Structure Database (LMSD)

HO O OH OH
Common Name
9-deoxy-9-methylene-PGE2
Systematic Name
9-methylene-11R,15S-dihydroxy-5Z,13E-prostadienoic acid
Synonyms
  • 9-deoxy-9-methylene-Prostaglandin E2
LM ID
LMFA03010058
Formula
C21H34O4
Exact Mass
Calculate m/z
350.24571
Sum Composition
FA 21:4;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
VKEJXDXJUFQESA-DLMPNJEASA-N
InChi (Click to copy)
InChI=1S/C21H34O4/c1-3-4-7-10-17(22)13-14-19-18(16(2)15-20(19)23)11-8-5-6-9-12-21(24)25/h5,8,13-14,17-20,22-23H,2-4,6-7,9-12,15H2,1H3,(H,24,25)/b8-5-,14-13+/t17-,18-,19+,20+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)[C@H](O)CC(=C)[C@@H]1C/C=C\CCCC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis and biological activity of 9-deoxo-9-methylene and related prostaglandins.,
Adv Prostaglandin Thromboxane Res, 1980
Pubmed ID: 7386275

Other Databases

CHEBI ID
165326
LIPIDBANK ID
XPR1740
PubChem CID
5283059
Cayman ID
14410

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 384.10
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 4.81
Molar Refractivity 102.30

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Created at
-
Updated at
2nd Feb 2024