362-07-2
362-07-2
Chemical Structure
2-Methoxyestradiol
Synonym(s): 2-ME2; NSC-659853
- CAS No.: 362-07-2
- Formula:C19H26O3
- Molecular Weight:302.41
IUPAC Name: (8R,9S,13S,14S,17S)-2-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
InChIKey: CQOQDQWUFQDJMK-SSTWWWIQSA-N
SMILES: OC1=CC2=C([C@]3(CC[C@@]4([C@H](CC[C@]4([C@@]3(CC2)[H])[H])O)C)[H])C=C1OC
Biological Activity: 2-Methoxyestradiol (2-ME2; NSC-659853) is an endogenous steroid metabolite generated from 17β-estradiol, possessing various activities such as antitumor and antiangiogenic effects. 2-Methoxyestradiol competitively binds to the colchicine-binding site of tubulin (tubulin), interfering with microtubule assembly dynamics. 2-Methoxyestradiol inhibits CYP1A1/CYP1B1, HIF-1α/2α, and superoxide dismutase, activates the JNK signaling pathway, elevates ROS levels, and induces cell cycle arrest and apoptosis (apoptosis). 2-Methoxyestradiol is used in cancer-related research, such as breast cancer, prostate cancer, and multiple myeloma[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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2-Methoxyestradiol | 99.76% | 2-Methoxyestradiol (2-ME2; NSC-659853) is an endogenous steroid metabolite generated from 17β-estradiol, possessing various activities such as antitumor and antiangiogenic effects. 2-Methoxyestradiol competitively binds to the colchicine-binding site of tubulin (tubulin), interfering with microtubule assembly dynamics. 2-Methoxyestradiol inhibits CYP1A1/CYP1B1, HIF-1α/2α, and superoxide dismutase, activates the JNK signaling pathway, elevates ROS levels, and induces cell cycle arrest and apoptosis (apoptosis). 2-Methoxyestradiol is used in cancer-related research, such as breast cancer, prostate cancer, and multiple myeloma. | ||||||||||||||||||||
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2-Methoxyestradiol (Standard) | ≥98% | 2-Methoxyestradiol (Standard) (2-ME2 (Standard); NSC-659853 (Standard)) is the analytical standard of 2-Methoxyestradiol (HY-12033). This product is intended for research and analytical applications. 2-Methoxyestradiol (2-ME2; NSC-659853) is an endogenous steroid metabolite generated from 17β-estradiol, possessing various activities such as antitumor and antiangiogenic effects. 2-Methoxyestradiol competitively binds to the colchicine-binding site of tubulin (tubulin), interfering with microtubule assembly dynamics. 2-Methoxyestradiol inhibits CYP1A1/CYP1B1, HIF-1α/2α, and superoxide dismutase, activates the JNK signaling pathway, elevates ROS levels, and induces cell cycle arrest and apoptosis (apoptosis). 2-Methoxyestradiol is used in cancer-related research, such as breast cancer, prostate cancer, and multiple myeloma. | ||||||||||||||||||||
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2-Methoxyestradiol-d5 | 98.67% | 2-Methoxyestradiol-d5 (2-ME2-d5; NSC-659853-d5) is the deuterated-labeled 2-Methoxyestradiol (HY-12033). 2-Methoxyestradiol (2-ME2; NSC-659853) is an endogenous steroid metabolite generated from 17β-estradiol, possessing various activities such as antitumor and antiangiogenic effects. 2-Methoxyestradiol competitively binds to the colchicine-binding site of tubulin (tubulin), interfering with microtubule assembly dynamics. 2-Methoxyestradiol inhibits CYP1A1/CYP1B1, HIF-1α/2α, and superoxide dismutase, activates the JNK signaling pathway, elevates ROS levels, and induces cell cycle arrest and apoptosis (apoptosis). 2-Methoxyestradiol is used in cancer-related research, such as breast cancer, prostate cancer, and multiple myeloma. | ||||||||||||||||||||
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2-Methoxyestradiol-13C,d3 | 2-Methoxyestradiol-13C,d3 (2-ME2-13C,d3; NSC-659853-13C,d3) is the deuterated, 13C-labeled 2-Methoxyestradiol (HY-12033). 2-Methoxyestradiol (2-ME2; NSC-659853) is an endogenous steroid metabolite generated from 17β-estradiol, possessing various activities such as antitumor and antiangiogenic effects. 2-Methoxyestradiol competitively binds to the colchicine-binding site of tubulin (tubulin), interfering with microtubule assembly dynamics. 2-Methoxyestradiol inhibits CYP1A1/CYP1B1, HIF-1α/2α, and superoxide dismutase, activates the JNK signaling pathway, elevates ROS levels, and induces cell cycle arrest and apoptosis (apoptosis). 2-Methoxyestradiol is used in cancer-related research, such as breast cancer, prostate cancer, and multiple myeloma. | |||||||||||||||||||||
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2-Methoxyestradiol-13C6 | 2-Methoxyestradiol-13C6 (2-ME2-13C6; NSC-659853-13C6) is the 13C-labeled 2-Methoxyestradiol (HY-12033). 2-Methoxyestradiol (2-ME2; NSC-659853) is an endogenous steroid metabolite generated from 17β-estradiol, possessing various activities such as antitumor and antiangiogenic effects. 2-Methoxyestradiol competitively binds to the colchicine-binding site of tubulin (tubulin), interfering with microtubule assembly dynamics. 2-Methoxyestradiol inhibits CYP1A1/CYP1B1, HIF-1α/2α, and superoxide dismutase, activates the JNK signaling pathway, elevates ROS levels, and induces cell cycle arrest and apoptosis (apoptosis). 2-Methoxyestradiol is used in cancer-related research, such as breast cancer, prostate cancer, and multiple myeloma. | |||||||||||||||||||||
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2-Hydroxyestrone-d4 | 97.94% | 2-Hydroxyestrone-d4 is the deuterium labeled 2-Hydroxyestrone. 2-Hydroxyestrone (Catecholestrone) is a specific receptor-mediated antiestrogenic agent. 2-Hydroxyestrone is anticarcinogenic. | ||||||||||||||||||||
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2-Methoxyestrone (Standard) | ≥98% | 2-Methoxyestrone (Standard) is the analytical standard of 2-Methoxyestrone (HY-113252). This product is intended for research and analytical applications. 2-Methoxyestrone is an estrogen metabolite with antimitotic activity. 2-Methoxyestrone acts as a liver-specific prohormone that undergoes demethylation to form active 2-hydroxyestrogens, and it can also interconvert with 2-Methoxyestradiol (HY-12033) via the 17β-hydroxysteroid dehydrogenase pathway. In the presence of all-trans retinoic acid, 2-Methoxyestrone exerts a strong, concentration-dependent inhibitory effect on cell growth. 2-Methoxyestrone delays the progression of pulmonary hypertension in rats, alleviates right ventricular and pulmonary vascular remodeling, and relieves proliferative pulmonary hypertension in rats. 2-Methoxyestrone can be used in studies related to proliferative pulmonary hypertension. | ||||||||||||||||||||
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2-Methoxyestrone-d4 | 98.59% | 2-Methoxyestrone-d4 is the deuterated-labeled 2-Methoxyestrone (HY-113252). 2-Methoxyestrone is an estrogen metabolite with antimitotic activity. 2-Methoxyestrone acts as a liver-specific prohormone that undergoes demethylation to form active 2-hydroxyestrogens, and it can also interconvert with 2-Methoxyestradiol (HY-12033) via the 17β-hydroxysteroid dehydrogenase pathway. In the presence of all-trans retinoic acid, 2-Methoxyestrone exerts a strong, concentration-dependent inhibitory effect on cell growth. 2-Methoxyestrone delays the progression of pulmonary hypertension in rats, alleviates right ventricular and pulmonary vascular remodeling, and relieves proliferative pulmonary hypertension in rats. 2-Methoxyestrone can be used in studies related to proliferative pulmonary hypertension. | ||||||||||||||||||||
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2-Iodoestradiol | 2-Iodoestradiol is a potent human sex hormone binding globulin (SHBG) ligand with a remarkably high affinity for SHBG. 2-Iodoestradiol exhibits competition for the same binding site as dihydrotestosterone in binding to human SHBG. The binding affinity constant of 2-Iodoestradiol at physiological pH and 37 degrees Celsius is 2.4 x 10(9) M-1, exceeding that for SHBG. 2-Iodoestradiol has been shown to bind to serum albumin, but with lower affinity. The radioisotope 125I-derivative of 2-Iodoestradiol has been used to study the binding properties of human SHBG, demonstrating its potential application in biological research. | |||||||||||||||||||||
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2-Hydroxyestradiol (Standard) | ≥98% | 2-Hydroxyestradiol (Standard) is the analytical standard of 2-Hydroxyestradiol. This product is intended for research and analytical applications. 2-Hydroxyestradiol, a metabolite of 17β-estradiol with minimal estrogenic activity, possesses antioxidant effects and reacts with DNA to form stable adducts and exerts genotoxicity. | ||||||||||||||||||||
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2-Hydroxyestradiol-d5 | 2-Hydroxyestradiol-d5 is the deuterium labeled 2-Hydroxyestradiol. 2-Hydroxyestradiol, a metabolite of 17β-estradiol with minimal estrogenic activity, possesses antioxidant effects and reacts with DNA to form stable adducts and exerts genotoxicity[. | |||||||||||||||||||||
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2-Bromoestradiol | 99.59% | 2-Bromoestradiol is a estrogen 2-hydroxylase inhibitor. 2-Bromoestradiol decreases irreversible binding of radiolabeled estradiol metabolite(s) to microsomal proteins. | ||||||||||||||||||||
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17β-Estradiol-13C3 | 98.1% | 17β-Estradiol-13C3 is the 13C labeled 17β-Estradiol. | ||||||||||||||||||||
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4-Hydroxy-17β-estradiol-1,2,16,16,17-d5 | 4-Hydroxy-17β-estradiol-1,2,16,16,17-d5 is the deuterium labeled 4-Hydroxy-17β-estradiol-1,2,16,16,17. | |||||||||||||||||||||
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4-Methoxyestradiol | 4-Methoxyestradiol is methoxylestradiol that induces oxidative DNA damage in human lung epithelial cells. 4-Methoxyestradiol also elevates ROS and SOD activities in H1355 cells. | |||||||||||||||||||||
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2-Methoxyestradiol-17beta 3-sulfate | 2-Methoxyestradiol-17beta 3-sulfate is a nucleoside metabolite. | |||||||||||||||||||||
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Estradiol-d3 | 98.60% | Estradiol-d3 is the 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. | ||||||||||||||||||||
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Estradiol-d4 | 99.12% | Estradiol-d4 is the 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. | ||||||||||||||||||||
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Estradiol-d5 | 98.66% | 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. | ||||||||||||||||||||
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Ethynyl Estradiol-d4 | 99.25% | Ethynyl Estradiol-d4 is the deuterium labeled Ethynyl Estradiol. Ethynyl Estradiol (17α-Ethynylestradiol;Ethynylestradiol) is an orally bio-active estrogen used in almost all modern formulations of combined oral contraceptive pills. Ethynyl Estradiol-d4 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | ||||||||||||||||||||
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Estriol-d3 | 99.62% | Estriol-d3 is the deuterium labeled Estriol. Estriol is an antagonist of the G-protein coupled estrogen receptor in estrogen receptor-negative breast cancer cells. | ||||||||||||||||||||
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Estradiol 3-methyl ether | 99.07% | Estradiol 3-methyl ether (EDME) is a highly selective TRPML1 ion channel antagonist and microtubule (microtubule) depolymerizing agent, with IC50 values of 0.22 μM and 3.8 μM against TRPML1 and TRPML2, respectively; it shows no activity against TRPML3. Estradiol 3-methyl ether induces the disruption of cytoplasmic microtubule networks in mammalian cells, with an EC50 of 9 μM. Independent of estrogen receptors, Estradiol 3-methyl ether blocks autophagy (autophagy), TFEB nuclear translocation, and inhibits the migration and invasion of triple-negative breast cancer cells by suppressing TRPML1. Estradiol 3-methyl ether is applicable for relevant research on triple-negative breast cancer. | ||||||||||||||||||||
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4-Hydroxyestrone-d4 | 99.35% | 4-Hydroxyestrone (4-OHE1)-d4 is the deuterium labeled 4-Hydroxyestrone (HY-W009300). 4-Hydroxyestrone is a brain-penetrant estrogen metabolite. 4-Hydroxyestrone shows neuroprotective effects involving increased cytoplasmic localization of p53 resulting from SIRT1-mediated p53 deacetylation. 4-Hydroxyestrone relies on PDI to mediate its protective effect against chemically induced ferroptosis in estrogen receptor-negative cancer cells. 4-Hydroxyestrone inhibits lipid peroxidation and lipid-ROS accumulation. 4-Hydroxyestrone blocks preovulatory luteinizing hormone surges in Rattus norvegicus. 4-Hydroxyestrone can be used for the researches of neurodegeneration, breast cancer and endocrine disease. | ||||||||||||||||||||
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2-Methyl estradiol | 2-Methyl estradiol, an endogenous metabolite of Estradiol (HY-B0141), inhibits cell proliferation and angiogenesis, with IC50 values of 3 and 2.39 μM for HUVEC and MCF-7 human breast cancer cell proliferation, respectively. |
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References
- [1]. Lakhani NJ, et al. 2-Methoxyestradiol, a promising anticancer agent. Pharmacotherapy. 2003 Feb;23(2):165-72.
- [2]. Mooberry SL, et al. Mechanism of action of 2-methoxyestradiol: new developments. Drug resistance updates : reviews and commentaries in antimicrobial and anticancer chemotherapy. 2003 Dec;6(6):355-61. [Content Brief]
- [3]. LaVallee TM, et al. 2-Methoxyestradiol inhibits proliferation and induces apoptosis independently of estrogen receptors alpha and beta. Cancer research. 2002 Jul 01;62(13):3691-7. [Content Brief]
- [4]. Pribluda VS, et al. 2-Methoxyestradiol: an endogenous antiangiogenic and antiproliferative drug candidate. Cancer metastasis reviews. 2000;19(1-2):173-9.
