LBF20107PG03

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Upper classes: LB LBF



PROSTAGLANDIN F_1α
LBF20107PG03.png
Structural Information
7- [ 3 (R) ,5 (S) -Dihydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl) cyclopentan-1 (R) -yl ] -heptanoic acid / (8R,9S,11R,13E,15S) -9,11,15-Trihydroxyprost-13-enoic acid
  • PROSTAGLANDIN F_1α
  • 7- [ 3 (R) ,5 (S) -Dihydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl) cyclopentan-1 (R) -yl ] -heptanoic acid
  • (8R,9S,11R,13E,15S) -9,11,15-Trihydroxyprost-13-enoic acid
PGF1 alpha
Formula C20H36O5
Exact Mass 356.256274262
Average Mass 356.49684
SMILES C(CC[C@@H](O)C=C[C@H]([C@H]1CCCCCCC(O)=O)[C@@H](C[C@@H]1O)O)CC
Physicochemical Information
102-103°C
[ α ]X25
D
   =+30°(ETHANOL) Pike_JEet al.
DIETHYL ETHER, ETHYL ACETATE, METHANOL , ETHANOL Pike_JEet al.
Prostaglandin F1 alpha is contained in human seminal plasma in an amount of 3.6 microgram/ml Bergstrom_S , and is detected in ovine seminal plasma and seminal vesicle, human amniotic fluid, umbilical cord, placental vessels and decidua, frog spinal cord and intestine, and rat adrenal Horton_EW .
Miyano_M et al.
LBF20107PG03FT0001.gif
In terms of contraction of gastrointestinal smooth muscles, prostaglandin F1 alpha was repoprted to be about 10 times less active than prostaglandin F2 alpha Horton_EW . Reference Bergstrom_S et al. contains a table for comparison of biological activities of various prostaglandins including F1 alpha .
Spectral Information
Mass Spectra m/e 356(M+), 338, 320 Ramwell_PW et al.
UV Spectra
IR Spectra d,l-PGF1 α  ; KBr : ν 3330, 1716, 967 cm-1 MiyanoMet al.
NMR Spectra 1H-NMR(ACETONE-d6, TMS) : δ 5.50(2H, 13-,14-CH), 3.75-4.3(m, 3H), 0.88(t, 3H) Ramwell_PW et al.1H-NMR(CD3OD, TMS, 300MHz): δ 4.10(1H, 9-CH), 3.81(1H, 11-CH), 2.36(1H, 10 β -CH), 1.57(1H, 10 α -CH) De_ClercqPet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20107PG03 See above. Bergstrom_S 1967
n.a. LBF20107PG03 See above. Bergstrom_S et al. 1968
n.a. LBF20107PG03 See above. Bergstrom_S et al. 1960
n.a. LBF20107PG03 See above. De_Clercq_P et al. 1977
n.a. LBF20107PG03 See above. Horton_EW 1965
n.a. LBF20107PG03 See above. Horton_EW 1969
n.a. LBF20107PG03 See above. Miyano_M et al. 1972
n.a. LBF20107PG03 See above. Pike_JE et al. 1969
n.a. LBF20107PG03 See above. Ramwell_PW et al. 1971