LBF20107PG03

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Fatty acid (脂肪酸)

Glycerolipid (グリセロ脂質)

Sphingolipid (スフィンゴ脂質)

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR1500
LipidMaps	LMFA03010137
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20107PG03

PROSTAGLANDIN F_1α
Structural Information
Systematic Name	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
Common Name	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
Symbol
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
Melting Point	102-103°C
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility	DIETHYL ETHER, ETHYL ACETATE, METHANOL , ETHANOL Pike_JEet al.
Source	Prostaglandin F1a 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 .
Chemical Synthesis	Miyano_M et al.
Metabolism
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra	m/e 356(M+), 338, 320 Ramwell_PW et al.
UV Spectra
IR Spectra	d,l-PGF1a ; KBr : n 3330, 1716, 967 cm-1 MiyanoMet al.
NMR Spectra	1H-NMR(ACETONE-d6, TMS) : d 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):d4.10(1H, 9-CH), 3.81(1H, 11-CH), 2.36(1H, 10b-CH), 1.57(1H, 10a-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