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1217470-09-1

1217470-09-1 Structure

1217470-09-1 Structure
IdentificationBack Directory
[Name]

2-Hydroxyestradiol 2-methyl-13C,d3-ether, 2-Methoxy-13C,d3-estradiol, 3,17β-Dihydroxy-2-methoxy-13C,d3-1,3,5(10)-estratriene, 2,3,17β-Trihydroxy-1,3,5(10)-estratriene-2-methyl-13C,d3-ether, 1,3,5(10)-Estratriene-2,3,17-triol 2-methyl-13C,d3-ether
[CAS]

1217470-09-1
[Synonyms]

2-Methoxy-13C,d3-estradiol
2-Hydroxyestradiol 2-methyl-13C,d3-ether, 2-Methoxy-13C,d3-estradiol, 3,17β-Dihydroxy-2-methoxy-13C,d3-1,3,5(10)-estratriene, 2,3,17β-Trihydroxy-1,3,5(10)-estratriene-2-methyl-13C,d3-ether, 1,3,5(10)-Estratriene-2,3,17-triol 2-methyl-13C,d3-ether
[Molecular Formula]

C19H26O3
[MDL Number]

MFCD11656125
[MOL File]

1217470-09-1.mol
[Molecular Weight]

303.417
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

45-46-60-61-23/24/25-36/37/38-48
[Safety Statements ]

53-22-26-36/37/39-45
[RIDADR ]

UN 3077 9/PG 3
[RTECS ]

KG7537500
Hazard InformationBack Directory
[Uses]

2-Methoxyestradiol-13C,d3 is the 13C- and deuterium labeled 2-Methoxyestradiol. 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].
[References]

[1] Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216. DOI:10.1177/1060028018797110
[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. DOI:10.1158/1535-7163.MCT-06-0113
[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. DOI:10.3892/or.2015.4399
[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. DOI:10.1155/2016/7948345
[5] Kang SH, et al. Antitumor effect of 2-methoxyestradiol in a rat orthotopic brain tumor model. Cancer Res. 2006, 66(24),11991-11997. DOI:10.1158/0008-5472.CAN-06-1320
[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. PMID:12097276
[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. DOI:10.1038/sj.cdd.4402233
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