Structure Database (LMSD)

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
380.256276
Sum Composition
FA 22:4;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Biological Context

16,16-dimethyl PGD2 is a metabolically stable synthetic analog of PGD2. It enhances ADP-induced human platelet aggregation and increases systemic blood pressure in rats.1

This information has been provided by Cayman Chemical

References

1. Bundy, G.L., Morton, D.R., Peterson, D.C., et al. Synthesis and platelet aggregation inhibiting activity of prostaglandin D analogues. J. Med. Chem. 26(6), 790-799 (1983).

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

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

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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