CAS 25635-88-5|[5-(5-amino-1-imidazolyl)-3,4-dihydroxy-2-tetrahydrofuranyl]methyl dihydrogen phosphate|{[(2R,3S,4R,5R)-5-(5-amino-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid|A...

General Information

Structure

Molecular Formula

C₈H₁₄N₃O₇P

Molecular Mass

295.186421

Exact Mass

295.05693643

Charge

InChI

InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1

InChIKey

PDACUKOKVHBVHJ-XVFCMESISA-N

Canonic Smiles

O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1cncc1N

Isomeric Smiles

O=P(O)(O)OC[C@H]1O[C@@H](n2cncc2N)[C@H](O)[C@@H]1O

Calculated Properties

JChem

LogD (pH = 7.4)

-5.57

LogD (pH = 5.5)

-4.41

Log P

-4.33

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

1.22

Polar Surface Area

160.29

Polarizability

24.23

Molar Refractivity

60.44

LOG S

0.53

Data Source

Academic Data

Wikipedia

5-Aminoimidazole_ribotide

Data Source

Names and Identifiers

Synonyms

[5-(5-amino-1-imidazolyl)-3,4-dihydroxy-2-tetrahydrofuranyl]methyl dihydrogen phosphateAIR5-Aminoimidazole ribotideAminoimidazole ribonucleotideAIR5'-phosphoribosyl-5-aminoimidazole1-(5-phospho-D-Ribosyl)-5-aminoimidazole5-Amino-1-beta-D-ribofuranosyl-5'-(dihydrogen phosphate)-imidazoleAminoimidazole ribotide5-Amino-1-ribofuranosylimidazole 5'-phosphate5-aminoimidazole ribonucleotidephosphoribosylaminoimidazole1-(5'-phosphoribosyl)-5-aminoimidazole5-amino-1-(5-phospho-beta-D-ribosyl)imidazole

IUPAC name

{[(2R,3S,4R,5R)-5-(5-amino-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

IUPAC Traditional name

5-aminoimidazole ribotide

Names and Identifiers

Registration numbers

KEGG ID

C03373

Chemspider ID

141854

Wikipedia Title

5-Aminoimidazole_ribotide