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(±) 5 (6) -EET

CAT: 0931-T36070-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T36070-01Size:25 µg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
87173-80-6
Target
Calcium Channel, Others, Adrenergic Receptor
Related Pathways
Metabolism, Others, Neuroscience, GPCR/G Protein, Membrane transporter/Ion channel
Bioactivity
5 (6) -EET is a fully racemic version of the enantiomeric forms biosynthesized from arachidonic acid by cytochrome P450 enzymes. In solution, 5 (6) -EET degrades into 5,6-DiHET and 5 (6) -δ-lactone, which can be converted to 5 (6) -DiHET and quantified by GC-MS. In neuroendocrine cells, such as the anterior pituitary and pancreatic islets, 5 (6) -EET has been implicated in the mobilization of calcium and hormone secretion. 5 (6) -EET is an inhibitor of T-type voltage-gated calcium channels (Cav3) that inhibits isoforms Cav3.1, Cav3.2 (IC50 = 0.54 μM), and Cav3.3 and decreases nifedipine-resistant phenylephrine-induced vasoconstriction in isolated mouse mesenteric arteries via Cav3.2 blockade when used at a concentration of 3 μM. In addition, it is a substrate of COX-1 and COX-2, as measured by oxygen consumption and product formation assays when used at a concentration of 50 μM. (±) 5 (6) -EET is provided as a mixture of the free acid and lactone.
Smiles
CCCCC\C=C/C\C=C/C\C=C/C[C@H]1O[C@H]1CCCC(O)=O
Molecular Formula
C20H32O3
Molecular Weight
320.473
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

5S,6R-EpETrE

5S,6R-EpETrE is an epoxy fatty acid.

CAS Number87173-80-6
PubChem CID40490652
IUPAC Name4-[(2S,3R)-3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trienyl]oxiran-2-yl]butanoic acid
Molecular FormulaC20H32O3
Molecular Weight320.5
XLogP5.5
Topological Polar Surface Area49.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Heavy Atom Count23
Formal Charge0
Complexity396
SMILES
CCCCC/C=C\C/C=C\C/C=C\C[C@@H]1[C@@H](O1)CCCC(=O)O
InChI
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-/t18-,19+/m1/s1
InChIKey
VBQNSZQZRAGRIX-GSKBNKFLSA-N
Chemical Structure
2D Structure
2D structure of 5S,6R-EpETrE
CAS: 87173-80-6
CID: 40490652
Formula: C20H32O3
MW: 320.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight320.5
XLogP35.5
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 Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
HY-168382A5S (6R) -EET
YEA9314011,12-EET
HY-N12962-0111S (12R) -EET
MBS5797284(+/-)5(6)-EET
GTR19222651(±) 14 (15) -EET
GTR1922258814S (15R) -EET
GTR19234258-0114R (15S) -EET
HY-1604318 (9) -EET
MBS5796809(+/-)14(15)-EET
MBS579734814S(15R)-EET

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