362-05-0
362-05-0
Chemical Structure
2-Hydroxyestradiol
- CAS No.: 362-05-0
- Formula:C18H24O3
- Molecular Weight:288.38
IUPAC Name: (8R,9S,13S,14S,17S)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-2,3,17-triol
InChIKey: DILDHNKDVHLEQB-XSSYPUMDSA-N
SMILES: OC1=C(C=C(C2=C1)CC[C@@]3([C@@]2(CC[C@]4([C@]3(CC[C@@H]4O)[H])C)[H])[H])O
Biological Activity: 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[1][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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2-Hydroxyestradiol | 98.05% | 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 (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-13C6 | 2-Hydroxyestradiol-13C6 is the 13C-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-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-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-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-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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Estradiol | 99.93% | Estradiol (β-Estradiol) is a steroid hormone and the major female sex hormone. Estradiol can up-regulate the expression of neural markers of human endometrial stem cells (hEnSCs) and promote their neural differentiation. Estradiol can be used for the research of cancers, neurodegenerative diseases and neural tissue engineering. | ||||||||||||||||||||
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Alpha-Estradiol | 99.88% | Alpha-Estradiol is a weak estrogen and a 5α-reductase inhibitor which is used as a topical medication in the treatment of androgenic alopecia. | ||||||||||||||||||||
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ent-Estradiol | Ent-Estradiol is the enantiomer of Estradiol (HY-B0141). Ent-Estradiol is a highly selective estrogen receptor ligand, but does not possess estrogenic activity. Ent-Estradiol displays IC50 values of 24.9 nM, 9.59 nM and 8.17 nM for human, rat and mouse ERβ, and 151 nM, 246 nM and 268 nM for human, rat and mouse ERα, respectively. Ent-Estradiol can be used for the study of menopausal physiological changes. | |||||||||||||||||||||
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Estradiol-13C2 | 98.72% | Estradiol-13C2 is the 13C-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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4-Hydroxyestradiol (Standard) | ≥98% | 4-Hydroxyestradiol (Standard) (4-Hydroxy-17β-estradiol (Standard)) is the analytical standard of 4-Hydroxyestradiol (HY-N10403). This product is intended for research and analytical applications. 4-Hydroxyestradiol (4-Hydroxy-17β-estradiol) is an endogenous metabolite of Estradiol (HY-B0141). 4-Hydroxyestradiol is carcinogenic and shows mutagenic activity in breast epithelial cells. 4-Hydroxyestradiol inhibits the binding of Estradiol to the estrogen receptor in a competitive manner, with a Ki of 0.48 nM. | ||||||||||||||||||||
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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]. C H Van Aswegen, et al. Binding of 2-hydroxyestradiol and 4-hydroxyestradiol to estrogen receptors from human breast cancers. J Steroid Biochem. 1989 Apr;32(4):485-92. [Content Brief]
- [3]. Yeon-Jin Hurh, et al. 2-Hydroxyestradiol induces oxidative DNA damage and apoptosis in human mammary epithelial cells. J Toxicol Environ Health A. 2004 Dec;67(23-24):1939-53. [Content Brief]
