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
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.
What are the applications of Application
2′-Deoxyinosine is a nucleoside composed of hypoxanthine attached to 2′-deoxyribose via a β-N9-glycosidic bond
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.
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) |
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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