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(±) 10 (11) -EDP Ethanolamide

CAT: 0931-T35408-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T35408-01Size:25 µg
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CAS Number
2123484-71-7
Target
Others
Related Pathways
Others
Bioactivity
(±) 10 (11) -EDP ethanolamide is an ω-3 endocannabinoid epoxide and cannabinoid (CB) receptor agonist (EC50s = 0.43 and 22.5 nM for CB1 and CB2 receptors, respectively) . It is produced though direct epoxygenation of docosahexaenoyl ethanolamide by cytochrome P450 (CYP) epoxygenases. 10,11-EDP epoxide (12.5 and 25 μM) reduces the viability of 143B metastatic osteosarcoma cells. It induces apoptosis and inhibits cell migration in a wound-healing assay in 143B, MG63, and HOS osteosarcoma cells. (±) 10 (11) -EDP ethanolamide also reduces tube formation by human umbilical vein endothelial cells (HUVECs) in a Matrigel assay.
Smiles
CC\C=C/C\C=C/C\C=C/CC1OC1C\C=C/C\C=C/CCC(=O)NCCO
Molecular Formula
C24H37NO3
Molecular Weight
387.564
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

N-(2-hydroxyethyl)-9-[3-(2Z,5Z,8Z)-2,5,8-undecatrien-1-yl-2-oxiranyl]-4Z,7Z-nonadienamide
CAS Number2123484-71-7
PubChem CID145957967
IUPAC Name(4Z,7Z)-N-(2-hydroxyethyl)-9-[3-[(2Z,5Z,8Z)-undeca-2,5,8-trienyl]oxiran-2-yl]nona-4,7-dienamide
Molecular FormulaC24H37NO3
Molecular Weight387.6
XLogP4.4
Topological Polar Surface Area61.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count16
Heavy Atom Count28
Formal Charge0
Complexity546
SMILES
CC/C=C\C/C=C\C/C=C\CC1C(O1)C/C=C\C/C=C\CCC(=O)NCCO
InChI
InChI=1S/C24H37NO3/c1-2-3-4-5-6-7-8-11-14-17-22-23(28-22)18-15-12-9-10-13-16-19-24(27)25-20-21-26/h3-4,6-7,10-15,22-23,26H,2,5,8-9,16-21H2,1H3,(H,25,27)/b4-3-,7-6-,13-10-,14-11-,15-12-
InChIKey
OZFSRFILTKLOCC-UQZHZJRSSA-N
Chemical Structure
2D Structure
2D structure of N-(2-hydroxyethyl)-9-[3-(2Z,5Z,8Z)-2,5,8-undecatrien-1-yl-2-oxiranyl]-4Z,7Z-nonadienamide
CAS: 2123484-71-7
CID: 145957967
Formula: C24H37NO3
MW: 387.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight387.6
XLogP34.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count16
Exact Mass387.27734404
Monoisotopic Mass387.27734404
Topological Polar Surface Area61.9 Ų
Heavy Atom Count28
Formal Charge0
Complexity546
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count5
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes