Structure Database (LMSD)

OH O O OH HO
Common Name
16,16-dimethyl-PGD2
Systematic Name
9S,15S-dihydroxy-11-oxo-16,16-dimethyl-5Z,13E-prostadienoic acid
Synonyms
  • 16,16-dimethyl-Prostaglandin D2
LM ID
LMFA03010052
Formula
C22H36O5
Exact Mass
Calculate m/z
380.256275
Sum Composition
FA 22:4;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)
ZEMOZGYCFBTCMC-MBNOUSKYSA-N
InChi (Click to copy)
InChI=1S/C22H36O5/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/h6,8,12-13,16-18,20,23,25H,4-5,7,9-11,14-15H2,1-3H3,(H,26,27)/b8-6-,13-12+/t16-,17-,18+,20-/m1/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)C(C)(C)CCCC)C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis and platelet aggregation inhibiting activity of prostaglandin D analogues.,
J Med Chem, 1983
Pubmed ID: 6854581

Other Databases

CHEBI ID
186834
LIPIDBANK ID
XPR1734
PubChem CID
5283053
Cayman ID
12750

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 410.19
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.46
Molar Refractivity 107.33

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Updated at
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