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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:
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

Signal Word

Warning

Hazard Statements

H351,H361fd,H362,H410

Hazard Classifications

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

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

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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Kevin Hollevoet et al.
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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
Christophe Blockeel et al.
Reproductive biomedicine online, 24(3), 272-280 (2012-02-03)
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
Elizabeth Micks et al.
Women's health (London, England), 7(5), 513-524 (2011-09-02)
Estradiol valerate and dienogest have been combined to create a novel four-phasic oral contraceptive pill effective for both pregnancy prevention and treatment of heavy menstrual bleeding. This formulation represents the only oral contraceptive pill available in the USA containing an
Gonzalo Cruz et al.
Fertility and sterility, 98(5), 1283-1290 (2012-08-03)
To investigate the developmental window in which E(2) exposure produces irreversible changes in ovarian function resulting in polycystic ovary. Basic experimental study. University animal laboratory. Thirty Sprague-Dawley rats were administered a single E(2) valerate dose (10 mg/kg of weight) at
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