Compound
XMP
A nucleoside 5'-monophosphate(2−) that results from the removal of two protons from the phosphate group of 5'-xanthylic acid; major species at pH 7.3.
Definition from ChEBI (CHEBI:57464), read 2026-09-23. CC BY 4.0.
Structure
No depiction stored
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- Class
- Organic compound, anion
- Formula
- C10H11N4O9P
- Mass
- 362.191 g/mol
- Charge
- -2
- InChIKey
- DCTLYFZHFGENCW-UUOKFMHZSA-L
- SMILES
- O=c1nc(=O)c2ncn([C@@H]3O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]3O)c2n1
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
10 entities
10 entities reached.
0 reported hops10 assembled from the scaffold
- IMPDH2ProteinUNIPROT:P12268substrate ofInferred only30 paths30 endpoints
- GMPSProteinUNIPROT:P49915substrate ofInferred only30 paths10 endpoints
- NT5C2ProteinUNIPROT:P49902substrate ofInferred only24 paths12 endpoints
- IMPDH1ProteinUNIPROT:P20839substrate ofInferred only22 paths22 endpoints
- NT5EProteinUNIPROT:P21589substrate ofInferred only21 paths21 endpoints
- NT5C1AProteinUNIPROT:Q9BXI3substrate ofInferred only5 paths5 endpoints
- ACP3ProteinUNIPROT:P15309substrate ofInferred only5 paths5 endpoints
- NT5C1BProteinUNIPROT:Q96P26substrate ofInferred only4 paths4 endpoints
- NT5C3AProteinUNIPROT:Q9H0P0substrate ofInferred only4 paths4 endpoints
- NT5C3BProteinUNIPROT:Q969T7substrate ofInferred only3 paths3 endpoints
What the reference databases state
Statements
21 statements
21 statements · 2 reference databases · Subject: XMP · Sources: Human-GEM, Rhea
- CHEBI:10049 is converted to XMPCompoundHuman-GEM MAR08488Inferred only
- CHEBI:17202 is converted to XMPCompoundHuman-GEM MAR04040Inferred only
- XMP is converted to IMPCompoundRhea RHEA:11708Inferred only
- IMP is converted to XMPCompoundRhea RHEA:11708Inferred only
- XMP is converted to xanthosineCompoundHuman-GEM MAR04705Inferred only
- XMP is converted to xanthosineCompoundRhea RHEA:28530Inferred only
- XTP is converted to XMPCompoundRhea RHEA:28610Inferred only
- XMP is a substrate of ACP3ProteinHuman-GEM MAR04705Inferred only
- XMP is a substrate of GMPSProteinHuman-GEM MAR04046Inferred only
- XMP is a substrate of GMPSProteinHuman-GEM MAR04453Inferred only
- XMP is a substrate of GMPSProteinRhea RHEA:11680Inferred only
- XMP is a substrate of IMPDH1ProteinRhea RHEA:11708Inferred only
Show the remaining 9
- XMP is a substrate of IMPDH2ProteinRhea RHEA:11708Inferred only
- XMP is a substrate of NT5C1AProteinHuman-GEM MAR04705Inferred only
- XMP is a substrate of NT5C1BProteinHuman-GEM MAR04705Inferred only
- XMP is a substrate of NT5C2ProteinRhea RHEA:28530Inferred only
- XMP is a substrate of NT5C2ProteinHuman-GEM MAR04705Inferred only
- XMP is a substrate of NT5C3AProteinHuman-GEM MAR04705Inferred only
- XMP is a substrate of NT5C3BProteinHuman-GEM MAR04705Inferred only
- XMP is a substrate of NT5EProteinHuman-GEM MAR04705Inferred only
- XMP is a substrate of RBAKProteinHuman-GEM MAR04705Inferred only
Reactions
15 reactions
water+CHEBI:17202+NAD(+)proton+NADH(2-)+XMP
Reaction pageLeft to rightBalancedEC 1.1.1.205cytosol
Human-GEM MAR04040CC BY 4.0Reference data
ATP+L-glutamine+water+XMPAMP+L-glutamate(1-)+GMP+2proton+diphosphate(3-)
Catalysed by GMPS
Reaction pageLeft to rightBalancedEC 6.3.5.2cytosol
Human-GEM MAR04046CC BY 4.0Reference data
ATP+ammonium+XMPAMP+GMP+proton+diphosphate(3-)
Catalysed by GMPS
Reaction pageLeft to rightBalancedEC 6.3.5.2cytosol
Human-GEM MAR04453CC BY 4.0Reference data
5-phospho-alpha-D-ribose 1-diphosphate+xanthinediphosphate(3-)+XMP
Catalysed by HPRT1
Reaction pageLeft to rightBalancedEC 2.4.2.22cytosol
Human-GEM MAR04664CC BY 4.0Reference data
water+XMPphosphate(3-)+xanthosine
Catalysed by ACP3 or NT5C2 or NT5C1A or NT5C3A or NT5E or NT5C3B or RBAK or NT5C1B
Reaction pageLeft to rightBalancedEC 3.1.3.5cytosol
Human-GEM MAR04705CC BY 4.0Reference data
water+CHEBI:10049proton+diphosphate(3-)+XMP
Catalysed by ITPA
Reaction pageLeft to rightBalancedEC 3.6.1.9cytosol
Human-GEM MAR08488CC BY 4.0Reference data
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR09834CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09860CC BY 4.0Reference data
XMP+diphosphate(3-)xanthine+5-phospho-alpha-D-ribose 1-diphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:10800CC BY 4.0Reference data
XMP+L-glutamine+ATP(4-)+waterGMP+L-glutamate(1-)+AMP+diphosphate(3-)+2hydron
Catalysed by GMPS
Reaction pageLeft to rightBalanced
Rhea RHEA:11680CC BY 4.0Reference data
IMP+NAD(1-)+waterXMP+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:11708CC BY 4.0Reference data
XMP+ammonium+ATP(4-)GMP+AMP+diphosphate(3-)+2hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:18301CC BY 4.0Reference data
Other names
2 names
Resolves to: XMP
- Also called
- 5'-xanthylate dianion
- Systematic name
- 5'-O-phosphonatoxanthosine