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1260001

USP

Ethinyl estradiol

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

17α-Ethynylestradiol, 17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol, 19-Nor-1,3,5(10),17α-pregnatrien-20-yne-3,17-diol, Ethinylestradiol

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About This Item

Empirical Formula (Hill Notation):
C20H24O2
CAS Number:
57-63-6
Molecular Weight:
296.40
Beilstein:
2419975
MDL number:
MFCD00003690
UNSPSC Code:
41116107
PubChem Substance ID:
329749765
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

ethinyl estradiol

manufacturer/tradename

USP

mp

182-183 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])CCc4cc(O)ccc24

InChI

1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1

InChI key

BFPYWIDHMRZLRN-SLHNCBLASA-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

Ethinyl estradiol USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Desogestrel and Ethinyl Estradiol Tablets
  • Drospirenone and Ethinyl Estradiol Tablets
  • Ethinyl Estradiol
  • Ethinyl Estradiol Tablets
  • Ethynodiol Diacetate and Ethinyl Estradiol Tablets
  • Levonorgestrel and Ethinyl Estradiol Tablets
  • Norethindrone Acetate and Ethinyl Estradiol Tablets

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Signal Word

Danger

Hazard Statements

H302,H351,H360Fd,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 1 - Carc. 2 - Repr. 1A

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Per Hallgren et al.
Environmental toxicology and chemistry, 33(4), 930-936 (2014-03-13)
Endocrine-disrupting chemicals are known to alter the fitness of individual organisms via changes in growth, behavior, and reproduction. It is largely unknown, however, whether these effects cascade through the food web and indirectly affect other, less sensitive organisms. The authors
Robert W Flick et al.
Aquatic toxicology (Amsterdam, Netherlands), 152, 353-360 (2014-05-13)
Vitellogenin is frequently used as a biomarker of exposure to environmental estrogens due to its specificity and sensitivity. Appropriate incorporation of this biomarker into environmental monitoring and assessment necessitates evaluation of its critical performance parameters. In this study, we characterize
Hongjian Zhang et al.
Clinical pharmacokinetics, 46(2), 133-157 (2007-01-27)
17alpha-Ethinylestradiol (EE) is widely used as the estrogenic component of oral contraceptives (OC). In vitro and in vivo metabolism studies indicate that EE is extensively metabolised, primarily via intestinal sulfation and hepatic oxidation, glucuronidation and sulfation. Cytochrome P450 (CYP)3A4-mediated EE
Andrew M Kaunitz et al.
Obstetrics and gynecology, 123(2 Pt 1), 295-303 (2014-01-10)
To compare a new low-dose levonorgestrel and ethinyl estradiol contraceptive patch (Patch) with a combination oral contraceptive (Pill; 100 micrograms levonorgestrel, 20 micrograms ethinyl estradiol) regarding efficacy, safety, compliance, and unscheduled uterine bleeding. Women (17-40 years; body mass index 16-60)
Jeremy A Leonard et al.
Aquatic toxicology (Amsterdam, Netherlands), 150, 103-116 (2014-03-29)
The endocrine disrupting effects of estrogenic compounds in surface waters on fish, such as feminization of males and altered sex ratios, may also occur in aquatic invertebrates. However, the underlying mechanisms of action and toxicity, especially in native freshwater mussels
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