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Merck

P0020

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C30H40O4
CAS号:
分子量:
464.64
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

化驗

≥98% (HPLC)

形狀

powder

儲存條件

protect from light

顏色

orange

溶解度

DMSO: ≥5 mg/mL

儲存溫度

−20°C

SMILES 字串

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

InChI 密鑰

JFACETXYABVHFD-WXPPGMDDSA-N

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應用

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。

生化/生理作用

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。

特點和優勢

《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

儲存類別代碼

11 - Combustible Solids

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Jia-Jun Li et al.
Frontiers in pharmacology, 10, 746-746 (2019-07-30)
As a quinonemethide triterpenoid extracted from species of the Celastraceae and Hippocrateaceae, pristimerin has been shown potent anti-cancer effects. Specifically, it was found that pristimerin can affect many tumor-related processes, such as apoptosis, autophagy, migration and invasion, vasculogenesis, and drug
Tsugiya Murayama et al.
Antiviral chemistry & chemotherapy, 18(3), 133-139 (2007-07-14)
We examined the anticytomegalovirus properties of four compounds: pristimerin, the pristimerin analogue, lupeol and 2-acetylphenol-1-beta-D-glucopyranosyl (1 --> 6)-beta-D-xylpyranoside (acetophenol glycoside), isolated from Maytenus heterophylla, a Kenyan medicinal plant. The effects were studied on human cytomegalovirus (HCMV) replication in the human
Jin Sun Lee et al.
Biological & pharmaceutical bulletin, 36(2), 316-325 (2013-02-02)
Pristimerin is a naturally occurring triterpenoid that causes cytotoxicity in several cancer cell lines. However, the mechanism of action for the cytotoxic effect of pristimerin has not been unexplored. The purpose of this study was to investigate the effect of
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)
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

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