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(±) 14 (15) -EET

CAT: 0013-GTR19222651Size: 100 µgDry Ice: NoHazardous: No
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CAT#:0013-GTR19222651Size:100 µg
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Description
(±) 14 (15) -EET is a cytochrome P450-derived arachidonic acid metabolite. It exhibits potent vasodilatory and anti-inflammatory effects in vitro, such as in endothelial cells, and demonstrates cardioprotective properties by reducing infarct size in canine models of ischemia-reperfusion injury.
CAS Number
197508-62-6
Smiles
CCCCCC1OC1C\C=C/C\C=C/C\C=C/CCCC (O) =O
Molecular Formula
C20H32O3
Molecular Weight
320.473
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

14,15-epoxy-5Z,8Z,11Z-eicosatrienoic acid

14,15-EET is an EET obtained by formal epoxidation of the 14,15-double bond of arachidonic acid. It has a role as a mouse metabolite. It is a conjugate acid of a 14,15-EET(1-).

CAS Number197508-62-6
PubChem CID5283205
IUPAC Name(5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid
Molecular FormulaC20H32O3
Molecular Weight320.5
XLogP5.3
Topological Polar Surface Area49.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Heavy Atom Count23
Formal Charge0
Complexity396
SMILES
CCCCCC1C(O1)C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChI
InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-
InChIKey
JBSCUHKPLGKXKH-ILYOTBPNSA-N
Chemical Structure
2D Structure
2D structure of 14,15-epoxy-5Z,8Z,11Z-eicosatrienoic acid
CAS: 197508-62-6
CID: 5283205
Formula: C20H32O3
MW: 320.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight320.5
XLogP35.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Exact Mass320.23514488
Monoisotopic Mass320.23514488
Topological Polar Surface Area49.8 Ų
Heavy Atom Count23
Formal Charge0
Complexity396
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes