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855871

Sigma-Aldrich

Mestranol

99%

Synonym(s):

(17α)-3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol, 17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol 3-methyl ether, 17α-Ethynylestradiol 3-methyl ether, 3-Methoxy-17α-ethynylestradiol, NSC 84032

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About This Item

Empirical Formula (Hill Notation):
C21H26O2
CAS Number:
72-33-3
Molecular Weight:
310.43
Beilstein/REAXYS Number:
2625905
EC Number:
200-777-8
MDL number:
MFCD00003689
UNSPSC Code:
12352112
PubChem Substance ID:
24888219
NACRES:
NA.22

Quality Level

100

assay

99%

form

solid

optical activity

[α]15/D +3°, c = 2 in dioxane

mp

153-155 °C (lit.)

SMILES string

COc1ccc2C3CC[C@@]4(C)C(CC[C@@]4(O)C#C)C3CCc2c1

InChI

1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1

InChI key

IMSSROKUHAOUJS-MJCUULBUSA-N

Gene Information

human ... ESR1(2099)

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Related Categories

Application

Pharmacological estrogen molecule

pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Warning

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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N G Coldham et al.
Food additives and contaminants, 19(12), 1138-1147 (2003-03-08)
An assay, employing microsomes prepared from rat liver and a recombinant cell bioassay (RCBA) expressing the human oestrogen receptor (alpha) linked to a reporter gene, was evaluated for the detection of pro-oestrogens in food using methoxychlor and mestranol as model
Laura Canesi et al.
Aquatic toxicology (Amsterdam, Netherlands), 81(1), 36-44 (2006-11-28)
Endocrine disrupting compounds (EDCs) are almost ubiquitous in the aquatic environment. In the marine bivalve Mytilus the natural estrogen 17beta-estradiol (E2) and different EDCs have been recently demonstrated to affect the function of the immune cells, the hemocytes. The effects
Stephen D Hall et al.
Clinical pharmacology and therapeutics, 74(6), 525-535 (2003-12-10)
The popular herbal remedy St John's wort is an inducer of cytochrome P450 (CYP) 3A enzymes and may reduce the efficacy of oral contraceptives. Therefore we evaluated the effect of St John's wort on the disposition and efficacy of Ortho-Novum
Women's trials: the approval of the first oral contraceptive pill in the United States and Great Britain.
Suzanne White Junod et al.
Journal of the history of medicine and allied sciences, 57(2), 117-160 (2002-05-09)
Francesca T Aweeka et al.
AIDS (London, England), 20(14), 1833-1841 (2006-09-07)
Zidovudine remains part of combination antiretroviral therapy. Pharmacological studies rely on quantitation of active triphosphates in peripheral blood mononuclear cells. This study evaluated the impact of female sex and contraceptive therapy on zidovudine plasma and intracellular pharmacokinetics and the impact
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