Estriol

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Estriol
Systematic (IUPAC) name
(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
Identifiers
CAS number 50-27-1
ATC code  ?
PubChem 5756
Chemical data
Formula C18H24O3
Mol. mass 298.33
SMILES eMolecules & PubChem
Synonyms Oestriol
Physical data
Melt. point 282 °C
Solubility in water 441 mg/L 25oC EST mg/mL
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes  ?

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.

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.

Contents

[edit] Physiochemical Properties

[edit] Melting Point

282 deg C EXP

[edit] log P

2.45 EXP

[edit] Water Solubility

441 mg/L 25oC EST

[edit] Vapor Pressure

1.97E-10 mm Hg 25oC EST

[edit] Henry's Law Constant

1.33E-12 atm-m3/mole 25 EST

[edit] Atmospheric OH Rate Constant

1.29E-10 cm3/molecule-sec 25 EST

[edit] Toxicity

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


Levels of estriol in non-pregnant women do not change much after menopause, and levels are not significantly different from levels in men.

[edit] Use in screening

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 chrmosomal or congenital anomalies like Down's syndrome or Edward's syndrome. It is included as part of the triple test & quadrupole test for antenatal screening for fetal anomalies.

Because many pathological conditions in a pregnant woman can cause deviations in estriol levels, these screenings are often seen as less definitive of fetal-placental health than non-stress testing. Conditions which can create false-positives and false-negatives in estriol testing for fetal distress include preeclampsia, anemia and impaired kidney function.<ref>Template:Cite book</ref>

[edit] References

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