Mestranol

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'''Mestranol''' is the 3-[[methyl]] [[ether]] of [[ethinylestradiol]].  It was the [[estrogen]] used in many of the [[combined oral contraceptive pill|first oral contraceptives]].  
'''Mestranol''' is the 3-[[methyl]] [[ether]] of [[ethinylestradiol]].  It was the [[estrogen]] used in many of the [[combined oral contraceptive pill|first oral contraceptives]].  
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'''Activity''' Estrogen
'''Activity''' Estrogen
{| border="1;width:100%; height:200px;style=text-align:center"
{| border="1;width:100%; height:200px;style=text-align:center"
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|+'''Physiochemical properties of Estriol:'''
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|+'''Physiochemical properties of Mestranol:'''
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! style="background:brown; color:white" |Physical Property
! style="background:brown; color:white" |Physical Property

Current revision

Show 3-D Structure

Mestranol is the 3-methyl ether of ethinylestradiol. It was the estrogen used in many of the first oral contraceptives.

It is a biologically inactive prodrug of ethinylestradiol to which it is demethylated in the liver with a conversion efficiency of 70% (50 µg of mestranol is pharmacokinetically bioequivalent to 35 µg of ethinylestradiol).<ref name=faigle>Template:Cite book</ref>

Pubchem(6291)

The 3-methyl ether of ETHINYL ESTRADIOL. It must be demethylated to be biologically active. It is used as the estrogen component of many combination ORAL CONTRACEPTIVES.

KEGG(C07618,D00575)

Activity Estrogen

Physiochemical properties of Mestranol:
Physical Property Value Units Temp (deg C) Source
Melting Point 150.5 deg C EXP
log P (octanol-water) 4.680 (none) EST
Atmospheric OH Rate Constant 9.04E-11 cm3/molecule-sec 25 EST
Toxicity:
Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 3200mg/kg (3200mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 217, 1970.
mouse LD50 oral > 10gm/kg (10000mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 217, 1970.
mouse LD50 subcutaneous 2500mg/kg (2500mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 217, 1970.
rat LD50 intraperitoneal > 3gm/kg (3000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 217, 1970.
rat LD50 oral > 10gm/kg (10000mg/kg) Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 217, 1970.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 217, 1970.

[edit] References

Unknown extension tag "references"

Template:Sex hormonesde:Mestranol

Template:Pharma-stub