Structure database (LMSD)

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LM IDLMFA03010204
Common Nameunoprostone (W)
Systematic Name9,11-dihydroxy-15-oxo-20a,20b-dihomoprost-5Z-en-1-oic acid
Synonyms(+)-(Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl)-5-heptenoic
acid;(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]hept-5-
enoic acid; 13,14-dihydro-15-keto-20-ethyl PGF2α; Unoprostone
Exact Mass
382.2719 (neutral)    Calculate m/z:
FormulaC22H38O5
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassProstaglandins [FA0301]
AbbrevFA 22:3;O3
PubChem CID5311236
CHEBI ID39455
CAYMAN ID16680
InChIKeyTVHAZVBUYQMHBC-SNHXEXRGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C22H38O5/c1-2-3-4-5-8-11-17(23)14-15-19-18(20(24)16-21(19)25)12-9-6-7-10-13-22(26)27/h6,9,18-21,24-25H,2-5,7-8,10-16H2,1H3,(H,26,27)/b9-6-/t18-,19-,20+,21-/m1/s1
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SMILES
[C@@H]1([C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)CCC(=O)CCCCCCC
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms27Rings1Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
412.83Topological Polar
Surface Area
94.83Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
5
 logP4.83Molar
Refractivity
107.50