A naturally-occurring PUFA formed through elongation of arachidonic acid
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Adrenic Acid

Item No. 90300

Technical Information
Formal Name
7Z,10Z,13Z,16Z-docosatetraenoic acid
CAS Number
28874-58-0
Synonyms
  • FA 22:4
Molecular Formula
C22H36O2
Formula Weight
Purity
≥98%
A 100 mg/ml solution in ethanol
0.15 M Tris-HCl pH 8.5: >1 mg/ml (from Oleic Acid)DMF: >100 mg/ml (from Oleic Acid)DMSO: >100 mg/ml (from Oleic Acid)Ethanol: >100 mg/ml (from Oleic Acid)PBS pH 7.2: <100 µg/ml (from Oleic Acid)
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)O
InChi Code
InChI=1S/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-
InChi Key
TWSWSIQAPQLDBP-DOFZRALJSA-N
Side Chain Carbon Sum
22:4
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sprecher, H., VanRollins, M., Sun, F., et alDihomo-prostaglandins and -thromboxane. A prostaglandin family from adrenic acid that may be preferentially synthesized in the kidney. The Journal of Biological Chemisty 257(7), 3912-3918 (1982).

    2. Ferretti, A., and Flanagan, V.P. Mass spectrometric evidence for the conversion of exogenous adrenate to dihomo-prostaglandins by seminal vesicle cyclo-oxygenase. A comparative study of two animal species. J. Chromatogr. 383(2), 241-250 (1986).

    Product Citations

    Yuan, C., Sidhu, R.S., Kuklev, D.V., et alCyclooxygenase allosterism, fatty acid-mediated cross-talk between monomers of cyclooxygenase homodimers. The Journal of Biological Chemisty 284(15), 10046-10055 (2009).