(±)9-HODE

Cayman Chemical Item Number 38400

(CAS 98524-19-7)

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Description

(±)9-HODE is one of the two racemic monohydroxy fatty acids resulting from the non-enzymatic oxidation of linoleic acid. Approximately equal proportions of both isomers are found in mitochondrial and plasma membranes of rabbit reticulocytes.1,2 Oxidized LDL contains significant amounts of esterified 9- and 13-HpODEs and HODEs.3,4

1. Kühn, H., Belkner, J., and Wiesner, R. Subcellular distribution of lipoxygenase products in rabbit reticulocyte membranes. Eur J Biochem 191 221-227 (1990).

2. Kühn, H., Belkner, J., and Wiesner, R. Metabolism of polyenoic fatty acids by rabbit reticulocytes. Intracellular action of the erythroid lipoxygenase on membrane lipids. Biomed Biochim Acta 49 S25-S30 (1990).

3. Folcik, V.A., and Cathcart, M.K. Predominance of esterified hydroperoxy-linoleic acid in human monocyte-oxidized LDL. J Lipid Res 35 1570-1582 (1994).

4. Ku, G., Thomas, C.E., Akeson, A.L., et al. Induction of interleukin 1β expression from human peripheral blood monocyte-derived macrophages by 9-hydroxyoctadecadienoic acid. J Biol Chem 267 14183-14188 (1992).

Formal Name (±)-​9-​hydroxy-​10E,​12Z-​octadecadienoic acid
CAS Number 98524-19-7
Molecular Formula C18H32O3
Formula Weight 296.5
Formulation A solution in ethanol
Purity ≥98%
λmax 234 nm
ε 23
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C=C/C(O)​CCCCCCCC(=O)​O
InCHI Code
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​1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)​15-12-9-7-10-13-16-18(20)​21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)​/b8-6-,14-11+
InCHI Key
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NPDSHTNEKLQQIJ-ZJHFMPGASA-N

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(±)9-HODE is available in the following screening library:

Size Price Quantity Subtotal
100 µg $76.00 $0.00
500 µg $342.00 $0.00
1 mg $608.00 $0.00
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9(R)-HODE

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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

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