Structure Database (LMSD)

HO OH O OH O
Common Name
16,16-dimethyl-PGE1
Systematic Name
9-oxo-11R,15S-dihydroxy-16,16-dimethyl-13E-prostaenoic acid
Synonyms
  • 16,16-dimethyl-Prostaglandin E1
LM ID
LMFA03010057
Formula
C22H38O5
Exact Mass
Calculate m/z
382.271925
Sum Composition
FA 22:3;O3
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)
RQOFITYRYPQNLL-ZWSAOQBFSA-N
InChi (Click to copy)
InChI=1S/C22H38O5/c1-4-5-14-22(2,3)20(25)13-12-17-16(18(23)15-19(17)24)10-8-6-7-9-11-21(26)27/h12-13,16-17,19-20,24-25H,4-11,14-15H2,1-3H3,(H,26,27)/b13-12+/t16-,17-,19-,20-/m1/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)C(C)(C)CCCC)[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Prostaglandins and human respiratory tract smooth muscle: structure activity relationship.,
Adv Prostaglandin Thromboxane Res, 1980
Pubmed ID: 7369062

Other Databases

CHEBI ID
186965
LIPIDBANK ID
XPR1739
PubChem CID
5283058
Cayman ID
13750

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 412.83
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.68
Molar Refractivity 107.43

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Created at
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Updated at
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