Ligand CMP

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of CMP (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H14N3O8P
CMP
IERHLVCPSMICTF-XVFCMESISA-N
Synonyms:
5'-CMP, 5'-cytidylic acid, 5'CMP, cytidine-5'-monophosphate, cytidine-5'-phosphate, cytidine 5'-monophosphate, cytidine 5'-phosphate, cytidine monophosphate, cytidine phosphate, cytidyl 5'-monophosphate, cytidylate, cytidylic acid, D-CMP
Pathway Source
Pathways
MetaCyc
3-phosphoinositide biosynthesis, ABH and Lewis epitopes biosynthesis from type 1 precursor disaccharide, ABH and Lewis epitopes biosynthesis from type 2 precursor disaccharide, alpha-dystroglycan glycosylation, anandamide biosynthesis I more


Show all pahtways known for Show all BRENDA pathways known for CMP

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
CMP + phosphatidylcholine = ?
show the reaction diagram
-
CMP + diphosphate + N-[(R)-4'-phosphopantothenoyl]-L-cysteine = CTP + (R)-4'-phosphopantothenate + L-cysteine
show the reaction diagram

In Vivo Product in Enzyme-catalyzed Reactions (157 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + CMP-N-acetylneuraminate = CoA + N-acetyl-9-O-acetylneuraminate + CMP
show the reaction diagram
-
-
3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP-3-deoxy-D-manno-octulosonate = 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP
show the reaction diagram
-
-
3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP-3-deoxy-D-manno-octulosonate = 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->8)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP
show the reaction diagram
-
-
3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->8)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP-3-deoxy-D-manno-octulosonate = 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->8)-[3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)]-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP
show the reaction diagram
-
-
CMP-N-acetylneuraminate + 1,2-diacyl-3-beta-D-galactosyl-sn-glycerol = CMP + 1,2-diacyl-3-[3-(alpha-D-N-acetylneuraminyl)-beta-D-galactosyl]-sn-glycerol
show the reaction diagram
-
cytidine + ATP = CMP + ADP
show the reaction diagram
-
-
CDP-choline + sphingosine = CMP + sphingosylphosphorylcholine
show the reaction diagram
-
CDP-glycerol + (glycerophosphate)n = CMP + (glycerophosphate)n+1
show the reaction diagram
-
-
CDPribitol + (ribitol phosphate)n = CMP + (ribitol phosphate)n+1
show the reaction diagram
-
CDP-choline + 1-alkenyl-2-acylglycerol = CMP + plasmenylcholine
show the reaction diagram
-
CDP-diacylglycerol + choline = CMP + phosphatidylcholine
show the reaction diagram
-
cytidine diphosphate choline + N-acyl-threo-trans-sphingosine = CMP + sphingomyelin
show the reaction diagram
-
-
CDP-1L-myo-inositol + 1L-myo-inositol 1-phosphate = CMP + bis(1L-myo-inositol) 3,1'-phosphate 1-phosphate
show the reaction diagram
-
-
CDP-2,3-bis-O-(phytanyl)-sn-glycerol + 1L-myo-inositol 1-phosphate = CMP + 1-archaetidyl-1D-myo-inositol 3-phosphate
show the reaction diagram
-
-
CDP-ethanolamine + L-serine = CMP + L-serine-ethanolamine phosphate
show the reaction diagram
-
CDP-ribitol + 4-O-[(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol = CMP + 4-O-[1-D-ribitylphospho-(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol
show the reaction diagram
-
-
CDP-diacylglycerol + 1L-myo-inositol 1-phosphate = CMP + 1-phosphatidyl-1D-myo-inositol 3-phosphate
show the reaction diagram
-
-
CDP-choline + H2O = CMP + phosphocholine
show the reaction diagram
-
-
CDP + H2O = CMP + phosphate
show the reaction diagram
-
-
CDPglycerol + H2O = CMP + L-alpha-glycerophosphate
show the reaction diagram
-
CDPdiacylglycerol + H2O = CMP + phosphatidate
show the reaction diagram
-
CDP-choline + H2O = CMP + phosphocholine
show the reaction diagram
-
-
CDP + H2O = CMP + phosphate
show the reaction diagram
-
-
CTP + H2O = CMP + diphosphate
show the reaction diagram
-
CTP + (R)-4'-phosphopantothenate + L-cysteine = CMP + diphosphate + N-[(R)-4'-phosphopantothenoyl]-L-cysteine
show the reaction diagram
-
CTP + (R)-4'-phosphopantothenate + L-cysteine = CMP + diphosphate + N-[(R)-4'-phosphopantothenoyl]-L-cysteine
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (156 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
CMP + reduced thioredoxin = dCMP + oxidized thioredoxin + H2O
show the reaction diagram
-
5,10-methylenetetrahydrofolate + CMP = dihydrofolate + 5-methylcytidylate
show the reaction diagram
-
sucrose + CMP = D-fructose + CMP 1-glucoside
show the reaction diagram
-
CMP + phosphate = cytosine + alpha-D-ribose 1,5-bisphosphate
show the reaction diagram
-
CMP + trisialoganglioside GT1a = CMP-N-acetylneuraminate + disialoganglioside GD1a
show the reaction diagram
-
CMP + trans-farnesyl diphosphate = GDP + trans-farnesyl triphosphate
show the reaction diagram
-
CMP + [phosphate]n = CDP + [phosphate]n-1
show the reaction diagram
-
ATP + CMP = diphosphate + ?
show the reaction diagram
-
1-stearoyl-2-arachidonoylphosphatidylinositol + CMP = CDP-1-stearoyl-2-arachidonoylglycerol + myo-inositol
show the reaction diagram
-
CMP + 1-(3-sn-phosphatidyl)-sn-glycerol 3-phosphate = CDP-diacylglycerol + sn-glycerol 3-phosphate
show the reaction diagram
-
5'-CMP + H2O = cytidine + phosphate
show the reaction diagram
-
CMP + H2O = cytosine + phosphate
show the reaction diagram
-
5'-CMP + H2O = cytosine + ribose 5-phosphate
show the reaction diagram
-
CMP + H2O = UMP + NH3
show the reaction diagram
-
CMP + H2O = ?
show the reaction diagram
-
cytidine-5'-monophosphate + H2O = ?
show the reaction diagram
-
CMP + diphosphate + N-[(R)-4'-phosphopantothenoyl]-L-cysteine = CTP + (R)-4'-phosphopantothenate + L-cysteine
show the reaction diagram

Product in Enzyme-catalyzed Reactions (755 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5,10-methylenetetrahydrofolate + 2'-deoxycytidine 5'-monophosphate = dihydrofolate + cytidine phosphate
show the reaction diagram
-
-
acetyl-CoA + CMP-N-acetylneuraminate = CoA + N-acetyl-9-O-acetylneuraminate + CMP
show the reaction diagram
-
-
3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP-3-deoxy-D-manno-octulosonate = 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->8)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP
show the reaction diagram
-
-
3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->8)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP-3-deoxy-D-manno-octulosonate = 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->8)-[3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)]-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + CMP
show the reaction diagram
-
-
AMP + cytidine = adenosine + cytidine 5'-phosphate
show the reaction diagram
-
-
CDP + D-glucose = CMP + D-glucose 6-phosphate
show the reaction diagram
-
-
ATP + cytidine = ADP + CMP
show the reaction diagram
-
-
CDP + CDP = CTP + CMP
show the reaction diagram
-
CTP + D-ribose 5-phosphate = CMP + 5-phospho-alpha-D-ribose 1-diphosphate
show the reaction diagram
-
CTP + thiamine = CMP + thiamine diphosphate
show the reaction diagram
-
-
CDP-glycerol + 1L-myo-inositol 1-phosphate = CMP + 1-(1X-glyceryl) myo-inosityl phosphate 3-phosphate
show the reaction diagram
-
-
CDP-choline + sphingosine = CMP + sphingosylphosphorylcholine
show the reaction diagram
-
CDP-choline + 1-alkenyl-2-acylglycerol = CMP + plasmenylcholine
show the reaction diagram
-
CDP-diacylglycerol + choline = CMP + phosphatidylcholine
show the reaction diagram
-
CDP-ethanolamine + L-serine = CMP + L-serine-ethanolamine phosphate
show the reaction diagram
-
CDP-ribitol + 4-O-[(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol = CMP + 4-O-[1-D-ribitylphospho-(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol
show the reaction diagram
-
-
UDP-D-galactose + phosphoryl-polyprenol = galactosyl-diphospho-polyprenol + CMP
show the reaction diagram
-
-
single-stranded oligodeoxycytidylate + H2O = single-stranded oligodeoxycytidylate + cytidyl 5'-monophosphate
show the reaction diagram
-
CDP + H2O = CMP + phosphate
show the reaction diagram
-
-
cytidine 3',5'-bisphosphate + H2O = cytidine 5'-phosphate + phosphate
show the reaction diagram
-
-
glucose + CDP = glucose 6-phosphate + CMP
show the reaction diagram
-
-
polycytosylic acid + H2O = 5'-CMP + 5'-phosphooligonucleotides
show the reaction diagram
-
CDP + H2O = CMP + phosphate
show the reaction diagram
-
-
3',5'-cCMP + H2O = 5'-CMP
show the reaction diagram
-
-
CDP + H2O = CMP + phosphate
show the reaction diagram
-
-
CMP-N-acylneuraminate + H2O = CMP + N-acylneuraminate
show the reaction diagram
-
CTP + H2O = CMP + diphosphate
show the reaction diagram
-
-
CDP + H2O = CMP + phosphate
show the reaction diagram
-
-
cytidine 5'-p-nitrophenylphosphate + H2O = p-nitrophenol + CMP
show the reaction diagram
-
7-methylguanosine(5')triphospho(5')cytosine + H2O = 7-methylguanosine(5')monophosphate + CDP + CMP + 7-methylguanosine(5')diphosphate
show the reaction diagram
-
-
adenosine 5'-P(1)-triphosphate-P(3)-5''-cytidine + H2O = ADP + CMP + CDP + AMP
show the reaction diagram
-
CTP + H2O = CMP + diphosphate
show the reaction diagram
-
-
CTP + H2O = CMP + diphosphate
show the reaction diagram
-
-
CTP + H2O = CMP + diphosphate
show the reaction diagram
-
CDP-2,3-di-O-phytanyl-sn-glycerol + 1D-myo-inositol 1-phosphate = archaetidylinositol phosphate + CMP
show the reaction diagram
-
-
CTP + acetate + CoA = CMP + diphosphate + acetyl-CoA
show the reaction diagram
-
-
CTP + ferulate + CoA = CMP + diphosphate + feruloyl-CoA
show the reaction diagram
-
-
CTP + butyrate + CoA = CMP + diphosphate + butyryl-CoA
show the reaction diagram
-
-
CTP + acetate + citrate (pro-3S)-lyase = CMP + diphosphate + citrate(pro-3S)-lyase
show the reaction diagram
-
-
CTP + phytanate + CoA = CMP + diphosphate + phytanoyl-CoA
show the reaction diagram
-
-
CTP + o-succinylbenzoate + CoA = CMP + diphosphate + o-succinylbenzoyl-CoA
show the reaction diagram
-
-
CTP + 4-hydroxybenzoate + CoA = CMP + 4-hydroxybenzoyl-CoA + diphosphate
show the reaction diagram
-
-
CTP + phenylacetate + CoA = CMP + diphosphate + phenylacetyl-CoA
show the reaction diagram
-
-
3-hydroxypropanoate + CTP + coenzyme A = 3-hydroxypropanoyl-CoA + CMP + diphosphate
show the reaction diagram
-
-
CTP + oxalate + CoA = CMP + diphosphate + oxalyl-CoA
show the reaction diagram
-
-
CTP + (R)-pantoate + beta-alanine = CMP + diphosphate + (R)-pantothenate
show the reaction diagram
-
-
CTP + L-His + beta-Ala = CMP + phosphate + carnosine
show the reaction diagram
-
CTP + (R)-4'-phosphopantothenate + L-cysteine = CMP + diphosphate + N-[(R)-4'-phosphopantothenoyl]-L-cysteine
show the reaction diagram
-
CTP + (R)-4'-phosphopantothenate + L-cysteine = CMP + diphosphate + N-[(R)-4'-phosphopantothenoyl]-L-cysteine
show the reaction diagram
-
-
CTP + biotin + apo-[methylmalonyl-CoA:pyruvate carboxyltransferase] = CMP + diphosphate + [methylmalonyl-CoA:pyruvate carboxyltransferase]
show the reaction diagram
-
-
CTP + L-Asp + L-Gln = CMP + diphosphate + Asn + Glu
show the reaction diagram
-
-
CTP + RNA 3'-terminal-phosphate = CMP + diphosphate + RNA terminal-2',3'-cyclic-phosphate
show the reaction diagram
-
-

Enzyme Cofactor/Cosubstrate (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates
-

Activator in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slight activation
-
2',3'-cyclic nucleotide phosphodiesterase activity
-
1 mM, 25% activation
-
cytidine 5'-monophosphate is not required by the trans-sialidase activity of the enzyme but enhances the trans-sialidase activity modestly as a non-essential activator
-
25% activation at 1 mM
-

Inhibitor in Enzyme-catalyzed Reactions (98 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
25% inhibition at 0.6 mM
-
5 mM, 22% inhibition
-
45% residual activity at 10 mg/ml
-