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

• ChemBase编号: 105040
• 分子式: C30H48O3
• 平均质量: 456.70032
• 单一同位素质量: 456.3603454
• SMILES: C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O)[C@@H]2[C@H]1C)C(=O)O
• Canonical SMILES: C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O
• InChI: 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
• InChIKey: WCGUUGGRBIKTOS-GPOJBZKASA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
• IUPAC传统名: ursolic acid
• 别名: 3-羟基-(3β)-乌索-12-烯-28-酸; 熊果酸; Ursolic acid; 3β-Hydroxy-12-ursen-28-ic acid; 3-Hydroxy-12-ursen-28-oic acid; 3β-Hydroxy-12-ursen-28-ic acid; URSOLIC ACID; Prunol; Malol; beta-Ursolic acil; NSC4060, CCRIS 7123, TOS-BB-0966, 3-beta-hydroxyurs-12-en-28-oic acid

登记号

• CAS号: 77-52-1
• EC号: 201-034-0
• MDL号: MFCD00009621
• Beilstein号: 2228563
• PubChem SID: 24900660; 162093310; 24889274
• PubChem CID: 64945
• CHEBI ID: 9908
• CHEMBL: 169
• Chemspider ID: 58472
• 维基百科标题: Ursolic_acid

理论计算性质

• Acid pKa: 4.744127
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 5.7564616
• LogD (pH = 7.4): 3.9795034
• Log P: 6.581805
• 摩尔折射率: 133.698 cm^3
• 极化性: 53.23124 Å^3
• 极化表面积: 57.53 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: Powder
• 熔点: 292 °C (dec.)(lit.); 292°C (decomposes)
• 比旋光度: [α]20/D +67°, c = 1 in alc. KOH

安全信息

• 保存条件: Room Temperature (15-30°C)
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: mouse ... Ifng(15978), Nos2(18126)

产品相关信息

• 纯度: >97%; ≥90%; ≥98.5% (HPLC); 98.0
• 级别: analytical standard
• Empirical Formula (Hill Notation): C30H48O3

详细说明

MP Biomedicals - 02158253

Purity: >97%

Sigma Aldrich - 301728

Biochem/physiol Actions
Triterpenoid found in a variety of fruits, including apples. Cardioprotective and anti-tumor agent. Under study as a potential Alzheimer′s disease therapeutic due to its inhibitory effect on the interactions between amyloid-β and the CD36 receptor.
包装
500 mg in glass bottle

Sigma Aldrich - U6753

Biochem/physiol Actions
Triterpenoid found in a variety of fruits, including apples. Cardioprotective and anti-tumor agent. Under study as a potential Alzheimer′s disease therapeutic due to its inhibitory effect on the interactions between amyloid-β and the CD36 receptor.
包装
100 mg in poly bottle
500 mg in poly tube
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. U6753.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 89797

Biochem/physiol Actions
Triterpenoid found in a variety of fruits, including apples. Cardioprotective and anti-tumor agent. Under study as a potential Alzheimer′s disease therapeutic due to its inhibitory effect on the interactions between amyloid-β and the CD36 receptor.