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名称

熊果酸

分子类型

小分子

别名

乌苏酸

英文别名

英文名称

Ursolic acid

货号

U425908-1ml

包装规格

1ml

浓度

10mM in DMSO

储存温度

-80℃储存

运输条件

超低温冰袋运输

敏感性

对空气敏感

产品介绍

存在于天然植物中的一种三萜类化合物。不溶于水，溶于2%酒精的NaOH，溶于热冰醋酸，中度溶于丙酮，微溶于醇、醚、氯仿和二硫化碳。 Ursolic acid belongs to the class of triterpenoid compounds that occurs widely in medicinal herbs, food and other plants. It may possess pharmacological properties like hepta-protection, analgesic, cardiotonic, sedative and tonic effects. An anti-angiogenic and anti-proliferative agent

生化机理

熊果酸是一种天然三萜类化合物，具有抗血管生成和抗增殖的特性。机理研究表明，这种化合物通过抑制细胞核中的 Akt、JNK、哺乳动物雷帕霉素靶点磷酸化和 NFκB 蛋白水平，下调细胞中 MMP-2 和 uPA 的表达。其他实验表明，熊果酸可改善糖尿病小鼠模型的血糖、葡萄糖耐量、胰岛素耐量、糖化血红蛋白和血浆瘦素水平。此外，这种制剂还能通过激活 p53 通路和 Bax 蛋白以及下调 Bcl-2 来诱导细胞周期停滞和凋亡。

CAS号

77-52-1

分子式

C30H48O3

分子量

456.7 g/mol

Beilstein号

2228563

EC号

201-034-0

PubChem编号

64945

Isomeric SMILES

C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O

IIUPAC Name

(1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

INCHI

1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1

InChi Key

WCGUUGGRBIKTOS-GPOJBZKASA-N

Smiles

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O

PubChem CID

64945

熔点

283-285°C

氢键供体数Hydrogen Bond Donor Count

氢键受体数Hydrogen Bond Acceptor Count

可旋转键计数Rotatable Bond Count

精确质量Exact Mass

456.36 Da

单同位素质量Monoisotopic Mass

456.36 Da

拓扑极表面积Topological Polar Surface Area

57.500 Å²

重原子数Heavy Atom Count

形式电荷Formal Charge

复杂度Complexity

874.000

同位素原子数Isotope Atom Count

共价键合单元计数Covalently-Bonded Unit Count

XLogP3

7.300

比旋光度

61° (C=1,Pyridine)

Merck Index

9890

Safety

「No Dangerous Attributes」

「No upstream and downstream information yet」

Technical Documents

「No technical documents」

Articles

「No related articles yet」

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