E125
β-Estradiol
Synonym(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
Empirical Formula (Hill Notation):
C18H24O2
CAS Number:
Molecular Weight:
272.38
EC Number:
200-023-8
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
1914275
MDL number:
mp
176-180 °C (lit.)
storage temp.
2-8°C
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
Gene Information
human ... ESR1(2099)
Biochem/physiol Actions
The major estrogen secreted by the premenopausal ovary.
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.
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Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
188.6 °F
flash_point_c
87 °C
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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Selective estrogen receptor modulators in the ruthenocene series. Synthesis and biological behavior.
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
Hirotaka Ishii et al.
The Neuroscientist : a review journal bringing neurobiology, neurology and psychiatry, 13(4), 323-334 (2007-07-24)
It is believed that sex hormones are synthesized in the gonads and reach the brain via the blood circulation. In contrast with this view, the authors have demonstrated that sex hormones are also synthesized locally in the hippocampus and that
Steffen Renner et al.
Nature chemical biology, 5(8), 585-592 (2009-06-30)
The structure- and chemistry-based hierarchical organization of library scaffolds in tree-like arrangements provides a valid, intuitive means to map and navigate chemical space. We demonstrate that scaffold trees built using bioactivity as the key selection criterion for structural simplification during
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SAB1306163-400UL | 04061835631612 |