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经验公式(希尔记法):
C15H10O5
化学文摘社编号:
分子量:
270.24
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
208-258-8
MDL number:
Beilstein/REAXYS Number:
1888141
产品名称
大黄素, from Frangula bark, ≥90% (HPLC)
InChI
1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3
InChI key
RHMXXJGYXNZAPX-UHFFFAOYSA-N
SMILES string
Cc1cc(O)c2C(=O)c3c(O)cc(O)cc3C(=O)c2c1
biological source
Frangula bark
assay
≥90% (HPLC)
solubility
DMSO: soluble
aqueous base: soluble
ethanol: soluble
storage temp.
2-8°C
Quality Level
Gene Information
human ... CSNK2A1(1457), CSNK2B(1460), ELA2(1991), NFKB1(4790), NKAP(79576), NKRF(55922)
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Application
大黄素已被用于:
- 研究其对脂多糖 (LPS) 诱导的心肌炎炎症损伤的调控机制
- 作为开发和验证高效液相色谱 (HPLC)-光电二极管阵列 (PDA) 检测的参考标准品
- 抑制 Tau 聚集
- 用于直接结合检测
Biochem/physiol Actions
抑制 NF-κB 活化和粘附分子表达。酪蛋白激酶 2 (CK2) 抑制剂。
General description
大黄素是一种从大黄 (Rheum palmatum) 中提取出来的蒽醌衍生物。 它具有抗菌、 抗肿瘤、抗炎和抗血管生成等作用。大黄素具有细胞毒性作用、诱导细胞凋亡并刺激缺氧诱导因子1α、谷胱甘肽 S-转移酶P和 N-乙酰转移酶的表达。 它可以抑制前列腺癌细胞的生长。 大黄素被用于治疗便秘和痔疮。它显示出免疫抑制和抗糖尿病作用。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Development and Validation of HPLC-PDA Assay method of Frangula emodin
Duca D and Farrugia C
Mediterranean Journal of Chemistry, 5(2), 374-386 (2016)
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Huang PH, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2013 (2013)
Hajer Ouertatani-Sakouhi et al.
The Journal of biological chemistry, 285(34), 26581-26598 (2010-06-03)
Macrophage migration inhibitory factor (MIF), a proinflammatory cytokine, is considered an attractive therapeutic target in multiple inflammatory and autoimmune disorders. In addition to its known biologic activities, MIF can also function as a tautomerase. Several small molecules have been reported
Emodin Attenuates Lipopolysaccharide-Induced Injury via Down-Regulation of miR-223 in H9c2 Cells
Yang Y, et al.
International Heart Journal, 18-048 (2019)
Michael Podvinec et al.
Journal of medicinal chemistry, 53(4), 1483-1495 (2010-01-30)
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