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Record Information
Version	2.0
Creation Date	2015-09-08 17:50:02 -0600
Update Date	2015-09-14 16:46:32 -0600
Secondary Accession Numbers	ECMDB24199
Identification
Name:	N5-methyl--tetrahydropteroyl tri-L-glutamate
Description	N5-methyl--tetrahydropteroyl tri-L-glutamate is an intermediate in pathways L-methionine biosynthesis I and S-adenosyl-L-methionine cycle I in E.coli. It is a substrate for enzyme cobalamin-independent homocysteine transmethylase in both pathways and a substrate for enzyme cobalamin-dependent methionine synthase in pathway L-methionine biosynthesis I (BioCyc compound: CPD-1302).
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa3ef77a4> Close
Synonyms:	N5-Methyl--tetrahydropteroyl tri-L-glutamic acid
Chemical Formula:	C30H35N9O12
Weight:	Average: 713.663 Monoisotopic: 713.242711923
InChI Key:	HVRNKDVLFAVCJF-VJANTYMQSA-J
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)/p-4/t16-,17-,18-,19-/m0/s1
CAS number:	Not Available
IUPAC Name:	(4S)-4-carboxy-4-{[(4S)-4-carboxy-4-{[(4S)-4-carboxy-4-{[4-({[(6S)-2-imino-5-methyl-4-oxido-1,2,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}-1-oxidobutylidene]amino}-1-oxidobutylidene]amino}butanoate
Traditional IUPAC Name:	(4S)-4-carboxy-4-{[(4S)-4-carboxy-4-{[(4S)-4-carboxy-4-{[4-({[(6S)-2-imino-5-methyl-4-oxido-1,6,7,8-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}-1-oxidobutylidene]amino}-1-oxidobutylidene]amino}butanoate
SMILES:	[H][C@@](CCC([O-])=N[C@@]([H])(CCC([O-])=N[C@@]([H])(CCC([O-])=O)C(O)=O)C(O)=O)(NC(=O)C1=CC=C(NC[C@@]2([H])CNC3=C(N2C)C([O-])=NC(=N)N3)C=C1)C(O)=O
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) .
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Pteridines and derivatives
Sub Class	Pterins and derivatives
Direct Parent	Tetrahydrofolic acids and derivatives
Alternative Parents	Oligopeptides Gamma-glutamyl amino acids Glutamic acid and derivatives Glutamine and derivatives Tetracarboxylic acids and derivatives Hippuric acids N-acyl-L-alpha-amino acids Aminobenzamides Dialkylarylamines Benzoyl derivatives Phenylalkylamines Aniline and substituted anilines Pyrimidones Secondary alkylarylamines Aminopyrimidines and derivatives N-acyl amines Vinylogous amides Heteroaromatic compounds Amino acids Secondary carboxylic acid amides Azacyclic compounds Carboxylic acids Hydrocarbon derivatives Primary amines Organic oxides Carbonyl compounds Organopnictogen compounds Organic anions
Substituents	Tetrahydrofolic acid or derivatives Alpha-oligopeptide Gamma-glutamyl alpha-amino acid Glutamic acid or derivatives Glutamine or derivatives Tetracarboxylic acid or derivatives N-acyl-l-alpha-amino acid Hippuric acid or derivatives Hippuric acid N-acyl-alpha-amino acid N-acyl-alpha amino acid or derivatives Alpha-amino acid or derivatives Aminobenzamide Aminobenzoic acid or derivatives Benzoic acid or derivatives Benzamide Benzoyl Phenylalkylamine Aniline or substituted anilines Dialkylarylamine Tertiary aliphatic/aromatic amine Aminopyrimidine Pyrimidone Secondary aliphatic/aromatic amine Pyrimidine Monocyclic benzene moiety Benzenoid N-acyl-amine Fatty acyl Fatty amide Vinylogous amide Heteroaromatic compound Tertiary amine Amino acid or derivatives Secondary carboxylic acid amide Amino acid Carboxamide group Secondary amine Carboxylic acid derivative Carboxylic acid Azacycle Carbonyl group Hydrocarbon derivative Organooxygen compound Primary amine Organic oxide Organic nitrogen compound Organopnictogen compound Organonitrogen compound Amine Organic oxygen compound Organic anion Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	peptide anion (CHEBI:58207 )
Physical Properties
State:	Not Available
Charge:	-3
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.13 g/L ALOGPS logP 0.17 ALOGPS logP -2.7 ChemAxon logS -3.8 ALOGPS pKa (Strongest Acidic) 2.33 ChemAxon pKa (Strongest Basic) 15 ChemAxon Physiological Charge -3 ChemAxon Hydrogen Acceptor Count 20 ChemAxon Hydrogen Donor Count 8 ChemAxon Polar Surface Area 350.57 Ų ChemAxon Rotatable Bond Count 19 ChemAxon Refractivity 237.4 m³·mol⁻¹ ChemAxon Polarizability 69.36 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:	Homocysteine + N5-methyl--tetrahydropteroyl tri-L-glutamate + Homocysteine > L-Methionine + tetrahydropteroyltri-L-glutamate
SMPDB Pathways:	methionine biosynthesis PW000814
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03fr-0000000900-622abdc32cc315dd322c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-056s-0000006900-3ddf859d7290a4a4d352 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a6r-1110016900-06be6f05afb65b6aac2f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-03di-0000000900-49d9a35d9762d5451de9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-03di-2000001900-3cde656cf075950f0b36 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0006-9000001100-f03d9d7c285194175ee5 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 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 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 1H 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 58207 HMDB ID Not Available Pubchem Compound ID 49852302 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available

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