methyl (2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylate

• ChemBase编号: 154858
• 分子式: C30H40O4
• 平均质量: 464.6362
• 单一同位素质量: 464.29265976
• SMILES: CC1=C(C(=O)C=C2C1=CC=C1[C@]2(CC[C@@]2([C@@]1(CC[C@@]1([C@H]2C[C@](CC1)(C)C(=O)OC)C)C)C)C)O
• Canonical SMILES: COC(=O)[C@]1(C)CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3(C(=CC=C4C3=CC(=O)C(=C4C)O)[C@]1(CC2)C)C)C
• InChI: 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
• InChIKey: JFACETXYABVHFD-WXPPGMDDSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylate
• IUPAC传统名: pristimerin
• 别名: (9b,13a,14b,20a)-3-Hydroxy-9,13-dimethyl-2-oxo-24,25,26 -trinoroleana-1(10),3,5,7-tertraen-29-oic acid methyl ester; Pristimerin

登记号

• CAS号: 1258-84-0
• MDL号: MFCD01711331
• PubChem SID: 162248996
• PubChem CID: 159516

理论计算性质

• Acid pKa: 9.752585
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 5.4763436
• LogD (pH = 7.4): 5.4744444
• Log P: 5.476368
• 摩尔折射率: 137.5152 cm^3
• 极化性: 52.83122 Å^3
• 极化表面积: 63.6 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: ≥5 mg/mL
• 外观: orange powder

安全信息

• 保存条件: protect from light
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C30H40O4

详细说明

Sigma Aldrich - P0020

Biochem/physiol Actions
More active than euphol against MGL, better activity with rat neurons, but less selective relative to similar enzymes. First MGL inhibitor to act reversibly, several others covalently bind to cysteine residues. Other studies involve multiply mylome, pristimerin inhibits NF-κB activation via inhibition of IKK-α or IKK-β. It is the methyl ester of celastrol (C0869).