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117-10-2

中文名稱(chēng) 1,8-二羥基蒽醌
英文名稱(chēng) 1,8-Dihydroxyanthraquinone
CAS 117-10-2
EINECS 編號(hào) 204-173-5
分子式 C14H8O4
MDL 編號(hào) MFCD00001211
分子量 240.21
MOL 文件 117-10-2.mol
更新日期 2025/01/20 11:34:35
117-10-2 結(jié)構(gòu)式 117-10-2 結(jié)構(gòu)式

基本信息

中文別名
1,8-二羥基蒽醌
1,8-二羥基喹酮
1,8-二羥基-9,10-蒽二酮
丹蒽醌
1,8-蒽醌二酚
以斯替凈
1,8-二羥基蒽醌/丹蒽醌
1,8-二羥蒽醌
金黃異茜素
英文別名
1,8-DIHYDROXYANTHRAQUINONE
1, 9-DIHYDROXYANTHRAQUINONE
ALTAN
ANTHRAPUROL
CHRYSAZIN
CHRYSAZINE
DANTHRON
DANTRON
ISTIZIN
ISTIZINE
LABOTEST-BB LT00455159
1,4,5,8-tetroxyantraquinone
1,8-dihydroxy-10-anthracenedione
1,8-Dihydroxy-9,10-anthracenedione
1,8-Dihydroxy-9,10-anthraquinone
1,8-Dihydroxyanthra-9,10-quinone
1,8-Dihydroxyanthrachinon
1,8-dihydroxy-anthraquinon
1,8-dihydroxyanthroquinone
9,10-Anthracenedione, 1,8-dihydroxy-
所屬類(lèi)別
原料藥:瀉藥止瀉藥

物理化學(xué)性質(zhì)

外觀性質(zhì)橙色針狀結(jié)晶。溶于熱冰乙酸,微溶于乙醚和氯仿,極微溶于氫氧化堿,幾乎不溶于水和乙醇。有致癌可能性。熔點(diǎn):193℃-197℃
外觀性狀橙色針狀結(jié)晶,溶于甲醇、乙醇、乙酸乙酯、乙醚、三氯甲烷,幾乎不溶于水,來(lái)源于雷公藤,丹參。
熔點(diǎn)191-193 °C(lit.)
沸點(diǎn)342.92°C (rough estimate)
堆積密度600kg/m3
密度1.3032 (rough estimate)
折射率1.5430 (estimate)
閃點(diǎn)>200°C
儲(chǔ)存條件Sealed in dry,2-8°C
溶解度溶于熱乙酸中呈現(xiàn)微渾濁
酸度系數(shù)(pKa)6.27±0.20(Predicted)
形態(tài)粉末
顏色橙棕色或棕色
水溶解性insoluble
Merck14,2815
BRN2054727
LogP4.570 (est)
CAS 數(shù)據(jù)庫(kù)117-10-2(CAS DataBase Reference)
(IARC)致癌物分類(lèi)2B (Vol. 50) 1990
NIST化學(xué)物質(zhì)信息1,8-Dihydroxyanthraquinone(117-10-2)
EPA化學(xué)物質(zhì)信息Danthron (117-10-2)

安全數(shù)據(jù)

危險(xiǎn)性符號(hào)(GHS)GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
警示詞警告
危險(xiǎn)性描述H315-H319-H335-H351
危險(xiǎn)品標(biāo)志Xn
危險(xiǎn)類(lèi)別碼R40
安全說(shuō)明S36/37
危險(xiǎn)品運(yùn)輸編號(hào)2811
WGK Germany1
RTECS號(hào)CB6650000
TSCAYes
危險(xiǎn)等級(jí)IRRITANT
海關(guān)編碼29146990
毒害物質(zhì)數(shù)據(jù)117-10-2(Hazardous Substances Data)
毒性LD50 orally in mice: <7 g/kg (Case)

應(yīng)用領(lǐng)域

用途一
檢定鈹。染料中間體。

上下游產(chǎn)品信息

下游產(chǎn)品
1,4,5,8-四羥基蒽醌

化學(xué)品安全說(shuō)明書(shū)(MSDS)

1,8-二羥基蒽醌價(jià)格(試劑級(jí))
報(bào)價(jià)日期產(chǎn)品編號(hào)產(chǎn)品名稱(chēng)CAS號(hào)包裝價(jià)格
2024/11/08A120011,8-二羥基蒽醌, 95%
1,8-Dihydroxyanthraquinone, 95%
117-10-2100g601元
2024/11/08A120011,8-二羥基蒽醌, 95%
1,8-Dihydroxyanthraquinone, 95%
117-10-2500g1478元
2024/11/08114831,8-二羥基蒽醌(95%)
1,8-Dihydroxyanthraquinone, 95%, Thermo Scientific Chemicals
117-10-25g420元

常見(jiàn)問(wèn)題列表

生物活性
Danthron (Chrysazin, Antrapurol) 通過(guò)激活 AMPK 來(lái)調(diào)節(jié)葡萄糖和脂質(zhì)代謝。Danthron是從傳統(tǒng)中藥大黃中提取的天然產(chǎn)物。Danthron曾經(jīng)是一種瀉藥,現(xiàn)在被用作合成潤(rùn)滑劑中的抗氧化劑,實(shí)驗(yàn)抗腫瘤劑的合成,殺真菌劑和制造染料的中間體。
靶點(diǎn)

AMPK

體外研究

Danthron (0.1, 1, and 10 μM) dose-dependently promotes the phosphorylation of AMPK and acetyl-CoA carboxylase (ACC) in both HepG2 and C2C12 cells. Meanwhile, Danthron treatment significantly reduces the lipid synthesis related sterol regulatory element-binding protein 1c (SREBP1c) and fatty acid synthetase (FAS) gene expressions, and the total cholesterol (TC) and triglyceride (TG) levels. In addition, Danthron treatment efficiently increases glucose consumption. Danthron effectively reduces intracellular lipid contents and enhances glucose consumption in vitro via activation of AMPK signaling pathway. 10 μM Danthron/24 h is safe for HepG2 cells. With 80% confluence, HepG2 cells are incubated with Danthron (0.1-10 μM) in FBS-Free media for 8 h. Subsequently, cells are harvested for Western blot assay. Danthron increases the p-AMPK protein in a dose-dependent manner, and no changes in t-AMPK protein are observed. Danthron inhibits 9-cis retinoic acid (9cRA)-induced retinoic X receptor α (RXRα) transactivation by IC 50 at 0.11 μM. To further clarify the stoichimetric ratio of Danthron binding to RXRα-ligand-binding domain (LBD), isothermal titration calorimetry (ITC) experiment is performed. The K D value of Danthron binds to RXRα-LBD by ITC experiment is determined at 7.5 μM.

體內(nèi)研究

Danthron functions as an insulin sensitizer in vivo. Danthron improves insulin sensitivity in diet-induced obese (DIO) mice. The insulin tolerance test result shows that Danthron (5 mg/kg) treated diet-induced obesity mice exhibit lower glucose levels after insulin challenge, compared with the control vehicle-treated group.

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