Structure Database (LMSD)

Common Name
16,16-dimethyl-PGA1
Systematic Name
9-oxo-15R-hydroxy-16,16-dimethyl-10Z,13E-prostadienoic acid
Synonyms
  • 16,16-dimethyl-Prostaglandin A1
LM ID
LMFA03010085
Formula
Exact Mass
Calculate m/z
364.26136
Sum Composition
Status
Curated

Classification

Biological Context

16,16-dimethyl Prostaglandin A1 (16,16-dimethyl PGA1) is a metabolism resistant analog of PGA1. In vitro, it inhibits the viral replication in both HSV and HIV-1 infection systems at concentrations that do not adversely alter cellular DNA synthesis. The ID50 for HSV-1 strains in Vero cells and human foreskin fibroblasts are 3.8-5.6 µg/ml and 4.6-7.3 µg/ml, respectively. The ID50 for T cells acutely infected with HIV-1 is 2.5 µg/ml.1

This information has been provided by Cayman Chemical

References

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Effects of dimethyl prostaglandin A1 on herpes simplex virus and human immunodeficiency virus replication,
Antimicrob Agents Chemother, 1992
Pubmed ID: 1332592

String Representations

InChiKey (Click to copy)
CTQQHQGBBMYJPT-DZFVFWAGSA-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/h12-15,17-18,20,24H,4-11,16H2,1-3H3,(H,25,26)/b15-13+/t17-,18-,20-/m1/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)C(C)(C)CCCC)C=CC(=O)[C@@H]1CCCCCCC(=O)O

Other Databases

CHEBI ID
LIPIDBANK ID
XPR1767
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
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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