A monohydroxy fatty acid synthesized from EPA
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12(R)-HEPE

Item No. 32545

Technical Information
Formal Name
12R-hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid
CAS Number
109430-12-8
Molecular Formula
C20H30O3
Formula Weight
Purity
≥98%
A 100 µg/ml solution in ethanol
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS pH 7.2: 0.8 mg/ml
λmax
237 nm
SMILES
CC/C=C\C/C=C\C[C@@H](O)\C=C\C=C\C/C=C\CCCC(=O)O
InChi Code
InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/b4-3-,9-7-,11-8-,13-10-,17-14+/t19-/m1/s1
InChi Key
MCRJLMXYVFDXLS-IHWYZUJNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    12(R)-HEPE is a monohydroxy fatty acid synthesized from EPA by the eggs of the sea urchin, S. purpuratus.1 The biological activity of 12(R)-HEPE has not been extensively documented, but may be similar to that of 12(R)-HETE (Catalog No. 34560).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hawkins, D.J., and Brash, A.R. Eggs of the sea urchin, Strongylocentrotus purpuratus, contain a prominent (11R) and (12R) lipoxygenase activity. The Journal of Biological Chemisty 262(16), 7629-7634 (1987).

    2. Masferrer, J.L., Dunn, M.W., and Schwartzman, M.L. 12(R)-Hydroxyeicosatetraenoic acid, an endogenous corneal arachidonate metabolite, lowers intraocular pressure in rabbits. Invest. Ophthalmol. Vis. Sci. 31(3), 535-539 (1990).

    3. Conners, M.S., Schwartzman, M.L., Quan, X., et alEnhancement of delayed hypersensitivity inflammatory reactions in guinea pig skin by 12(R)-hydroxy-5,8,14-eicosatrienoic acid. J. Invest. Dermatol. 104, 47-51 (1995).