Cat. No.: HY-W747548

12(S)-HEPE

Name: 12(S)-HEPE
Brand: MedChemExpress
SKU: HY-W747548
Price: 480.00 USD
Availability: InStock
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12 (S)-HEPE is an oxidation product of Eicosapentaenoic acid (HY-B0660). 12 (S)-HEPE activates p38α, GSKβ, CREB, and ERK1/2. 12 (S)-HEPE induces DNA synthesis. 12 (S)-HEPE leads to activation of the PI3K-mTORC2-Akt signaling pathway and translocation of Glut4 to the plasma membrane. 12 (S)-HEPE increases glucose uptake. 12 (S)-HEPE reduces body weight gain in HFD mice. 12 (S)-HEPE can be used in research on colorectal cancer, zymosan-induced peritonitis, diabetes, and obesity.

For research use only. We do not sell to patients.

Purity : 99.9%
CAS No.: 116180-17-7
Formula: C₂₀H₃₀O₃
Molecular Weight:318.45

Storage:

Solution, -20°C, 2 years

12(S)-HEPE Chemical Structure

CAS No.: 116180-17-7

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Top Publications Citing

Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target

^[1]

ERK1

ERK2

p38α

mTORC2

GLUT4

All p38 MAPK Isoforms :

All GSK-3 Isoforms :

All ERK Isoforms :

All DNA/RNA Synthesis Isoforms :

All PI3K Isoforms :

All mTOR Isoforms :

All Akt Isoforms :

All GLUT Isoforms :

In Vitro

Anti-cancerCarbohydrate MetabolismOthers

Anti-cancer

12 (S)-HEPE (100-1000 nM; 48 h) induces Caco-2 cell growth and DNA synthesis, and this effect is blocked by COX and BLT antagonists^[1].
12 (S)-HEPE (100 nM; 5-15 min) activates phosphorylation of p38α, GSKβ, CREB, and ERK1/2 in Caco-2 cells, but does not activate AKT1 or AKT2^[1].

Carbohydrate Metabolism

12 (S)-HEPE (0.01-1 μM; 30 min) increases glucose uptake in WT-1 mouse brown adipocytes through a Gs/PI3K/mTORC2-dependent pathway^[3].
12 (S)-HEPE (0.01-1 μM; 30 min) increases glucose uptake in differentiated C2C12 myotubes^[3].

Others

12 (S)-HEPE (5-45 min) activates the Akt/mTORC2/AS160 signaling pathway in WT-1 mouse brown adipocytes^[3].
12 (S)-HEPE supports the formation of receptor-G protein complexes in primary hepatocyte plasma membrane fractions, thereby enabling the identification of 8 candidate proteins^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Proliferation Assay^[1]

Cell Line:

human intestinal Caco-2 cells
Concentration:

10, 100, 1000 nM; 100 nM plus U75302 5 μM, LY255283 25 μM, or ketoprofen 5 μM
Incubation Time:

48 h
Result:

Induced significant cell growth and DNA synthesis at 100 and 1000 nM.
This mitogenic action was blocked by ketoprofen (COX inhibitor), U75302 (BLT1 antagonist), and LY255283 (BLT1/BLT2 antagonist).

ELISA Assay^[1]

Cell Line:

human intestinal Caco-2 cells
Concentration:

100 nM
Incubation Time:

5 or 15 min
Result:

O.D. 450 nm values for 12(S)-HEPE were AKT1 0.19; AKT2 0.21; p38α 0.85; GSKβ 0.48; CREB 0.76; ERK1/2 0.95.
Increased phosphorylation of p38α, GSKβ, CREB, and ERK1/2, with no effect on AKT1 or AKT2.

In Vivo

Carbohydrate Metabolism

12(S)-HEPE (200 μg/kg body weight; intraperitoneal injection; once daily; for 2 weeks) improves glucose tolerance and insulin sensitivity in diet-induced obese mice^[3].
12(S)-HEPE (200 µg/kg; intravenous injection; single dose) acutely increases glucose uptake in BAT and skeletal muscle of lean mice^[3].
12(S)-HEPE (8 weeks) reduces body weight gain and improves glucose and insulin tolerance in HFD-fed wild-type mice, but has no such effect in Olfr110^-/- mice^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

C57BL/6J (male, 6 weeks old at start of high-fat diet; diet-induced obese after 16 weeks of high-fat diet)^[3]
Dosage:

200 μg/kg body weight
Administration:

i.p.; once daily; for 2 weeks
Result:

Circulating 12-HEPE levels increased 2.5-fold 30 min after i.p. administration.
No change in body weight gain or fasting glucose.
12(S)-HEPE-treated DIO mice showed improved glucose tolerance and improved insulin sensitivity compared with vehicle-treated mice.
No difference in serum insulin before or after glucose injection.
No change in food intake, physical activity, VCO2, or VO2.
BAT weight was increased.
BAT mRNA expression of Glut-1, Chrebp-b, and Fasn was increased.
IL-10 expression was increased in pgWAT; no differences in M1/M2 macrophage populations in pgWAT.

Animal Model:

C57BL/6J (male, 12 weeks old)^[3]
Dosage:

200 µg/kg
Administration:

retro-orbital (i.v.); single dose
Result:

Significantly increased [³H]2-deoxyglucose uptake into BAT and skeletal muscle but not into pgWAT, ingWAT, or liver.

Related Protocols :

Chemical Information

CAS No. 116180-17-7
Appearance Liquid
Molecular Weight 318.45
Formula C₂₀H₃₀O₃
Color Colorless to light yellow
SMILES

CC/C=C\C/C=C\C[C@H](O)/C=C/C=C\C/C=C\CCCC(O)=O
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Solution, -20°C, 2 years

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (275 KB)
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Storniolo CE, et al. Dual Behavior of Long-Chain Fatty Acids and Their Cyclooxygenase/Lipoxygenase Metabolites on Human Intestinal Caco-2 Cell Growth. Frontiers in pharmacology. 2020;11:529976.

[2]. Divanovic S, et al. Contributions of the three CYP1 monooxygenases to pro-inflammatory and inflammation-resolution lipid mediator pathways. Journal of immunology (Baltimore, Md. : 1950). 2013 Sep 15;191(6):3347-57.

[3]. Leiria LO, et al. 12-Lipoxygenase Regulates Cold Adaptation and Glucose Metabolism by Producing the Omega-3 Lipid 12-HEPE from Brown Fat. Cell metabolism. 2019 Oct 01;30(4):768-783.e7.

[4]. Crunkhorn S. Olfactory receptor activation overcomes obesity. Nature reviews. Drug Discovery. 2026 Mar 1.

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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12(S)-HEPE

All p38 MAPK Isoforms

All GSK-3 Isoforms

All ERK Isoforms

All DNA/RNA Synthesis Isoforms

All PI3K Isoforms

All mTOR Isoforms

All Akt Isoforms

All GLUT Isoforms