ChemicalBook Product Catalog Biochemical Engineering Biochemical Reagents (±)17-HETE

(±)17-HETE

Product Name(±)17-HETE
CAS128914-47-6
MFC20H32O3
MW320.47
EINECS
MOL File128914-47-6.mol

Chemical Properties

Boiling point	477.276±33.00 °C(Press: 760.00 Torr)(predicted)
Density	0.984±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(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	4.752±0.10(predicted)

Usage And Synthesis

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

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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