CAS 58-63-9|9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one|9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one|Inosine|(-)-Inosine|O...

基本信息

化学结构

分子式

C₁₀H₁₂N₄O₅

分子量

268.22608

精确质量

268.0807695

电荷

InChI

InChI=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

InChIKey

UGQMRVRMYYASKQ-KQYNXXCUSA-N

Canonic Smiles

OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc[nH]c2=O

Isomeric Smiles

n1(c2c(nc1)c(=O)[nH]cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O

计算属性

JChem

Acid pKa

8.933801

质子受体

质子供体

LogD (pH = 5.5)

-2.4786847

LogD (pH = 7.4)

-2.489615

Log P

-2.478538

摩尔折射率

61.3318

极化性

23.156597

极化表面积

129.2

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

IUPAC传统名

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

别名

9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-oneInosine(-)-InosineOxiamineTrophicardylInosieHypoxanthosineCarnineHypoxanthine ribosideInosineHypoxanthine 9-β-D-ribofuranoside

IUPAC标准名

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

名称和标识

数据登录号

EC号

Beilstein号

CAS号

PubChem SID

MDL号

PubChem CID

数据登录号

化合物性质

理化性质

溶解度

H2O: soluble0.5 M, clear, colorless

熔点

222-226 °C (dec.)(lit.)

比旋光度

[α]20/D -76±2°, c = 1% in 0.1 M NaOH

安全信息

德国WGK号

个人保护装置

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

MSDS下载

下载链接

药理学性质

生物活性机理

Activates cellular functions by base pairs with Adenine HFN72-P, Cytosine HDR44-O or Uracil BTP40-U

作用靶点

Others

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

Sigma Aldrich

I1024

Biochem/physiol Actions
Inosine is a potent stimulator of nerve growth factor (NGF) induced neurite outgrowth. The elevated levels of inosine in brain following injury are associated with the increased expression proteins related to axonal regeneration and growth. Mice given inosine demonstrated enhanced recovery of fine motor control following ischemic brain damage. Inosine may be used in studies of the process A-to-I RNA editing.

I4125

包装
1, 5, 10, 25, 100 g in poly bottle
Biochem/physiol Actions
Inosine is a potent stimulator of nerve growth factor (NGF) induced neurite outgrowth. The elevated levels of inosine in brain following injury are associated with the increased expression proteins related to axonal regeneration and growth. Mice given inosine demonstrated enhanced recovery of fine motor control following ischemic brain damage. Inosine may be used in studies of the process A-to-I RNA editing.

57470

描述信息

参考文献

PubChem文献

数据源提供

• Gulland, J.M. et al., J.C.S., 1936, 765, (struct)

• Campoli-Richards, D.M. et al., Drugs, 1986, 32, 383, (rev, Inosine pranobex)

• Chenon, M.T. et al., J.A.C.S., 1975, 97, 4627, (cmr)

• Hawkes, G.E. et al., J.C.S. Perkin 2, 1977, 1268, (N-15 nmr)

• Westhof, E. et al., Z. Naturforsch., C, 1975, 30, 131, (pmr)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, IDE000

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 712B, (ir)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 1551

• Ger. Pat., 1972, 2038262; CA, 76, 99993e, (synth)

• Yamazaki, A. et al., J. Het. Chem., 1978, 15, 353, (rev, synth)

• Kinichi, I. et al., Chem. Pharm. Bull., 1966, 14, 1377, (synth)

• Munns, A.R.I. et al., Acta Cryst. B, 1970, 26, 1114, (cryst struct)

• De Simone, C. et al., Int. J. Immunopharmacol., 1991, 13, 19, (rev, Inosine pranobex)

• Hall, R.H., Biochem. Biophys. Res. Commun., 1963, 13, 394, (isol, deriv)

• Japan. Pat., 1968, 68 13 215; CA, 70, 47808, (synth, isopropylidene)

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 215C, (nmr)

• Aviado, D.M., J. Pharmacol., 1983, 14, 47, (rev, pharmacol)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 548; 1379

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC传统名

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

别名

IUPAC标准名

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

数据登录号

EC号

Beilstein号

CAS号

PubChem SID