(2S)-2,5-diamino-N-{[(2S,5R,8Z,11S,15R)-15-amino-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-11-(2-imino-1,3-diazinan-4-yl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentaazacyclohexadecan-5-yl]methyl}pentanamide; sulfuric acid

• ChemBase编号: 132489
• 分子式: C24H44N14O12S
• 平均质量: 752.75776
• 单一同位素质量: 752.29838392
• SMILES: C1CNC(=N)NC1[C@H]1C(=O)NC[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N/C(=C\NC(=O)N)/C(=O)N1)CNC(=O)[C@H](CCCN)N)CO)N.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.NCCC[C@@H](C(=O)NC[C@H]1NC(=O)[C@H](CO)NC(=O)[C@H](N)CNC(=O)[C@@H](NC(=O)/C(=C/NC(=O)N)/NC1=O)C1CCNC(=N)N1)N
• InChI: InChI=1S/C24H42N14O8.H2O4S/c25-4-1-2-10(26)17(40)32-7-13-19(42)34-14(8-33-24(29)46)20(43)38-16(12-3-5-30-23(28)37-12)22(45)31-6-11(27)18(41)36-15(9-39)21(44)35-13;1-5(2,3)4/h8,10-13,15-16,39H,1-7,9,25-27H2,(H,31,45)(H,32,40)(H,34,42)(H,35,44)(H,36,41)(H,38,43)(H3,28,30,37)(H3,29,33,46);(H2,1,2,3,4)/b14-8-;/t10-,11+,12?,13+,15-,16-;/m0./s1
• InChIKey: LFFNIXQXRKNZCE-UBBQZPMLSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2,5-diamino-N-{[(2S,5R,8Z,11S,15R)-15-amino-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-11-(2-imino-1,3-diazinan-4-yl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentaazacyclohexadecan-5-yl]methyl}pentanamide; sulfuric acid
• IUPAC传统名: (2S)-2,5-diamino-N-{[(2S,5R,8Z,11S,15R)-15-amino-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-11-(2-imino-1,3-diazinan-4-yl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentaazacyclohexadecan-5-yl]methyl}pentanamide; sulfuric acid
• 别名: Capreomycin sulfate from Streptomyces capreolus

登记号

• CAS号: 1405-37-4
• EC号: 215-776-8
• MDL号: MFCD00079032
• PubChem SID: 24892668; 162226766
• PubChem CID: 16219119

理论计算性质

• Acid pKa: 10.393468
• 质子受体: 14
• 质子供体: 15
• LogD (pH = 5.5): -19.886066
• LogD (pH = 7.4): -16.16658
• Log P: -11.034652
• 摩尔折射率: 167.8734 cm^3
• 极化性: 61.442654 Å^3
• 极化表面积: 375.92 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: EX8930000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 61-20/21/22
• 安全公开号: 53-22-36/37/39-45
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H302-H312-H332-H360
• GHS警示性声明: P201-P280-P308 + P313
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 保存温度: -20°C

详细说明

Sigma Aldrich - C4142

Application
Capreomycin is a cyclic peptide antibiotic that is often grouped with aminoglycosides. It is a second line antibiotic and is used to study multidrug-resistant tuberculosis 1,2.
Capreomycin sulfate is used to study bacterial ribosomal subunit interactions and translocation processes during protein synthesis.
Biochem/physiol Actions
Capreomycin sulfate binds across the ribosomal interface involving 23S rRNA helix 69 (H69) and 16S rRNA helix 44 (h44) 3.