5-Formyltetrahydrofolic acid (CED0001747)

Record Information
Version1.0
Creation Date2016-05-26 05:37:12 UTC
Update Date2026-05-14 16:45:04 UTC
Accession NumberCHEM035267
Identification
Common Name5-Formyltetrahydrofolic acid
ClassSmall Molecule
Description
5-Formyltetrahydrofolic acid is an organic compound with the formula C20H23N7O7 and an average molecular weight of 473.44 g/mol. 5-Formyltetrahydrofolic acid belongs to the pterins and derivatives, a subclass of pteridines and derivatives within the organic compounds. This organoheterocyclic compound is found in or released from one recorded source: electrical and electronic equipment, specifically antennas.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
LeucovorinKegg
RescuvolinKegg
5-FormyltetrahydrofolateKegg
L(-)-5-Formyl-5,6,7,8-tetrahydrofolic acidKegg
5-Formyltetrahydrofolic acidGenerator
L(-)-5-Formyl-5,6,7,8-tetrahydrofolateGenerator
(6R,S)-5-FormyltetrahydrofolateHMDB
10-Formyl-7,8-dihydrofolateHMDB
10-Formyl-7,8-dihydrofolic acidHMDB
5-Formyl-5,6,7,8-tetrahydrofolateHMDB
5-Formyl-5,6,7,8-tetrahydrofolic acidHMDB
5-FormyltetrahydropteroylglutamateHMDB
5-Formyltetrahydropteroylglutamic acidHMDB
FolinateHMDB, Generator
Folinic acidHMDB, MeSH
Folinic acid-SFHMDB
L-LeucovorinHMDB
L-N-[P-[[(2-amino-5-Formyl-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]amino]benzoyl]-glutamic acidHMDB
LeucalHMDB
LevoleucovorinHMDB
N5-Formyl-5,6,7,8-tetrahydrofolateHMDB
N5-Formyl-5,6,7,8-tetrahydrofolic acidHMDB
N5-FormyltetrahydrofolateHMDB
N5-Formyltetrahydrofolic acidHMDB
WelcovorinHMDB
Acid, folinicMeSH, HMDB
Folinate, calciumMeSH, HMDB
Leucovorin, (D)-isomerMeSH, HMDB
Leucovorin, (DL)-isomerMeSH, HMDB
Leucovorin, calcium (1:1) saltMeSH, HMDB
5 FormyltetrahydrofolateMeSH, HMDB
Citrovorum factorMeSH, HMDB
Factor, citrovorumMeSH, HMDB
Folinic acid SFMeSH, HMDB
Leucovorin, calcium (1:1) salt, pentahydrateMeSH, HMDB
LeukovorinMeSH, HMDB
N(5)-FormyltetrahydrofolateMeSH, HMDB
Leucovorin, (R)-isomerMeSH, HMDB
Leucovorin, calcium (1:1) salt, (DL)-isomerMeSH, HMDB
LeukovorumMeSH, HMDB
Monosodium salt leucovorinMeSH, HMDB
WellcovorinMeSH, HMDB
5 FormyltetrahydropteroylglutamateMeSH, HMDB
Calcium folinateMeSH, HMDB
Calcium leucovorinMeSH, HMDB
Leucovorin, calciumMeSH, HMDB
Leucovorin, monosodium saltMeSH, HMDB
5-Formlyl-5,6,7,8-tetrahydrofolate,calcium saltGenerator
Chemical FormulaC20H23N7O7
Average Molecular Mass473.439 g/mol
Monoisotopic Mass473.166 g/mol
CAS Registry Number58-05-9
IUPAC Name2-[(4-{[(2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
Traditional Name2-[(4-{[(2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
SMILESNC1=NC2=C(N(C=O)C(CNC3=CC=C(C=C3)C(=O)NC(CCC(O)=O)C(O)=O)CN2)C(=O)N1
InChI IdentifierInChI=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)
InChI KeyVVIAGPKUTFNRDU-UHFFFAOYSA-N
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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassPterins and derivatives
Direct ParentTetrahydrofolic acids
Alternative Parents
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 FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP-1.6ALOGPS
logP-2.3ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)3.47ChemAxon
pKa (Strongest Basic)2.81ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area215.55 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity126.66 m³·mol⁻¹ChemAxon
Polarizability46.54 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-004i-2332900000-5c40a0014d3bb486cb20Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0fk9-7225198000-aa48aa22224db36842c7Not AvailableView Spectrum
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Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0012-1956000000-611d4066a036a7ff475fNot AvailableView Spectrum
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Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fba-3517900000-75ddfa6e2a4565261466Not AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
6591.0Log mg/kg[3700:12000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
506AntennasElectrical & Electronic EquipmentNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureSolute carrier organic anion transporter family member 1A3P70502Rattus norvegicusPredicted (SEA)0.0778492
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP00374HumansPredicted (SEA)8.40772
Dihydrofolate synthase/folylpolyglutamate synthase structureClick to view 3D structureDihydrofolate synthase/folylpolyglutamate synthaseP08192Escherichia coli (strain K12)Predicted (SEA)0.155698
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP0ABQ4Escherichia coli (strain K12)Predicted (SEA)6.07224
Trifunctional purine biosynthetic protein adenosine-3 structureClick to view 3D structureTrifunctional purine biosynthetic protein adenosine-3P22102HumansPredicted (SEA)2.41333
Thymidylate synthase structureClick to view 3D structureThymidylate synthaseP04818HumansPredicted (SEA)5.44945
Click to view 3D structureBifunctional dihydrofolate reductase-thymidylate synthaseQ07422Toxoplasma gondiiPredicted (SEA)10.821
Click to view 3D structureTrifunctional purine biosynthetic protein adenosine-3Q64737Mus musculusPredicted (SEA)2.72472
Bifunctional purine biosynthesis protein ATIC structureClick to view 3D structureBifunctional purine biosynthesis protein ATICP31939HumansPredicted (SEA)2.25763
Click to view 3D structureProton-coupled folate transporterQ96NT5HumansPredicted (SEA)2.49118
Folate receptor alpha structureClick to view 3D structureFolate receptor alphaP15328HumansPredicted (SEA)2.56902
Folate receptor beta structureClick to view 3D structureFolate receptor betaP14207HumansPredicted (SEA)1.63483
Reduced folate transporter structureClick to view 3D structureReduced folate transporterP41440HumansPredicted (SEA)2.88042
Click to view 3D structureDihydrofolate reductaseP00375Mus musculusPredicted (SEA)3.89246
Click to view 3D structureThymidylate synthaseP07607Mus musculusPredicted (SEA)5.68299
Click to view 3D structureBifunctional purine biosynthesis protein ATICQ9CWJ9Mus musculusPredicted (SEA)2.02408
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP00381Lactobacillus caseiPredicted (SEA)10.4318
Click to view 3D structureThymidylate synthaseC3SWJ7Escherichia coliPredicted (SEA)4.35956
Click to view 3D structureDihydrofolate reductaseQ920D2Rattus norvegicusPredicted (SEA)13.2344
Click to view 3D structureFolylpolyglutamate synthase, mitochondrialP48760Mus musculusPredicted (SEA)2.25763
Click to view 3D structureThymidylate synthase (EC 2.1.1.45) (TS) (TSase)E2QDN0Escherichia coliPredicted (SEA)0.544945
Thymidylate synthase structureClick to view 3D structureThymidylate synthaseP00469Lactobacillus caseiPredicted (SEA)6.85073
Dihydrofolate reductase structureClick to view 3D structureDihydrofolate reductaseP16184Pneumocystis cariniiPredicted (SEA)11.9888
Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase, mitochondrial structureClick to view 3D structureBifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase, mitochondrialP13995HumansPredicted (SEA)0.622794
Click to view 3D structureThymidylate synthaseP45352Rattus norvegicusPredicted (SEA)3.11397
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0258132
FooDB IDFDB022689
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID140
ChEBI IDNot Available
PubChem Compound IDNot Available
Kegg Compound IDC03479
YMDB IDYMDB00298
ECMDB IDECMDB24072
References
Synthesis ReferenceNot Available
MSDSNot Available
General References