Structure Database (LMSD)

Common Name
PGF1a alcohol
Systematic Name
1,9S,11R,15S-tetrahydroxy-13E-prostaene
Synonyms
  • Prostaglandin F1a alcohol
LM ID
LMFA03010173
Formula
C20H38O4
Exact Mass
Calculate m/z
342.27701
Sum Composition
FA 20:1;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Biological Context

Prostaglandin F1α (PGF1α) alcohol is an analog of PGF1α with a primary alcohol replacing the C-1 carboxyl group. There are no published reports on the biological activity of this compound; however, the corresponding PGE1 analog is a relatively selective EP3 and EP4 receptor ligand.1

This information has been provided by Cayman Chemical

References

1. Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br. J. Pharmacol. 122(2), 217-224 (1997).

String Representations

InChiKey (Click to copy)
PZXLDAYOXMEITH-YYFRNVAQSA-N
InChi (Click to copy)
InChI=1S/C20H38O4/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/h12-13,16-24H,2-11,14-15H2,1H3/b13-12+/t16-,17+,18+,19-,20+/m0/s1
SMILES (Click to copy)
C(CCCCCC[C@@H]1[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@@H]1O)O

Other Databases

CHEBI ID
133875
PubChem CID
16061105
Cayman ID
15020

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 374.72
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 4.32
Molar Refractivity 99.71

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Updated at
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