Riboflavin metabolism

Source	ID	Pathway
PathWhiz	PW002443
KEGG	00740

Pathway Metabolites

YMDB ID	Name CAS Number	IUPAC Name	Formula Weight
YMDB00085	Flavin Mononucleotide 146-17-8	{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid	C₁₇H₂₁N₄O₉P 456.3438
YMDB00109	Adenosine triphosphate 56-65-5	({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid	C₁₀H₁₆N₅O₁₃P₃ 507.181
YMDB00110	NAD 53-84-9	1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium	C₂₁H₂₈N₇O₁₄P₂ 664.433
YMDB00143	NADH 58-68-4	[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid	C₂₁H₂₉N₇O₁₄P₂ 665.441
YMDB00147	2,5-Diamino-4-hydroxy-6-(5-phosphoribosylamino)pyrimidine	{[(2R,3S,4R,5R)-5-[(2,5-diamino-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid	C₉H₁₆N₅O₈P 353.2258
YMDB00155	Quinone 106-51-4	cyclohexa-2,5-diene-1,4-dione	C₆H₄O₂ 108.0948
YMDB00163	5-Amino-6-(5'-phosphoribosylamino)uracil	{[(2R,3S,4R,5R)-5-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid	C₉H₁₅N₄O₉P 354.2106
YMDB00171	5-Amino-6-ribitylamino uracil	5-amino-6-[(2,3,4,5-tetrahydroxypentyl)amino]-1,2,3,4-tetrahydropyrimidine-2,4-dione	C₉H₁₆N₄O₆ 276.2465
YMDB00208	(2S)-2-Hydroxy-3-oxobutyl phosphate	[(2S)-2-hydroxy-3-oxobutoxy]phosphonic acid	C₄H₉O₆P 184.0844
YMDB00219	Pyrophosphate 14000-31-8	(phosphonooxy)phosphonic acid	H₄O₇P₂ 177.9751
YMDB00296	FAD 146-14-5	{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid	C₂₇H₃₃N₉O₁₅P₂ 785.5497
YMDB00300	5-Amino-6-(5'-phosphoribitylamino)uracil	({5-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl}oxy)phosphonic acid	C₉H₁₇N₄O₉P 356.2264
YMDB00385	Formic acid 64-18-6	formic acid	CH₂O₂ 46.0254
YMDB00424	2,5-Diamino-6-(5-phosphono)ribitylamino-4(3H)-pyrimidinone	{[(2R,3S,4S)-5-[(2,5-diamino-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl]oxy}phosphonic acid	C₉H₁₈N₅O₈P 355.2417
YMDB00425	5-Amino-6-(5-phospho-D-ribitylamino)uracil	{[(2R,3S,4S)-5-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl]oxy}phosphonic acid	C₉H₁₇N₄O₉P 356.2264
YMDB00456	2-Hydroxy-3-oxobutyl phosphate	(2-hydroxy-3-oxobutoxy)phosphonic acid	C₄H₉O₆P 184.0844
YMDB00534	Riboflavin 83-88-5	7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione	C₁₇H₂₀N₄O₆ 376.3639
YMDB00558	GTP 86-01-1	({[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid	C₁₀H₁₆N₅O₁₄P₃ 523.1804
YMDB00597	FADH2 1910-41-4	{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-1H,2H,3H,4H,5H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid	C₂₇H₃₅N₉O₁₅P₂ 787.5656
YMDB00686	FMNH2	{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-1H,2H,3H,4H,5H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid	C₁₇H₂₃N₄O₉P 458.3597
YMDB00765	5-Amino-6-(D-ribitylamino)uracil	5-amino-6-{[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino}-1,2,3,4-tetrahydropyrimidine-2,4-dione	C₉H₁₆N₄O₆ 276.2465
YMDB00766	6,7-Dimethyl-8-(1-D-ribityl)lumazine 5118-16-1	6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,4,8-tetrahydropteridine-2,4-dione	C₁₃H₁₈N₄O₆ 326.3052
YMDB00862	hydron 12408-02-5	hydron	H 1.00794
YMDB00890	water 7732-18-5	water	H₂O 18.0153
YMDB00900	oxygen 7782-44-7	dioxygen	O₂ 31.9988
YMDB00914	ADP 58-64-0	[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid	C₁₀H₁₅N₅O₁₀P₂ 427.2011
YMDB00948	D-ribulose 5-phosphate 4151-19-3	{[(2R,3R)-2,3,5-trihydroxy-4-oxopentyl]oxy}phosphonic acid	C₅H₁₁O₈P 230.1098
YMDB01028	dioxygen 7782-44-7		O₂ 31.9988
YMDB16309	2,5-Diamino-6-(1-D-ribosylamino)pyrimidin-4(3H)-one 5'-phosphate	2-[(2,5-diamino-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-5-[(phosphonatooxy)methyl]oxolane-3,4-bis(olate)	C₉H₁₂N₅O₈P 349.198
YMDB16310	2,5-Diamino-6-(1-D-ribitylamino)pyrimidin-4(3H)-one 5'-phosphate	1-[(2,5-diamino-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-5-(phosphonatooxy)pentane-2,3,4-tris(olate)	C₉H₁₃N₅O₈P 350.207
YMDB16311	5-Amino-2,6-dioxy-4-(5'-phospho-D-ribitylamino)pyrimidine	1-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-5-(phosphonatooxy)pentane-2,3,4-tris(olate)	C₉H₁₂N₄O₉P 351.191

Pathway Proteins

Uniprot ID	Gene Name Locus	Name	Type	Metabolites
P25353	NPP1 YCR026C	Ectonucleotide pyrophosphatase/phosphodiesterase 1	Enzyme	Uridine 5'-monophosphate Guanosine monophosphate Glucose 1-phosphate D-Mannose 1-phosphate UDP-D-glucose water
P39997	NPP2 YEL016C	Ectonucleotide pyrophosphatase/phosphodiesterase 2	Enzyme	Uridine 5'-monophosphate Guanosine monophosphate Glucose 1-phosphate D-Mannose 1-phosphate UDP-D-glucose water
P35842	PHO11 YAR071W	Acid phosphatase PHO11	Enzyme	Flavin Mononucleotide Thiamine monophosphate Thiamine Riboflavin water phosphate
Q03778	FMN1 YDR236C	Riboflavin kinase	Enzyme	Flavin Mononucleotide Adenosine triphosphate Riboflavin hydron ADP
P00635	PHO5 YBR093C	Repressible acid phosphatase	Enzyme	Flavin Mononucleotide Thiamine monophosphate Thiamine Riboflavin water phosphate
P38913	FAD1 YDL045C	FAD synthase	Enzyme	Flavin Mononucleotide Adenosine triphosphate Pyrophosphate FAD hydron
Q12362	RIB2 YOL066C	Bifunctional protein RIB2	Enzyme	Ammonia 2,5-Diamino-4-hydroxy-6-(5-phosphoribosylamino)pyrimidine 5-Amino-6-(5'-phosphoribosylamino)uracil Ammonium 2,5-Diamino-6-(5-phosphono)ribitylamino-4(3H)-pyrimidinone 5-Amino-6-(5-phospho-D-ribitylamino)uracil hydron water 2,5-Diamino-6-(1-D-ribitylamino)pyrimidin-4(3H)-one 5'-phosphate 5-Amino-2,6-dioxy-4-(5'-phospho-D-ribitylamino)pyrimidine
P38066	RIB1 YBL033C	GTP cyclohydrolase-2	Enzyme	2,5-Diamino-4-hydroxy-6-(5-phosphoribosylamino)pyrimidine Pyrophosphate Formic acid GTP hydron water 2,5-Diamino-6-(1-D-ribosylamino)pyrimidin-4(3H)-one 5'-phosphate
P33312	RIB7 YBR153W	5-amino-6-(5-phosphoribosylamino)uracil reductase	Enzyme	NAD NADH 2,5-Diamino-4-hydroxy-6-(5-phosphoribosylamino)pyrimidine 5-Amino-6-(5'-phosphoribosylamino)uracil 5-Amino-6-(5'-phosphoribitylamino)uracil 2,5-Diamino-6-(5-phosphono)ribitylamino-4(3H)-pyrimidinone NADPH NADP hydron 2,5-Diamino-6-(1-D-ribosylamino)pyrimidin-4(3H)-one 5'-phosphate 2,5-Diamino-6-(1-D-ribitylamino)pyrimidin-4(3H)-one 5'-phosphate
P50861	RIB4 YOL143C	6,7-dimethyl-8-ribityllumazine synthase	Enzyme	5-Amino-6-ribitylamino uracil 2-Hydroxy-3-oxobutyl phosphate Riboflavin 5-Amino-6-(D-ribitylamino)uracil 6,7-Dimethyl-8-(1-D-ribityl)lumazine water
P38145	RIB5 YBR256C	Riboflavin synthase alpha chain	Enzyme	5-Amino-6-ribitylamino uracil Riboflavin 5-Amino-6-(D-ribitylamino)uracil 6,7-Dimethyl-8-(1-D-ribityl)lumazine
Q99258	RIB3 YDR487C	3,4-dihydroxy-2-butanone 4-phosphate synthase	Enzyme	(2S)-2-Hydroxy-3-oxobutyl phosphate Formic acid 2-Hydroxy-3-oxobutyl phosphate hydron D-ribulose 5-phosphate
P24031	PHO3 YBR092C	Constitutive acid phosphatase	Enzyme	Thiamine monophosphate Thiamine Thiamine pyrophosphate Thiamine(1+) monophosphate hydron water phosphate
P40347	LTP1 YPR073C	Low molecular weight phosphotyrosine protein phosphatase	Enzyme	water phosphate
P52290	DIA3 YDL024C	Probable acid phosphatase DIA3	Enzyme	phosphate
P38693	PHO12 YHR215W	Acid phosphatase PHO12	Enzyme	Thiamine monophosphate Thiamine water phosphate