Structure Database (LMSD)

Common Name
11-deoxy-16,16-dimethyl-PGE2
Systematic Name
9-oxo-15R-hydroxy-16,16-dimethyl-5Z,13E-prostadienoic acid
Synonyms
  • 11-deoxy-16,16-dimethyl-Prostaglandin E2
LM ID
LMFA03010062
Formula
C22H36O4
Exact Mass
Calculate m/z
364.26136
Sum Composition
FA 22:4;O2
Status
Curated
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)
Inhibition of gastric acid secretion and ulcer formation in the rat by orally-administered 11-deoxyprostaglandin analogues: 15-hydroxy-16,16-dimethyl-9-oxoprost-5,13-dienoic acids.,
Prostaglandins, 1974
Pubmed ID: 4413891

String Representations

InChiKey (Click to copy)
LLVVDFDWPQHXBA-QEJIITRLSA-N
InChi (Click to copy)
InChI=1S/C22H36O4/c1-4-5-16-22(2,3)20(24)15-13-17-12-14-19(23)18(17)10-8-6-7-9-11-21(25)26/h6,8,13,15,17-18,20,24H,4-5,7,9-12,14,16H2,1-3H3,(H,25,26)/b8-6-,15-13+/t17-,18-,20-/m1/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)C(C)(C)CCCC)CCC(=O)[C@@H]1C/C=C\CCCC(=O)O

Other Databases

CHEBI ID
165300
LIPIDBANK ID
XPR1744
PubChem CID
5283063
Cayman ID
14570

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 401.40
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.20
Molar Refractivity 105.43

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Updated at
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