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(±) 16 (17) -EpDPA

CAT: 0013-GTR19223190Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19223190Size:1 mg
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Description
(±) 16 (17) -EpDPA is a cytochrome P450-derived epoxide metabolite of docosahexaenoic acid (DHA) and a structural analog of the EDHF candidate (±) 14 (15) -EET. This small molecule is a research tool for investigating vascular biology, EDHF-mediated vasodilation, and the role of DHA epoxides in inflammation models, as suggested by prior in vivo studies.
CAS Number
155073-46-4
Smiles
CC\C=C/C[C@H]1O[C@H]1C\C=C/C\C=C/C\C=C/C\C=C/CCC (O) =O
Molecular Formula
C22H32O3
Molecular Weight
344.495
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(+/-)16(17)-EpDPA
CAS Number155073-46-4
PubChem CID35020781
IUPAC Name(4Z,7Z,10Z,13Z)-15-[(2S,3R)-3-[(Z)-pent-2-enyl]oxiran-2-yl]pentadeca-4,7,10,13-tetraenoic acid
Molecular FormulaC22H32O3
Molecular Weight344.5
XLogP5.3
Topological Polar Surface Area49.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Heavy Atom Count25
Formal Charge0
Complexity497
SMILES
CC/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O
InChI
InChI=1S/C22H32O3/c1-2-3-14-17-20-21(25-20)18-15-12-10-8-6-4-5-7-9-11-13-16-19-22(23)24/h3,5-8,11-15,20-21H,2,4,9-10,16-19H2,1H3,(H,23,24)/b7-5-,8-6-,13-11-,14-3-,15-12-/t20-,21+/m1/s1
InChIKey
BCTXZWCPBLWCRV-QCAYAECISA-N
Chemical Structure
2D Structure
2D structure of (+/-)16(17)-EpDPA
CAS: 155073-46-4
CID: 35020781
Formula: C22H32O3
MW: 344.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight344.5
XLogP35.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Exact Mass344.23514488
Monoisotopic Mass344.23514488
Topological Polar Surface Area49.8 Ų
Heavy Atom Count25
Formal Charge0
Complexity497
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count5
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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