Estriol

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Estriol Pubchem(5756)

A hydroxylated metabolite of ESTRADIOL or ESTRONE that has a hydroxyl group at C3-beta, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During PREGNANCY, large amount of estriol is produced by the PLACENTA. Isomers with inversion of the hydroxyl group or groups are called epiestriol.

Drug Type: Small Molecule; Approved Pharmacology: Estriol (also oestriol) is one of the three main estrogens produced by the human body. It is only produced in significant amounts during pregnancy as it is made by the placenta. In pregnant women with multiple sclerosis (MS), estriol reduces the disease's symptoms noticeably, according to researchers at UCLA's Geffen Medical School.

Mechanism of Action: Estriol levels can be measured to give an indication of the general health of the fetus. DHEA-S is produced by the adrenal cortex of the fetus. This is converted to estriol by the placenta. If levels of 'unconjugated estriol' are abnormally low in a pregnant woman, this may indicate a problem with the development of the child.

Indication: Used as a test to determine the general health of an unborn fetus.

KEGG Pathway(C05141,D00185)

  • Androgen and estrogen metabolism

Target estrogen receptor (ER) agonist Activity Estrogen

List of PDB files having estradiol as a Ligand:
MMDB ID PDB ID Reference
30668 1X8V Podust LM, Yermalitskaya LV, Lepesheva GI, Podust VN, Dalmasso EA, Waterman MREstriol bound and ligand-free structures of sterol 14alpha-demethylaseStructure v12, p.1937-1945
Physiochemical properties of Estradiol:
Physical Property Value Units Temp (deg C) Source
Melting Point 282 deg C EXP
log P (octanol-water) 2.45 (none) EXP
Water Solubility 441 mg/L 25 EST
Vapor Pressure 1.97E-10 mm Hg 25 EST
Henry's Law Constant 1.33E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.29E-10 cm3/molecule-sec 25 EST

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source rat LD50 oral > 2gm/kg (2000mg/kg) Drugs in Japan Vol. -, Pg. 176, 1990.