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M0600000

Mestranol

European Pharmacopoeia (EP) Reference Standard

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
MDL number:
MFCD00003689
UNSPSC Code:
41116107
PubChem Substance ID:
329817809
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

mestranol

manufacturer/tradename

EDQM

mp

153-155 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Pharmacological estrogen molecule

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

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

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Mestranol.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 21, 257-278 (1979-12-01)
J W Goldzieher et al.
American journal of obstetrics and gynecology, 163(6 Pt 2), 2114-2119 (1990-12-01)
Pharmacokinetally, a 50 micrograms oral dose of mestranol (which itself is inactive) is bioequivalent to a 35 micrograms dose of ethinyl estradiol. Physiologically, mestranol ranges from 50% to 100% of the activity of ethinyl estradiol, depending on the endpoint chosen.
[Comparative study of the effect of ethinyl estradiol and mestranol. Clinical data from the literature].
R Pellegrini et al.
Quaderni di clinica ostetrica e ginecologica, 24(9), 597-617 (1969-09-01)
Si Wang et al.
Toxicological sciences : an official journal of the Society of Toxicology, 141(1), 78-89 (2014-06-15)
In the present study, a previously established integrated testing strategy (ITS) for in vitro estrogenicity testing was extended with additional in vitro assays in order to broaden its sensitivity to different modes of action resulting in apparent estrogenicity, i.e., other

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