Structure Database (LMSD)
Common Name
5-trans-PGF2alpha
Systematic Name
9S,11R,15S-trihydroxy-5E,13E-prostadienoic acid
Synonyms
- 5-trans-Prostaglandin F2alpha
LM ID
LMFA03010077
Formula
Exact Mass
Calculate m/z
354.240625
Sum Composition
Status
Curated
3D model of 5-trans-PGF2alpha
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
5-trans PGF2α is the more thermodynamically stable C-5 olefin isomer of PGF2α and is a common impurity in commercial lots of PGF2α. 5-trans PGF2α administered intravenously to anesthetized rabbits caused a substantial (ten-fold) increase in respiratory rate, but this attribute was common to a number of F-series compounds and analogs.1
This information has been provided by Cayman Chemical
References
1. Brookes, L.G., and Marshall, R.C. The effects of some prostaglandins on respiration in the rabbit. J. Pharm. Pharmacol. 26(Suppl), 80P-81P (1974).
References
String Representations
InChiKey (Click to copy)
PXGPLTODNUVGFL-UAAPODJFSA-N
InChi (Click to copy)
InChI=1S/C20H34O5/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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4+,13-12+/t15-,16+,17+,18-,19+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[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
12
Van der Waals Molecular Volume
378.23
Topological Polar Surface Area
97.99
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
5
logP
3.90
Molar Refractivity
99.68
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Updated at
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