2-Methoxyestradiol-d5

Modify Date: 2024-01-09 10:39:44

2-Methoxyestradiol-d5 Structure
2-Methoxyestradiol-d5 structure
Common Name 2-Methoxyestradiol-d5
CAS Number 358731-34-7 Molecular Weight 307.44
Density 1.2±0.1 g/cm3 Boiling Point 464.4±45.0 °C at 760 mmHg
Molecular Formula C19H21D5O3 Melting Point N/A
MSDS USA Flash Point 234.7±28.7 °C

 Use of 2-Methoxyestradiol-d5


2-Methoxyestradiol-d5 is the deuterium labeled 2-Hydroxyestradiol. 2-Methoxyestradiol (2-ME2), an orally active endogenous metabolite of 17β-estradiol (E2), is an apoptosis inducer and an angiogenesis inhibitor with potent antineoplastic activity. 2-Methoxyestradiol also destablize microtubules. 2-Methoxyestradio, also a potent superoxide dismutase (SOD) inhibitor and a ROS-generating agent, induces autophagy in the transformed cell line HEK293 and the cancer cell lines U87 and HeLa[1][2][3][4][5][6][7].

 Names

Name 2-methoxy-17beta-estradiol-1,4,16,16,17-d5
Synonym More Synonyms

 2-Methoxyestradiol-d5 Biological Activity

Description 2-Methoxyestradiol-d5 is the deuterium labeled 2-Hydroxyestradiol. 2-Methoxyestradiol (2-ME2), an orally active endogenous metabolite of 17β-estradiol (E2), is an apoptosis inducer and an angiogenesis inhibitor with potent antineoplastic activity. 2-Methoxyestradiol also destablize microtubules. 2-Methoxyestradio, also a potent superoxide dismutase (SOD) inhibitor and a ROS-generating agent, induces autophagy in the transformed cell line HEK293 and the cancer cell lines U87 and HeLa[1][2][3][4][5][6][7].
Related Catalog
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]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

[2]. Kamath K, et al. 2-Methoxyestradiol suppresses microtubule dynamics and arrests mitosis without depolymerizing microtubules. Mol Cancer Ther. 2006 Sep;5(9):2225-33.

[3]. Aquino-Gálvez A, et al. Effects of 2-methoxyestradiol on apoptosis and HIF-1α and HIF-2α expression in lung cancer cells under normoxia and hypoxia. Oncol Rep. 2016 Jan;35(1):577-83.

[4]. Xu L, et al. 2-Methoxyestradiol Alleviates Experimental Autoimmune Uveitis by Inhibiting Lymphocytes Proliferation and T Cell Differentiation. Biomed Res Int. 2016;2016:7948345.

[5]. Kang SH, et al. Antitumor effect of 2-methoxyestradiol in a rat orthotopic brain tumor model. Cancer Res. 2006, 66(24),11991-11997.

[6]. LaVallee TM, et al. 2-Methoxyestradiol inhibits proliferation and induces apoptosis independently of estrogen receptorsalpha and beta. Cancer Res. 2002 Jul 1;62(13):3691-7.

[7]. Chen Y, et al. Oxidative stress induces autophagic cell death independent of apoptosis in transformed and cancer cells. Cell Death Differ. 2008;15(1):171-182.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 464.4±45.0 °C at 760 mmHg
Molecular Formula C19H21D5O3
Molecular Weight 307.44
Flash Point 234.7±28.7 °C
Exact Mass 307.219574
PSA 49.69000
LogP 3.84
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.586

 Synonyms

(17β)-2-Methoxy(1,4,16,16,17-H)estra-1(10),2,4-triene-3,17-diol
(17β)-2-Methoxy(1,4,16,16,17-H)estra-1,3,5(10)-triene-3,17-diol
Estra-1(10),2,4-triene-1,4,16,16,17-d-3,17-diol, 2-methoxy-, (17β)-
Estra-1,3,5(10)-triene-1,4,16,16,17-d-3,17-diol, 2-methoxy-, (17β)-