A monohydroxy fatty acid
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Isomer(s)
344059(R)-HETE 344109(S)-HETE
Labeled Version(s)
9002386(±)9-HETE-d8
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(±)9-HETE

Item No. 34400

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(±)-9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid
CAS Number
70968-92-2
Synonyms
  • (±)9-Hydroxyeicosatetraenoic Acid
Molecular Formula
C20H32O3
Formula Weight
320.5
Purity
≥95%
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
235 nm
SMILES
CCCCC/C=C\C/C=C\CC(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+
InChi Key
KATOYYZUTNAWSA-OIZRIKEUSA-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

    $134

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    50 µg

    $253

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    100 µg

    $477

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    250 µg

    $994

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    Product Description

    (±)9-HETE is a monohydroxy fatty acid formed by lipid peroxidation of arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607), as well as by rat liver microsomal cytochrome P450 (CYP).1,2 Plasma levels of (±)9-HETE are elevated in patients with angiographically defined coronary artery disease.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Powell, W.S., and Rokach, J. Biosynthesis, biological effects, and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid. Biochim. Biophys. Acta 1851(4), 340-355 (2014).

    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. Shishehbor, M.H., Zhang, R., Medina, H., et al. Systemic elevations of free radical oxidation products of arachidonic acid are associated with angiographic evidence of coronary artery disease. Free Rad. Biol. Med. 41(11), 1678-1683 (2006).

    Product Citations

    Wu, Z., Xiao, H., Rao, D., et al. Analytical strategy for oxylipin annotation by combining chemical derivatization-based retention index algorithm and feature tandem mass spectrometric fragmentation as a biomarker discovery tool. Anal. Chem. 95(43), 15933-15942 (2023).

    Pang, Y., Liu, X., Zhao, C., et al. LC-MS/MS-based arachidonic acid metabolomics in acute spinal cord injury reveals the upregulation of 5-LOX and COX-2 products. Free Radic. Biol. Med. 193(Pt 1), 363-372 (2022).