(±)15-HEPE
(±)15-HEPE ((±)15-hydroxyeicosapentaenoic acid; 15-OHEPA) is a racemic mixture of monohydroxy fatty acids, including 15(R)-HEPE and 15(S)-HEPE (HY-130675A). (±)15-HEPE exhibits anti-inflammatory, anti-allergic, and antibacterial activities. (±)15-HEPE rapidly kills S. aureus and inhibits the growth of P. acnes, but has no bactericidal effect. (±)15-HEPE is a PPARγ agonist that inhibits mast cell degranulation. (±)15-HEPE is also a 5-lipoxygenase inhibitor with an IC50 of 28 μM, reducing the production of pro-inflammatory leukotrienes. (±)15-HEPE can be used for research on acne vulgaris, allergic rhinitis, and psoriasis.
For research use only. We do not sell to patients.
- CAS No.: 88852-33-9
- Formula: C20H30O3
- Molecular Weight:318.45
-
Storage:
Solution, -20°C, 2 years
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
-
Biological Activity
-
Chemical Information
- Protocols
- Purity & Documentation
- References
-
Help & FAQs
Biological Activity
Description
|
PPARγ |
5-Lipoxygenase 28 μM (IC50) |
In Vitro
(±)15-HEPE (up to 4096 mg/L; 18-48 h) has an MIC50 of 1024 mg/L and an MBC50 of 2048 mg/L against ten tested S. aureus isolates[1].
(±)15-HEPE (1024 mg/L; 15 min) kills S. aureus ATCC43300 to no detectable CFU within 15 min[1].
(±)15-HEPE (18-20 h) exhibits synergistic effects with BPO (mean FIC 0.44) and NEO (mean FIC 0.34) against S. aureus ATCC43300[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Cell Line:Staphylococcus aureus ATCC43300
-
Concentration:1024 mg/L
-
Incubation Time:15 min
-
Result:Exhibited rapid bactericidal effects against S. aureus, and no viable bacteria were detected within 15 minutes of initial exposure.
In Vivo
(±)15-HEPE (10 ng; i.n.; once daily 5 minutes before OVA challenge; combined with GW9662 1 mg/kg intraperitoneally 30 minutes earlier) attenuates allergic rhinitis in mice; antagonism of PPARγ with GW9662 (HY-16578) counteracts this effect[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Animal Model:C57BL/6J (female, 6-7 weeks of age)[2]
-
Dosage:10 ng
-
Administration:i.n.; once daily 5 min before OVA challenge; from the first day of nasal challenge
-
Result:Reduced sneezing frequency in OVA-challenged mice compared with mock OVA-challenged controls.
-
Animal Model:C57BL/6J (female, 6-7 weeks of age)[2]
-
Dosage:10 ng
-
Administration:i.n.; once daily 5 min before OVA challenge; days 5-10
-
Result:In mice with established allergic rhinitis, little increase in sneezing frequency occurred over the administration period, whereas the vehicle group increased in sneezing frequency.
-
Animal Model:C57BL/6J (female, 6-7 weeks of age)[2]
-
Dosage:10 ng; GW9662 (1 mg/kg)
-
Administration:i.n.; once daily 5 min before OVA challenge; intraperitoneal GW9662 daily 30 min before
-
Result:Reduced sneezing frequency compared with vehicle, and GW9662 co-administration nullified the reduction, with sneezing frequency returning to vehicle-like levels.
Chemical Information
-
CAS No. 88852-33-9
-
Appearance Liquid
-
Molecular Weight 318.45
-
Formula C20H30O3
-
Color Colorless to light yellow
-
SMILES
CC/C=C\CC(O)/C=C/C=C\C/C=C\C/C=C\CCCC(O)=O
-
Synonyms
(±)15-hydroxyeicosapentaenoic acid; 15-OHEPA
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
Solution, -20°C, 2 years
Purity & Documentation
-
Data Sheet (276 KB)
-
SDS (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
-
Handling Instructions (2659 KB)
References
[1]. Desbois AP, et al. Antibacterial activity of long-chain polyunsaturated fatty acids against Propionibacterium acnes and Staphylococcus aureus. Marine drugs. 2013 Nov 13;11(11):4544-57. [Content Brief]
[2]. Sawane K, et al. Dietary Omega-3 Fatty Acid Dampens Allergic Rhinitis via Eosinophilic Production of the Anti-Allergic Lipid Mediator 15-Hydroxyeicosapentaenoic Acid in Mice. Nutrients. 2019 Nov 22;11(12):2868. [Content Brief]
[3]. Ziboh VA, et al. Metabolism of polyunsaturated fatty acids by skin epidermal enzymes: generation of antiinflammatory and antiproliferative metabolites. Am J Clin Nutr. 2000 Jan;71(1 Suppl):361S-6S. [Content Brief]
[4]. Miller C, et al. Guinea pig epidermis generates putative anti-inflammatory metabolites from fish oil polyunsaturated fatty acids. Lipids. 1989 Dec;24(12):998-1003. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
(±)15-HEPE Related Classifications
HY-130675 Related Classifications
Powered by Bioz
Keywords
- (±)15-HEPE
- 88852-33-9
- (±)15-hydroxyeicosapentaenoic acid
- 15-OHEPA
- Lipoxygenase
- Bacterial
- PPAR
- LOX
- Peroxisome proliferator-activated receptors
- 5-lipoxygenase
- Cutibacterium acnes
- PPARγ
- Staphylococcus aureus
- acne vulgaris
- allergic rhinitis
- leukotriene B4
- mast cell degranulation
- membrane-disrupting antibacterial
- proresolution
- Inhibitor
- inhibitor
- inhibit