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EET

" in MedChemExpress (MCE) Product Catalog:

By Targets:	Adrenergic Receptor (1) Calcium Channel (1) Cytochrome P450 (2) Drug Metabolite (2) Endogenous Metabolite (2) Epoxide Hydrolase (3) Isotope-Labeled Compounds (4) NF-κB (1) NOD-like Receptor (NLR) (2) PPAR (1)
By Research Areas:	Cancer (2) Cardiovascular Disease (10) Endocrinology (1) Inflammation/Immunology (4) Metabolic Disease (3) Neurological Disease (2)
Click Chemistry:	Alkynes (1)

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Products

Isotope-Labeled Compounds

Click Chemistry

Cat. No.	Product Name	Target	Research Areas	Chemical Structure

HY-130494

(±)11(12)-EET 11,12-EET	NOD-like Receptor (NLR)	Cardiovascular Disease Inflammation/Immunology
(±)11(12)-EET is a NLRP3 inflammasome inhibitor. (±)11(12)-EET can be used for the research of anti-inflammatory, angiogenic and cardioprotective .

HY-130494S

*(±)11(12)-EET-d11* (±)11,12-EET-d₁₁	NOD-like Receptor (NLR)	Cardiovascular Disease Inflammation/Immunology
(±)11(12)-EET-d₁₁ is the deuterium labeled (±)11(12)-EET. (±)11(12)-EET is a NLRP3 inflammasome inhibitor. (±)11(12)-EET can be used for the research of anti-inflammatory, angiogenic and cardioprotective[1][2][3][4][6].

HY-139961S

*(±)14(15)-EET-d11*	Isotope-Labeled Compounds	Others
(±)14(15)-EET-d₁₁ is the deuterium labeled (±)14(15)-EET[1].

HY-N12962A

11R(12S)-EET	Others	Others
11R(12S)-EET is a cis-epoxytrienoic acid (EETs) derivative that is metabolized by cytoplasmic cyclooxygenases. Studies have shown that 14(R), 15(S)-, 11(S),12(R)-, and 8(S),9(R)-EETs are metabolized at significantly higher rates than their enantiomers. Enzyme-catalyzed hydration revealed that water addition was non-regioselective for the 11,12-EET enantiomers, whereas water addition occurred primarily at the C9 position for both enantiomers of 8,9-EET. These results suggest that the metabolic properties of 11R(12S)-EET and other EET enantiomers in enzyme-catalyzed processes are significantly affected by their stereostructures .

HY-N12962

11S(12R)-EET	Others	Others
11S(12R)-EET is a dominant enantiomer of epoxytrienoic acid (EET) that is metabolized at a higher rate in rat organs. It shows enantiomeric-dependent reaction selectivity in hydration, especially in the case of 11,12-EET, where water addition is non-regioselective, while in 8,9-EET, water addition occurs mainly at the C9 position. In addition, 11S(12R)-EET generates diol products with specific stereochemistry through enzymatic hydration reactions, which are affected by the selective recognition of epoxidases, reaction conversion rates, and substrate binding parameters .

HY-139937S

*(±)14(15)-EET-d11 methyl ester*	Isotope-Labeled Compounds	Others
(±)14(15)-EET-d₁₁ methyl ester is the deuterium labeled (±)14(15)-EET methyl ester[1].

HY-139938S

*(±)11(12)-EET-d11 methyl ester*	Isotope-Labeled Compounds	Others
(±)11(12)-EET-d₁₁ methyl ester is the deuterium labeled (±)11(12)-EET methyl ester[1].

HY-131721

*14,15-EET-SI*	Others	Others
14,15-EET-SI is a sulfonimide (SI) analog metabolized from 14,15-EET, which is also an effective mitogen. 14,15-EET-SI can stimulate the incorporation of [3H] thymidine, activate pp60c-src and initiate the tyrosine kinase cascade, mediating their mitotic effects. Additionally, 14,15-EET-SI can increase cell proliferation as well as the expression of c-fos and egr-1 mRNA .

HY-N12970

14S(15R)-EET	Others	Others
14S(15R)-EET is an endogenous epoxytrienoic acid derivative that mainly exists in rat organs. By studying its metabolic process, it was found that its stereoselective hydration and formation of chiral diols were significantly affected by epoxidase. Different 14,15-EET enantiomers showed different regions and stereochemistry of hydration reactions, among which 14(R),15(S)-EET showed specific hydration for C15. These findings reveal the important role of epoxidase in the metabolism of endogenous EETs, and the differences in enzyme affinity and reaction rate for individual EET enantiomers may lead to their stereoselective metabolism .

HY-120954

14,15-EE-5(Z)-E	Others	Cardiovascular Disease
14,15-EE-5(Z)-E is a structural analogue of 14, 15-epoxide dicartrienoic acid (14,15-EET). 14,15-EE-5(Z)-E antagonizes the relaxation of vascular smooth muscle induced by EET .

HY-N12955

8(R),9(S)-EET	Endogenous Metabolite	Others
8(R),9(S)-EET is an isomer of Epoxyeicosatrienoic acid (HY-113489). 8(R),9(S)-EET processes its metabolism with cytosolic epoxide hydrolase (cEH), with a binding affinity of K_m of 41 μM .

HY-150092S

*(2S,3R)-8(9)-EET-d11*	Isotope-Labeled Compounds Drug Metabolite	Others
(2S,3R)-8(9)-EET-d₁₁ is deuterium-labeled (2S,3R)-8(9)-EET (HY-150092) .

HY-150092

8(S),9(R)-EET	Drug Metabolite	Cardiovascular Disease
8(S),9(R)-EET is an eicosanoid product of Arachidonic acid (AA; HY-109590) by cytochromes P450. 8(S),9(R)-EET dilates canine epicardial arterioles in a concentration-dependent manner with an EC₅₀ value of 121 nM .

HY-113489

14,15-Epoxyeicosatrienoic acid 14,15-EET	Endogenous Metabolite	Cardiovascular Disease Neurological Disease
14,15-Epoxyeicosatrienoic acid (14,15-EET) is a metabolite of Arachidonic acid (HY-109590). 14,15-Epoxyeicosatrienoic acid is a potent inhibitor of in vivo platelet aggregation. 14,15-Epoxyeicosatrienoic acid facilitates astrocytic Aβ clearance. 14,15-Epoxyeicosatrienoic acid can be used for Alzheimer's Disease research .

HY-150084

(±)14,15-Epoxyeicosatrienoic acid (±)14(15)-EET	Cytochrome P450	Cancer
(±)14,15-Epoxyeicosatrienoic acid ((±)14(15)-EET) is the Cytochrome P450 metabolite of arachidonic acid. While CYP3A4 may be involved in breast cancer cell growth, (±)14,15-Epoxyeicosatrienoic acid may promote mitosis and anchorage-dependent cloning through STAT3 affected by CYP3A4. (±)14,15-Epoxyeicosatrienoic acid exhibits STAT3-dependent cell growth promotion and may also participate in the autocrine/paracrine pathway that drives cell growth .

HY-135795

1-Cyclohexyl-3-dodecyl urea CDU; N-Cyclohexyl-N-dodecyl urea; NCND	Epoxide Hydrolase	Cardiovascular Disease Metabolic Disease
1-Cyclohexyl-3-dodecyl urea (CDU; N-Cyclohexyl-N-dodecyl urea; NCND) is a highly selective soluble epoxide hydrolase (sEH) inhibitor. 1-Cyclohexyl-3-dodecyl urea (CDU; N-Cyclohexyl-N-dodecyl urea; NCND) increases epoxyeicosatrienoic acids (EETs) levels and lowers blood pressure in angiotensin II (Ang II) hypertension .

HY-132184

5,6-Epoxyeicosatrienoic acid 5,6-EET; (±)5,6-EpETrE	Adrenergic Receptor	Endocrinology
5,6-Epoxyeicosatrienoic acid (5,6-EET; (±)5,6-EpETrE) is a fully racemic version of the enantiomeric forms biosynthesized from arachidonic acid by cytochrome P450 enzymes. In solution, 5,6-Epoxyeicosatrienoic acid degrades into 5,6-DiHET and 5,6-δ-lactone, which can be converted to 5,6-DiHET and quantified by GC-MS. In neuroendocrine cells, such as the anterior pituitary and pancreatic islets, 5,6-Epoxyeicosatrienoic acid has been implicated in the mobilization of calcium and hormone secretion. 5,6-Epoxyeicosatrienoic acid is an inhibitor of T-type voltage-gated calcium channels (Cav3) that inhibits isoforms Cav3.1, Cav3.2 (IC₅₀=0.54 μM), and Cav3. and decreases nifedipine-resistant phenylephrine-induced vasoconstriction in isolated mouse mesenteric arteries via Cav3.2 blockade when used at a concentration of 3 μM. In addition, it is a substrate of COX-1 and COX-2, as measured by oxygen consumption and product formation assays when used at a concentration of 50 μM. (±)5,6-Epoxyeicosatrienoic acid is provided as a mixture of the free acid and lactone.

HY-143294

sEH inhibitor-2	Epoxide Hydrolase	Cardiovascular Disease
sEH inhibitor-2 (compound 5l) is an orally active (predicted percentage absorption: 71.2-88.4%) soluble epoxide hydrolase (sEH) inhibitor, with an IC₅₀ of 0.9 nM. sEH inhibitor-2 can maintain epoxyeicosatrienoic acids (EETs) serum level in high concentrations. sEH inhibitor-2 can be used in study of cardiovascular protection .

HY-151616

sEH inhibitor-10	Epoxide Hydrolase	Cardiovascular Disease Metabolic Disease Inflammation/Immunology
sEH inhibitor-10 (Compound 37) is a selective soluble epoxide hydrolase (sEH) inhibitor (IC₅₀=0.5 μM). sEH inhibitor-10 maintains high cycloeicosatrienoic acid (EETs) levels by inhibiting sEH, thereby reducing inflammation, regulating endothelial tone, improving mitochondrial function, and reducing oxidative stress. sEH inhibitor-10 has good research potential in metabolic, renal and cardiovascular diseases .

HY-130229

(±)5,6-DHET lactone (±)5,6-DiHETrE lactone	Others	Cardiovascular Disease
5,6-DiHET lactone ((±)5,6-DiHETrE lactone) is a lactonized form of 5,6-EET and 5,6-DiHET. In solution, 5(6)-EET degrades into 5(6)-DiHET and 5(6)-δ-lactone, which can be converted to 5(6)-DiHET and quantified by GC-MS.1 5,6-DiHET potently induces vasodilation of isolated canine coronary arterioles, with 41 and 100% inhibition occurring at 0.01 and 100 pM, respectively. It also induces vasodilation in isolated human microvessels and increases intracellular calcium levels in a dose-dependent manner, an effect that can be blocked by the nitric oxide scavenger L-NAME.

HY-N0515

Ophiopogonin D	PPAR NF-κB Calcium Channel	Cardiovascular Disease Inflammation/Immunology
Ophiopogonin D, isolated from the tubers of Ophiopogon japonicus, is a rare naturally occurring C₂₉ steroidal glycoside . Ophiopogonin D is a CYP2J3 inducer that significantly inhibits Ang II induced NF-κB nuclear translocation, IκBα down-regulation, intracellular Ca ²⁺ overload and activation of pro-inflammatory cytokines by increasing the expression of CYP2J2/EETs and PPARα in human umbilical vein endothelial cells (HUVECs). Ophiopogonin D has been used to treat inflammatory and cardiovascular diseases for thousands of years .

HY-114759

MS-PPOH	Cytochrome P450	Neurological Disease Metabolic Disease Cancer
MS-PPOH is a potent and selective cytochrome P450 (CYP) epoxygenase inhibitor . MS-PPOH inhibits CYP2C8 and CYP2C9 with IC₅₀s of 15 and 11 μM, respectively . MS-PPOH is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

Cat. No.	Product Name	Category	Target	Chemical Structure

HY-N12962A

11R(12S)-EET	Structural Classification Ketones, Aldehydes, Acids Source classification Endogenous metabolite	Others
11R(12S)-EET is a cis-epoxytrienoic acid (EETs) derivative that is metabolized by cytoplasmic cyclooxygenases. Studies have shown that 14(R), 15(S)-, 11(S),12(R)-, and 8(S),9(R)-EETs are metabolized at significantly higher rates than their enantiomers. Enzyme-catalyzed hydration revealed that water addition was non-regioselective for the 11,12-EET enantiomers, whereas water addition occurred primarily at the C9 position for both enantiomers of 8,9-EET. These results suggest that the metabolic properties of 11R(12S)-EET and other EET enantiomers in enzyme-catalyzed processes are significantly affected by their stereostructures .

HY-N12962

11S(12R)-EET	Structural Classification Ketones, Aldehydes, Acids Source classification Endogenous metabolite	Others
11S(12R)-EET is a dominant enantiomer of epoxytrienoic acid (EET) that is metabolized at a higher rate in rat organs. It shows enantiomeric-dependent reaction selectivity in hydration, especially in the case of 11,12-EET, where water addition is non-regioselective, while in 8,9-EET, water addition occurs mainly at the C9 position. In addition, 11S(12R)-EET generates diol products with specific stereochemistry through enzymatic hydration reactions, which are affected by the selective recognition of epoxidases, reaction conversion rates, and substrate binding parameters .

HY-N12970

14S(15R)-EET	Structural Classification Ketones, Aldehydes, Acids Source classification Endogenous metabolite	Others
14S(15R)-EET is an endogenous epoxytrienoic acid derivative that mainly exists in rat organs. By studying its metabolic process, it was found that its stereoselective hydration and formation of chiral diols were significantly affected by epoxidase. Different 14,15-EET enantiomers showed different regions and stereochemistry of hydration reactions, among which 14(R),15(S)-EET showed specific hydration for C15. These findings reveal the important role of epoxidase in the metabolism of endogenous EETs, and the differences in enzyme affinity and reaction rate for individual EET enantiomers may lead to their stereoselective metabolism .

HY-N12955

8(R),9(S)-EET	Structural Classification Ketones, Aldehydes, Acids Source classification Endogenous metabolite	Endogenous Metabolite
8(R),9(S)-EET is an isomer of Epoxyeicosatrienoic acid (HY-113489). 8(R),9(S)-EET processes its metabolism with cytosolic epoxide hydrolase (cEH), with a binding affinity of K_m of 41 μM .

HY-150092

8(S),9(R)-EET	Structural Classification Ketones, Aldehydes, Acids Source classification Endogenous metabolite	Drug Metabolite
8(S),9(R)-EET is an eicosanoid product of Arachidonic acid (AA; HY-109590) by cytochromes P450. 8(S),9(R)-EET dilates canine epicardial arterioles in a concentration-dependent manner with an EC₅₀ value of 121 nM .

HY-150084

(±)14,15-Epoxyeicosatrienoic acid (±)14(15)-EET	Structural Classification Ketones, Aldehydes, Acids Source classification Endogenous metabolite	Cytochrome P450
(±)14,15-Epoxyeicosatrienoic acid ((±)14(15)-EET) is the Cytochrome P450 metabolite of arachidonic acid. While CYP3A4 may be involved in breast cancer cell growth, (±)14,15-Epoxyeicosatrienoic acid may promote mitosis and anchorage-dependent cloning through STAT3 affected by CYP3A4. (±)14,15-Epoxyeicosatrienoic acid exhibits STAT3-dependent cell growth promotion and may also participate in the autocrine/paracrine pathway that drives cell growth .

HY-N0515

Ophiopogonin D	Cardiovascular Disease Ophiopogon japonicus (L. f.) Ker-Gawl. Liliaceae Classification of Application Fields Source classification Plants Disease Research Fields Steroids	PPAR NF-κB Calcium Channel
Ophiopogonin D, isolated from the tubers of Ophiopogon japonicus, is a rare naturally occurring C₂₉ steroidal glycoside . Ophiopogonin D is a CYP2J3 inducer that significantly inhibits Ang II induced NF-κB nuclear translocation, IκBα down-regulation, intracellular Ca ²⁺ overload and activation of pro-inflammatory cytokines by increasing the expression of CYP2J2/EETs and PPARα in human umbilical vein endothelial cells (HUVECs). Ophiopogonin D has been used to treat inflammatory and cardiovascular diseases for thousands of years .

Cat. No.	Product Name	Chemical Structure

HY-130494S

*(±)11(12)-EET-d11*
(±)11(12)-EET-d₁₁ is the deuterium labeled (±)11(12)-EET. (±)11(12)-EET is a NLRP3 inflammasome inhibitor. (±)11(12)-EET can be used for the research of anti-inflammatory, angiogenic and cardioprotective[1][2][3][4][6].

HY-139961S

*(±)14(15)-EET-d11*
(±)14(15)-EET-d₁₁ is the deuterium labeled (±)14(15)-EET[1].

HY-139937S

*(±)14(15)-EET-d11 methyl ester*
(±)14(15)-EET-d₁₁ methyl ester is the deuterium labeled (±)14(15)-EET methyl ester[1].

HY-139938S

*(±)11(12)-EET-d11 methyl ester*
(±)11(12)-EET-d₁₁ methyl ester is the deuterium labeled (±)11(12)-EET methyl ester[1].

HY-150092S

*(2S,3R)-8(9)-EET-d11*
(2S,3R)-8(9)-EET-d₁₁ is deuterium-labeled (2S,3R)-8(9)-EET (HY-150092) .

Cat. No.	Product Name		Classification

HY-114759

MS-PPOH		Alkynes
MS-PPOH is a potent and selective cytochrome P450 (CYP) epoxygenase inhibitor . MS-PPOH inhibits CYP2C8 and CYP2C9 with IC₅₀s of 15 and 11 μM, respectively . MS-PPOH is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

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EET

Inhibitors & Agonists

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Isotope-Labeled Compounds

Click Chemistry

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