Products for Research Use Only
RegisterLogin

(±) 16 (17) -EpDPA

CAT: 0931-T37235Size: 1 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0931-T37235Size:1 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
CAS Number
155073-46-4
Target
Others
Related Pathways
Others
Bioactivity
EDHF (endothelium-derived hyperpolarizing factor) is an unidentified mediator released from vascular endothelial cells in response to acetylcholine and bradykinin which is distinct from the NOS- (nitric oxide) and COX-derived (prostacyclin) vasodilators.[1], [2]Cytochrome P450 (CYP450) metabolism of polyunsaturated fatty acids produces epoxides such as (±) 14 (15) -EET which are prime candidates for the actual active mediator.[3] However, the CYP450 metabolites of eicosapentaenoic acid and docosahexaenoic acid have been little studied relative to arachidonate epoxygenase metabolites. (±) 16 (17) -EpDPA is the DHA homolog of (±) 14 (15) -EpETrE, derived via epoxidation of the 16,17-double bond of DHA. The EDHF activity of (±) 16 (17) -EpDPA has not yet been determined. The epoxygenase metabolites of DHA have also been detected in a mouse inflammation model.[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
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

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

Related Products

CatalogName
T35497-01(±) 7 (8) -EpDPA
T35496-01(±) 13 (14) -EpDPA
TMIJ-0196-0117β-Estradiol-16,16,17-d3
T37238-01(±) 19 (20) -EpDPA
T36218-0119R (20S) -EpDPA
T35493-01(±) 10 (11) -EpDPA
TMID-0108-0117β-Estradiol-2,4,16,16,17-d5
TMIR-0016-0117β-Estradiol-16,16-d2
T83869-01(±) 16,17-EDT
T3222-0116,17-Epoxypregnenol

Alternative Products

CatalogName
MBS5798181(+/-)16(17)-EpDPA
HY-165071(±) 16 (17) -EpDPA
HY-130550-01(±) 7 (8) -EpDPA
MBS5796839(+/-)7(8)-EpDPA
MBS5796835(+/-)10(11)-EpDPA
GTR19222641-01(±) 10 (11) -EpDPA
MBS5798184(+/-)19(20)-EpDPA
GTR19222638-01(±) 13 (14) -EpDPA
GTR19222583-0119R (20S) -EpDPA
MBS5796838(+/-)13(14)-EpDPA

Popular Products