2'-Deoxyinosine Chemical Properties

Melting point:

250 °C

alpha 

21 º (c=1, H2O 22 ºC)

Boiling point:

395.4°C (rough estimate)

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

InChIKey

VGONTNSXDCQUGY-RRKCRQDMSA-N

SMILES

OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)O)N=C2)C[C@@H]1O

CAS DataBase Reference

890-38-0(CAS DataBase Reference)

NIST Chemistry Reference

Inosine, 2'-deoxy-(890-38-0)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

24/25-37/39-36-26

WGK Germany 

3

F 

10-23

HS Code 

29349990

MSDS

• Language:English Provider:2'-Deoxyinosine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

2'-Deoxyinosine Usage And Synthesis

Chemical Properties

Crystalline

Uses

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

Uses

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.

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.]

2'-Deoxyinosine(890-38-0)Related Product Information

• CHLOROPHOSPHONAZO III
• Dideoxyinosine
• Tris(hydroxymethyl)nitromethane
• 6-Hydroxypurine
• Furan
• IDP
• 3'-GMP DISODIUM SALT
• 2',3'-O-Isopropylideneinosine
• N2-Isobutyryl-2'-deoxyguanosine
• 2'-Deoxyguanosine-5'-diphosphate trisodium salt
• Guanosine
• Disodium 5'-Inosinate
• Inosinic Acid
• 5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine
• GUANOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT
• 2',3',5'-TRI-O-ACETYLINOSINE
• 2'-Deoxyinosine-5'-diphosphate
• INOSINE-3',5'-CYCLIC PHOSPHATE