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E8750

Sigma-Aldrich

α-Estradiol

powder, ≥98% (TLC)

Synonym(s):

1,3,5(10)-Estratriene-3,17α-diol, 3,17α-Dihydroxy-1,3,5(10)-estratriene, Epiestradiol

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About This Item

Empirical Formula (Hill Notation):
C18H24O2
CAS Number:
57-91-0
Molecular Weight:
272.38
EC Number:
200-354-8
MDL number:
MFCD00064144
UNSPSC Code:
12352200
PubChem Substance ID:
24894682
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

Assay

≥98% (TLC)

form

powder

color

white to slight yellow

solubility

ethanol: 50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

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

InChI

1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1

InChI key

VOXZDWNPVJITMN-SFFUCWETSA-N

Gene Information

human ... ESR1(2099) , ESR2(2100)
rat ... Ar(24208)

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Biochem/physiol Actions

Estradiol (known as alpha Estradiol or 17 alpha Estradiol) is a biologically active estrogen in human breast cancer cells in tissue culture.17-estradiol and its selective receptor, ER-X, are not part of a classical hormone/receptor endocrine system but of a system with important autocrine/paracrine functions in the developing and adult brain. 17-Estradiol may have enormous implications for hormone replacement strategies at the menopause and in the treatment of such neurodegenerative disorders as Alzheimer′s disease and ischemic stroke.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Classifications

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

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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Wolf Dietrich et al.
Fertility and sterility, 95(4), 1247-1255 (2010-12-07)
To clarify, whether uterine endothelial proliferation could be regulated via an autocrine estrogen producing mechanism or direct actions of testosterone. In vitro study. Tertiary care facility. Human myometrial tissue obtained from 40 women undergoing hysterectomy without further intrauterine pathology. Cell
Jennifer R Wardell et al.
Biology of reproduction, 89(5), 116-116 (2013-09-27)
Estrogen signaling in the ovary is a fundamental component of normal ovarian function, and evidence also indicates that excessive estrogen is a risk factor for ovarian cancer. We have previously demonstrated that the gonadally enriched TFIID subunit TAF4B, a paralog
C Y Cheng et al.
Fertility and sterility, 32(5), 566-570 (1979-11-01)
In modified Tyrode's solution, 17 beta-estradiol at concentrations between 0.1 microgram/ml and 320 nmoles/ml was effective in increasing human spermatozoal forward migration. 17 alpha-Estradiol, although structurally similar to 17 beta-estradiol, had no effect on human spermatozoal motility. DL-Norgestrel at concentrations
J Pitt et al.
Journal of inherited metabolic disease, 25(2), 83-88 (2002-07-18)
Three patients with ketosis had increased excretion of 3-hydroxyglutarate (21.8-37.9 micromol/mmol creatinine; controls 2.3 +/- 1.6), an indicator of glutaryl-CoA dehydrogenase deficiency (GDHD), which normalized when the patients were nonketotic. Clinical assessment of all three patients and enzyme studies in
Cristian G Bologa et al.
Nature chemical biology, 2(4), 207-212 (2006-03-08)
Estrogen is a hormone critical in the development, normal physiology and pathophysiology of numerous human tissues. The effects of estrogen have traditionally been solely ascribed to estrogen receptor alpha (ERalpha) and more recently ERbeta, members of the soluble, nuclear ligand-activated
View All Related Papers

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UHPLC Analysis of Conjugated Estrogens on Ascentis ® Express C18

Separation of Estriol 3-(β-D-glucuronide) sodium salt; β-Estradiol 3-(β-D-glucuronide) 17-sulfate dipotassium salt; Estriol 3-sulfate sodium salt; β-Estradiol 3,17-disulfate dipotassium salt, ≥95%; β-Estradiol 17-(β-D-glucuronide) sodium salt; β-Estradiol 3-(β-D-glucuronide) sodium salt; Estrone 3-(β-D-glucuronide) sodium salt; β-Estradiol 3-sulfate sodium salt, ≥93%; Estriol, ≥97%; Estrone 3-sulfate sodium salt, contains ~35% Tris as stabilizer; β-Estradiol, ≥98%; α-Estradiol, powder, ≥98% (TLC); Estrone, ≥99%

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