| Identification | Back Directory | [Name]
ADRENIC ACID | [CAS]
28874-58-0 | [Synonyms]
ADRENIC ACID
DOCOSATETRAENOIC ACID
Adrenic Acid (22:4, n-6)
Adrenic Acid (Solution in ethanol)
7Z,10Z,13Z,16Z-DOCOSATETRAENOIC ACID
CIS-7,10,13,16-DOCOSA-TETRAENOIC ACID
DOCOSA-7Z,10Z,13Z,16Z-PENTAENOIC ACID
DOCOSA-7Z,10Z,13Z,16Z-TETRAENOIC ACID
(All-Z)-7,10,13,16-docosatetraenoic acid
CIS-7,10,13,16,19-DOCOSA-TETRAENOIC ACID
7,10,13,16-Docosatetraenoic acid, (all-Z)-
7,10,13,16-Docosatetraenoic acid (all-cis)
cis-7,10,13,16-Docosatetraenoic acid, C22:4n6
(7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoic acid
7,10,13,16-Docosatetraenoic acid, (7Z,10Z,13Z,16Z)- | [Molecular Formula]
C22H36O2 | [MDL Number]
MFCD00058523 | [MOL File]
28874-58-0.mol | [Molecular Weight]
332.52 |
| Chemical Properties | Back Directory | [Boiling point ]
161-164.5 °C(Press: 0.07 Torr) | [density ]
0.9220 g/cm3 | [storage temp. ]
−20°C
| [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Oil | [pka]
4.76±0.10(Predicted) | [color ]
Colourless | [Stability:]
Light Sensitive | [Uses]
Adrenic acid is considered a sort of storage form of arachidnoic acid because it can be retro-converted into arachidonic acid by enzymes. Arachidonic acid is relatively abundant especially in the phospholipids that are found in cellular membranes, and it is precursor for many hormone-like signaling molecules, e.g. prostaglandins and leukotrienes. It shall be liberated from the phospholipids by phospholipase enzymes before it can be converted into these signaling molecules. Omnivorous humans also consume small amounts of arachidonic acid with the diet, since arachidonic acid is found in small amounts in all animal products. Arachidonic acid is not found in higher plants. Arachidonic acid serves many important functions in the body, e.g. as a structural element in membrane phospholipids, and as precursor for signalling. |
| Hazard Information | Back Directory | [Description]
Adrenic acid is a naturally occurring polyunsaturated fatty acid (PUFA) formed through a 2-carbon chain elongation of arachidonic acid. It is present in the adrenal glands, brain, testis, and kidney.1 Although there is trace metabolism of adrenic acid in the forebrain, the renal medulla is the only tissue which readily metabolizes the acid through cyclooxygenase activity.1,2 The primary metabolite of adrenic acid in the rabbit kidney is 1a,1b-dihomo prostaglandin E2.1 | [Chemical Properties]
Docosa tetra enoic acid designates any straight chain 22:4 fatty acid.
One isomer is of particular interest :
all-cis-7,10,13,16-docosa tetra enoic acid is an ω-6 fatty acid with the trivial name adrenic acid. This is a naturally occurring polyunsaturated fatty acid formed through a 2-carbon chain elongation of arachidonic acid. It is one of the most abundant fatty acids in the early human brain. | [Definition]
ChEBI: All-cis-docosa-7,10,13,16-tetraenoic acid is the all-cis-isomer of a C22 polyunsaturated fatty acid having four double bonds in the 7-, 10-, 13- and 16-positions. One of the most abundant fatty acids in the early human brain. It has a role as a human metabolite and an algal metabolite. It is a docosatetraenoic acid and an omega-6 fatty acid. It is a conjugate acid of an all-cis-docosa-7,10,13,16-tetraenoate. | [Enzyme inhibitor]
This long-chain, unsaturated fatty acid (FWfree-acid = 332.53 g/mol; CAS
28874-58-0), also known as adrenic acid and (7Z,10Z,13Z,16Z) -
docosatetraenoic acid, inhibits arachidonyl-CoA synthetase, or
arachidonate:CoA ligase and prostaglandin biosynthesis. | [storage]
Store at -20°C |
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