| Identification | Back Directory | [Name]
(±)17-HETE | [CAS]
128914-47-6 | [Synonyms]
(±)17-HETE
OPPIPPRXLIDJKN-JPURVOHMSA-N
17-hydroxy-5(Z),8(Z),11(Z),14(Z)-eicosatetraenoic acid
5,8,11,14-Eicosatetraenoic acid, 17-hydroxy-, (5Z,8Z,11Z,14Z)- | [Molecular Formula]
C20H32O3 | [MDL Number]
MFCD11045845 | [MOL File]
128914-47-6.mol | [Molecular Weight]
320.47 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [Description]
Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. (±)17-HETE is the racemic version of a cytochrome P450 (CYP450) metabolite of arachidonic acid that has stereospecific effects on sodium transport in the kidney. At a concentration of 2 μM the (S)-enantiomer of 17-HETE inhibits proximal tubule ATPase activity by as much as 70%, whereas the (R)-isomer is inactive. | [Uses]
17-HETE is arachidonic acid metabolite through cytochrome P-450 pathways, which consists of 17R-HETE and 17S-HETE enantiomers. 17-HETE serves as allosteric activator of the cytochrome P450 1B1 and inhibitor of ATPase, induces cardic hypertrophy[1][2]. | [Definition]
ChEBI: A HETE that consists of arachidonic acid bearing an additional hydroxy substituent at position 17. | [in vivo]
17-HETE (1-20 μg, i.a.) stereospecificially inhibits proximal tubule ATPase activity with S- enantiomer in New Zealand white rabbit[2].
| Animal Model: | New Zealand White rabbit[2] | | Dosage: | 1-20 μg | | Administration: | injection into artery | | Result: | 17S inhibited more than 70% ATPase activity at the concentration of 2 μM, while 17R enantiomer remained inactive. |
| [IC 50]
CYP1B1 | [storage]
Store at -20°C | [References]
[1] Isse FA, et al., 17-(R/S)-hydroxyeicosatetraenoic acid (HETE) induces cardiac hypertrophy through the CYP1B1 in enantioselective manners. Prostaglandins Other Lipid Mediat. 2023 Oct;168:106749. DOI:10.1016/j.prostaglandins.2023.106749
[2] Carroll MA, e al., Cytochrome P-450-dependent HETEs: profile of biological activity and stimulation by vasoactive peptides. Am J Physiol. 1996 Oct;271(4 Pt 2):R863-9. DOI:10.1152/ajpregu.1996.271.4.R863 |
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