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Merck
CN

S0417

水飞蓟宾

≥98% (HPLC)

别名:

2，3-二氢-3-（4-羟基-3-甲氧基苯基）-2-（羟甲基）-6-（3，5，7-三羟基-4-氧代苯并吡喃-2-基）苯并二氧杂环己, 水飞蓟宾

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关于此项目

经验公式（希尔记法）:
C25H22O10
化学文摘社编号:
22888-70-6
分子量:
482.44
NACRES:
NA.83
PubChem Substance ID:
24899437
UNSPSC Code:
12352204
EC Number:
245-302-5
MDL number:
MFCD03225424

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产品名称

水飞蓟宾, ≥98% (HPLC)

InChI key

SEBFKMXJBCUCAI-ILJKEPSESA-N

InChI

1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25?/m0/s1

SMILES string

COc1cc(ccc1O)[C@@H]2Oc3cc(ccc3O[C@H]2CO)[C@H]4Oc5cc(O)cc(O)c5C(=O)[C@H]4O

assay

≥98% (HPLC)

storage temp.

−20°C

Quality Level

200

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Application

水飞蓟宾用于：
  • 通过实时聚合酶链反应（RT-PCR）研究其对前列腺癌染色质调节中涉及的各种蛋白质的基因表达水平的影响
  • 通过研究增殖细胞核抗原（PCNA）的表达和水溶性四唑盐（WST-1）分析，研究其对血小板衍生生长因子（PDGF）处理的人tenon′s成纤维细胞（HTF）的细胞增殖的影响
  • 在皮肤伤口愈合过程中检查其对stromelysine 1（STM1）、乙酰己糖胺和胶原蛋白产生的基因表达水平的影响
  • 研究其对大肠杆菌 ATP合酶的抑制作用

Biochem/physiol Actions

水飞蓟宾在急性和慢性肝损伤患者中具有保肝作用。这种类黄酮可对抗多种癌细胞，包括前列腺癌、皮肤癌、乳腺癌、结肠癌、肺癌、膀胱癌和肝细胞癌（HCC）。水飞蓟宾可通过阻止肿瘤细胞中促血管生成因子的分泌，并通过阻止内皮细胞的生长并诱导其凋亡而显示出抗癌功效。此外，它还能够破坏Matrigel上的毛细管形成。水飞蓟宾可能是化学预防前列腺癌（PC）的良好候选药物。它在 体外 和 体内表现出可能能够作为用作治疗子宫内膜异位症的潜在治疗方案。

General description

水飞蓟宾是水飞蓟素的主要成分，是一种黄酮木脂素和口服活性类黄酮。它是从水飞蓟的种子中分离出来的（Sylibum marianum L）。

Other Notes

含有A和B两个非对映异构体

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
WXBF7900V
WXBF5102V
WXBF3803S
WXBF3963V
BCCH7824

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Cancer is a major health problem around the world. Research efforts in the last few decades have been successful in providing better and effective treatments against both early stage and localized cancer, but clinical options against advanced metastatic stage/s of
Katharina Esser-Nobis et al.
Hepatology (Baltimore, Md.), 57(3), 953-963 (2013-01-17)
Intravenous silibinin (SIL) is an approved therapeutic that has recently been applied to patients with chronic hepatitis C, successfully clearing hepatitis C virus (HCV) infection in some patients even in monotherapy. Previous studies suggested multiple antiviral mechanisms of SIL; however
Chiu-Mei Lin et al.
Journal of agricultural and food chemistry, 60(51), 12451-12457 (2012-12-06)
Silibinin is a flavonoid with antihepatotoxic properties and pleiotropic anticancer capabilities. This study investigated silibinin inhibition of cell invasion by down-regulating matrix metalloproteinase-2 (MMP-2) expression, via attenuation of activator protein-1 (AP-1) in IL-6-stimulated LoVo colon cancer cells. Western blot data
Lei Li et al.
Expert opinion on investigational drugs, 19(2), 243-255 (2010-01-06)
Due to the failure and severe toxicity of cancer chemotherapy, silibinin, a natural flavonoid from the seeds of milk thistle, has recently received more attention for its potential anticancer and nontoxic roles in animals and humans. Silibinin has clearly demonstrated
Zoe Mariño et al.
Journal of hepatology, 58(3), 415-420 (2012-10-16)
Hepatitis C recurrence after liver transplantation (LT) is the main problem of most transplant programs. We aimed at assessing the antiviral activity and safety of intravenous silibinin (SIL) administered daily during the peri-transplant period. This was a single-centre, prospective, randomized
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