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HomeProduct name list2'-Deoxyinosine

2'-Deoxyinosine

Synonym(s):9-(2-Deoxy-β-D-ribofuranosyl)hypoxanthine

  • CAS NO.:890-38-0
  • Empirical Formula: C10H12N4O4
  • Molecular Weight: 252.23
  • MDL number: MFCD00005762
  • EINECS: 212-964-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 11:41:24
2'-Deoxyinosine Structural

What is 2'-Deoxyinosine?

Chemical properties

Crystalline

The Uses of 2'-Deoxyinosine

An Inosine (I661000) analog with hypotensive activity. An impurity of the antiviral drug 2’,3’-Dideoxyinosine (D440950).

The Uses of 2'-Deoxyinosine

2′-Deoxyinosine has been used in the quantification of nucleoside forms of DNA lesion in a single DNA sample by liquid chromatography tandem mass spectrometry (LC-MS/MS). It has also been used as a standard for high performance liquid chromatography analysis.

Definition

ChEBI: 2'-deoxyinosine is a purine 2'-deoxyribonucleoside that is inosine in which the hydroxy group at position 2' is replaced by a hydrogen. It has a role as a Saccharomyces cerevisiae metabolite, a human metabolite, a plant metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purines 2'-deoxy-D-ribonucleoside and a purine 2'-deoxyribonucleoside. It is functionally related to an inosine.

What are the applications of Application

2′-Deoxyinosine is a nucleoside composed of hypoxanthine attached to 2′-deoxyribose via a β-N9-glycosidic bond

Biochem/physiol Actions

2′-Deoxyinosine is a nucleoside form of hypoxanthine. It is a DNA damage product resulting from the impairment of DNA by reactive nitrogen species. 2′-deoxyinosine is formed from nitrosative deamination by N2O3.

Purification Methods

2'-Deoxyinosine [890-38-0] M 252.2, m 206o(dec), 218-220o(dec), [ ] D25 -21o (c 2, N ] D -21o (c 1, H 2O), pKEst(1) ~ 8.9, pKEst(2) ~ 12.4. Purify 2'-deoxyinosine by recrystallisation from H2O. [Brown & Lythgoe J Chem Soc 1990 1950, UV: MacNutt Biochem J 50 384 1952, Beilstein 26 III/IV 2086.]

Properties of 2'-Deoxyinosine

Melting point: 250 °C
Boiling point: 395.4°C (rough estimate)
alpha  21 º (c=1, H2O 22 ºC)
Density  1.3402 (rough estimate)
refractive index  -16 ° (C=1, H2O)
storage temp.  -20°C
solubility  DMSO (Slightly), Water (Slightly)
pka 8.92±0.70(Predicted)
form  Powder
color  White to Off-white
Water Solubility  8.33g/L(25.02 ºC)
BRN  33517
InChI InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1
CAS DataBase Reference 890-38-0(CAS DataBase Reference)
NIST Chemistry Reference Inosine, 2'-deoxy-(890-38-0)

Safety information for 2'-Deoxyinosine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2'-Deoxyinosine

InChIKey VGONTNSXDCQUGY-RRKCRQDMSA-N
SMILES OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)O)N=C2)C[C@@H]1O

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