Structure Database (LMSD)
Common Name
PGE1-EA
Systematic Name
N-(9-oxo-11R,15S-dihydroxy-13E-prostenoyl)-ethanolamine
Synonyms
- PGE1-ethanolamine
3D model of PGE1-EA
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Prostaglandin E1 ethanolamide (PGE1-EA) is the ethanolamine-amide analog of PGE1. Conversion of AEA, the ethanolamide of arachidonic acid, to PGE2-EA has been demonstrated in vitro.1,2 It is not established whether this conversion occurs in whole animals, nor has the pharmacology of the resultant prostaglandin ethanolamides been rigorously studied.
This information has been provided by Cayman Chemical
References
1. Yu, M., Ives, D., and Ramesha, C.S. Synthesis of prostaglandin E2 ethanolamide from anandamide by cyclooxygenase-2. The Journal of Biological Chemisty 272(34), 21181-21186 (1997).
2. Kozak, K.R., Crews, B.C., Morrow, J.D., et al. Metabolism of the endocannabinoids, 2-arachidonylgycerol and anandamide, into prostaglandin, thromboxane, and prostacyclin glycerol esters and ethanolamides. The Journal of Biological Chemisty 277(47), 44877-44885 (2002).
String Representations
InChiKey (Click to copy)
HLQFDRCTTQBTCE-RCDOCOITSA-N
InChi (Click to copy)
InChI=1S/C22H39NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h12-13,17-19,21,24-25,27H,2-11,14-16H2,1H3,(H,23,28)/b13-12+/t17-,18+,19+,21+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)NCCO
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
28
Rings
1
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
423.83
Topological Polar Surface Area
106.86
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
5
logP
3.64
Molar Refractivity
111.70
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Updated at
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