9(R)-HODE
9(R)-HODE Basic information
- Product Name:
- 9(R)-HODE
- Synonyms:
-
- 9(R)-HODE
- 9R-HYDROXY-10E,12Z-OCTADECADIENOIC ACID
- NPDSHTNEKLQQIJ-WXUVIADPSA-N
- 10,12-Octadecadienoic acid, 9-hydroxy-, (9R,10E,12Z)-
- 9(R) HODE,9(R)HODE
- CAS:
- 10075-11-3
- MF:
- C18H32O3
- MW:
- 296.44
- Mol File:
- 10075-11-3.mol
9(R)-HODE Chemical Properties
- Boiling point:
- 416.1±33.0 °C(Predicted)
- Density
- 0.970±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS pH 7.2: 1 mg/ml
- pka
- 4.78±0.10(Predicted)
9(R)-HODE Usage And Synthesis
Uses
9(R)-HODE is a monohydroxy fatty acid and metabolite of linoleic acid. It is formed from linoleic acid by COX and lipoxygenase (LO).9(R)-HODE induces chemotaxis, increases the levels of chemokine (C-C motif) receptor 9 (CCR9) and chemokine (C-X-C motif) receptor 4 (CXCR4), and inhibits IL-6 release in primary human monocytes. It inhibits CD3α- and CD28-induced proliferation of isolated human peripheral blood lymphocytes when used at a concentration of 25 μg/mL.
Definition
ChEBI: 9(R)-HODE is a 9-HODE in which the 9-hydroxy group has R-stereochemistry. It is a conjugate acid of a 9(R)-HODE(1-). It is an enantiomer of a 9(S)-HODE.
References
[1] Camacho, et al. Interleukin-1 enhances the ability of cultured human umbilical vein endothelial cells to oxidize linoleic acid. J. Biol. Chem. 270(29), 17279-17286 (1995).
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