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CAS: 57-63-6
分子式: C20H24O2
分子量: 296.40
沸点: 457.2ºC
熔点: 182-183℃
中文名称: 
17A-炔雌醇
炔雌醚
乙炔雌二醇
炔雌醇
17α-乙炔-1,3,5-(10)-雌甾三烯-1,17-二醇
炔雌醇环戊醚
英文名称: 
acetenyl estradiol
estradiol,17-ethynyl-
19-nor-17α-pregna-1,3,5(10)-trien-20-yne-3,17-diol
17α-ethinyl-17β-estradiol
19-nor-17-alpha-pregna-1,3,5(10)-trien-20-yne-3,17-diol
(17-alpha)-19-norpregna-1,3,5(10)-trien-20-yne-3,17,diol
17-alpha-ethinyl-17-beta-estradiol
17-alpha-ethinyl-3,17-dihydroxy-delta(sup 1,3,5)-estratriene
17-alpha-ethinyl-delta(sup 1,3,5(10))oestratriene-3,17-beta-diol
17-alpha-ethinylestra-1,3,5(10)-triene-3,17-beta-diol
17-alpha-ethinylestradiol
17-alpha-ethinyloestra-1,3,5(10)-triene-3,17-beta-diol
17-alpha-ethynyl-1,3,5(10)-estratriene-3,17-beta-diol
17-alpha-ethynyl-1,3,5(10)-oestratriene-3,17-beta-diol
17-alpha-ethynyl-1,3,5-oestratriene-3,17-beta-diol
17-alpha-ethynyl-17-beta-oestradiol
17-alpha-ethynylestra-1,3,5(10)-triene-3,17-beta-diol
17-alpha-ethynylestradiol
17-alpha-ethynylestradiol-17-beta
17-alpha-ethynyloestra-1,3,5(10)-triene-3,17-beta-diol
17-alpha-ethynyloestradiol
17-alpha-ethynyloestradiol-17-beta
17-ethinyl-3,17-estradiol
17-ethinyl-3,17-oestradiol
17-ethinylestradiol
17-ethynyl-3,17-dihydroxy-1,3,5-oestratriene
17-ethynyloestradiol
19-nor-17-alpha-pregna-1,3,5(10)-triene-20-yne-3,17-diol
5(10)-trien-20-yne-3,17-diol, (17 alpha)-19-norpregna-3
3,17-beta-dihydroxy-17-alpha-ethynyl-1,3,5(10)-estratriene
3,17-beta-dihydroxy-17-alpha-ethynyl-1,3,5(10)-oestratriene
aethinyoestradiol
amenoron
chee-o-gen
chee-o-genf
diognat-e
diogyn-e
diprol
dyloform
ee
ee(sub 2)
eed
eo
esteed
estigyn
estinyl
eston-e
estoral
estoral (orion)
estorals
5(10)-triene-3,17-beta-diol, 17-alpha-ethynyl-estra-3
17-ethynyl-estradio
ethidol
ethinoral
ethinyl estradiol
ethinyl-oestranol
ethinylestriol
ethinyloestradiol
ethinyloestriol
ethynylestradiol
ethynyloestradiol
eticyclin
eticyclol
etinestrol
etinestryl
etinoestryl
etistradiol
feminone
follicoral
ginestrene
inestra
linoral
lynoral
menolyn
microfollin
novestrol
nsc-10973
oradiol
orestralyn
palonyl
perovex
primogyn
primogyn c
primogyn m
progynon c
spanestrin
17-alpha-ethinylestradiol-2,4,16,16-d4
Ethinylestradiol
17-Ethynyl-1,3,5-(10)-oestratriene-3,17-diol
19Nor-17-pregna-1,3,5-(10)-trien-20yne-3,17-diol
17-Ethynylestradiol
17α-Ethynylestradiol
17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol
17a-Ethinylestradiol
展开更多英文名
性质描述: 白色到奶白色结晶性粉。熔点145-146℃(半水合物)。182-184℃(无水物)。溶于乙醇、丙醇、乙醚、氯仿、二氧六环、植物油及氢氧化钠溶液,几乎不溶于水。无气味。
生产方法: 由雌酮(C18H22O2,[53-16-7])乙炔化而得:将甲苯异丁醇、氢氧化钾及异丁醇加热回流共沸脱水8h,加四氢呋喃,于25-40℃下通入乙炔至需要量度。再加雌酮四氢呋喃溶液,在5-10℃继续通乙炔12h。用30%硫酸于40℃以下调节微酸性,减压回收四氢呋喃。用水蒸气蒸馏除去残余溶液,冷却,过滤,用水洗至中性,在80℃干燥,得乙炔雌二醇粗品。经乙醇重结晶,活性炭脱色即为成品。收率85%。
用途: 该品为雌激素类药。作用同乙烯雌酚,但效力强20倍。与孕激素类避孕合并使用,有抑制排卵的协同作用,可增强避孕功效,并可减少突破性出血等副作用。此外,也可用于月经紊乱,如闭经、月经过少、绝经期综合症和子宫发育不全等。供配制避孕药用。
推荐供应商
货号品牌产品名称规格包装、参考价格详情
E829825MACKLIN炔雌醇98%99元/1g;   345元/5g;   1293元/25g;   4366元/100g;   展开
储存:室温
状态:白色-略淡红黄色晶体-粉末
折射率:-30 °(C=0.4, Pyridine)
E795399MACKLIN炔雌醇10mM in DMSO380元/1ml;   展开
储存:-20°C
425563J&K17α-Ethynylestradiol98%, 一种生物活性雌激素399元/1G;   1121元/5G;   展开

基本信息

分子式C20H24O2
分子量296.41
熔点181-185
比旋光度([α]20D) -32.0° to -28.0° (C=0.4, Pyridine)
MDL编码MFCD00003690
Merck14,3734

产品描述

Ethinyl Estradiol 是一种口服生物有效的雌激素,在几乎所有的现代复方口服避孕药丸的配方中使用。

靶点(IC50 & Targe)

ER

体外研究

在两个培养的大鼠hepatocytesand HepG2细胞中,Ethinyl Estradiol增加呼吸链活动。Ethinyl Estradiol是肝癌形成的强启动子。[1] 在雌性大鼠肝中,Ethinyl Estradiol提高核基因组和线粒体基因组编码的基因和呼吸链活性的转录水平;在雌性大鼠中培养的肝切片和肝细胞,Ethinyl Estradiol也能抑制转化生长因子β(TGFbeta)诱导的凋亡。在培养的雌性rathepatocytes中,Ethinyl Estradiol增加线粒体基因组编码基因细胞色素氧化酶亚基I,II和III的转录水平。Ethinyl Estradiol显著提高线粒体和核中每毫克蛋白中谷胱甘肽(还原GSH和氧化GSSG形式)的水平,而总的谷胱甘肽的氧化形式的百分比不受影响。[2]

体内研究

在出生后第2天中,Ethinyl Estradiol(50 毫克/千克/天)增加生殖器距离并减少幼畜体重,在雌性Long-Evans大鼠中,加速阴道开口,降低F1生育率和F2产羔的体型,并诱导外生殖器畸形(5 mg/kg)。[3] 在大鼠肝脏中,Ethinyl Estradiol增加低密度脂蛋白(LDL)受体的数量,从而产生血浆胆固醇水平下降。在雄性和雌性兔肝中,Ethinyl Estradiol施加相同效应,增加受体数量和受体mRNA水平增加6-8倍效应相关。[4]

参考文献

[1] Chen J, et al. Toxicol Sci,?999, 51(2), 224-235.

[2] Chen J, et al. Toxicol Sci,?003, 75(2), 271-278.

[3] Ryan BC, et al. Toxicol Sci,?010, 114(1), 133-148.

[4] Ma PT, et al. Proc Natl Acad Sci U S A,?986, 83(3), 792-796.

安全信息

图形或危害标志
提示语Warning
危险说明H302
H350
防范说明P201
P202
P264
P270
P281
P301+P312+P330
P308+P313
P405
P501
WGK3
RTECSRC8925000
R10789Alfa AesarEthinylestradiol Standard solution100ppm503元/1ml;   展开

安全信息

危险等级
3

R11887Alfa AesarEthinylestradiol,1000ppm1055元/1ml;   展开

安全信息

危险等级
3

E4876Sigma-Aldrich17α-Ethynylestradiol≥98%1035.44元/100 MG;   2118.63元/1 G;   7829.83元/10 G;   展开

产品说明

一般描述

17α-乙炔雌二醇 (EE2) 是一种人工合成的激素,为雌二醇 (E2) 的衍生物。与雌激素替代治疗和暂停哺乳有关。EE2 用于治疗骨质疏松症、更年期和绝经后综合症。也用于治疗绝经后妇女的前列腺癌和乳腺癌。EE2 作为内分泌干扰物 (EDC) 发挥作用。

应用

17α-乙炔雌二醇已被用于研究外源性雌激素和选择性雌激素受体调节剂 (SERM) 在大鼠中的作用。它还被用于增加兔肝脏中低密度脂蛋白 (LDL) 受体的浓度。

包装

1, 10 g in glass bottle
100 mg in glass bottle

生化/生理作用

17α-炔雌醇是一种口服生物活性合成雌激素,用作口服避孕药。

基本信息

经验(实验)分子式C20H24O2
分子量296.40
Beilstein2419975
EC 号200-342-2
MDL编号MFCD00003690
PubChem化学物质编号24894585
NACRESNA.77

产品性质

生物来源synthetic
无菌性non-sterile
测定≥98%
形式powder
mp182-183 ℃ (lit.)
溶解性ethanol: 50 mg/mL, clear, colorless to faintly yellow
运输ambient
储存温度room temp
SMILES string[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])CCc4cc(O)ccc24
InChI1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
InChI keyBFPYWIDHMRZLRN-SLHNCBLASA-N
Gene Informationhuman ... ESR1(2099)
rat ... Afp(24177), Esr1(24890), Shbg(24775)

安全信息

象形图GHS07GHS08GHS09
警示用语:Danger
危险声明H302 - H350 - H410
预防措施声明P202 - P264 - P270 - P273 - P301 + P312 - P308 + P313
危险分类Acute Tox. 4 Oral - Aquatic Chronic 1 - Carc. 1B
储存分类代码6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGKWGK 3
个人防护装备Eyeshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
957297Amethyst17α-Ethynylestradiol98%, 试剂级135元/1G;   488元/5G;   1764元/25G;   展开

基本信息

分子式C20H24O2
分子量296.41
熔点182-183
比旋光度([α]20D)-32.0° to -28.0° (C=0.4, Pyridene)
MDL编码MFCD00003690
Merck14,3734

安全信息

图形或危害标志
提示语Warning
危险说明H302
H350
防范说明P201
P202
P264
P270
P281
P301+P312
P330
P308+P313
P405
P501
WGK3
RTECSRC8925000
358085Fluorochem(1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol>98.0%(HPLC)(T)1254元/1g;   2750元/5g;   展开

基本信息

CAS Number57-63-6
MDL NumberMFCD00003690

安全信息

图形或危害标志
危险性说明 H315: Causes skin irritation.
H319: Causes serious eye irritation.
H335: May cause respiratory irritation.
防范说明 P233: Keep container tightly closed.
P260: Do not breathe .
P261: Avoid breathing .
P264: Wash hands thoroughly after handling.
P271: Use only outdoors or in a well-ventilated area.
P280: Wear .
P302 + P352: IF ON SKIN: Wash with plenty of soap and water.
P304: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing..
P304 + P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P312: Call a POISON CENTER or doctor/physician if you feel unwell.
P321: Specific treatment (see relevant procedures. on this label).
P332 + P313: If skin irritation occurs: Get medical advice/ attention.
P337 + P313: If eye irritation persists: Get medical advice/attention.
P340: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P362: Take off contaminated clothing and wash before reuse.
P403: Store in a well-ventilated place.
P403 + P233: Store in a well-ventilated place. Keep container tightly closed.
P405: Store locked up.
P501: Dispose of contents/container to in accordance with local regulation .
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