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
354.240626
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
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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