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Merck
CN

H4637

4-羟基雌二醇

别名:

1,3,5(10)-Estratriene-3,4,17β-triol

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关于此项目

经验公式(希尔记法):
C18H24O3
化学文摘社编号:
分子量:
288.38
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77
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储存温度

−20°C

质量水平

SMILES字符串

[H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc4c(O)c(O)ccc24

InChI

1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1

InChI key

QOZFCKXEVSGWGS-ZHIYBZGJSA-N

基因信息

human ... ESR1(2099)
rat ... Ar(24208)

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生化/生理作用

4-Hydroxyestradiol, an metabolite of estradiol, forms adducts with adenine (N3) and guanine (N7) by depurinating sites in DNA of cultured human breast epithelial cells. This effect may play an important role in malignant transformation of these cells.

象形图

Health hazard

警示用语:

Warning

危险声明

危险分类

Carc. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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H Ka et al.
Endocrinology, 142(6), 2303-2310 (2001-05-18)
Keratinocyte growth factor (KGF) is expressed by uterine endometrial epithelial cells during the estrous cycle and during pregnancy in pigs, whereas KGF receptor is expressed in conceptus trophectoderm and endometrial epithelia. In particular, KGF expression in the endometrium is highest
Muhammad Zahid et al.
Free radical biology & medicine, 49(3), 392-400 (2010-05-18)
Catechol estrogens, especially 4-hydroxylated metabolites of 17beta-estradiol (E(2)), are responsible for estrogen-induced carcinogenesis. 4-Hydroxyestradiol (4-OHE(2)), a major metabolite of E(2) formed preferentially by cytochrome P-450 1B1, is oxidized to E(2)-3,4-quinone, which can react with DNA to yield the depurinating adducts
Sin-Aye Park et al.
Free radical research, 46(8), 1051-1057 (2012-05-11)
Excess estrogen stimulates the proliferation of mammary epithelial cells and hence represents a major risk factor for breast cancer. Estrogen is subjected to cytochrome P450-catalysed oxidative metabolism to produce an oncogenic catechol estrogen, 4-hydroxyestradiol (4-OHE₂). 4-OHE₂ undergoes redox cycling during
Wahid Ali Khan et al.
Biochimie, 95(2), 329-335 (2012-10-17)
Catecholestrogens [4-hydroxyestradiol (4-OHE(2))] have been implicated in human carcinogenesis, although the mechanism remains unestablished. In this study pUC 18 plasmid DNA was modified with 4-OHE(2) and nitric oxide (NO). The modification induced in native DNA exhibited hyperchromicity, single strand breaks
Sibele I Meireles et al.
Cancer prevention research (Philadelphia, Pa.), 3(6), 707-717 (2010-06-03)
Lung cancer is the leading cause of cancer deaths in the United States, surpassing breast cancer as the primary cause of cancer-related mortality in women. The goal of the present study was to identify early molecular changes in the lung

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