Structure Database (LMSD)

Common Name
9-deoxy-9-methylene-16,16-dimethyl -PGE2
Systematic Name
9-methylene-11R,15S-dihydroxy-16,16-dimethyl-5Z,13E-prostadienoic acid
Synonyms
  • 9-deoxy-9-methylene-16,16-dimethyl -Prostaglandin E2
LM ID
LMFA03010059
Formula
C23H38O4
Exact Mass
Calculate m/z
378.27701
Sum Composition
FA 23:4;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Pregnancy interception with a combination of prostaglandins: studies in monkeys.,
Science, 1983
Pubmed ID: 6612350

String Representations

InChiKey (Click to copy)
WMLGLMGSFIXSGO-KTXJXPLISA-N
InChi (Click to copy)
InChI=1S/C23H38O4/c1-5-6-15-23(3,4)21(25)14-13-19-18(17(2)16-20(19)24)11-9-7-8-10-12-22(26)27/h7,9,13-14,18-21,24-25H,2,5-6,8,10-12,15-16H2,1,3-4H3,(H,26,27)/b9-7-,14-13+/t18-,19+,20+,21+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)C(C)(C)CCCC)[C@H](O)CC(=C)[C@@H]1C/C=C\CCCC(=O)O

Other Databases

CHEBI ID
165325
LIPIDBANK ID
XPR1741
PubChem CID
5283060
Cayman ID
14420

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 418.70
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.45
Molar Refractivity 111.46

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Updated at
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