A product of lipoxygenation of arachidonic acid in marine invertebrates
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8(R)-HETE

Item No. 34350

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8R-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid
CAS Number
105500-09-2
Synonyms
  • 8(R)-Hydroxyeicosatetraenoic Acid
Molecular Formula
C20H32O3
Formula Weight
320.5
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS pH 7.2: 0.8 mg/ml
λmax
237 nm
SMILES
CCCCC/C=C\C/C=C\C=C\[C@H](O)C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,14-11-,16-13+/t19-/m0/s1
InChi Key
NLUNAYAEIJYXRB-GTYUHVKWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $161

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    50 µg

    $306

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    100 µg

    $578

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    Product Description

    8(R)-HETE is biosynthesized by lipoxygenation of arachidonic acid in marine invertebrates such as gorgonian corals and starfish.1,2 Stereochemical assignment of the (R) enantiomer is based on comparison of chiral HPLC retention times to published results. 3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Meijer, L., Brash, A.R., Bryant, R.W., et al. Stereospecific induction of starfish oocyte maturation by (8R)-hydroxyeicosatetraenoic acid. The Journal of Biological Chemisty 261(36), 17040-17047 (1986).

    2. Brash, A.R., Baertschi, S.W., Ingram, C.D., et al. On non-cyclooxygenase prostaglandin synthesis in the sea whip coral, Plexaura Homomalla: An 8(R)-lipoxygenase pathway leads to formation of an α-ketol and a racemic prostanoid. The Journal of Biological Chemisty 262(33), 15829-15839 (1987).

    3. Schneider, C., Yu, Z., Boeglin, W.E., et al. Enantiomeric separation of hydroxy and hydroperoxy eicosanoids by chiral column chromatography. Methods Enzymol. 433, 145-157 (2007).