2′-O-Acetyl Adenosine-5-Diphosphoribose

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Purine nucleotide sugars

Organic compounds

Nucleosides, nucleotides, and analogues

Purine nucleotides

Purine nucleotide sugars

Calculated Property

kind Value Source
logP -1.7 ALOGPS
logS -2.2 ALOGPS
Water Solubility 3.54e+00 g/l ALOGPS
logP -6.2 ChemAxon
IUPAC Name {[(2R,3R,4S,5S)-4-(acetyloxy)-3,5-dihydroxyoxolan-2-yl]methoxy}[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid ChemAxon
Traditional IUPAC Name [(2R,3R,4S,5S)-4-(acetyloxy)-3,5-dihydroxyoxolan-2-yl]methoxy({[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)phosphinic acid ChemAxon
Molecular Weight 601.3524 ChemAxon
Monoisotopic Weight 601.082238179 ChemAxon
SMILES CC(=O)O[C@@H]1[C@@H](O)O[C@H](CO[P@](O)(=O)O[P@@](O)(=O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)N2C=NC3=C2N=CN=C3N)[C@H]1O ChemAxon
Molecular Formula C17H25N5O15P2 ChemAxon
InChI InChI=1S/C17H25N5O15P2/c1-6(23)34-13-11(25)8(36-17(13)27)3-33-39(30,31)37-38(28,29)32-2-7-10(24)12(26)16(35-7)22-5-21-9-14(18)19-4-20-15(9)22/h4-5,7-8,10-13,16-17,24-27H,2-3H2,1H3,(H,28,29)(H,30,31)(H2,18,19,20)/t7-,8+,10-,11+,12+,13-,16+,17-/m0/s1 ChemAxon
InChIKey InChIKey=BFNOPXRXIQJDHO-BVNNLCGGSA-N ChemAxon
Polar Surface Area (PSA) 297.59 ChemAxon
Refractivity 120.27 ChemAxon
Polarizability 50.51 ChemAxon
Rotatable Bond Count 11 ChemAxon
H Bond Acceptor Count 15 ChemAxon
H Bond Donor Count 7 ChemAxon
pKa (strongest acidic) 1.86 ChemAxon
pKa (strongest basic) 5 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • NAD-dependent protein deacylase sirtuin-5, mitochondrial : in Human