Structure Database (LMSD)

Common Name
PGF2alpha alcohol
Systematic Name
1,9S,11R,15S-tetrahydroxy-5Z,13E-prostadiene
Synonyms
  • Prostaglandin F2alpha alcohol
LM ID
LMFA03010113
Formula
C20H36O4
Exact Mass
Calculate m/z
340.26136
Sum Composition
FOH 20:2;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]
Fatty alcohols [FA05]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Replacement of the carboxylic acid group of prostaglandin f(2alpha) with a hydroxyl or methoxy substituent provides biologically unique compounds.,
Br J Pharmacol, 2000
Pubmed ID: 10952685

String Representations

InChiKey (Click to copy)
QYBXRFWLQYXAPC-LFZNYWNYSA-N
InChi (Click to copy)
InChI=1S/C20H36O4/c1-2-3-7-10-16(22)12-13-18-17(19(23)15-20(18)24)11-8-5-4-6-9-14-21/h5,8,12-13,16-24H,2-4,6-7,9-11,14-15H2,1H3/b8-5-,13-12+/t16-,17+,18+,19-,20+/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\CCCCO

Other Databases

CHEBI ID
183525
LIPIDBANK ID
XPR1783
PubChem CID
5283100
Cayman ID
16012

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 372.08
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 4.09
Molar Refractivity 99.62

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Created at
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Updated at
21st Apr 2022