5-Methyltetrahydropteroylpentaglutamate (CHEM035341)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:40:33 UTC
Update Date2016-11-09 01:21:17 UTC
Accession NumberCHEM035341
Identification
Common Name5-Methyltetrahydropteroylpentaglutamate
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
5-Methyltetrahydropteroylpentaglutamic acidGenerator
5-Me-THF(glu)5HMDB, MeSH
(2S,6R,11S)-2,11-Diamino-6-{n-[(4S)-4-amino-4-carboxybutanoyl]-1-(4-{[(4-hydroxy-2-imino-5-methyl-1,2,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido}-6-({[(4S)-4-amino-4-carboxybutanoyl]oxy}carbonyl)-7-(carboxymethyl)-5,8-dioxododecanedioateGenerator, HMDB
5-MethyltetrahydropteroylpentaglutamateMeSH
Chemical FormulaC40H53N11O18
Average Molecular Mass975.912 g/mol
Monoisotopic Mass975.357 g/mol
CAS Registry Number39555-46-9
IUPAC Name(2S,6R,11S)-2,11-diamino-6-{N-[(4S)-4-amino-4-carboxybutanoyl]-1-(4-{[(2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido}-6-({[(4S)-4-amino-4-carboxybutanoyl]oxy}carbonyl)-7-(carboxymethyl)-5,8-dioxododecanedioic acid
Traditional Name(2S,6R,11S)-2,11-diamino-6-{N-[(4S)-4-amino-4-carboxybutanoyl]-1-(4-{[(2-amino-5-methyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido}-6-({[(4S)-4-amino-4-carboxybutanoyl]oxy}carbonyl)-7-(carboxymethyl)-5,8-dioxododecanedioic acid
SMILESCN1C(CNC2=CC=C(C=C2)C(=O)N(C(=O)CC[C@H](N)C(O)=O)[C@](C(CC(O)=O)C(=O)CC[C@H](N)C(O)=O)(C(=O)CC[C@H](N)C(O)=O)C(=O)OC(=O)CC[C@H](N)C(O)=O)CNC2=C1C(=O)N=C(N)N2
InChI IdentifierInChI=1S/C40H53N11O18/c1-50-19(16-47-31-30(50)32(58)49-39(45)48-31)15-46-18-4-2-17(3-5-18)33(59)51(27(54)12-8-23(43)36(64)65)40(26(53)11-7-22(42)35(62)63,38(68)69-29(57)13-9-24(44)37(66)67)20(14-28(55)56)25(52)10-6-21(41)34(60)61/h2-5,19-24,46H,6-16,41-44H2,1H3,(H,55,56)(H,60,61)(H,62,63)(H,64,65)(H,66,67)(H4,45,47,48,49,58)/t19?,20?,21-,22-,23-,24-,40+/m0/s1
InChI KeyWNRFVFOPCUPRFK-JPUKBXPDSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as tetrahydrofolic acids and derivatives. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit (or a derivative thereof) .
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassPterins and derivatives
Direct ParentTetrahydrofolic acids and derivatives
Alternative Parents
Substituents
  • Tetrahydrofolic acid or derivatives
  • N-epsilon-acetyl-lysine
  • Glutamic acid or derivatives
  • Glutamine or derivatives
  • Hippuric acid or derivatives
  • Aminobenzamide
  • Aminobenzoic acid or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Benzoic acid or derivatives
  • Phenylalkylamine
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Gamma-keto acid
  • Tertiary aliphatic/aromatic amine
  • Benzoyl
  • Beta-keto acid
  • Secondary aliphatic/aromatic amine
  • Amino fatty acid
  • Aminopyrimidine
  • Pyrimidone
  • Monocyclic benzene moiety
  • Fatty acyl
  • Gamma-aminoketone
  • Benzenoid
  • Keto acid
  • N-acyl-amine
  • Carboxylic acid imide, n-substituted
  • Pyrimidine
  • Heteroaromatic compound
  • Carboxylic acid anhydride
  • Carboxylic acid imide
  • Dicarboximide
  • Vinylogous amide
  • Amino acid
  • Tertiary amine
  • Ketone
  • Amino acid or derivatives
  • Carboxylic acid derivative
  • Azacycle
  • Secondary amine
  • Carboxylic acid
  • Primary amine
  • Carbonyl group
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organopnictogen compound
  • Organooxygen compound
  • Amine
  • 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
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.47 g/LALOGPS
logP-2.8ALOGPS
logP-11ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)0.91ChemAxon
pKa (Strongest Basic)9.43ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count27ChemAxon
Hydrogen Donor Count13ChemAxon
Polar Surface Area500.25 ŲChemAxon
Rotatable Bond Count29ChemAxon
Refractivity239.65 m³·mol⁻¹ChemAxon
Polarizability92.65 ųChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-08gl-0100000039-930a03477a4fe33fbb64Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0300000297-497688921556b1c214d4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0536-2901000275-6a5063edcd640edb0ce8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05di-0100001439-1f1e758c817a4d971992Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-0200003986-091f34b697cacc517a9bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-1500004394-8e1e83060935081d5916Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01q9-0100000179-420060190aa72656dde9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dj-2600100594-642a9e6d84e42e4bdc53Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-9411100111-cb12f34937f5f87d8379Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-08i0-0001000009-f3c59e6e1b45377dcd32Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000000059-cf6c4fbe37f3e45a9fc6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0540-6403000191-27a40fec451f8f5651eaSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0002148
FooDB IDFDB022868
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID6511
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID168178
ChEBI IDNot Available
PubChem Compound ID193793
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Bagley PJ, Selhub J: A common mutation in the methylenetetrahydrofolate reductase gene is associated with an accumulation of formylated tetrahydrofolates in red blood cells. Proc Natl Acad Sci U S A. 1998 Oct 27;95(22):13217-20.