| Identification | Back Directory | [Name]
15(S)-HETRE | [CAS]
92693-02-2 | [Synonyms]
15(S)-HETRE
15(S) HETrE,15(S)HETrE
IUKXMNDGTWTNTP-OAHXIXLCSA-N
15S-HYDROXY-8Z,11Z,13E-EICOSATRIENOIC ACID
15(S)-HYDROXYEICOSA-8Z, 11Z, 13E-TRIENOIC ACID | [Molecular Formula]
C20H34O3 | [MDL Number]
MFCD00084835 | [MOL File]
92693-02-2.mol | [Molecular Weight]
322.48 |
| Chemical Properties | Back Directory | [Boiling point ]
487.4±40.0 °C(Predicted) | [density ]
0.971±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS pH 7.2: 0.8 mg/ml | [pka]
4.77±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
15(S)-HETrE is the hydroxy-trienoic acid resulting from 15-lipoxygenation of dihomo-γ-linolenic acid (DGLA; ). It is an inhibitor of 5-LO in human PMNL with an IC50 value of 4.6 μM.1 In RBL cells, 15(S)-HETrE inhibits 5-LO, but is about 1/20 as potent as 15(S)-HpETE.2 | [Uses]
15(S)-HETRE is the hydroxy-trienoic acid resulting from 15-lipoxygenation of dihomo-γ-linolenic acid. It is an inhibitor of 5-LO in human PMNL with an IC50 value of 4.6 μM. In RBL cells, 15(S)-HETrE inhibits 5-LO, but is about 1/20 as potent as 15(S)-HpETE. | [References]
1. Petrich, K., Ludwig, P., Kühn, H., et al. The suppression of 5-lipoxygenation of arachidonic acid in human polymorphonuclear leukocytes by the 15-lipoxygenase product (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoic acid: Structure-activity relationship and mechanism of action Biochem. J. 314,911-916(1996).
2. Haviv, F., Ratajczyk, J.D., DeNet, R.W., et al. Structural requirements for the inhibition of 5-lipoxygenase by 15-hydroxyeicosa-5,8,11,13-tetraenoic acid analogues J. Med. Chem. 30(2),254-263(1987). |
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