RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0136037
RefMet name	Dihydrofolic acid
Systematic name	(2S)-2-[(4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
Synonyms	PubChem Synonyms
Exact mass	443.155333 (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	C19H21N7O6	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37574 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C19H21N7O6/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/h1-4,12,21H,5 -8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1
InChIKey	OZRNSSUDZOLUSN-LBPRGKRZSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCC1=Nc2c(NC1)nc(N)[nH]c2=O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organoheterocyclic compounds
Main Class	Pterins
Sub Class	Folic acids
Distribution of Dihydrofolic acid 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 Dihydrofolic acid
External Links
Pubchem CID	135398604
ChEBI ID	15633
KEGG ID	C00415
HMDB ID	HMDB0001056
Chemspider ID	89228
MetaCyc ID	DIHYDROFOLATE
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 Dihydrofolic acid

Rxn ID	KEGG Reaction	Enzyme
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
R02101	dUMP + 5,10-Methylenetetrahydrofolate <=> Dihydrofolate + dTMP	5,10-Methylenetetrahydrofolate:dUMP C-methyltransferase
R02235	Dihydrofolate + NAD+ <=> Folate + NADH + H+	dihydrofolate:NAD+ oxidoreductase
R02236	Dihydrofolate + NADP+ <=> Folate + NADPH + H+	dihydrofolate:NADP+ oxidoreductase
R02237	ATP + Dihydropteroate + L-Glutamate <=> ADP + Orthophosphate + Dihydrofolate	7,8-dihydropteroate:L-glutamate ligase (ADP-forming)

Table of KEGG human pathways containing Dihydrofolic acid

Pathway ID	Human Pathway	# of reactions
hsa00790	Folate biosynthesis	5
hsa00670	One carbon pool by folate	4
hsa01100	Metabolic pathways	4
hsa01240	Biosynthesis of cofactors	4