RefMet Compound Details

RefMet IDRM0170613
MW structure50200 (View MW Metabolite Database details)
RefMet name5-Methyl-THF   Species distribution   Sample source distribution
Alternative name5-Methyltetrahydrofolic acid
Systematic nameN-[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
SMILESCN1[C@@H](CNc2ccc(cc2)C(=O)N[C@@H](CCC(=O)O)C(=O)O)CNc2c1c(=O)[nH]c(N)n2   Run Tanimoto similarity search (with similarity coefficient >=0.6)
Exact mass459.186632 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC20H25N7O6View other entries in RefMet with this formula
InChIInChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13
,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12-,13-/m0/s1
InChIKeyZNOVTXRBGFNYRX-STQMWFEESA-NView other enantiomers/diastereomers of this metabolite in RefMet
Super ClassOrganoheterocyclic compounds
Main ClassPterins
Sub ClassPterins
Pubchem CID135398561
ChEBI ID136009
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving 5-Methyl-THF

Rxn IDKEGG ReactionEnzyme
R00946 5-Methyltetrahydrofolate + L-Homocysteine <=> Tetrahydrofolate + L-Methionine5-Methyltetrahydrofolate:L-homocysteine S-methyltransferase
R01217 5,10-Methylenetetrahydrofolate + 2 Reduced ferredoxin + 2 H+ <=> 5-Methyltetrahydrofolate + 2 Oxidized ferredoxin5-methyltetrahydrofolate:ferredoxin oxidoreductase
R01224 5-Methyltetrahydrofolate + NADP+ <=> 5,10-Methylenetetrahydrofolate + NADPH + H+5-methyltetrahydrofolate:NADP+ oxidoreductase
R02289 5-Methyltetrahydrofolate + Co(I) corrinoid protein + H+ <=> Methyl-Co(III) corrinoid protein + Tetrahydrofolate5-methyltetrahydrofolate:corrinoid/iron-sulfur protein methyltransferase;
R07168 5-Methyltetrahydrofolate + NAD+ <=> 5,10-Methylenetetrahydrofolate + NADH + H+5-methyltetrahydrofolate:NAD+ oxidoreductase

Table of KEGG human pathways containing 5-Methyl-THF

Pathway IDHuman Pathway# of reactions
hsa01100 Metabolic pathways 3
hsa00670 One carbon pool by folate 1
hsa01200 Carbon metabolism 1
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