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B3251

Sigma-Aldrich

小檗碱 CRM 氯化物形式

别名:

二氧化二苯, 盐酸小檗碱, 黄连素

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About This Item

经验公式（希尔记法）:
C20H18ClNO4
CAS号:
633-65-8
分子量:
371.81
颜色索引号:
75160
Beilstein:
3836585
EC 号:
211-195-9
MDL编号:
MFCD00011939
UNSPSC代码:
12171500
PubChem化学物质编号:
24891691
NACRES:
NA.32

表单

powder

溶解性

methanol: soluble

SMILES字符串

COC1=C(C=[N+](CCC2=C3C=C4C(OCO4)=C2)C3=C5)C5=CC=C1OC.[Cl-]

InChI

1S/C20H18NO4.ClH/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1

InChI key

VKJGBAJNNALVAV-UHFFFAOYSA-M

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一般描述

小檗碱氯化物或天然黄18又称5,6-二氢-9,10-二甲氧基苯并（g）-1,3-苯并二氧杂环己烷（5,6-a）喹啉，是一种苄基四异喹啉植物生物碱。小檗碱含有一种季碱，可以小檗碱氯化物的形式在市场上买到。

应用

小檗碱氯化物是一种荧光染色剂，用于染色肥大细胞中的肝素。小檗碱可上调肝癌细胞中Pgp的表达。
肥大细胞中肝素的荧光染色

生化/生理作用

一种抗生素特性较弱的生物碱。MDR外排泵的底物。小檗碱的抗微生物活性可通过MDR抑制剂5'-甲氧基氢化物（5'-MHC）加强。小檗碱可上调肝癌细胞中Pgp的表达。用小檗碱进行治疗可能会减少化学治疗药物的积累。

储存分类代码

11 - Combustible Solids

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000432595
0000432595
0000424696
0000424696
0000416719

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Gil Belofsky et al.
Journal of natural products, 69(2), 261-264 (2006-02-28)
Two new 2-arylbenzofuran aldehydes (1 and 2) and three known phenolic compounds (3-5) were isolated from organic extracts of Dalea spinosa. These compounds were evaluated for their intrinsic antimicrobial activity and their ability to perform as multidrug-resistance inhibitors by potentiating
Yan Ma et al.
Bioorganic & medicinal chemistry, 16(16), 7582-7591 (2008-08-05)
A series of 9-N-substituted berberine derivatives (2a-j) were synthesized and evaluated as a new class of G-quadruplex binding ligands. G-quadruplex of DNA had been proven to be the transcription controller of human c-myc gene. The interaction of 9-N-substituted berberine derivatives
Inhibitors of prolyl oligopeptidases for the therapy of human diseases: defining diseases and inhibitors.
Janice Lawandi et al.
Journal of medicinal chemistry, 53(9), 3423-3438 (2010-01-12)
Siritron Samosorn et al.
Bioorganic & medicinal chemistry, 17(11), 3866-3872 (2009-05-08)
Conjugation of the NorA substrate berberine and the NorA inhibitor 5-nitro-2-phenyl-1H-indole via a methylene ether linking group gave the 13-substituted berberine-NorA inhibitor hybrid, 3. A series of simpler arylmethyl ether hybrid structures were also synthesized. The hybrid 3 showed excellent
Anding Shi et al.
Bioorganic & medicinal chemistry, 19(7), 2298-2305 (2011-03-15)
A series of novel triazole-containing berberine derivatives were synthesized via the azide-alkyne cycloaddition reaction. Their biological activity as inhibitors of both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. Among them, compound 16d, which featured a diisopropylamino substitution at the 4-position
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