5-methyltetrahydropteroyltri-L-glutamate (PAMDB003544)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB003544
Identification
Name: 5-methyltetrahydropteroyltri-L-glutamate
Description:5-Methyltetrahydropteroyltri-L-glutamate is formed under reaction between carbonyl group of 5-Methyltetrahydropteroate and amine group on one end of three replicates of glutamate. It is involved in several pathways such as tetrahydrofolate biosynthesis and methionine biosynthesis.
Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (2S)-2-(4S)-4-(4S)-4-4-(6S)-2-amino-5-Methyl-4-oxo-1,6,7,8-tetrahydropteridin-6-ylmethylaminobenzoylamino-4-carboxybutanoylamino-4-carboxybutanoylaminopentanedioate
  • (2S)-2-(4S)-4-(4S)-4-4-(6S)-2-amino-5-methyl-4-oxo-1,6,7,8-tetrahydropteridin-6-ylmethylaminobenzoylamino-4-carboxybutanoylamino-4-carboxybutanoylaminopentanedioic acid
  • 5-Methyltetrahydropteroyltri-L-glutamate
  • 5-methyltetrahydropteroyltri-L-glutamic acid
  • N-4-({(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinylmethyl}amino)benzoyl-L-g-glutamyl-L-g-glutamyl-L-glutamate
  • N-4-({(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinylmethyl}amino)benzoyl-L-g-glutamyl-L-g-glutamyl-L-glutamic acid
  • N-4-({(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinylmethyl}amino)benzoyl-L-gamma-glutamyl-L-gamma-glutamyl-L-glutamate
  • N-4-({(6S)-2-Amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinylmethyl}amino)benzoyl-L-gamma-glutamyl-L-gamma-glutamyl-L-glutamic acid
  • N-4-({(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinylmethyl}amino)benzoyl-L-γ-glutamyl-L-γ-glutamyl-L-glutamate
  • N-4-({(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinylmethyl}amino)benzoyl-L-γ-glutamyl-L-γ-glutamyl-L-glutamic acid
Chemical Formula: C30H39N9O12
Average Molecular Weight: 717.6838
Monoisotopic Molecular Weight: 717.271817757
InChI Key: HVRNKDVLFAVCJF-VJANTYMQSA-N
InChI:InChI=1S/C30H39N9O12/c1-39-16(13-33-24-23(39)26(45)38-30(31)37-24)12-32-15-4-2-14(3-5-15)25(44)36-19(29(50)51)7-10-21(41)34-17(27(46)47)6-9-20(40)35-18(28(48)49)8-11-22(42)43/h2-5,16-19,32H,6-13H2,1H3,(H,34,41)(H,35,40)(H,36,44)(H,42,43)(H,46,47)(H,48,49)(H,50,51)(H4,31,33,37,38,45)/t16-,17-,18-,19-/m0/s1
CAS number: Not Available
IUPAC Name:(2S)-2-[(4S)-4-[(4S)-4-{[4-({[(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid
Traditional IUPAC Name: (2S)-2-[(4S)-4-[(4S)-4-{[4-({[(6S)-2-amino-5-methyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid
SMILES:CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)CNC2=C1C(=O)N=C(N)N2
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as hippuric acids. These are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.
Kingdom Organic compounds
Super ClassBenzenoids
Class Benzene and substituted derivatives
Sub ClassBenzamides
Direct Parent Hippuric acids
Alternative Parents
Substituents
  • N-acyl-aliphatic-alpha amino acid
  • Tetracarboxylic acid or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Hippuric acid
  • Pterin
  • Pteridine
  • Aminobenzoic acid or derivatives
  • Alpha-amino acid or derivatives
  • N-substituted-alpha-amino acid
  • Benzoic acid or derivatives
  • Aminobenzamide
  • Phenylalkylamine
  • Substituted aniline
  • Dialkylarylamine
  • Benzoyl
  • Hydroxypyrimidine
  • Secondary aliphatic/aromatic amine
  • Aniline
  • Amino fatty acid
  • Fatty acyl
  • Pyrimidine
  • Heteroaromatic compound
  • Tertiary amine
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Secondary amine
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboximidic acid derivative
  • Carboximidic acid
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:-4
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility0.354 mg/mLALOGPS
logP-1.4ALOGPS
logP-5.7ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)-3.2ChemAxon
pKa (Strongest Basic)3.54ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area331.28 Å2ChemAxon
Rotatable Bond Count19ChemAxon
Refractivity182.86 m3·mol-1ChemAxon
Polarizability70.76 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
5-methyltetrahydropteroyltri-L-glutamate + L-Homocysteine > tetrahydropteroyltri-L-glutamate + L-Methionine
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0732118900-53d55fe9c0863d97f51fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0932104100-d16b89e4058f4ac3aa4cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-1921101000-70b11d23c3858386d9c9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00r2-0000009200-85df402e63838ca104ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fi1-0110019000-44613760172916ef7e66View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004m-5931213000-75cc50202a2eca9054cbView in MoNA
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID17614
HMDB IDHMDB12177
Pubchem Compound ID16722111
Kegg IDC04489
ChemSpider ID17625689
Wikipedia IDNot Available
BioCyc IDCPD-1302
EcoCyc IDCPD-1302