Compound
ADP-D-ribose
A nucleotide-sugar oxoanion that is the dianion of ADP-D-ribose(2−) arising from deprotonation of the phosphate OH groups; major species at pH 7.3.
Definition from ChEBI (CHEBI:57967), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C15H21N5O14P2
- Mass
- 557.302 g/mol
- Charge
- -2
- InChIKey
- SRNWOUGRCWSEMX-TYASJMOZSA-L
- SMILES
- Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
8 entities
8 entities reached.
0 reported hops8 assembled from the scaffold
- NUDT5ProteinUNIPROT:Q9UKK9substrate ofInferred only24 paths8 endpoints
- ADPRMProteinUNIPROT:Q3LIE5substrate ofInferred only10 paths5 endpoints
- CD38ProteinUNIPROT:P28907transported byInferred only10 paths10 endpoints
- ADPRSProteinUNIPROT:Q9NX46substrate ofInferred only8 paths8 endpoints
- NUDT14ProteinUNIPROT:O95848substrate ofInferred only7 paths7 endpoints
- ADPRHProteinUNIPROT:P54922substrate ofInferred only4 paths4 endpoints
- MACROD2ProteinUNIPROT:A1Z1Q3substrate ofInferred only1 path1 endpoint
- MACROD1ProteinUNIPROT:Q9BQ69substrate ofInferred only1 path1 endpoint
What the reference databases state
Chemical structure
- 2''-O-(2E)-but-2-enoyl-ADP-D-ribose has the functional parent ADP-D-riboseCompoundChEBI CHEBI:183235Inferred only
- 2''-O-(S)-lactoyl-ADP-D-ribose has the functional parent ADP-D-riboseCompoundChEBI CHEBI:231484Inferred only
- 3''-O-acetyl-ADP-D-ribose has the functional parent ADP-D-riboseCompoundChEBI CHEBI:142723Inferred only
- 3''-O-propanoyl-ADP-D-ribose has the functional parent ADP-D-riboseCompoundChEBI CHEBI:145015Inferred only
Statements
23 statements
23 statements · 2 reference databases · Subject: ADP-D-ribose · Sources: Human-GEM, Rhea
- ADP-D-ribose is converted to CHEBI:17797CompoundHuman-GEM MAR00062Inferred only
- ADP-D-ribose is converted to CHEBI:17797CompoundHuman-GEM MAR07144Inferred only
- cyclic ADP-beta-D-ribose is converted to ADP-D-riboseCompoundRhea RHEA:38615Inferred only
- ADP-D-ribose is converted to D-ribose 5-phosphateCompoundRhea RHEA:50248Inferred only
- ADP-D-ribose is converted to D-ribose 5-phosphateCompoundRhea RHEA:14529Inferred only
- ADP-D-ribose is converted to D-ribose 5-phosphateCompoundRhea RHEA:10412Inferred only
- D-ribose 5-phosphate is converted to ADP-D-riboseCompoundRhea RHEA:14529Inferred only
- D-ribose 5-phosphate is converted to ADP-D-riboseCompoundRhea RHEA:50248Inferred only
- ADP-D-ribose is a substrate of ADPRHProteinRhea RHEA:68792Inferred only
- ADP-D-ribose is a substrate of ADPRMProteinRhea RHEA:10412Inferred only
- ADP-D-ribose is a substrate of ADPRMProteinHuman-GEM MAR07144Inferred only
- ADP-D-ribose is a substrate of ADPRSProteinRhea RHEA:68792Inferred only
Show the remaining 11
- ADP-D-ribose is a substrate of MACROD1ProteinRhea RHEA:68792Inferred only
- ADP-D-ribose is a substrate of MACROD2ProteinRhea RHEA:68792Inferred only
- ADP-D-ribose is a substrate of NUDT14ProteinRhea RHEA:10412Inferred only
- ADP-D-ribose is a substrate of NUDT5ProteinRhea RHEA:50248Inferred only
- ADP-D-ribose is a substrate of NUDT5ProteinHuman-GEM MAR07144Inferred only
- ADP-D-ribose is a substrate of NUDT5ProteinRhea RHEA:10412Inferred only
- ADP-D-ribose is a substrate of NUDT9ProteinHuman-GEM MAR00062Inferred only
- ADP-D-ribose is a substrate of NUDT9ProteinHuman-GEM MAR07144Inferred only
- ADP-D-ribose is a substrate of NUDT9ProteinRhea RHEA:10412Inferred only
- ADP-D-ribose is a substrate of OARD1ProteinRhea RHEA:68792Inferred only
- ADP-D-ribose is transported by CD38ProteinHuman-GEM MAR07905Inferred only
Reactions
33 reactions
ADP-D-ribose+waterAMP+2proton+CHEBI:17797
Catalysed by NUDT9
Reaction pageLeft to rightBalancedEC 3.6.1.13mitochondrial matrix
Human-GEM MAR00062CC BY 4.0Reference data
water+NAD(+)ADP-D-ribose+proton+nicotinamide
Reaction pageLeft to rightBalancedEC 3.2.2.5extracellular space
Human-GEM MAR07142CC BY 4.0Reference data
water+NAD(+)ADP-D-ribose+proton+nicotinamide
Reaction pageLeft to rightBalancedEC 3.2.2.5cytosol
Human-GEM MAR07143CC BY 4.0Reference data
ADP-D-ribose+waterAMP+2proton+CHEBI:17797
Catalysed by NUDT5 or ADPRM or NUDT9
Reaction pageLeft to rightBalancedEC 3.6.1.13, 3.6.1.53cytosol
Human-GEM MAR07144CC BY 4.0Reference data
MAM00215c+waterMAM00197c+ADP-D-ribose
Catalysed by ADPRH
Reaction pageLeft to rightBalance undeterminableEC 3.2.2.19cytosol
Human-GEM MAR07624CC BY 4.0Reference data
water+N(omega)-(ADP-D-ribosyl)-L-arginineADP-D-ribose+L-arginine
Catalysed by ADPRH
Reaction pageLeft to rightBalancedEC 3.2.2.19cytosol
Human-GEM MAR07626CC BY 4.0Reference data
Transported by CD38
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR07905CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09141CC BY 4.0Reference data
water+2''-O-acetyl-ADP-D-riboseacetate+ADP-D-ribose+proton
Catalysed by MACROD2 or MACROD1 or OARD1
Reaction pageLeft to rightBalancedEC 3.1.1.106nucleus
Human-GEM MAR20099CC BY 4.0Reference data
water+alpha-NAD(+)ADP-D-ribose+proton+nicotinamide
Catalysed by MACROD2 or MACROD1 or OARD1
Reaction pageLeft to rightBalancedEC 3.1.1.106nucleus
Human-GEM MAR20100CC BY 4.0Reference data
water+3''-O-acetyl-ADP-D-riboseacetate+ADP-D-ribose+proton
Catalysed by MACROD1
Reaction pageLeft to rightBalancedEC 3.1.1.106, 3.1.1.ynucleus
Human-GEM MAR20101CC BY 4.0Reference data
ADP-D-ribose+waterD-ribose 5-phosphate+AMP+2hydron
Catalysed by NUDT14 or ADPRM or NUDT9 or NUDT5
Reaction pageLeft to rightBalanced
Rhea RHEA:10412CC BY 4.0Reference data
Where it reaches
3 systems, 4 regions, 7 tissues, 7 transporter routes — routes, not measurements: transporters known to carry ADP-D-ribose are expressed there, and no source reports it arriving.
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Other names
2 names
Resolves to: ADP-D-ribose
- Also called
- D-ribofuranos-5-yl-ADP dianion
- Systematic name
- adenosine 5'-[3-(D-ribofuranos-5-O-yl) diphosphate]