{N-[(2R,3S,5S,6R)-5-amino-2-methyl-6-{[(1S,2R,3S,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}oxan-3-yl]carbamimidoyl}formic acid hydrochloride

• ChemBase编号: 153749
• 分子式: C14H26ClN3O9
• 平均质量: 415.82394
• 单一同位素质量: 415.13575711
• SMILES: C[C@@H]1[C@H](C[C@@H]([C@H](O1)O[C@H]1[C@@H]([C@H]([C@H]([C@@H]([C@@H]1O)O)O)O)O)N)NC(=N)C(=O)O.Cl
• Canonical SMILES: N[C@H]1C[C@H](NC(=N)C(=O)O)[C@H](O[C@@H]1O[C@@H]1[C@@H](O)[C@@H](O)[C@@H]([C@@H]([C@H]1O)O)O)C.Cl
• InChI: InChI=1S/C14H25N3O9.ClH/c1-3-5(17-12(16)13(23)24)2-4(15)14(25-3)26-11-9(21)7(19)6(18)8(20)10(11)22;/h3-11,14,18-22H,2,15H2,1H3,(H2,16,17)(H,23,24);1H/t3-,4+,5+,6-,7+,8+,9-,10+,11+,14-;/m1./s1
• InChIKey: ZDRBJJNXJOSCLR-NZXABURVSA-N

名称和登记号

名称

• IUPAC标准名: {N-[(2R,3S,5S,6R)-5-amino-2-methyl-6-{[(1S,2R,3S,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}oxan-3-yl]carbamimidoyl}formic acid hydrochloride
• IUPAC传统名: kasugamycin hydrochloride
• 别名: 3-O-[2-Amino-4-[(carboxyiminomethyl)amino]-2,3,4,6-tetradeoxy-D-arabino-hexopyranosyl]-D-chiro-inositol; Kasugamycin hydrochloride from Streptomyces kasugaensis

登记号

• CAS号: 19408-46-9
• MDL号: MFCD00058459
• PubChem SID: 162247888; 24896238
• PubChem CID: 88045

理论计算性质

• Acid pKa: 2.868796
• 质子受体: 12
• 质子供体: 9
• LogD (pH = 5.5): -6.4029083
• LogD (pH = 7.4): -6.4303517
• Log P: -6.394792
• 摩尔折射率: 92.5732 cm^3
• 极化性: 33.85296 Å^3
• 极化表面积: 218.81 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble

安全信息

• RTECS编号: NM7521800
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C14H25N3O9 · HCl

详细说明

Sigma Aldrich - K4013

Application
Kasugamycin (Ksg) is an aminoglycoside antibiotic isolated from Streptomyces kasugaensis. It is used to study ribosome structure and interactions near the m26A m26A sequence1. It is used to study the mechanisms of kasugamycin resistance2.
Biochem/physiol Actions
kasugamycin binds within the mRNA channel of the 30S subunit between the universally conserved G926 and A794 nucleotides in 16S ribosomal RNA2. Inhibits protein synthesis and binding of aminoacyl-SRNA to the ribosomes in fungi. Induces f-met-tRNA dissociation from P-site of 30S subunit.