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E8515

Sigma-Aldrich

β-Estradiol 3-benzoate

≥97%

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Synonym(s):
1,3,5(10)-Estratriene-3,17β-diol 3-benzoate, 3,17β-Dihydroxy-1,3,5(10)-estratriene 3-benzoate, 3-Benzoyloxy-17β-estrol
Empirical Formula (Hill Notation):
C25H28O3
CAS Number:
Molecular Weight:
376.49
Beilstein:
3107526
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97%

mp

191-198 °C (lit.)

SMILES string

[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc4cc(OC(=O)c5ccccc5)ccc24

InChI

1S/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23+,25+/m1/s1

InChI key

UYIFTLBWAOGQBI-BZDYCCQFSA-N

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This Item
E1024E1132E1600000
Estradiol meets USP testing specifications

Sigma-Aldrich

E1024

Estradiol

β-Estradiol analytical standard

Sigma-Aldrich

E1132

β-Estradiol

Estradiol benzoate European Pharmacopoeia (EP) Reference Standard

E1600000

Estradiol benzoate

mp

191-198 °C (lit.)

mp

176-180 °C (lit.)

mp

176-180 °C (lit.)

mp

191-198 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

Application

β-Estradiol 3-benzoate has been used:to mimic estradiol in rat during the oestrous cycle in rats. It has also been used along with progesterone for the induction of sexual receptivity in female rat.
Used in a study of general steroid metabolism and clearing, as groundwork for anabolic steroid screening in athletes.

Biochem/physiol Actions

β-Estradiol 3-benzoate is a synthetic estrogen. It favors breast cancer progression. It is an endocrine disrupting chemicals. It interacts with endocrine system and cause harmful effect on reproduction in animals and humans. It binds to estrogen receptors and favors tumor metastatis in breast, prostate and bone cells.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Repr. 1B

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

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Electrochemical sensing of estradiol benzoate using hydroxyapatite with three-dimensional channel frameworks
Wen Y, et al.
Analytical Methods : Advancing Methods and Applications, 9(40), 5868-5872 (2017)
Sexual behavior increases cell proliferation in the rostral migratory stream and promotes the differentiation of the new cells into neurons in the accessory olfactory bulb of female rats
Corona R, et al.
Frontiers in Neuroscience, 10, 48-48 (2016)
M A Mohr et al.
Hormones and behavior, 111, 110-113 (2018-12-16)
In females, a hallmark of puberty is the luteinizing hormone (LH) surge that triggers ovulation. Puberty initiates estrogen positive feedback onto hypothalamic circuits, which underlie the stimulation of gonadotropin releasing hormone (GnRH) neurons. In reproductively mature female rodents, both estradiol
Enhancing Effects of beta-Estradiol 3-Benzoate but Not Methoxychlor on the Promotion/Progression Stage of Chemically-induced Mammary Carcinogenesis in Ovariectomized Rats
Ueda M, et al.
Japanese Journal of Cancer Research, 93(7), 752-759 (2002)
Acupuncture does not ameliorate metabolic disturbances in the P450 aromatase inhibitor-induced rat model of polycystic ovary syndrome
Maliqueo M, et al.
Experimental Physiology, 102(1), 113-127 (2017)

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