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Merck
CN

P0020

扁蒴藤素

别名:

(9b,13a,14b,20a)-3-羟基-9,13-二甲基-2-氧代-24,25,6-三油酸-1 (10) ,3,5,7-三烯-29-酸甲酯, 雷公藤红素甲酯

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关于此项目

经验公式(希尔记法):
C30H40O4
化学文摘社编号:
分子量:
464.64
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI key

JFACETXYABVHFD-WXPPGMDDSA-N

SMILES string

COC(=O)[C@]1(C)CC[C@]2(C)CC[C@]3(C)C4=CC=C5C(C)=C(O)C(=O)C=C5[C@]4(C)CC[C@@]3(C)C2C1

InChI

1S/C30H40O4/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5/h8-9,16,23,32H,10-15,17H2,1-7H3/t23-,26-,27-,28+,29-,30+/m1/s1

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

orange

solubility

DMSO: ≥5 mg/mL

storage temp.

−20°C

Quality Level

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Application

扁塑藤素已作为抗肿瘤剂,用以研究其对条件重编程的患者源性肺腺癌细胞 (CRLC) 的影响。它还作为抗肿瘤剂,用以研究其对条件重编程的患者源性原发性肝细胞癌细胞 (CRHC) 的影响。

Biochem/physiol Actions

对 MGL 的活性高于大戟醇,对大鼠神经元的活性较好,但相对于相似的酶,选择性较差。
对 MGL 的活性高于大戟醇,对大鼠神经元的活性较好,但相对于相似的酶,选择性较差。第一个 MGL 抑制剂可逆性作用,其他几个与半胱氨酸残基共价结合。其他研究涉及多发性肌球蛋白、普司他林通过抑制IKK-α或IKK-β抑制NF-κB活化。它是雷公藤红素 (C0869) 的甲酯。
扁塑藤素是一种醌甲基三萜类化合物,广泛存在于 菊科 和 海马科 家族中。它具有抗炎、抗疟疾、抗菌和杀虫的特性。扁塑藤素通过影响肿瘤细胞的血管生成、细胞凋亡、自噬、迁移和侵袭而表现出抗癌和抗增殖活性。研究显示它对白血病、神经胶质瘤、乳腺癌、前列腺癌、口腔癌和肺癌有治疗效果。

Features and Benefits

《受体分类和信号转导》手册的 Cannabinoid受体页有该化合物的介绍。想要浏览手册的其他页面, 请单击此处

存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable


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分析证书(COA)

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V M Dirsch et al.
European journal of pharmacology, 336(2-3), 211-217 (1998-01-24)
Inducible nitric oxide synthase dependent production of nitric oxide (NO) plays an important role in inflammation. We investigated whether pristimerin ((20alpha)-3-hydroxy-2-oxo-24-nor-friedela-1(10),3,5,7-te traen-carboxylic acid-(29)-methylester), an antitumoral, antimicrobial as well as anti-inflammatory plant compound, has an effect on the inducible NO synthase
Da-Young Eum et al.
Anti-cancer drugs, 22(8), 763-773 (2011-06-07)
A combined treatment with conventional chemotherapies can enhance the effectiveness of chemotherapeutic agents against cancers. Here, we have shown that the naturally occurring triterpenoids synergistically enhance the response of cervical cancer cells to taxol. Of the triterpenoid compounds, pristimerin enhanced
Du-Qiang Luo et al.
Pest management science, 61(1), 85-90 (2004-12-14)
Pristimerin and celastrol isolated from the roots of Celastrus hypoleucus (Oliv) Warb f argutior Loes exhibited inhibitory effects against diverse phytopathogenic fungi. Pristimerin and celastrol were found to inhibit the mycelial growth of Rhizoctonia solani Kuhn and Glomerella cingulata (Stonem)
Joo-Yun Byun et al.
Molecular pharmacology, 76(4), 734-744 (2009-07-04)
Naturally occurring triterpenoid compounds have long been used as anti-inflammatory, antimalarial, and insecticidal agents. It has become evident that some of the natural or synthetic triterpenoids have promising clinical potential as both a therapeutic and chemopreventive agent for cancer. However
Xianmin Mu et al.
Molecules (Basel, Switzerland), 17(6), 6854-6868 (2012-06-07)
Pristimerin is a triterpenoid isolated from Celastrus and Maytenus spp. that has been shown to possess a variety of biological activities, including anti-cancer activity. However, little is known about pristimerin's effects on tumor angiogenesis. In this study, we examined the

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