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Key Documents

Safety Information

E4876

Sigma-Aldrich

17α-Ethynylestradiol

≥98%

Synonym(s):

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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100 MG
¥1,810.17
500 MG
¥5,689.21

¥1,810.17


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100 MG
¥1,810.17
500 MG
¥5,689.21

About This Item

Empirical Formula (Hill Notation):
C20H24O2
CAS Number:
Molecular Weight:
296.40
Beilstein:
2419975
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

¥1,810.17


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biological source

synthetic

sterility

non-sterile

Assay

≥98%

form

powder

mp

182-183 °C (lit.)

solubility

ethanol: 50 mg/mL, clear, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

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

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1 of 4

This Item
606308T1502398136
technique(s)

HPLC: suitable

technique(s)

-

technique(s)

-

technique(s)

-

assay

≥99.0%

assay

99% (CP)

assay

≥99.5% (titration)

assay

≥99.0%

Quality Level

300

Quality Level

200

Quality Level

300

Quality Level

200

application(s)

general analytical
life science and biopharma
pharmaceutical

application(s)

-

application(s)

diagnostic assay manufacturing

application(s)

-

form

powder or crystals

form

solid

form

crystalline powder

form

liquid

solubility

water: 0.33 g/mL, clear, colorless to very faintly yellow

solubility

-

solubility

water: 0.333 g/mL, clear, colorless

solubility

water: miscible 1000 g/L at 20 °C

General description

17α-Ethynylestradiol (EE2) is a synthetic hormone. It is a derivative of estradiol (E2).[1] It is implicated in estrogen replacement therapy and suspension of breastfeeding.[2] EE2 is used to treat osteoporosis, menopausal and postmenopausal syndrome. It is also used to treat prostatic cancer and breast cancer in postmenopausal women.[1] EE2 functions as an endocrine-disrupting chemical (EDC).[2]

Application

17α-Ethynylestradiol has been used to study the effect of exogenous estrogen and selective estrogen receptor modulator (SERM) in rats.[3] It also has been used to increase the concentration of low density lipoprotein (LDL) receptor in rabbit liver.[4]

Biochem/physiol Actions

17α-Ethynylestradiol is an orally bio-active synthetic estrogen used as an oral contraceptive.

Signal Word

Danger

Hazard Statements

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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    Purification of low density lipoprotein receptor from liver and its quantification by anti-receptor monoclonal antibodies
    Gherardi E, et al.
    The Biochemical Journal, 253(2), 409-415 (1988)
    Analysis of 17-beta-estradiol and 17-alpha-ethinylestradiol in biological and environmental matrices?a review
    Barreiros L, et al.
    Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 126, 243-262 (2016)
    Huda Omar Ali et al.
    PloS one, 11(3), e0152114-e0152114 (2016-03-22)
    Oestrogens influence the pathology and development of hormone-sensitive breast cancers. Tissue factor pathway inhibitor (TFPI) has been shown to be associated with breast cancer pathogenesis. Recently, we found TFPI mRNA levels to be significantly reduced by oestrogens in a breast
    Occurrence of 17alpha-ethynylestradiol (EE2) in the environment and effect on exposed biota: a review
    Aris AZ, et al.
    Environment International, 69, 104-119 (2014)
    Ovariectomized rats as a model of postmenopausal osteoarthritis: validation and application
    Hoegh-Andersen P, et al.
    Arthritis Research & Therapy, 6(2), R169-R169 (2004)

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