RefMet Compound Details

MW structure	42575 (View MW Metabolite Database details)
RefMet name	6R-THF
Systematic name	(2S)-2-[(4-{[(6R)(2-amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
SMILES	c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC[C@@H]1CNc2c(c(=O)[nH]c(N)n2)N1   Run Tanimoto similarity search (with similarity coefficient >=0.6)
Exact mass	445.170983 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C19H23N7O6	View other entries in RefMet with this formula
InChI	InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21 ,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12+/m1/s1
InChIKey	MSTNYGQPCMXVAQ-NEPJUHHUSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
Super Class	Organoheterocyclic compounds
Main Class	Pterins
Sub Class	Tetrahydrofolic acids
Pubchem CID	135415876
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving 6R-THF

Rxn ID	KEGG Reaction	Enzyme
R00937	Tetrahydrofolate + 2 NAD+ <=> Folate + 2 NADH + 2 H+	5,6,7,8-tetrahydrofolate:NAD+ oxidoreductase
R00936	Tetrahydrofolate + NAD+ <=> Dihydrofolate + NADH + H+	5,6,7,8-tetrahydrofolate:NAD+ oxidoreductase
R00939	Tetrahydrofolate + NADP+ <=> Dihydrofolate + NADPH + H+	5,6,7,8-tetrahydrofolate:NADP+ oxidoreductase
R00941	10-Formyltetrahydrofolate + NADP+ + H2O <=> Tetrahydrofolate + CO2 + NADPH + H+	10-formyltetrahydrofolate:NADP+ oxidoreductase
R00942	ATP + Tetrahydrofolate + L-Glutamate <=> ADP + Orthophosphate + THF-L-glutamate	Tetrahydrofolate:L-glutamate gamma-ligase (ADP-forming)
R01669	5,10-Methylenetetrahydrofolate + H2O + dCMP <=> Tetrahydrofolate + 5-Hydroxymethyldeoxycytidylate	5,10-methylenetetrahydrofolate:deoxycytidylate 5-hydroxymethyltransferase
R02287	5-Formiminotetrahydrofolate + L-Glutamate <=> Tetrahydrofolate + N-Formimino-L-glutamate	5-Formiminotetrahydrofolate:L-glutamate N-formiminotransferase
R04242	THF-polyglutamate + (n-1) H2O <=> Tetrahydrofolate + (n-1) L-Glutamate	tetrahydropteroyl-poly-gamma-glutamate gamma-glutamylhydrolase
R06613	5,10-Methylenetetrahydrofolate + dUMP + NADPH + H+ <=> Tetrahydrofolate + dTMP + NADP+	5,10-methylenetetrahydrofolate,NADPH:dUMP C-methyltransferase
R00946	5-Methyltetrahydrofolate + L-Homocysteine <=> Tetrahydrofolate + L-Methionine	5-Methyltetrahydrofolate:L-homocysteine S-methyltransferase
R04325	10-Formyltetrahydrofolate + 5'-Phosphoribosylglycinamide <=> Tetrahydrofolate + 5'-Phosphoribosyl-N-formylglycinamide	10-formyltetrahydrofolate:5'-phosphoribosylglycinamide formyltransferase
R04560	10-Formyltetrahydrofolate + 1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamide <=> Tetrahydrofolate + 1-(5'-Phosphoribosyl)-5-formamido-4-imidazolecarboxamide	10-Formyltetrahydrofolate:5'-phosphoribosyl-5-amino-4-imidazolecarboxamide formyltransferase
R00943	Tetrahydrofolate + Formate + ATP <=> ADP + Orthophosphate + 10-Formyltetrahydrofolate	Formate:tetrahydrofolate ligase (ADP-forming)
R04326	5'-Phosphoribosylglycinamide + 5,10-Methenyltetrahydrofolate + H2O <=> 5'-Phosphoribosyl-N-formylglycinamide + Tetrahydrofolate	5'-Phosphoribosylglycinamide + 5,10-Methenyltetrahydrofolate + H2O <=> 5'-Phosphoribosyl-N-formylglycinamide + Tetrahydrofolate
R00944	10-Formyltetrahydrofolate + H2O <=> Formate + Tetrahydrofolate	10-Formyltetrahydrofolate amidohydrolase
R03940	L-Methionyl-tRNA + 10-Formyltetrahydrofolate <=> Tetrahydrofolate + N-Formylmethionyl-tRNA	10-Formyltetrahydrofolate:L-methionyl-tRNA N-formyltransferase
R00940	Tetrahydrofolate + 2 NADP+ <=> Folate + 2 NADPH + 2 H+	5,6,7,8-tetrahydrofolate:NADP+ oxidoreductase
R01225	5,10-Methylenetetrahydrofolate + D-Alanine + H2O <=> Tetrahydrofolate + 2-Methylserine	5,10-Methylenetetrahydrofolate:D-alanine 2-hydroxymethyltransferase
R02289	5-Methyltetrahydrofolate + Co(I) corrinoid protein + H+ <=> Methyl-Co(III) corrinoid protein + Tetrahydrofolate	5-methyltetrahydrofolate:corrinoid/iron-sulfur protein methyltransferase;
R04125	[Protein]-S8-aminomethyldihydrolipoyllysine + Tetrahydrofolate <=> Dihydrolipoylprotein + 5,10-Methylenetetrahydrofolate + Ammonia	[protein]-S8-aminomethyldihydrolipoyllysine:tetrahydrofolate aminomethyltransferase (ammonia-forming)
R00945	5,10-Methylenetetrahydrofolate + Glycine + H2O <=> Tetrahydrofolate + L-Serine	5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
R03189	Folinic acid + L-Glutamate <=> Tetrahydrofolate + N-Formyl-L-glutamate	5-Formyltetrahydrofolate:L-glutamate N-formiminotransferase

Table of KEGG human pathways containing 6R-THF

Pathway ID	Human Pathway	# of reactions
hsa00670	One carbon pool by folate	13
hsa01100	Metabolic pathways	9
hsa00790	Folate biosynthesis	6
hsa01240	Biosynthesis of cofactors	4
hsa00230	Purine metabolism	2
hsa00260	Glycine, serine and threonine metabolism	2
hsa00970	Aminoacyl-tRNA biosynthesis	1
hsa01200	Carbon metabolism	1
hsa01230	Biosynthesis of amino acids	1
hsa01232	Nucleotide metabolism	1
hsa00630	Glyoxylate and dicarboxylate metabolism	1