ChemFOnt: Showing chemical card for O-acetyl-ADP-ribose (CFc000040164)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:41:30 UTC

Chemfont ID

CFc000040164

Molecule Identification

Common Name

O-acetyl-ADP-ribose

Definition

O-acetyl-adp-ribose is part of the Amphetamine addiction pathway. It is a substrate for: NAD-dependent protein deacetylase sirtuin-1, NAD-dependent protein deacetylase sirtuin-2, NAD-dependent protein deacetylase sirtuin-3, mitochondrial, NAD-dependent protein deacetylase sirtuin-4, NAD-dependent protein deacetylase sirtuin-6, and NAD-dependent protein deacetylase sirtuin-7.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
{[4-(acetyloxy)-3,5-dihydroxyoxolan-2-yl]methoxy}[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinate	Generator

Chemical Formula

C₁₇H₂₅N₅O₁₅P₂

Average Molecular Weight

601.3524

Monoisotopic Molecular Weight

601.082238179

IUPAC Name

{[4-(acetyloxy)-3,5-dihydroxyoxolan-2-yl]methoxy}[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid

Traditional Name

[4-(acetyloxy)-3,5-dihydroxyoxolan-2-yl]methoxy({[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(O)OC(COP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)N2C=NC3=C(N)N=CN=C23)C1O

InChI Identifier

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)

InChI Key

BFNOPXRXIQJDHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Imidolactam
Imidazole
Tetrahydrofuran
Azole
Heteroaromatic compound
Amino acid or derivatives
Secondary alcohol
Carboxylic acid ester
Hemiacetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Amine
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0059656)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.54 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-6.2	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	297.59 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	120.27 m³·mol⁻¹	ChemAxon
Polarizability	50.78 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0059656

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3266378

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for O-acetyl-ADP-ribose (CFc000040164)

MOL for CFc000040164 (O-acetyl-ADP-ribose)

3D MOL for CFc000040164 (O-acetyl-ADP-ribose)

3D SDF for CFc000040164 (O-acetyl-ADP-ribose)

3D-SDF for CFc000040164 (O-acetyl-ADP-ribose)

PDB for CFc000040164 (O-acetyl-ADP-ribose)

3D PDB for CFc000040164 (O-acetyl-ADP-ribose)

SMILES for CFc000040164 (O-acetyl-ADP-ribose)

INCHI for CFc000040164 (O-acetyl-ADP-ribose)

Structure for CFc000040164 (O-acetyl-ADP-ribose)

3D Structure for CFc000040164 (O-acetyl-ADP-ribose)