A monohydroxy fatty acid and RXRγ agonist
Related Products
Enantiomer(s)
344059(R)-HETE
Isomer(s)
34400(±)9-HETE
Labeled Version(s)
90035589(S)-HETE-d8
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9(S)-HETE

Item No. 34410

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9S-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid
CAS Number
107656-13-3
Synonyms
  • 9(S)-Hydroxyeicosatetraenoic Acid
Molecular Formula
C20H32O3
Formula Weight
320.5
Purity
≥98%
Formulation
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
235 nm
SMILES
CCCCC/C=C\C/C=C\C[C@H](O)/C=C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-10-13-16-19(21)17-14-11-9-12-15-18-20(22)23/h6-7,9-11,13-14,17,19,21H,2-5,8,12,15-16,18H2,1H3,(H,22,23)/b7-6-,11-9-,13-10-,17-14+/t19-/m0/s1
InChi Key
KATOYYZUTNAWSA-VBLHFSPLSA-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

    9(S)-HETE is the (S) isomer of the monohydroxy fatty acid (±)9-HETE (Item No. 34400).1 It is formed from arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) by rat liver microsomal cytochrome P450 (CYP).2 9(S)-HETE is an agonist of retinoid X receptor γ (RXRγ), inducing RXRγ-dependent transcription when used at a concentration of 300 nM in BHK cell extracts expressing chick RXRγ.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Capdevila, J., Yadagiri, P., Manna, S., et al. Absolute configuration of the hydroxyeicosatetraenoic acids (HETEs) formed during catalytic oxygenation of arachidonic acid by microsomal cytochrome P-450. Biochem. Biophys. Res. Commun. 141(3), 1007-1011 (1986).

    3. Eager, N.S., Brickell, P.M., Snell, C., et al. Structural and functional evidence for activation of a chick retinoid X receptor by eicosanoids. Proc. Biol. Sci. 250(1327), 63-69 (1992).

    Product Citations

    Rao, C.V., Desai, D., Rivenson, A., et al. Chemoprevention of colon carcinogenesis by phenylethyl-3-methylcaffeate. Cancer Res. 55(11), 2310-2315 (1995).