOCOSA-7Z,10Z,13Z,16Z-PENTAENOIC ACID
7,10,13,16-Docosatetraenoic acid, (7Z,10Z,13Z,16Z)-
(All-Z)-7,10,13,16-docosatetraenoic acid
CIS-7,10,13,16-DOCOSA-TETRAENOIC ACID
DOCOSA-7Z,10Z,13Z,16Z-TETRAENOIC ACID
CAS 506-21-8|Linolelaidic acid
CAS 6217-54-5|Docosahexaenoic Acid
Recommended......
TOP