LBF20207PG79

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IDs and Links
LipidBank	XPR1767
LipidMaps	LMFA03010085
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20207PG79

16,16-dimethyl Prostaglandin A1
Structural Information
Systematic Name	9-Oxo-15R-hydroxy-16,16-dimethyl-prost- (10,trans-13) -dien-1-oic acid
Common Name	16,16-dimethyl Prostaglandin A1 9-Oxo-15R-hydroxy-16,16-dimethyl-prost- (10,13E) -dien-1-oic acid
Symbol
Formula	C22H36O4
Exact Mass	364.26135963999997
Average Mass	364.51884
SMILES	C(C(C)(C)[C@H](C=C[C@@H](C=1)[C@@H](CCCCCCC(O)=O)C(C1)=O)O)CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility	16,16-dimethyl Prostaglandin A1 is soluble in organic solvents (i.e. methyl acetate, DMSO, ethanol) at least 50 mg/ml and also in aqueous buffers or isotonic saline at least 2 mg/ml. But in basic solutions (pH >7.4) 16,16-dimethyl Prostaglandin A1 will be converted into 16,16-dimethyl Prostaglandin PGB1.
Source	16,16-dimethyl Prostaglandin A1 is a metabolism resistant analogue of PGA1.
Chemical Synthesis
Metabolism	16,16-dimethyl Prostaglandin A1 is a metabolism resistant analogue of PGA1.
Biological Activity	16,16-dimethyl Prostaglandin A1 shows inhibition against infection of HSV and HIV-1 at the ID50 of 3.8-7.3 and 2.5 mu g/ml respectively. Hughes-Fulford_M et al. 16,16-dimethyl Prostaglandin A1 shows dose-dependent inhibition in growth of human oral squamous carcinoma cells. ElAttar_TM et al. 16,16-dimethyl Prostaglandin A1 shows cell cycle arrest at the G1/S phase due to nhibiting DNA synthesis. Hughes-Fulford_M
Genetic Information
Note
Spectral Information
Mass Spectra
UV Spectra	λ max=216nm ε 216=13000
IR Spectra
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20207PG79 See above. ElAttar_TM et al. 1997 n.a. LBF20207PG79 See above. Hughes-Fulford_M 1994 n.a. LBF20207PG79 See above. Hughes-Fulford_M et al. 1992