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E1132

Sigma-Aldrich

β-Estradiol

analytical standard

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Synonym(s):
1,3,5-Estratriene-3,17β-diol, 17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, Dihydrofolliculin
Empirical Formula (Hill Notation):
C18H24O2
CAS Number:
Molecular Weight:
272.38
Beilstein/REAXYS Number:
1914275
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

grade

analytical standard

packaging

vial of 250 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

176-180 °C (lit.)

application(s)

pharmaceutical

SMILES string

O[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C

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-ZBRFXRBCSA-N

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1 of 4

This Item
E8875PHR1353E1024
vibrant-m

E1132

β-Estradiol

vibrant-m

E8875

β-Estradiol

vibrant-m

PHR1353

Estradiol

vibrant-m

E1024

Estradiol

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

200

grade

analytical standard

grade

-

grade

certified reference material, pharmaceutical secondary standard

grade

-

packaging

vial of 250 mg

packaging

-

packaging

-

packaging

-

mp

176-180 °C (lit.)

mp

176-180 °C (lit.)

mp

176-180 °C (lit.)

mp

176-180 °C (lit.)

application(s)

pharmaceutical

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

Biochem/physiol Actions

The major estrogen secreted by the premenopausal ovary. Estrogens direct the development of the female phenotype in embryogenesis and during puberty by regulating gene transcription and, thus, protein synthesis. It also induces the production of gonadotropins which, in turn, induce ovulation. Exposure to estradiol increases breast cancer incidence and proliferation.

Packaging

Supplied in amber screw-cap vials

pictograms

Health hazardEnvironment

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Estradiol hemihydrate European Pharmacopoeia (EP) Reference Standard

E1620000

Estradiol hemihydrate

α-Estradiol powder, ≥98% (TLC)

Sigma-Aldrich

E8750

α-Estradiol

Estrone European Pharmacopoeia (EP) Reference Standard

E1700000

Estrone

H R Andersen et al.
Environmental health perspectives, 107 Suppl 1, 89-108 (1999-05-07)
The aim of this study was to compare results obtained by eight different short-term assays of estrogenlike actions of chemicals conducted in 10 different laboratories in five countries. Twenty chemicals were selected to represent direct-acting estrogens, compounds with estrogenic metabolites
Yun Zhu et al.
PloS one, 12(2), e0171390-e0171390 (2017-02-06)
Mammalian lignans or enterolignans are metabolites of plant lignans, an important category of phytochemicals. Although they are known to be associated with estrogenic activity, cell signaling pathways leading to specific cell functions, and especially the differences among lignans, have not
Sarah B Putman et al.
PloS one, 10(10), e0140373-e0140373 (2015-10-16)
Because of poor reproduction after the lifting of an 8-year breeding moratorium, a biomedical survey of female lions in U.S. zoos was initiated in 2007. Fecal estrogen (FEM), progestagen (FPM) and glucocorticoid (FGM) metabolites were analyzed in samples collected 3-4
Nobutada Sakagami et al.
The Journal of veterinary medical science, 76(10), 1403-1405 (2014-07-01)
The influences of glucose supplementation on early development of bovine embryos in BSA-free synthetic oviduct fluid were examined. Among the groups supplemented with 1.5, 2.0, 4.0 or 5.6 mM glucose either at 0, 72 or 144 hr after fertilization, blastocysts
Pascal Pigeon et al.
Journal of medicinal chemistry, 48(8), 2814-2821 (2005-04-15)
A series of ruthenocene derivatives, 1-[4-(O(CH(2))(n)()N(CH(3))(2))phenyl]-1-(4-hydroxyphenyl)-2-ruthenocenylbut-1-ene, with n = 2-5, based on the structure of the breast cancer drug tamoxifen has been prepared. These compounds were obtained, via a McMurry cross-coupling reaction, as a mixture of Z and E isomers

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