equilenin
equilenin structure
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Common Name | equilenin | ||
|---|---|---|---|---|
| CAS Number | 517-09-9 | Molecular Weight | 266.33400 | |
| Density | 1.242g/cm3 | Boiling Point | 472.6ºC at 760mmHg | |
| Molecular Formula | C18H18O2 | Melting Point | 258-259° | |
| MSDS | USA | Flash Point | 200.9ºC | |
| Symbol |
GHS02, GHS07 |
Signal Word | Danger | |
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Development of a liquid chromatography electrospray ionization tandem mass spectrometry method for analysis of stable 4-hydroxyequilenin-DNA adducts in human breast cancer cells.
Chem. Res. Toxicol. 22(6) , 1129-36, (2009) Estrogen-DNA adducts are potential biomarkers for assessing cancer risk and progression in estrogen-dependent cancer. 4-Hydroxyequilenin (4-OHEN), the major catechol metabolite of equine estrogens present in hormone replacement therapy formulations, autoxidiz... |
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Activation of estrogen receptor-mediated gene transcription by the equine estrogen metabolite, 4-methoxyequilenin, in human breast cancer cells.
Endocrinology 148(10) , 4793-802, (2007) 4-Methoxyequilenin (4-MeOEN) is an O-methylated metabolite in equine estrogen metabolism. O-methylation of catechol estrogens is considered as a protective mechanism; however, comparison of the properties of 4-MeOEN with estradiol (E(2)) in human breast cance... |
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Mechanism of translesion synthesis past an equine estrogen-DNA adduct by Y-family DNA polymerases.
J. Mol. Biol. 371(5) , 1151-62, (2007) 4-Hydroxyequilenin (4-OHEN)-dC is a major, potentially mutagenic DNA adduct induced by equine estrogens used for hormone replacement therapy. To study the miscoding property of 4-OHEN-dC and the involvement of Y-family human DNA polymerases (pols) eta, kappa ... |
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Synthesis and in vitro antibacterial activity of novel heterocyclic derivatives of 18-nor-equilenin.
Eur. J. Med. Chem. 41(7) , 891-5, (2006) Syntheses of novel heterocyclic derivatives of 18-nor-equilenin, namely, (12H-11-oxa-17-thia-15-aza-cyclopenta[a]phenanthrene-16-yl)-hydrazine (4a/b) and its fused [1,2,4]triazolo derivatives6H-5-oxa-7-thia-8,9,10a-triaza-pentaleno[4,5-a]phenanthrene (5a/b), ... |
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Equilenin-derived DNA adducts to cytosine in DNA duplexes: structures and thermodynamics.
Biochemistry 44(44) , 14565-76, (2005) The drug Premarin is the most widely used formula for hormone replacement therapy. However, long-term exposure to estrogens from the Premarin drug increases the risk of breast cancer. Equilin and equilenin, major components of Premarin, are predominantly meta... |
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4-hydroxyequilenin-adenine lesions in DNA duplexes: stereochemistry, damage site, and structure.
Biochemistry 46(1) , 182-91, (2007) The equine estrogens, equilin and equilenin, are major components of the drug Premarin, the most widely used formula for hormone replacement therapy. The derivative 4-hydroxyequilenin (4-OHEN), a major phase I metabolite of equilin and equilenin, autoxidizes ... |
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NMR and computational studies of stereoisomeric equine estrogen-derived DNA cytidine adducts in oligonucleotide duplexes: opposite orientations of diastereomeric forms.
Biochemistry 48(30) , 7098-109, (2009) The equine estrogens equilin (EQ) and equilenin (EN) are the active components in the widely prescribed hormone replacement therapy formulation Premarin. Metabolic activation of EQ and EN generates the catechol 4-hydroxyequilenin (4-OHEN) that autoxidizes to ... |
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Response of human mammary epithelial cells to DNA damage induced by 4-hydroxyequilenin: Lack of p53-mediated G1 arrest.
Chem. Biol. Interact. 161(3) , 271-8, (2006) Long-term exposure to synthetic and endogenous estrogens has been associated with the development of cancer in several tissues. One potential mechanism of estrogen carcinogenesis involves catechol formation and these catechols are further oxidized to electrop... |
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In the mix: equine estrogens used in HRT.
Environ. Sci. Technol. 43(10) , 3404, (2009)
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Estrogenic activity of the equine estrogen metabolite, 4-methoxyequilenin.
Adv. Exp. Med. Biol. 617 , 601-7, (2008) Oxidative metabolism of estrogens has been associated with genotoxicity. O-methylation of catechol estrogens is considered as a protective mechanism. 4-Methoxyequilenin (4-MeOEN) is the O-methylated product of 4-hydroxyequilenin (4-OHEN). 4-OHEN, the major ca... |