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Merck
CN

B8936

Sigma-Aldrich

白桦脂酸

≥98% (HPLC)

别名:

丁子香萜, 卢帕酸, 白桦脂酸

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About This Item

经验公式(希尔记法):
C30H48O3
CAS号:
分子量:
456.70
EC 号:
MDL编号:
UNSPSC代码:
12352205
PubChem化学物质编号:
NACRES:
NA.25

质量水平

检测方案

≥98% (HPLC)

形式

powder

mp

295-298 °C (dec.) (lit.)

应用

metabolomics
vitamins, nutraceuticals, and natural products

储存温度

2-8°C

SMILES字符串

CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]12)C(O)=O

InChI

1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1

InChI key

QGJZLNKBHJESQX-FZFNOLFKSA-N

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一般描述

白桦脂酸(BetA)是一种天然产物,主要来源于白桦树 (Betula spp.)。这种五环羽扇烷型三萜类化合物还与其它物种有关,如蒲桃(Syzygium spp.)、柿树(Diospyros spp.)、枣树(Ziziphus spp.)和牡丹(Paeonia spp.)。

应用

白桦脂酸已被用于:
  • 测试其作为抗病毒剂对登革热病毒 (DENV) 的作用
  • 作为固醇调节元件结合蛋白(SREBP)抑制剂抑制肾透明细胞癌 (ccRCC) 细胞的脂质代谢和增殖
  • 作为一种治疗方法,用于在多发性骨髓瘤模型中测试其在细胞活力和凋亡性细胞死亡测定中的抗肿瘤特性。

生化/生理作用

白桦脂酸具有许多生物学和药理学特性,例如抗癌、抗炎、抗菌、抗人类免疫缺陷病毒 (HIV) 和抗疟疾性质。
桦木酸是一种五环三萜类化合物,通过p53 和 CD95 非依赖性机制直接激活细胞凋亡的线粒体途径选择性地诱导肿瘤细胞凋亡。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Franziska B Mullauer et al.
Anti-cancer drugs, 22(3), 223-233 (2011-01-26)
Betulinic acid (BetA) is a plant-derived pentacyclic triterpenoid with potent anticancer capacity that targets the mitochondrial pathway of apoptosis. BetA has a broad efficacy in vitro against prevalent cancer types, including lung, colorectal, prostate, cervix and breast cancer, melanomas, neuroblastomas
Sasithon Senamontree et al.
PeerJ, 9, e12321-e12321 (2021-11-02)
Controlling cellular functions, including stem cell growth and differentiation, can be the key for the treatment of metabolic disorders, such as type II diabetes mellitus (T2DM). Previously identified as peroxisome proliferator-activated receptor gamma (PPARγ) antagonist, betulinic acid (BA) may have
Biological activity of betulinic acid: a review
Moghaddam M G, et al.,
Pharmacology & Pharmacy (2012)
Rita C Santos et al.
Bioorganic & medicinal chemistry, 17(17), 6241-6250 (2009-08-14)
A series of new imidazole carboxylic esters (carbamates) and N-acylimidazole derivatives of betulin and betulinic acid (14-29) have been synthesized. The new compounds were screened for in vitro cytotoxicity activity against human cancer cell lines HepG2, Jurkat and HeLa. A
Sami Alakurtti et al.
Bioorganic & medicinal chemistry, 18(4), 1573-1582 (2010-02-02)
Betulin, a naturally occurring abundant triterpene is converted in four steps to 3,28-di-O-acetyllupa-12,18-diene. When various 4-substituted urazoles were oxidized to the corresponding urazines with iodobenzene diacetate in the presence of 3,28-di-O-acetyllupa-12,18-diene, new heterocyclic betulin derivatives were produced. These betulin derivatives

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