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(±) 14 (15) -EET-SI

CAT: 0931-T35464-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T35464-01Size:25 µg
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CAS Number
218461-97-3
Target
Others
Related Pathways
Others
Bioactivity
Arachidonic acid is metabolized in the vascular endothelium to epoxytrienoic acids (EETs or EpETrEs) by cytochrome P450 enzymes. The EETs are released in response to acetylcholine, bradykinin, arachidonic acid, or cyclic stretch. (±) 14 (15) -EET-SI is the methyl sulfonamide analog of 14 (15) -EET. This substitution results in a metabolically more stable compound because it is not sensitive to β-oxidation or membrane esterification. (±) 14 (15) -EET-SI is equipotent to 14 (15) -EET in vascular agonist activity as measured by relaxation of precontracted bovine coronary arteries. In addition, 14 (15) -EET and the methyl sulfonamide analog both stimulate tyrosine phosphorylation and induce mitogenesis in renal epithelial cells.
Smiles
CCCCCC1OC1C\C=C/C\C=C/C\C=C/CCCC(=O)NS(C)(=O)=O
Molecular Formula
C21H35NO4S
Molecular Weight
397.57
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

14(15)-Eet-SI
CAS Number218461-97-3
PubChem CID91886141
IUPAC Name(5Z,8Z,11Z)-N-methylsulfonyl-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienamide
Molecular FormulaC21H35NO4S
Molecular Weight397.6
XLogP4.6
Topological Polar Surface Area84.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count15
Heavy Atom Count27
Formal Charge0
Complexity602
SMILES
CCCCCC1C(O1)C/C=C\C/C=C\C/C=C\CCCC(=O)NS(=O)(=O)C
InChI
InChI=1S/C21H35NO4S/c1-3-4-13-16-19-20(26-19)17-14-11-9-7-5-6-8-10-12-15-18-21(23)22-27(2,24)25/h5,7-8,10-11,14,19-20H,3-4,6,9,12-13,15-18H2,1-2H3,(H,22,23)/b7-5-,10-8-,14-11-
InChIKey
UPGGGACSUDOHOT-PHTXUDHCSA-N
Chemical Structure
2D Structure
2D structure of 14(15)-Eet-SI
CAS: 218461-97-3
CID: 91886141
Formula: C21H35NO4S
MW: 397.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight397.6
XLogP34.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count15
Exact Mass397.22867977
Monoisotopic Mass397.22867977
Topological Polar Surface Area84.2 Ų
Heavy Atom Count27
Formal Charge0
Complexity602
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

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Alternative Products

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sc-205014A(±) 14 (15) -EET-SI
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MBS5796810(+/-)14(15)-EET-SI
GTR19222651(±) 14 (15) -EET
MBS5796809(+/-)14(15)-EET
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