Inosine 肌苷

CAS 58-63-9 MFCD00066770

化学结构图

58-63-9
SMILES: O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

化学属性

Mol. FormulaC10H12N4O5
Mol. Weight268.23
Density2.08
Melting Point222-226°C
TSCAYes
Solubility2.1 G/100 ML (20 ºC)
Appearance 本品为白色结晶性粉末;无臭;味微苦。在水中略溶,在氯仿、乙醇中不溶,在稀盐酸或氢氧化钠等碱溶液中易溶。本品的饱和水溶液约含肌苷1.5%。 mp218℃(分解)。
Refractive index-52 ° (C=1, H2O)
Boiling Point226 °C at 760 mmHg

别名和识别编码

Chemical NameInosine
CAS Number58-63-9
MDL NumberMFCD00066770
EC Number200-390-4
Beilstein Registry Number624889
Merck Number4975
PubChem Substance ID87571444
Reaxys-RN624896
Chemical Name Translation肌苷
Wiswesser Line NotationT56 BN DN FN HNJ IQ D- BT5OTJ CQ DQ E1Q
LabNetwork Molecule IDLN00193903
Synonym Inosine {LY} Inosine {} {LY} Inosine {} {} {LY} Inosine {} {} {} {LY} Inosine {} {} {} {} {LY} Inosine {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Inosine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Inosine
InChIInChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1
Canonical SMILESO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N2C=NC3=C2N=CNC3=O
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分类

  • Bases & Related Reagents
  • Nucleotides
  • {SNA} Other Biochemical, Phytochemicals by Chemical Classification, 细胞生物学, 营养研究
  • {SNA} Cell Biology, Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Metabolomics, Nucleotide, Nutrition Research, Other Biochemical, Phytochemicals by Chemical Classification
  • {SA} Nutrition Research, Other Biochemical,
  • {SNA} Nutrition Research, Other Biochemical, Phytochemicals by Chemical Classification
  • {SNA} Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Nucleotide, Other Biochemical, Phytochemicals by Chemical Classification, 代谢组学, 细胞生物学, 营养研究
  • {SNA} Nucleotide,

产品应用

  • 肌苷是神经生产因子(NGF)潜在的刺激因子。

相关文献及参考

  • [2]. Francisney Pinto Nascimento, et al. Adenosine A1 receptor-dependent antinociception induced by inosine in mice: pharmacological, genetic and biochemical aspects. Mol Neurobiol. 2015;51(3):1368-78.
  • [3]. Ajith A. Welihinda, et al. The adenosine metabolite inosine is a functional agonist of the adenosine A2A receptor with a unique signaling bias. Cell Signal. 2016 Jun; 28(6): 552-560.
  • [4]. Sara Cipriani, et al. Protection by inosine in a cellular model of Parkinson’s disease. Neuroscience. 2014 Aug 22; 274: 242-249.
  • Merck:14,4975
  • Merck:14,4975 Beilstein:31,25
  • Nestor, G., et al.: J. Agric. Food Chem., 58, 10799 (2010),
  • Short: EINECS
  • Short: III/10a
  • Short: III/20a
  • Vandemeulebroucke, A., et al.: Biochem., 49, 8999 (2010),
  • [1]. Filipe Marques Gonçalves, et al. Signaling pathways underlying the antidepressant-like effect of inosine in mice. Purinergic Signal. 2017 Jun; 13(2): 203-21

安全信息

Signal word Warning
GHS Symbol
WGK Germany2
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECSNM7460000
Storage condition 2-8°C {LY} 2-8°C Store at RT. {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 3175 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PCJOAU Pharmaceutical Chemistry Journal (English Translation).  Translation
   of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013)  No.1-
   1967-  Volume(issue)/page/year: 20,160,1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2900 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,77,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >20 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,77,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >2800 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: -,156,1995

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Mammal - species unspecified Lymphocyte
DOSE/DURATION           : 60 mmol/L
REFERENCE :
   PNASA6 Proceedings of the National Academy of Sciences of the United States
   of America.  (National Academy of Sciences, Printing & Pub. Office, 2101
   Constitution Ave., Washington, DC 20418) V.1-    1915-
   Volume(issue)/page/year: 48,686,1962

其他信息

  • 用途五:肌苷是神经生产因子(NGF)潜在的刺激因子。
  • Acros Organic
  • 用途一:生化研究。医药用于促进白细胞增长
  • 用途三:参与体内能量代谢和蛋白质的合成。可用于治疗由于各种原因引起的白细胞减少、血小板减少等。可引起轻度腹泻,不能与乳清酸、氯霉素、潘生丁及硫喷妥钠注射液配伍。
  • 方法一:方法一、肌苷酸脱磷酸法 肌苷酸二钠的制备 棒状杆菌269发酵,发酵液去菌体,吸附,洗脱,浓缩,加乙醇,pH7-7.5条件下结晶可得肌苷酸二钠。 棒状杆菌269[发酵]→发酵液[去菌体,吸附,洗脱,浓缩]→浓缩液[乙醇]→[pH7-7.5]肌苷酸二钠 肌苷粗品的制备 在乙酸缓冲液中,调pH5.4-5.6,加压137-147kPa,脱磷酸5h,可得肌苷粗品。 肌苷酸二钠[乙酸,加压]→肌苷 精制 蒸馏水溶解,pH=6,重结晶,可得精品。 方法二、一步发酵法 菌株选育 变异芽孢杆菌7171-9-1移接到斜面培养基上,30-32℃培养48h。斜面培养基成分为葡萄糖1%,蛋白胨0.4%,酵母浸膏0.7%,牛肉浸膏1.4%,琼脂2%,在pH7、120℃灭菌20min。 变异芽孢杆菌7171-9-1[斜面培养]→[30-32℃, 48h]菌种斜面 种子培养 一级种子:培养基成分为葡萄糖2%,蛋白胨1%,酵母浸膏1%,玉米浆0.5%,尿素0.5%,氯化钠0.25%。灭菌前pH 7,用1L三角瓶装150ml培养基,115℃灭菌15min。每个三角瓶中接入白金耳环菌苔,在往复式摇床上,32℃±1℃培养18h。 二级种子:培养基同一级种子,放大50L发酵罐,定容体积25L,接种量 3%,32℃±1℃培养12-15h,搅拌速度320r/min,通风量1:0.25V/(V·min),生长菌指标 A(650nm)=0.78,pH=6.4-6.6。 菌种斜面[摇床振荡]→[pH7, 32℃±1℃, 18h]一级种子培养液[50L发酵罐]→[pH6.4-6.6, 32℃±1℃, 12-15h]二级种子培养液 发酵 50L不锈钢标准发酵罐,定容体积35L。培养基成分为淀粉水解糖10%,干酵母水解液1.5%,豆饼水解液0.5%,尿素0.4%,硫酸镁0.1%,氯化钾0.2%,磷酸氢二钠0.5%,硫酸铵1.5%,有机硅油0.05%。pH=7,接种量0.9%,32℃±1℃培养93h,搅拌速度320r/min,通风量1:0.5V/(V·min)。500L发酵罐,定容体积350L。培养基成分为淀粉水解糖10%,干酵母水解液1.5%,豆饼水解液0.5%,硫酸铵1.5%,硫酸镁0.1%,氯化钾0.2%,磷酸氢二钠0.5%,碳酸钙1%,有机硅油小于0.3%。pH=7,接种量7%,32℃±1℃培养75h,搅拌速度230r/min,通风量1:0.25V/(
  • 用途二:用作辅酶类药物
  • TC
  • 比旋光度:-49.2 ° (c=1,H2O 18 °C)
  • 用途四:本品几乎无毒性和副作用,能直接透过细胞膜进入人体细胞,使处于人低能、缺氧状态下的细胞能继续顺利地进行代谢,并能活化丙酮酸氧化酶类,参与人体蛋白质的合成。主要用于各种类型的肝疾病、心疾患、白血球减少症、血小板减小、中心性视网膜炎以及预防和解除锑剂引起的副作用。
  • 下游产品:DL-色氨酸 --> 利巴韦林 --> 5'-核糖核苷酸钙 --> 地达诺辛 --> 四乙酰核糖
  • Sigma Aldrich:58-63-9(sigmaaldrich)
  • {Chemica
  • 方法二:肌苷可通过直接发酵法生产,也可通过半合成法生产。半合成法采用发酵制得的甩苷酸二钠为原料,经脱膦而得肌苷。
  • 图谱信息:肌苷(58-63-9)红外图谱(IR2) 肌苷(58-63-9)核磁图( 1 HNMR) 肌苷(58-63-9)红外图谱(IR1) 肌苷(58-63-9)质谱(MS) 肌苷(58-63-9)核磁图( 13 CNMR)
  • 肌苷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 65009733 肌苷;次黄嘌呤核苷;9-β-D-呋喃核糖基次黄嘌呤 10g 37.1元 2011/04/16 I0037 肌苷 Inosine 500G 5390元 2011/04/16 I0037 肌苷 Inosine 25G 580元

系列性分类


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