5-[(3aS,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-[(14E,16R,17S)-17-amino-16,18-dihydroxyoctadec-14-en-1-yl]pentanamide

• ChemBase编号: 160479
• 分子式: C28H52N4O4S
• 平均质量: 540.80188
• 单一同位素质量: 540.37092716
• SMILES: N1C(=O)N[C@H]2CSC(CCCCC(=O)NCCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)N)O)[C@@H]12
• Canonical SMILES: OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCCNC(=O)CCCCC1SC[C@H]2[C@@H]1NC(=O)N2)O)N
• InChI: InChI=1S/C28H52N4O4S/c29-22(20-33)24(34)16-12-10-8-6-4-2-1-3-5-7-9-11-15-19-30-26(35)18-14-13-17-25-27-23(21-37-25)31-28(36)32-27/h12,16,22-25,27,33-34H,1-11,13-15,17-21,29H2,(H,30,35)(H2,31,32,36)/b16-12+/t22-,23-,24+,25?,27-/m0/s1
• InChIKey: NYQVYZZGZCNEMF-BSCTWARMSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(3aS,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-[(14E,16R,17S)-17-amino-16,18-dihydroxyoctadec-14-en-1-yl]pentanamide
• IUPAC传统名: 5-[(3aS,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-[(14E,16R,17S)-17-amino-16,18-dihydroxyoctadec-14-en-1-yl]pentanamide
• 别名: (3aS,4S,6aR)-N-[(14E,16R,17S)-17-Amino-16,18-dihydroxy-14-octadecen-1-yl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide; erythro-ω-Amino Sphingosine Biotinamide

登记号

• CAS号: 752987-57-8
• PubChem SID: 162254614
• PubChem CID: 71313353

理论计算性质

• Acid pKa: 13.40061
• 质子受体: 5
• 质子供体: 6
• LogD (pH = 5.5): 0.43023106
• LogD (pH = 7.4): 1.5705565
• Log P: 3.3846357
• 摩尔折射率: 152.3292 cm^3
• 极化性: 59.987343 Å^3
• 极化表面积: 136.71 Å^2
• 可自由旋转的化学键: 22
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - A629230

Bioactive sphingolipids with an attached label or tag are useful tools for localisation, binding and metabolism studies and as assay substrates. Used in an assay for sphingosine kinase activity using biotinylated sphingosine and streptavidin-coated membra

参考文献

• Wisniewski, D., et al.: Anal. Biochem., 274, 220 (1999)
• Olivera, A., et al.: J. Biol. Chem., 278, 46452 (1999)