CAS 146-80-5|Xanthosine|Xanthine riboside|xanthosine|9-<i>beta</i>-D-Ribofuranosylxanthine|9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,3,6,9-tetrahydro-1H-purine-2,6-dione|9-beta-...

General Information

Structure

Molecular Formula

C₁₀H₁₂N₄O₆

Molecular Mass

284.22548

Exact Mass

284.07568412

Charge

InChI

InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1

InChIKey

UBORTCNDUKBEOP-UUOKFMHZSA-N

Canonic Smiles

OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1[nH]c(=O)[nH]c2=O

Isomeric Smiles

O=c1[nH]c2c(ncn2[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)CO)c(=O)[nH]1

Calculated Properties

JChem

LogD (pH = 7.4)

-2.16

LogD (pH = 5.5)

-1.81

Log P

-1.81

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

7.26

Polar Surface Area

145.94

Polarizability

25.45

Molar Refractivity

62.21

LOG S

-1.54

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

XanthosineXanthine riboside9-beta-D-Ribofuranosylxanthine9-beta-D-RibofuranosylxanthineXanthosinexanthine 9-beta-D-ribofuranosidexanthosineXanthine riboside9-beta-D-ribofuranosyl-3,9-dihydro-1H-purine-2,6-dione9-beta-D-ribofuranosylxanthinexanthosine

IUPAC Traditional name

xanthosine

IUPAC name

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Names and Identifiers

Registration numbers

CHEMBL

402439CHEMBL402439

PubChem CID

64959

CAS Number

146-80-5