RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0136092
RefMet name	5,10-Methenyl-THF
Systematic name	(2S)-2-[[4-[(6aR)-3-amino-1-oxo-5,6,6a,7-tetrahydro-2H-imidazo[1,5-f]pteridin-10-ium-8-yl]benzoyl]amino]-5-hydroxy-5-oxopentanoate
Synonyms	PubChem Synonyms
Exact mass	456.163156 (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	C20H22N7O6	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37745 (Download molfile/View MW Metabolite Database details)
InChI
InChIKey	MEANFMOQMXYMCT-OLZOCXBDSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)[O-])N1C[C@H]2CNc3c(c(=O)nc(N)[nH]3)[N+]2=C1 Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organoheterocyclic compounds
Main Class	Pterins
Sub Class	Tetrahydrofolic acids
Distribution of 5,10-Methenyl-THF in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting 5,10-Methenyl-THF
External Links
Pubchem CID	135450599
KEGG ID	C00445
HMDB ID	HMDB0001354
Chemspider ID	559356
MetaCyc ID	METHYLENE-THF
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving 5,10-Methenyl-THF

Rxn ID	KEGG Reaction	Enzyme
R01218	5,10-Methylenetetrahydrofolate + NAD+ <=> 5,10-Methenyltetrahydrofolate + NADH	5,10-methylenetetrahydrofolate:NAD+ oxidoreductase
R01220	5,10-Methylenetetrahydrofolate + NADP+ <=> 5,10-Methenyltetrahydrofolate + NADPH	5,10-methylenetetrahydrofolate:NADP+ oxidoreductase
R01655	5,10-Methenyltetrahydrofolate + H2O <=> 10-Formyltetrahydrofolate + H+	5,10-Methenyltetrahydrofolate 5-hydrolase (decyclizing)
R02300	Folinic acid <=> 5,10-Methenyltetrahydrofolate + H2O	S-Aminomethyldihydrolipoylprotein:(6S)-tetrahydrofolate aminomethyltransferase (ammonia-forming)
R02301	ATP + Folinic acid + H+ <=> ADP + Orthophosphate + 5,10-Methenyltetrahydrofolate	5-Formyltetrahydrofolate cyclo-ligase (ADP-forming)
R02302	5-Formiminotetrahydrofolate + H+ <=> 5,10-Methenyltetrahydrofolate + Ammonia	5-Formiminotetrahydrofolate ammonia-lyase (cyclizing)
R04326	5'-Phosphoribosylglycinamide + 5,10-Methenyltetrahydrofolate + H2O <=> 5'-Phosphoribosyl-N-formylglycinamide + Tetrahydrofolate	5'-Phosphoribosylglycinamide + 5,10-Methenyltetrahydrofolate + H2O <=> 5'-Phosphoribosyl-N-formylglycinamide + Tetrahydrofolate

Table of KEGG human pathways containing 5,10-Methenyl-THF

Pathway ID	Human Pathway	# of reactions
hsa00670	One carbon pool by folate	7