E8515

Sigma-Aldrich

β-Estradiol 3-benzoate

≥97%

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

Quality Level

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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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.

Packaging

1, 5 g in poly bottle
200 mg in poly bottle

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

Precautionary Statements

hazcat

Carc. 2 - Repr. 1B

storage_class_code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
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...
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)
Robert K McNamara et al.
Psychoneuroendocrinology, 34(4), 532-539 (2008-12-03)
The two-fold higher prevalence rate of major depression in females may involve vulnerability to omega-3 fatty acid deficiency secondary to a dysregulation in ovarian hormones. However, the role of ovarian hormones in the regulation of brain omega-3 fatty acid composition...

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