Tìm theo
Inosine
Các tên gọi khác (7 ) :
  • beta-Inosine
  • Hypoxanthosine
  • INO
  • Inosina
  • Inosinum
  • Oxiamin
  • Ribonosine
Thuốc Gốc
Small Molecule
CAS: 58-63-9
CTHH: C10H12N4O5
PTK: 268.2261
A purine nucleoside that has hypoxanthine linked by the N9 nitrogen to the C1 carbon of ribose. It is an intermediate in the degradation of purines and purine nucleosides to uric acid and in pathways of purine salvage. It also occurs in the anticodon of certain transfer RNA molecules. (Dorland, 28th ed)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C10H12N4O5
Phân tử khối
268.2261
Monoisotopic mass
268.080769514
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
InChI Key
InChIKey=UGQMRVRMYYASKQ-KQYNXXCUSA-N
IUPAC Name
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one
Traditional IUPAC Name
inosine
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O
Độ tan chảy
218 dec °C
Độ hòa tan
1.58E+004 mg/L (at 20 °C)
logP
-2.10
logS
-1.23
pKa (strongest acidic)
6.94
pKa (Strongest Basic)
2.74
PSA
129.2 Å2
Refractivity
60.9 m3·mol-1
Polarizability
24.6 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
8
H Bond Donor Count
4
Physiological Charge
-1
Number of Rings
3
Bioavailability
1
Rule of Five
true
Dược Lực Học : Inosine may have neuroprotective, cardioprotective, anti-inflammatory and immunomodulatory activities.
Cơ Chế Tác Dụng : A purine nucleoside that has hypoxanthine linked by the N9 nitrogen to the C1 carbon of ribose. It is an intermediate in the degradation of purines and purine nucleosides to uric acid and in pathways of purine salvage. It also occurs in the anticodon of certain transfer RNA molecules. (Dorland, 28th ed) Inosine has been found to have potent axon-promoting effects in vivo following unilateral transection of the corticospinal tract of rats. The mechanism of this action is unclear. Possibilities include serving as an agonist of a nerve growth factor-activated protein kinase (N-Kinase), conversion to cyclic nucleotides that enable advancing nerve endings to overcome the inhibitory effects of myelin, stimulation of differentiation in rat sympathetic neurons, augmentation of nerve growth factor-induced neuritogenesis and promotion of the survival of astrocytes, among others. The mechanism of inosine's possible cardioprotective effect is similarly unclear. Inosine has been reported to have a positive inotropic effect and also to have mild coronary vasodilation activity. Exogenous inosine may contribute to the high-energy phosphate pool of cardiac muscle cells and favorably affect bioenergetics generally. Inosine has also been reported to enhance the myocardial uptake of carbohydrates relative to free fatty acids as well as glycolysis. In cell culture studies, inosine has been found to inhibit the production, in immunostimulated macrophages and spleen cells, of the proinflammatory cytokines, tumor necrosis factor (TNF)-alpha, interleukin (IL)-1, interleukin (IL)-12, macrophage-inflammatory protein-1 alpha and interferon (IFN)-gamma. It also suppressed proinflammatory cytokine production and mortality in a mouse endotoxemic model. These actions might account for the possible immunomodulatory, anti-inflammatory and anti-ischemic actions of inosine.
Dược Động Học :
▧ Absorption :
Ingested inosine is absorbed from the small intestine.
▧ Metabolism :
In the liver, inosine may be catabolized by a series of reactions culminating in the production of uric acid and also may be metabolized to adenine- and guanine-containing nucleotides. Inosine not metabolized in the liver is transported via the systemic circulation and distributed to various tissues of the body, where it is metabolized in similar fashion as in the liver. Uric acid, the purine end-product of inosine catabolism, is excreted in the urine.
Chỉ Định : The primary popular claim made for inosine, that it enhances exercise and athletic performance, is refuted by the available research data. There is some preliminary evidence that inosine may have some neurorestorative, anti-inflammatory, immunomodulatory and cardioprotective effects.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Alcon
    Sản phẩm biệt dược : Catacol
  • Công ty : Alcon
    Sản phẩm biệt dược : Correctol
  • Công ty : Valeant
    Sản phẩm biệt dược : Lumiclar
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04335
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=6021
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3588
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C00294
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00054
ChemSpider
http://www.chemspider.com/Chemical-Structure.5799.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=22104
PharmGKB
http://www.pharmgkb.org/drug/PA130230922
Wikipedia
http://en.wikipedia.org/wiki/Inosine
PDRhealth
http://www.pdrhealth.com/drug_info/nmdrugprofiles/nutsupdrugs/ino_0144.shtml
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