Structure Database (LMSD)
Common Name
13,14-dihydro-PGF2alpha
Systematic Name
9S,11R,15S-trihydroxy-5Z-prostenoic acid
Synonyms
- 13,14-dihydro-Prostaglandin F2alpha
LM ID
LMFA03010079
Formula
Exact Mass
Calculate m/z
356.256275
Sum Composition
Status
Curated
3D model of 13,14-dihydro-PGF2alpha
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
13,14-dihydro Prostaglandin F2α (13,14-dihydro PGF2α) is the analog of PGF2α which has no unsaturation in the lower side chain. It causes luteolysis in hamsters with a potency five times higher than PGF2α. The ED50 value for 13,14-dihydro PGF2α as a luteolytic agent in hamsters is 1.5 µg/100 g.1
This information has been provided by Cayman Chemical
References
1. Andersen, N.H., Imamoto, S., Subramanian, N., et al. Molecular basis for prostaglandin potency. III. Tests of the significance of the 'hairpin conformation' in biorecognition phenomena. Prostaglandins 22(5), 841-856 (1981).
String Representations
InChiKey (Click to copy)
LLQBSJQTCKVWTD-NFUXFLSFSA-N
InChi (Click to copy)
InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,15-19,21-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t15-,16+,17+,18-,19+/m0/s1
SMILES (Click to copy)
[C@H]1(CC[C@@H](O)CCCCC)[C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
25
Rings
1
Aromatic Rings
0
Rotatable Bonds
13
Van der Waals Molecular Volume
380.87
Topological Polar Surface Area
97.99
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
5
logP
4.13
Molar Refractivity
99.77
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Updated at
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