Structure Database (LMSD)

Common Name
unoprostone
Systematic Name
9,11-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 PGF2alpha
  • Unoprostone
LM ID
LMFA03010204
Formula
C22H38O5
Exact Mass
Calculate m/z
382.271925
Sum Composition
FA 22:3;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]

String Representations

InChiKey (Click to copy)
TVHAZVBUYQMHBC-SNHXEXRGSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@@H]1([C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)CCC(=O)CCCCCCC

Other Databases

Wikipedia
Unoprostone
CHEBI ID
39455
PubChem CID
5311236
Cayman ID
16680

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 412.83
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.83
Molar Refractivity 107.50

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Created at
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Updated at
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