6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoic acid

• ChemBase编号: 2839
• 分子式: C16H27N3O4S
• 平均质量: 357.46828
• 单一同位素质量: 357.17222736
• SMILES: N1[C@@H]2[C@H](NC1=O)[C@@H](SC2)CCCCC(=O)NCCCCCC(=O)O
• Canonical SMILES: O=C(NCCCCCC(=O)O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C16H27N3O4S/c20-13(17-9-5-1-2-8-14(21)22)7-4-3-6-12-15-11(10-24-12)18-16(23)19-15/h11-12,15H,1-10H2,(H,17,20)(H,21,22)(H2,18,19,23)/t11-,12-,15-/m0/s1
• InChIKey: CMUGHZFPFWNUQT-HUBLWGQQSA-N

名称和登记号

名称

• IUPAC标准名: 6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoic acid
• IUPAC传统名: 6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanoic acid
• 别名: 6-[5-(2-Oxo-Hexahydro-Thieno[3,4-D]Imidazol-4-Yl)-Pentanoylamino]-Hexanoic Acid; 6-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]hexanoic Acid; 6-[(Biotinyl)amino]hexanoic acid; Biotin X; N-Biotinylcaproic Acid; (+)-Biotin-ε-aminocaproic acid; 6-((Biotinoyl)amino)hexanoic acid; Biotin-X; N-(+)-Biotinyl-6-aminocaproic acid; N-(+)-Biotinyl-6-aminohexanoic acid

登记号

• CAS号: 72040-64-3
• MDL号: MFCD00144853
• Beilstein号: 706392
• PubChem SID: 46507521; 160966287
• PubChem CID: 446905

理论计算性质

JChem

• Acid pKa: 4.471876
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): -0.4367284
• LogD (pH = 7.4): -2.2026417
• Log P: 0.62895167
• 摩尔折射率: 91.5108 cm^3
• 极化性: 35.958576 Å^3
• 极化表面积: 107.53 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.06
• LOG S: -3.71
• 溶解度: 6.93e-02 g/l

分子性质

理化性质

• 溶解度: DMF; DMF: soluble (pH>6); DMSO
• 外观: solid; White Solid
• 熔点: 222-227°C

安全信息

• 保存条件: -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• Empirical Formula (Hill Notation): C16H27N3O4S

详细说明

DrugBank - DB03139

Drug information: experimental

Sigma Aldrich - B7181

Application
Biotinylation reagent

Toronto Research Chemicals - B395670

An active Biotinylation reagent.

参考文献

• Giubellino, A., et al.: J. Med. Chem., 51, 7459 (2008)
• Wang, Z., et al.: Nat. Chem. Biol., 4, 557 (2008)