Inosine
58-63-9O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1OUGQMRVRMYYASKQ-KQYNXXCUSA-NInosine is a purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N9-glycosidic bond. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is a purines D-ribonucleoside and a member of inosines. It is functionally related to a hypoxanthine and a ribofuranose.
58-63-9DTXSID2045993CHEMBL1556CHEBI:17596-2.10
-1.81
15.8 mg/mL
>40.2 [ug/mL] (The mean of the results at pH 7.4)
White crystalline solid; [Sigma-Aldrich MSDS]
Solid
161.7 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
170.8 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
153 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]
170.7 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
172.1 Ų [M+Na]+
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
This chemical does not meet GHS hazard criteria for 91.3% (21 of 23) of all reports.
Not Classified
Aggregated GHS information provided per 23 reports by companies from 3 notifications to the ECHA C&L Inventory.
Chemical: Inosine
REACH registered substance: Inosine (EC: 200-390-4)
Inosine: Does not have an individual approval but may be used under an appropriate group standard
S - Sensory organs
D - Dermatologicals
G - Genito urinary system and sex hormones
QG - Genito urinary system and sex hormones
QD - Dermatologicals
QS - Sensory organs
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.
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.
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White crystalline powder
A cellular activator found in meat, meat extracts, and sugar beets; [Merck Index] 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) [ChemIDplus]
Use (kg; approx.) in Germany (2009): >10
출처Inosine is a synthetic
용도Inosine has been used:as a medium supplement in nucleotide rescue experiments in pancreatic cancer cell lines.as a component in holidic (synthetic) medium and in larval two-choice preference assay.as a reference standard in mass spectroscopy.
일반 설명Inosine is a non-canonical nucleotide majorly present as monophosphate. It has ability to base pair with deoxythymidine, deoxyadenosine and deoxyguanosine. Incorporation of inosine in place of guanine modulates translational events. Inosine has antioxidant, anti-inflammatory and neuroprotective functionality. Inosine is prescribed as a therapeutic supplement for nerve injury, inflammation and oxidative stress. It modulates biological processes through adenosine receptors. Its enhances neurite outgrowth in depressive disorders via adenosine receptors. Inosine is also used for treating sepsis in infections.
정의ChEBI: A purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N9-glycosidic bond.