17beta-estradiol-2,4,16,16,17-d5

Names

[ CAS No. ]:
221093-45-4

[ Name ]:
17beta-estradiol-2,4,16,16,17-d5

[Synonym ]:
17|A-Estradiol-2,4,16,16,17-d5
(17β)-(2,4,16,16,17-H)Estra-1,3,5(10)-triene-3,17-diol
Estra-1,3,5(10)-triene-2,4,16,16,17-d-3,17-diol, (17β)-

Biological Activity

[Description]:

Estradiol-d5 is deuterium labeled Estradiol. Estradiol is a steroid sex hormone vital to the maintenance of fertility and secondary sexual characteristics in females. Estradiol upregulates IL-6 expression through the estrogen receptor β (ERβ) pathway[1][2][3].

[Related Catalog]:

Signaling Pathways >> Others >> Estrogen Receptor/ERR
Research Areas >> Cancer
Research Areas >> Endocrinology

[In Vitro]

Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs[1].

[References]

[1]. Harburger LL, et al. Dose-dependent effects of post-training estradiol plus progesterone treatment on object memory consolidation and hippocampal extracellular signal-regulated kinase activation in young ovariectomized mice. Neuroscience. 2009;160(1):6-12.

[2]. Mermelstein PG, et al. Estradiol reduces calcium currents in rat neostriatal neurons via a membrane receptor. J Neurosci. 1996 Jan 15;16(2):595-604.

[3]. Quanfu Huang, et al. 17β-estradiol Upregulates IL6 Expression Through the ERβ Pathway to Promote Lung Adenocarcinoma Progression. J Exp Clin Cancer Res. 2018 Jul 3;37(1):133.

[4]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

[5]. Woolley CS, et al. Estradiol increases the sensitivity of hippocampal CA1 pyramidal cells to NMDA receptor-mediated synaptic input: correlation with dendritic spine density. J Neurosci. 1997 Mar 1;17(5):1848-59.

[6]. Woolley CS, et al. Estradiol mediates fluctuation in hippocampal synapse density during the estrous cycle in the adult rat. J Neurosci. 1992 Jul;12(7):2549-54.

[7]. Woolley CS, et al. Roles of estradiol and progesterone in regulation of hippocampal dendritic spine density during the estrous cycle in the rat. J Comp Neurol. 1993 Oct 8;336(2):293-306.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
445.9±45.0 °C at 760 mmHg

[ Melting Point ]:
178-179ºC(lit.)

[ Molecular Formula ]:
C18H19D5O2

[ Molecular Weight ]:
277.41

[ Flash Point ]:
209.6±23.3 °C

[ Exact Mass ]:
277.209015

[ PSA ]:
40.46000

[ LogP ]:
4.13

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.599

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H350

[ Precautionary Statements ]:
P201-P308 + P313

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R45

[ Safety Phrases ]:
53-45

[ RIDADR ]:
UN 1648 3 / PGII

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Related Compounds