LBF20207PG24

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR1411
LipidMaps	LMFA03010030
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20207PG24

15-keto Prostaglandin E2
Structural Information
Systematic Name	7- [3R -Hydroxy-2R - (3-oxo-trans-1-octenyl) -5-oxocyclopentan-1R -yl] -cis-5-heptenoic acid
Common Name	15-keto Prostaglandin E2 7- [ 3 (R) -Hydroxy-2 (R) - (3-oxo-1 (E) -octenyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid
Symbol	15-KETO-PGE2
Formula	C20H30O5
Exact Mass	350.20932407
Average Mass	350.4492
SMILES	C(CCC(=O)C=C[C@H]([C@H]1CC=CCCCC(O)=O)[C@@H](CC1=O)O)CC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	15-Keto-prostaglandin E2 is the oxidized product of prostaglandin E2 by 15-hydroxyprostaglandin dehydrogenase, which is present in lung, kidney, placenta and other tissues and catalyzes the NAD- or NADP-dependent dehydrogenation of 15-hydroxyl group Hansen_HS .
Chemical Synthesis
Metabolism	15-Keto-prostaglandin E2 is further metabolized by its Delta 13-reduction, beta -oxidation and omega oxidation. The ultimate metabolite is (7 alpha -hydroxy-5,11-diketotetranorprosta-1,16-dioic acid) and excreted in urine Hamberg_M et al..
Biological Activity	It is well known that the biological activities of various prostaglandins are reduced upon their dehydrogenation at carbon-15 by the catalysis of 15-hydroxyprostaglandin dehydrogenase Anggard_E .
Genetic Information	cDNA for placental 15-hydroxyprostaglandin dehydrogenase was cloned Ensor_CM et al..
Note
Spectral Information
Mass Spectra	DIMETHOXIME TMS ETHER METHYL ESTER ; m/z 494(M+), 479, 463, 404, 373, 321, 180 Morrison_AR et al.
UV Spectra	METHYL ESTER ; λ MeOH max     = 227nm ( ε ∼ 9000) Morrison_AR et al.
IR Spectra
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20207PG24 See above. Anggard_E 1966 n.a. LBF20207PG24 See above. Ensor_CM et al. 1995 n.a. LBF20207PG24 See above. Hamberg_M et al. 1971 n.a. LBF20207PG24 See above. Hansen_HS 1976 n.a. LBF20207PG24 See above. Morrison_AR et al. 1984