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Merck
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Key Documents

SML3463

Sigma-Aldrich

β,β-Dimethylacrylshikonin

≥98% (HPLC)

同義詞:

3-​methyl-​2-​butenoic acid (1R)​-​1-​(1,​4-​dihydro-​5,​8-​dihydroxy-​1,​4-​dioxo-​2-​naphthalenyl)​-​4-​methyl-​3-​penten-​1-​yl ester, Arnebin-1, Dimethylacrylshikonin, Dmask, [(1R)-1-(5,8-Dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate

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About This Item

經驗公式(希爾表示法):
C21H22O6
CAS號碼:
分子量::
370.40
MDL號碼:
分類程式碼代碼:
12352200
NACRES:
NA.77

品質等級

化驗

≥98% (HPLC)

形狀

powder

顏色

, Red to very dark purple

溶解度

DMSO: 2 mg/mL, clear (Warmed)

儲存溫度

-10 to -25°C

InChI

1S/C21H22O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,9-10,17,22-23H,8H2,1-4H3/t17-/m1/s1

InChI 密鑰

BATBOVZTQBLKIL-QGZVFWFLSA-N

生化/生理作用

β,β-Dimethylacrylshikonin (Arnebin-1) is a main active naphthoquinone from herbal plants Lithospermum erythrorhizon (Zicao) and Arnebia euchroma that exhibits anti-neoplasm and antihyperglycemic activities. It stimulates autophagy in lung adenocarcinoma cells through activation of CaMKKβ-AMPK-mTOR pathway. β,β-Dimethylacrylshikonin facilitates wound healing through PI3K pathway. β,β-Dimethylacrylshikonin improves nonalcoholic fatty liver disease induced by a high-fat diet in rats.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


分析證明 (COA)

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Haibing Wang et al.
Biochemical and biophysical research communications, 517(3), 477-483 (2019-08-05)
β,β-Dimethylacrylshikonin (DMAS), an active ingredient of Lithospermum erythrorhizon and Arnebia euchroma, possess anti-neoplasm properties. Recently, DMAS was reported to stimulate autophagy in lung adenocarcinoma cells. However, the mechanisms by which DMAS modulates autophagy. have not yet been clearly elucidated. In
Weijia Yang et al.
The Journal of international medical research, 47(3), 1250-1263 (2019-01-27)
To examine the effects of arnebin-1 on nonalcoholic fatty liver disease (NAFLD) induced by a high-fat diet (HFD). Male Sprague-Dawley rats were fed an HFD for 10 weeks and then treated with arnebin-1 at a dose of 5, 10 or
Zhi Zeng et al.
International journal of molecular medicine, 36(3), 685-697 (2015-07-24)
Arnebin-1, a naphthoquinone derivative, plays a crucial role in the wound healing properties of Zicao (a traditional wound healing herbal medicine). It has been noted that Arnebin-1, in conjunction with vascular endothelial growth factor (VEGF), exerts a synergistic pro-angiogenic effect

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