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名称

熊果酸

分子类型

小分子

英文别名

英文名称

Ursolic acid

货号

U463166-100mg

包装规格

100mg

浓度

≥90%

储存温度

2-8°C储存

运输条件

冰袋运输

产品介绍

熊果酸（UA）是一种羟基五环三萜酸（HPTA），具有抗菌、抗癌、抗氧化和抗炎作用。它还可以促进周围神经损伤后的神经再生。UA可以激活GABA能神经递质系统，从而延长睡眠持续时间。[GABA= γ-氨基丁酸] 应用熊果酸可作为起始材料，用于与氯乙酸乙酯反应合成熊果酸乙氧甲酰基甲酯(ECU)。ECU可作为关键中间体，用于全合成重要的生物化合物3-乙酰基-2-[(未)取代苯基]-2,3-二氢-1,3,4-噁二唑-5-甲酯 3-O-乙酰基熊果酸。熊果酸也可用于制备新型杂环衍生物，以便进行各种活性研究。 Ursolic acid (UA) is a hydroxyl pentacyclic triterpenoic acid (HPTA), which exhibits anti-bacterial, anti-cancer, anti-oxidative and anti-inflammatory effects. It can also promote neuroregeneration after peripheral nerve injury. UA can enhance sleep duration by activating the GABAergic neurotransmitter system. [GABA= γ-aminobutyric acid]Ursolic acid can be used as a starting material to synthesize ethoxycarbonylmethyl ursolate (ECU) by reacting with ethyl chloroacetate. ECU is further used as a key intermediate in the total synthesis of a biologically important compound 3-acetyl-2-[(un)substituted phenyl]-2,3-dihydro-1,3,4-oxadiazol-5-Me 3-O-acetylursolate. Ursolic acid can also be used to prepare novel heterocyclic derivatives for various activity studies.

生化机理

三萜类化合物存在于苹果等各类水果中，它是一种心脏保护剂和抗肿瘤剂。由于它能够抑制淀粉样蛋白β和CD36受体之间的相互作用，因此在研究中被用作潜在的阿尔茨海默氏病治疗剂。

CAS号

77-52-1

分子式

C30H48O3

分子量

456.7 g/mol

Beilstein号

2228563

EC号

201-034-0

MDL号

MFCD00009621

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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