alpha-EstradiolA ligand for ERα and ERβ

α-Estradiol (CAS 57-91-0)

α-Estradiol | CAS 57-91-0 is rated 5.0 out of 5 by 1.
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Synonym: 1,3,5(10)-Estratriene-3,17α-diol; 3,17α-Dihydroxy-1,3,5(10)-estratriene; Epiestradiol
Application: A ligand for ERα and ERβ
CAS Number: 57-91-0
Purity: ≥96%
Molecular Weight: 272.38
Molecular Formula: C18H24O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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α-Estradiol is an endogenous ligand for estrogen receptors ERα (Ki = 0.2 nM) and ERβ (Ki = 1.2 nM). Studies indicate that α-Estradiol is a short acting estrogen which only forms complexes with estrogen ligand receptors for a short period of time. These studies suggest that α-estradiol is beneficial in studying the affects caused by the MAPK signaling cascade such as cell division, neuronal differentiation, and neuronal survival in the developing brain. Furthermore, α-estradiol inhibits the influx of calcium in human aortic smooth muscle cells.


References

1. Kuiper, G G., et al., 1997. Comparison of the ligand binding specificity and transcript tissue distribution of estrogen receptors alpha and beta. Endocrinology. 138(3): 863-70. PMID: 9048584
2. Seeger, H., et al., 1999. Calcium antagonistic effect of 17 alpha-estradiol derivatives: in vitro examinations. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 13(4): 246-8. PMID: 10533159
3. Toran-Allerand, C Dominique., et al., 2002. ER-X: a novel, plasma membrane-associated, putative estrogen receptor that is regulated during development and after ischemic brain injury. The Journal of neuroscience : the official journal of the Society for Neuroscience. 22(19): 8391-401. PMID: 12351713

Appearance :
Crystalline
Physical State :
Solid
Solubility :
Soluble in DMSO (100 mM), ethanol (50 mg/ml), methanol, and chloroform (1:435). Insoluble in water.
Storage :
Store at room temperature
Melting Point :
216-219° C
Boiling Point :
~445.9° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.60 (Predicted)
Optical Activity :
α20/D +48°, c = 0.9 in Dioxane; α20/D +55.1°, c = 0.4 in Dioxane
IC50 :
MCF7: EC5050 = 0.38 nM (human); ERα : EC5050 = 1.5 nM (human); ERβ: EC5050 = 4.5 nM (human); Androgen Receptor: IC50 = 75.86 µM (rat)
Ki Data :
ERα receptors: Ki= 0.2 nM; ERβ receptors: Ki= 1.2 nM
pK Values :
pKa: 10.27 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
KG3750000
PubChem CID :
68570
Merck Index :
14: 3704
MDL Number :
MFCD00064144
EC Number :
200-354-8
Beilstein Registry :
2698044
SMILES :
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@H]2O)CCC4=C3C=CC(=C4)O

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alpha-Estradiol  Product Citations

See how others have used alpha-Estradiol. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 27634755  Allain, C. et al. 2016. Cancer Res. 76: 6374-6381.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Toran Toran-Allerand et al. (PubMed ID 12351713) found that alpha-estradiol phosphorylated and activated MAPK signaling pathways needed for neuronal differentiation and survival after ischemic brain injury. -SCBT Publication Review
Date published: 2015-01-20
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