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E1631

Sigma-Aldrich

β-Estradiol 17-valerate

≥98% (HPLC), powder

Synonym(s):

1,3,5(10)-Estratriene-3,17β-diol 17-pentanote

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About This Item

Empirical Formula (Hill Notation):
C23H32O3
CAS Number:
979-32-8
Molecular Weight:
356.50
Beilstein/REAXYS Number:
2480357
EC Number:
213-559-2
MDL number:
MFCD00056541
UNSPSC Code:
41116107
PubChem Substance ID:
24894423
NACRES:
NA.77

product name

β-Estradiol 17-valerate, ≥98%

biological source

synthetic

assay

≥98%

form

powder

technique(s)

ELISA: suitable

solubility

acetone: 25 mg/mL, hazy, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

CCCCC(=O)OC1CCC2C3CCc4cc(O)ccc4C3CCC12C

InChI

1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3

InChI key

RSEPBGGWRJCQGY-UHFFFAOYSA-N

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General description

β-Estradiol 17-valerate is a synthetic estrogen.

Application

β-Estradiol 17-valerate has been used:
  • in an in-vivo assay, to synchronize the estrus cycle in athymic nude mice, to study the effect of recombinant pigment epithelium-derived factor (rPEDF) on induced ectopic fibroid lesions
  • to study the influence of ovarian hormones on type II cGMP-dependent protein kinase (Prkg2) expression in mice
  • to induce growth of estrogen-dependent tumor cells in athymic nude mice to establish a breast cancer mouse model

Biochem/physiol Actions

Estradiol valerate is observed to be useful for treating menopausal climacteric symptoms. β-Estradiol 17-valerate is used as a source of 17β-estradiol (E2) in in vitro fertilization, hormone replacement therapy, contraceptive drugs, to study reproductive disorders in animal models. It serves as growth promoter in animal farming. β-Estradiol 17-valerate is also used to culture single-sex population among fish. Studies in rats show that β-Estradiol 17-valerate has negative effects on the estrus cycle pattern.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

Hazard Classifications

Aquatic Chronic 1 - Carc. 2 - Lact. - Repr. 2

Storage Class

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

wgk_germany

WGK 3

ppe

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

Certificates of Analysis (COA)

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This randomized controlled trial analyses the ability to control the oocyte retrieval schedule of gonadotrophin-releasing hormone antagonist cycles through the administration of oestradiol valerate during the luteo-follicular transition period prior to the initiation of ovarian stimulation. Eighty-six women undergoing ovarian
Huib A A M Van Vliet et al.
The Cochrane database of systematic reviews, (11)(11), CD009038-CD009038 (2011-11-11)
Quadriphasic oral contraceptives have been developed to reduce the adverse effects of oral contraceptives and are presented as more physiological since they mimic the natural cycle. However, suggested disadvantages of quadriphasic oral contraceptives include a possible increased risk of pill-taking
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Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology, 29(2), 173-176 (2012-10-26)
Both estrogen and testosterone insufficiency has been associated with reduced psychological well-being including fatigue. However, hormonal replacement studies on fatigue are rare. Therefore, we wanted to study the effect of testosterone and estrogen replacement therapy on cognitive fatigue and the
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Aquatic toxicology (Amsterdam, Netherlands), 134-135, 128-134 (2013-04-24)
β-estradiol 17-valerate (EV) is a synthetic estrogen widely used in combination with other steroid hormones in hormone replacement therapy drugs and is detected in natural waters. Although EV is known as an estrogenic chemical, there is still a lack of
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