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15 (S) -HEPE

CAT: 0804-HY-130675A-01Size: 25 μg (314.02 μM x 250 μL in Ethanol)Dry Ice: NoHazardous: No
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CAT#:0804-HY-130675A-01Size:25 μg (314.02 μM x 250 μL in Ethanol)
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
15 (S) -HEPE is a monohydroxy fatty acid. 15 (S) -HEPE is biosynthesized from eicosapentaenoic acid by 15-lipoxygenase (15-LO) . Serum levels of 15 (S) -HEPE are elevated in patients with asthma.
CAS Number
86282-92-0
Product Name Alternative
15 (S) -hydroxy-Eicosapentaenoic acid; 15 (S) -hydroxy EPA
UNSPSC
12352211
Hazard Statement
H315, H319, H335
Target
Lipoxygenase
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/15-s-hepe.html
Concentration
314.02 μM * 500 μL in Ethanol
Purity
99.9
Smiles
CC/C=C\C[C@H](O)/C=C/C=C\C/C=C\C/C=C\CCCC(O)=O
Molecular Formula
C20H30O3
Molecular Weight
318.45
Precautions
H315, H319, H335
References & Citations
[1]Miller, et al. Guinea pig epidermis generates putative anti-inflammatory metabolites from fish oil polyunsaturated fatty acids. Lipids 24 (12), 998-1003 (1989) .
Shipping Conditions
Blue Ice
Storage Conditions
Solution, -20°C, 2 years
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

15S-Hepe

15(S)-HEPE is a 15-HEPE that consists of (5Z,8Z,11Z,13E,17Z)-icosapentaenoic acid in which the 15-hydroxy group has S-configuration. It has a role as a human xenobiotic metabolite. It is a conjugate acid of a 15(S)-HEPE(1-). It is an enantiomer of a 15(R)-HEPE.

CAS Number86282-92-0
PubChem CID5283192
IUPAC Name(5Z,8Z,11Z,13E,15S,17Z)-15-hydroxyicosa-5,8,11,13,17-pentaenoic acid
Molecular FormulaC20H30O3
Molecular Weight318.4
XLogP4.5
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count13
Heavy Atom Count23
Formal Charge0
Complexity428
SMILES
CC/C=C\C[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCC(=O)O)O
InChI
InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h3-5,8-11,13-14,17,19,21H,2,6-7,12,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,13-3-,17-14+/t19-/m0/s1
InChIKey
WLKCSMCLEKGITB-DBVSHIMFSA-N
Chemical Structure
2D Structure
2D structure of 15S-Hepe
CAS: 86282-92-0
CID: 5283192
Formula: C20H30O3
MW: 318.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight318.4
XLogP34.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count13
Exact Mass318.21949481
Monoisotopic Mass318.21949481
Topological Polar Surface Area57.5 Ų
Heavy Atom Count23
Formal Charge0
Complexity428
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count5
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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