bis((2E)-but-2-enedioic acid); 2,6-di-tert-butyl-4-[(3-{4-[(3,4,5-trimethoxyphenyl)methyl]piperazin-1-yl}propyl)sulfanyl]phenol

• ChemBase编号: 132937
• 分子式: C39H56N2O12S
• 平均质量: 776.93314
• 单一同位素质量: 776.35539624
• SMILES: CC(c1c(c(cc(c1)SCCCN1CCN(CC1)Cc1cc(c(c(c1)OC)OC)OC)C(C)(C)C)O)(C)C.C(=C\C(=O)O)/C(=O)O.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.OC(=O)/C=C/C(=O)O.COc1cc(CN2CCN(CC2)CCCSc2cc(c(c(c2)C(C)(C)C)O)C(C)(C)C)cc(c1OC)OC
• InChI: InChI=1S/C31H48N2O4S.2C4H4O4/c1-30(2,3)24-19-23(20-25(28(24)34)31(4,5)6)38-16-10-11-32-12-14-33(15-13-32)21-22-17-26(35-7)29(37-9)27(18-22)36-8;2*5-3(6)1-2-4(7)8/h17-20,34H,10-16,21H2,1-9H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1+
• InChIKey: SPVJPHPGPTVHLT-LVEZLNDCSA-N

名称和登记号

名称

• IUPAC标准名: bis((2E)-but-2-enedioic acid); 2,6-di-tert-butyl-4-[(3-{4-[(3,4,5-trimethoxyphenyl)methyl]piperazin-1-yl}propyl)sulfanyl]phenol
• IUPAC传统名: 2,6-di-tert-butyl-4-[(3-{4-[(3,4,5-trimethoxyphenyl)methyl]piperazin-1-yl}propyl)sulfanyl]phenol; bis(fumaric acid)
• 别名: N-[(3,5-Di-tert-butyl-4-hydroxy-1-thiophenyl)]-3-propyl-N′-(2,3,4-trimethoxybenzyl)piperazine difumarate salt; S-15176 difumarate salt

登记号

• CAS号: 148913-55-7
• MDL号: MFCD11046049
• PubChem SID: 162227214
• PubChem CID: 71308611

理论计算性质

• 质子供体: 1
• LogD (pH = 5.5): 3.7041323
• LogD (pH = 7.4): 5.472812
• Log P: 6.4614153
• 摩尔折射率: 161.1156 cm^3
• 极化性: 62.763927 Å^3
• 极化表面积: 54.4 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false
• Acid pKa: 10.66628
• 质子受体: 6

分子性质

理化性质

• 溶解度: DMSO: soluble16 mg/mL; H2O: insoluble
• 外观: solid

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)

详细说明

Sigma Aldrich - S5944

Biochem/physiol Actions
Antioxidant and anti-ischemic agent. Also inhibits mitochondrial permeability transition, prevents the early step in apoptosis by preventing collapse of the electrochemical gradient across the mitochondrial membrane. IC50 for in vitro lipid peroxidation is 0.3 μM. IC50 for carnitine palmitoyltransferase (CPT-1) in heart homogenate is 16.8 μM. The shift from fatty acid to glucose oxidation may contribute to anti-ischemic effect.