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Record Information
Version	2.0
Creation Date	2015-09-08 17:48:57 -0600
Update Date	2015-09-08 17:48:57 -0600
Secondary Accession Numbers	ECMDB24072
Identification
Name:	N5-Formyl-THF
Description
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xb0deafd4> Close
Synonyms:	Value Source Leucovorin Kegg Rescuvolin Kegg 5-Formyltetrahydrofolate Kegg L(-)-5-Formyl-5,6,7,8-tetrahydrofolic acid Kegg 5-Formyltetrahydrofolic acid Generator L(-)-5-Formyl-5,6,7,8-tetrahydrofolate Generator (6R,S)-5-Formyltetrahydrofolate HMDB 10-Formyl-7,8-dihydrofolate HMDB 10-Formyl-7,8-dihydrofolic acid HMDB 5-Formyl-5,6,7,8-tetrahydrofolate HMDB 5-Formyl-5,6,7,8-tetrahydrofolic acid HMDB 5-Formyltetrahydropteroylglutamate HMDB 5-Formyltetrahydropteroylglutamic acid HMDB Folinate HMDB, Generator Folinic acid HMDB, MeSH Folinic acid-SF HMDB L-Leucovorin HMDB L-N-[P-[[(2-amino-5-Formyl-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]amino]benzoyl]-glutamic acid HMDB Leucal HMDB Levoleucovorin HMDB N5-Formyl-5,6,7,8-tetrahydrofolate HMDB N5-Formyl-5,6,7,8-tetrahydrofolic acid HMDB N5-Formyltetrahydrofolate HMDB N5-Formyltetrahydrofolic acid HMDB Welcovorin HMDB Acid, folinic MeSH, HMDB Folinate, calcium MeSH, HMDB Leucovorin, (D)-isomer MeSH, HMDB Leucovorin, (DL)-isomer MeSH, HMDB Leucovorin, calcium (1:1) salt MeSH, HMDB 5 Formyltetrahydrofolate MeSH, HMDB Citrovorum factor MeSH, HMDB Factor, citrovorum MeSH, HMDB Folinic acid SF MeSH, HMDB Leucovorin, calcium (1:1) salt, pentahydrate MeSH, HMDB Leukovorin MeSH, HMDB N(5)-Formyltetrahydrofolate MeSH, HMDB Leucovorin, (R)-isomer MeSH, HMDB Leucovorin, calcium (1:1) salt, (DL)-isomer MeSH, HMDB Leukovorum MeSH, HMDB Monosodium salt leucovorin MeSH, HMDB Wellcovorin MeSH, HMDB 5 Formyltetrahydropteroylglutamate MeSH, HMDB Calcium folinate MeSH, HMDB Calcium leucovorin MeSH, HMDB Leucovorin, calcium MeSH, HMDB Leucovorin, monosodium salt MeSH, HMDB 5-Formlyl-5,6,7,8-tetrahydrofolate,calcium salt Generator
Chemical Formula:	C20H23N7O7
Weight:	Average: 473.4393 Monoisotopic: 473.165896125
InChI Key:	VVIAGPKUTFNRDU-UHFFFAOYSA-N
InChI:	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)
CAS number:	Not Available
IUPAC Name:	2-[(4-{[(2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
Traditional IUPAC Name:	2-[(4-{[(2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
SMILES:	NC1=NC2=C(N(C=O)C(CNC3=CC=C(C=C3)C(=O)NC(CCC(O)=O)C(O)=O)CN2)C(=O)N1
Chemical Taxonomy
Description	belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit.
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Pteridines and derivatives
Sub Class	Pterins and derivatives
Direct Parent	Tetrahydrofolic acids
Alternative Parents	Glutamic acid and derivatives Hippuric acids N-acyl-alpha amino acids Aminobenzamides Aniline and substituted anilines Benzoyl derivatives Phenylalkylamines Secondary alkylarylamines Aminopyrimidines and derivatives Pyrimidones Dicarboxylic acids and derivatives Heteroaromatic compounds Tertiary carboxylic acid amides Vinylogous amides Secondary carboxylic acid amides Amino acids Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Primary amines
Substituents	Tetrahydrofolic acid Glutamic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Hippuric acid Hippuric acid or derivatives Alpha-amino acid or derivatives Aminobenzamide Aminobenzoic acid or derivatives Benzamide Benzoic acid or derivatives Benzoyl Aniline or substituted anilines Phenylalkylamine Aminopyrimidine Secondary aliphatic/aromatic amine Pyrimidone Dicarboxylic acid or derivatives Benzenoid Pyrimidine Monocyclic benzene moiety Heteroaromatic compound Vinylogous amide Tertiary carboxylic acid amide Secondary carboxylic acid amide Amino acid or derivatives Amino acid Carboxamide group Secondary amine Carboxylic acid Carboxylic acid derivative Azacycle Organooxygen compound Carbonyl group Organic nitrogen compound Hydrocarbon derivative Amine Organic oxide Organopnictogen compound Organic oxygen compound Primary amine Organonitrogen compound Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.18 g/L ALOGPS logP -1.6 ALOGPS logP -2.3 ChemAxon logS -3.4 ALOGPS pKa (Strongest Acidic) 3.47 ChemAxon pKa (Strongest Basic) 2.81 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 11 ChemAxon Hydrogen Donor Count 7 ChemAxon Polar Surface Area 215.55 Ų ChemAxon Rotatable Bond Count 9 ChemAxon Refractivity 126.66 m³·mol⁻¹ ChemAxon Polarizability 46.54 ų ChemAxon Number of Rings 3 ChemAxon Bioavailability 0 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-004i-2332900000-5c40a0014d3bb486cb20 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive splash10-0fk9-7225198000-aa48aa22224db36842c7 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_16) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_17) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_19) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_20) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0a4i-0031900000-31498c227b611f3360ea View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0a6r-0393400000-f81606ae4f4b27aadbac View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4i-1591000000-825bc8196995ef0bc1e3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-00di-0000900000-203ae236b032df3233d7 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0umj-1131900000-5174748fd5288f6523fd View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0007-9674000000-192da85bfca095ec870e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00b9-0018900000-5cbc8e2351f8b3ec2868 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-004i-0139300000-a45a2d1a5cd350ef7860 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0012-1956000000-611d4066a036a7ff475f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-00di-0001900000-20cea700a6b8ce876f5e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0fb9-1304900000-85021f1e80280eb64d56 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0fba-3517900000-75ddfa6e2a4565261466 View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID Not Available HMDB ID HMDB0258132 Pubchem Compound ID Not Available Kegg ID C03479 ChemSpider ID 140 Wikipedia ID Not Available BioCyc ID Not Available