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Record Information
Version	2.0
Creation Date	2015-07-14 14:32:01 -0600
Update Date	2015-07-23 12:07:42 -0600
Secondary Accession Numbers	ECMDB23994
Identification
Name:	THF-polyglutamate
Description
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xad030824> Close
Synonyms:	(6S)-H4PteGlu(N) Tetrahydrofolyl-[glu](N) Tetrahydrofolyl-[glu](N-1) Tetrahydropteroyl-[g-glu]N Tetrahydropteroyl-[g-glu]n+1 Tetrahydropteroyl-[gamma-glu]N Tetrahydropteroyl-[gamma-glu]n+1 Tetrahydropteroyl-[γ-glu]N Tetrahydropteroyl-[γ-glu]n+1 THF-Polyglutamic acid
Chemical Formula:	C29H37N9O12
Weight:	Average: 703.6572 Monoisotopic: 703.256167693
InChI Key:	RXWVHRYZTWZATH-XSLAGTTESA-N
InChI:	InChI=1S/C29H37N9O12/c30-29-37-23-22(25(44)38-29)33-15(12-32-23)11-31-14-3-1-13(2-4-14)24(43)36-18(28(49)50)6-9-20(40)34-16(26(45)46)5-8-19(39)35-17(27(47)48)7-10-21(41)42/h1-4,15-18,31,33H,5-12H2,(H,34,40)(H,35,39)(H,36,43)(H,41,42)(H,45,46)(H,47,48)(H,49,50)(H4,30,32,37,38,44)/t15-,16-,17-,18-/m0/s1
CAS number:	Not Available
IUPAC Name:	(2S)-2-[(4S)-4-[(4S)-4-{[4-({[(6S)-2-amino-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-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl]methyl}amino)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid
SMILES:	NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)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)N2)N1
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 Aniline and substituted anilines Benzoyl derivatives Phenylalkylamines Aminopyrimidines and derivatives Secondary alkylarylamines Pyrimidones N-acyl amines Heteroaromatic compounds Vinylogous amides Secondary carboxylic acid amides Amino acids Carboxylic acids Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Primary amines
Substituents	Tetrahydrofolic acid or derivatives Alpha-oligopeptide Gamma-glutamyl alpha-amino acid Glutamic acid or derivatives Glutamine or derivatives Tetracarboxylic acid or derivatives Hippuric acid or derivatives Hippuric acid N-acyl-l-alpha-amino acid N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Aminobenzamide Alpha-amino acid or derivatives Aminobenzoic acid or derivatives Benzoic acid or derivatives Benzamide Phenylalkylamine Benzoyl Aniline or substituted anilines Aminopyrimidine Pyrimidone Secondary aliphatic/aromatic amine N-acyl-amine Pyrimidine Fatty acyl Monocyclic benzene moiety Fatty amide Benzenoid Vinylogous amide Heteroaromatic compound Amino acid or derivatives Amino acid Secondary carboxylic acid amide Carboxamide group Carboxylic acid Carboxylic acid derivative Azacycle Secondary amine Organic oxygen compound Carbonyl group Organic nitrogen compound Hydrocarbon derivative Amine Organic oxide Organopnictogen compound Primary amine Organooxygen compound Organonitrogen compound Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	tetrahydropteroyltri-L-glutamate (CHEBI:17420 )
Physical Properties
State:	Not Available
Charge:	-4
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.36 g/L ALOGPS logP -1.6 ALOGPS logP -4.3 ChemAxon logS -3.3 ALOGPS pKa (Strongest Acidic) 2.59 ChemAxon pKa (Strongest Basic) 3.12 ChemAxon Physiological Charge -4 ChemAxon Hydrogen Acceptor Count 18 ChemAxon Hydrogen Donor Count 12 ChemAxon Polar Surface Area 340.07 Ų ChemAxon Rotatable Bond Count 19 ChemAxon Refractivity 177.56 m³·mol⁻¹ ChemAxon Polarizability 69.1 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:	Adenosine triphosphate + THF-polyglutamate + L-Glutamate <> ADP + Phosphate
SMPDB Pathways:	Folate biosynthesis PW000908
KEGG Pathways:	Folate biosynthesis ec00790 Metabolic pathways eco01100
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 splash10-0a4i-0330229000-26f7358d09d8be8dd6bc View in MoNA 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_4) - 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_1_8) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_9) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_10) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_11) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_12) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 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_3) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 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 LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-053i-0430109000-eac2681831f71dca6e8b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-001i-0950105000-4fcd371853d69be99f61 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-001i-0930101000-93bebce6dc25dfe950c3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0kal-0000009200-1222553f516303fcc67b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-01po-0110119000-86fae98cd0220bb8d84f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-054p-6941212000-00e3dffa2369077ff1f0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0f72-0190125500-66fcaf7dd19aada1c2a5 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-055e-0890461000-4f80e46b7c8bdfa76947 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-01q9-1960030000-fb370cb9f66800f069e9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0udi-0001009700-73c689fed96633d0e3c4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0ufr-0921105100-6c0b5caba5aa9d72304b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0ufr-1910000000-3587158aa91827b1a1f2 View in MoNA 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 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 17420 HMDB ID HMDB0012290 Pubchem Compound ID 16722112 Kegg ID C03541 ChemSpider ID 17625690 Wikipedia ID Not Available BioCyc ID Not Available