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20-HEPE

CAT: 0013-GTR19223357-02Size: 50 µgDry Ice: NoHazardous: No
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CAT#:0013-GTR19223357-02Size:50 µg
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Description
20-HEPE is a cytochrome P450-derived ω-oxidation metabolite of eicosapentaenoic acid (EPA) . It acts as an agonist for PPARα in reporter assays and activates murine TRPV1 channels in vitro, making it a useful tool for studying lipid signaling, receptor pharmacology, and pain pathways in cellular and biochemical research models.
CAS Number
116477-57-7
Field of Research
Metabolism Research, Molecular Biology
Smiles
OCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC (O) =O
Molecular Formula
C20H30O3
Molecular Weight
318.457
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(5Z,8Z,11Z,14Z,17Z)-20-hydroxyicosa-5,8,11,14,17-pentaenoic acid

20-HEPE is a HEPE obtained by hydroxylation at position 20 of all-cis-5,8,11,14,17-icosapentaenoic acid. It is a homoallylic alcohol and a HEPE. It is functionally related to an all-cis-5,8,11,14,17-icosapentaenoic acid. It is a conjugate acid of a 20-HEPE(1-).

CAS Number116477-57-7
PubChem CID72551579
IUPAC Name(5Z,8Z,11Z,14Z,17Z)-20-hydroxyicosa-5,8,11,14,17-pentaenoic acid
Molecular FormulaC20H30O3
Molecular Weight318.4
XLogP4.4
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Heavy Atom Count23
Formal Charge0
Complexity415
SMILES
C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCO)CC(=O)O
InChI
InChI=1S/C20H30O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12-13,15,21H,2,5,8,11,14,16-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10-,15-13-
InChIKey
PPMOWWAALQWWLJ-NUKMUHRASA-N
Chemical Structure
2D Structure
2D structure of (5Z,8Z,11Z,14Z,17Z)-20-hydroxyicosa-5,8,11,14,17-pentaenoic acid
CAS: 116477-57-7
CID: 72551579
Formula: C20H30O3
MW: 318.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight318.4
XLogP34.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Exact Mass318.21949481
Monoisotopic Mass318.21949481
Topological Polar Surface Area57.5 Ų
Heavy Atom Count23
Formal Charge0
Complexity415
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count5
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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