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(±) 12-HEPE

CAT: 0931-T35506-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T35506-01Size:25 µg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
81187-21-5
Target
Prostaglandin Receptor, Others
Related Pathways
Others, Immunology/Inflammation, GPCR/G Protein
Bioactivity
(±) 12-HEPE is produced by non-enzymatic oxidation of EPA, resulting in equal amounts of 12 (S) -HEPE and 12 (R) -HEPE. The biological activity of (±) 12-HEPE is likely mediated by one of the individual isomers, primarily the 12 (S) isomer in mammalian systems. 12-HEPE inhibits platelet aggregation with an IC50 of 24 μM, similar to 12-HETE (IC50 = 25 μM), and both compounds also inhibit U46619-induced contraction of rat aorta with IC50 values between 8.6-8.8 μM. [1][2]
Smiles
CC\C=C/C\C=C/CC(O)\C=C\C=C/C\C=C/CCCC(O)=O
Molecular Formula
C20H30O3
Molecular Weight
318.457
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

12-Hydroxyeicosapentaenoic acid

12-HEPE is a hydroxyicosapentaenoic acid that consists of 5Z,8Z,10E,14Z,17Z-icosapentaenoic acid bearing an additional 12-hydroxy substituent. It has a role as a mouse metabolite. It is a conjugate acid of a 12-HEPE(1-).

CAS Number81187-21-5
PubChem CID10041593
IUPAC Name(5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-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=C\CC(/C=C/C=C\C/C=C\CCCC(=O)O)O
InChI
InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/b4-3-,9-7-,11-8-,13-10-,17-14+
InChIKey
MCRJLMXYVFDXLS-QGQBRVLBSA-N
Chemical Structure
2D Structure
2D structure of 12-Hydroxyeicosapentaenoic acid
CAS: 81187-21-5
CID: 10041593
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 Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count5
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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411920-01(+/-) 12-HEPE
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MBS578530012(S)-HEPE
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