200275
小檗碱 CRM 氯化物形式
A highly potent and selective oxysterol EBI2 (GPR183) agonist (Kd) = 450 pM in a saturation binding assay, and EC50 = 140 pM over EC50 = 2.1 nM for its enantiomer, 7β,25-OHC, in a GTP-γS binding assay).
别名:
黄连素
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关于此项目
经验公式（希尔记法）:
C20H18ClNO4
化学文摘社编号:
分子量:
371.81
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
3836585
Colour Index Number:
75160
MDL number:
Assay:
≥95% (NMR if no UV signal, HPLC)
Form:
powder
Storage condition:
OK to freeze, protect from light
Quality Segment
assay
≥95% (NMR if no UV signal, HPLC)
form
powder
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
yellow
solubility
water: 1 mg/mL, DMSO: 10 mg/mL
shipped in
ambient
storage temp.
2-8°C
SMILES string
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
General description
A highly potent and selective oxysterol EBI2 (GPR183) agonist (Kd) = 450 pM in a saturation binding assay, and EC50 = 140 pM over EC50 = 2.1 nM for its enantiomer, 7β,25-OHC, in a GTP-γS binding assay). Dose-dependently suppresses forskolin-induced cAMP accumulation in an EBI2-expressing SK-N-MC/CRE-β-galactosidase cell line (IC50 = 2 nM), but not in control cells. Stimulates migration of LPS-activated spleen B-cells and anti-CD3/CD28-activated CD4+ T-cells in a dose-dependent manner. In addition, pharmacological inhibition of its biosynthesis in vivo by Clotrimazole, a CYP7B1inhibitor, promotes the migration of adoptively transferred pre-activated B cells to the T/B boundary, mimicking the phenotype of pre-activated B cells in EBI2-deficient mice.
Application
肥大细胞中肝素的荧光染色
Biochem/physiol Actions
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。
Packaging
Packaged under inert gas
Other Notes
Kinm. B., et al. 2011, Brit. Journ. Pharm.164, 106.
Kong, W., et al. 2004, Nature Med.10, 1344.
Dimlich, R. et al. 1980, Stain Technol.55, 217.
Kong, W., et al. 2004, Nature Med.10, 1344.
Dimlich, R. et al. 1980, Stain Technol.55, 217.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
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存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable