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Merck

I4125

Inosine

≥99% (HPLC)

Synonym(s):

(−)-Inosine, Hypoxanthine 9-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C10H12N4O5
CAS Number:
58-63-9
Molecular Weight:
268.23
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24896051
EC Number:
200-390-4
Beilstein/REAXYS Number:
624896
MDL number:
MFCD00066770

Product Name

Inosine, ≥99% (HPLC)

InChI key

UGQMRVRMYYASKQ-KQYNXXCUSA-N

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

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3C(=O)NC=Nc23

assay

≥99% (HPLC)

mp

222-226 °C (dec.) (lit.)

Quality Level

200

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Application

Inosine 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.

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.

General description

Inosine 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.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000523024
0000523024
0000522015
0000522015
0000520077

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Inosine induces context-dependent recoding and translational stalling
Licht K, et al.
Nucleic Acids Research (2018)
Oral administration of inosine produces antidepressant-like effects in mice
Muto J, et al.
Scientific Reports, 4, 4199-4199 (2014)
Inosine-a Multifunctional Treatment for Complications of Neurologic Injury
Doyle C, et al.
Cellular Physiology and Biochemistry, 49(6), 2293-2303 (2018)
Inosine in DNA and RNA
Alseth I, et al.
Current Opinion in Genetics & Development, 26, 116-123 (2014)
The taste of ribonucleosides: Novel macronutrients essential for larval growth are sensed by Drosophila gustatory receptor proteins
Mishra D, et al.
PLoS Biology, 16(8), e2005570-e2005570 (2018)
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