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25389-94-0 分子结构
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(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol; sulfuric acid

ChemBase编号:72953
分子式:C18H38N4O15S
平均质量:582.57712
单一同位素质量:582.20543754
SMILES和InChIs

SMILES:
[C@@H]1([C@@H]([C@H](O[C@@H]([C@@H]1O)O[C@@H]1[C@H](C[C@H]([C@@H]([C@H]1O)O[C@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)N)O)CO)N)N)CN)O)O.S(=O)(=O)(O)O
Canonical SMILES:
OS(=O)(=O)O.OC[C@H]1O[C@H](O[C@H]2[C@H](N)C[C@@H]([C@H]([C@@H]2O)O[C@H]2O[C@H](CN)[C@H]([C@@H]([C@H]2O)O)O)N)[C@@H]([C@H]([C@@H]1O)N)O
InChI:
InChI=1S/C18H36N4O11.H2O4S/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17;1-5(2,3)4/h4-18,23-29H,1-3,19-22H2;(H2,1,2,3,4)/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-;/m1./s1
InChIKey:
OOYGSFOGFJDDHP-KMCOLRRFSA-N

引用这个纪录

CBID:72953 http://www.chembase.cn/molecule-72953.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol; sulfuric acid
IUPAC传统名
kanamycin; sulfuric acid
别名
卡那霉素 A
卡那霉素碱 硫酸盐
卡那霉素 硫酸酯 来源于卡那霉素链霉菌
卡那霉素 硫酸酯 来源于卡那霉素链霉菌
硫酸卡那霉素(来自卡那霉素链霉菌)
Kanamycin monosulfate
Kantrex
Kanamycin sulfate
Kanamycin sulfate from Streptomyces kanamyceticus
Kanamycin sulfate Streptomyces kanamyceticus
Kanamycin sulfate
Kanamycin A
Kanamycin sulfate salt
O-3-Amino-3-deoxy-α-D-glucopyranosyl-(16)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(14)]-2-deoxy-D-streptamine Sulfate
Cantrex
Cristalomicina
Enterokanacin
Kamycin
Kanabristol
Kanamytrex
Kanaqua
Kanasig
Kanatrol
Kanescin
Otokalixin
Resistomycin
Kanamycin A Sulfate
CAS号
25389-94-0
70560-51-9
EC号
246-933-9
MDL号
MFCD00070253
Beilstein号
3874279
PubChem SID
24896236
24896204
162037873
24896209
24881933
24896240
24896199
PubChem CID
441374

理论计算性质

理论计算性质

JChem
Acid pKa 12.109839  质子受体 15 
质子供体 11  LogD (pH = 5.5) -18.059649 
LogD (pH = 7.4) -12.666778  Log P -7.0609136 
摩尔折射率 106.1345 cm3 极化性 45.27121 Å3
极化表面积 282.61 Å2 可自由旋转的化学键
里宾斯基五规则 false 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
溶解度
H2O: soluble10-50 mg/mL (As a stock solution. Stock solutions should be stored at 2-8°C. Stable at 37°C for 5 days.) expand 查看数据来源
Water expand 查看数据来源
外观
powder expand 查看数据来源
White Solid expand 查看数据来源
熔点
>250°C (dec.) expand 查看数据来源
保存条件
-20°C expand 查看数据来源
-20°C Freezer expand 查看数据来源
RTECS编号
NZ3225030 expand 查看数据来源
欧盟危险性物质标志
有毒(Toxic) 有毒(Toxic) (T) expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
2 expand 查看数据来源
3 expand 查看数据来源
危险公开号
61 expand 查看数据来源
安全公开号
53-45 expand 查看数据来源
GHS危险品标识
GHS08 expand 查看数据来源
GHS警示词
Danger expand 查看数据来源
GHS危险声明
H360 expand 查看数据来源
GHS警示性声明
P201-P308 + P313 expand 查看数据来源
个人保护装置
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand 查看数据来源
保存温度
2-8°C expand 查看数据来源
级别
Biotechnology Performance Certified expand 查看数据来源
成盐信息
sulfate expand 查看数据来源
药效
≥750 μg per mg expand 查看数据来源
≥750 μg per mg ((dry basis)) expand 查看数据来源
≥750 μg per mg (dry basis) expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
适用性
cell culture tested expand 查看数据来源
meets USP testing specifications expand 查看数据来源
plant cell culture tested expand 查看数据来源
suitable for cell culture expand 查看数据来源
suitable for plant cell culture expand 查看数据来源
燃烧残渣
≤0.2% (as SO4) expand 查看数据来源
杂质
<5% kanamycin B expand 查看数据来源
≤5% Kanamycin B expand 查看数据来源
≤5% kanamycin B expand 查看数据来源
endotoxin, tested expand 查看数据来源
无菌消毒
γ-irradiated expand 查看数据来源
干燥失重
≤2% loss on drying expand 查看数据来源
产品质量级别
PREMIUM expand 查看数据来源
线性分子式
C18H36-37N4-5O10-11 · H2SO4 expand 查看数据来源
Empirical Formula (Hill Notation)
C18H36N4O11 · H2O4S expand 查看数据来源

详细说明

详细说明

Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich TRC TRC
Selleck Chemicals -  S2315 external link
Research Area: Infection
Biological Activity:
Kanamycin sulfate(Kanamycin monosulfate) is an aminoglycoside antibiotic, available in oral, intravenous, and intramuscular forms, and used to treat a wide variety of infections. Kanamycin interacts with the 30S subunit of prokaryotic ribosomes. It induces substantial amounts of mistranslation and indirectly inhibits translocation during protein synthesis. [1]
Sigma Aldrich -  K1637 external link
Application
Used in biotechnology applications to inhibit protein synthesis. Used as a selection agent for cells transformed with kanamycin B (neoR, kanR) resistance gene.
Biochem/physiol Actions
Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, and mycoplasma.
Sigma Aldrich -  K4000 external link
Application
Used as a selection agent for cells transformed with kanamycin B (neoR, kanR) resistance gene.
Biochem/physiol Actions
Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, and mycoplasma.
Sigma Aldrich -  K4378 external link
Application
Used in biotechnology applications to inhibit protein synthesis. Used as a selection agent for cells transformed with kanamycin B (neoR, kanR) resistance gene.
Biochem/physiol Actions
Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, and mycoplasma.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information
Sigma Aldrich -  K1377 external link
Application
在生物技术中用于抑制蛋白质合成。建议以 100mg/L 的量用于细胞培养应用。
Biochem/physiol Actions
Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, and mycoplasma.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information
Sigma Aldrich -  K3763 external link
Application
在生物技术中用于抑制蛋白质合成。
Biochem/physiol Actions
Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, and mycoplasma.
Sigma Aldrich -  60615 external link
Other Notes
Aminoglycoside-antibiotic with broad antibacterial spectrum, (including mycobacteria, many gram-positive and most gram-negative organisms); Additive in culture media for the isolation of group D streptococci on Kanamycin Esculin Azide Agar (Mossel et al.) or for selection of transformed plant cells containing the neomycin phosphotransferase (for kanamycin resistance); on a kanamycin-medium1,2
Application
Aminoglycoside-antibiotic with broad antibacterial spectrum, (including mycobacteria, many gram-positive and most gram-negative organisms); Additive in culture media for the isolation of group D streptococci on Kanamycin Esculin Azide Agar (Mossel et al.) or for selection of transformed plant cells containing the neomycin phosphotransferase (for kanamycin resistance); on a kanamycin-medium1,2
Biochem/physiol Actions
Kanamycin interacts with the 30S subunit of prokaryotic ribosomes thereby inhibiting translocation during protein synthesis 3.
Sigma Aldrich -  K0879 external link
Application
在生物技术中用于抑制蛋白质合成。建议以 10-50μg/mL 的量用于分子生物学应用。
Biochem/physiol Actions
Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria, and mycoplasma.
Reconstitution
直接在小瓶中用无菌水配制储备液 (10mg/mL)。储备液应储存在 2-8°C 下。在 37°C 下可稳定 5 天。
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information
Toronto Research Chemicals -  K137500 external link
Antibiotic complex produced by Streptomyces kanamyceticus Okami & Umezawa from Japanese soil. Comprised of three components, kanamycin A, the major component, and kanamycins B and C, two minor congeners. Antibacterial.

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • http://en.wikipedia.org/wiki/Kanamycin
  • Ito, et al.: J. Antibiot., 17, 189 (1964)
  • Toda, S., et al.: J. Antibiot., 30, 1002 (1964)
  • Claes, P.J., et al.: Anal. Profiles Drug. Subs., 6, 259 (1964)
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专利

专利

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