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E1132

Sigma-Aldrich

β-Estradiol

analytical standard

Synonyme(s) :

1,3,5-Estratriene-3,17β-diol, 17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, Dihydrofolliculin

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About This Item

Formule empirique (notation de Hill):
C18H24O2
Numéro CAS:
50-28-2
Poids moléculaire :
272.38
Numéro Beilstein :
1914275
Numéro CE :
200-023-8
Numéro MDL:
MFCD00003693
Code UNSPSC :
12352104
ID de substance PubChem :
24894389
Nomenclature NACRES :
NA.77

Qualité

analytical standard

Niveau de qualité

200

Conditionnement

vial of 250 mg

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

176-180 °C (lit.)

Application(s)

pharmaceutical

Chaîne SMILES 

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

Clé InChI

VOXZDWNPVJITMN-ZBRFXRBCSA-N

Informations sur le gène

human ... ESR1(2099) , ESR2(2100) , ESRRA(2101) , ESRRB(2103) , GPER(2852) , SERPINA6(866)
mouse ... Esr1(13982) , Esr2(13983) , Esrra(26379)
rat ... Afp(24177) , Ar(24208) , Esr1(24890) , Esr2(25149) , Shbg(24775)

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Actions biochimiques/physiologiques

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.

Conditionnement

Supplied in amber screw-cap vials

Pictogrammes

Health hazardEnvironment
GHS08,GHS09

Mention d'avertissement

Danger

Mentions de danger

H351,H360FD,H362,H410

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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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