1.0 2016-09-30 23:26:29 UTC 2020-05-21 16:28:32 UTC BMDB0006826 BMDB06826 Tetrahydrofolyl-[Glu](n) Tetrahydrofolyl-[glu](N), also known as THF-L-glutamic acid or THF-polyglutamate, 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) . Tetrahydrofolyl-[glu](N) is possibly soluble (in water) and a strong basic compound (based on its pKa). Tetrahydrofolyl-[glu](N) participates in a number of enzymatic reactions, within cattle. In particular, Tetrahydrofolyl-[glu](N) can be biosynthesized from tetrahydrofolyl-[glu](2) and L-glutamic acid; which is catalyzed by the enzyme folylpolyglutamate synthase. In addition, Tetrahydrofolyl-[glu](N) can be converted into tetrahydrofolyl-[glu](2) and L-glutamic acid; which is catalyzed by the enzyme Gamma-glutamyl hydrolase. In cattle, tetrahydrofolyl-[glu](N) is involved in the metabolic pathway called the folate metabolism pathway. Tetrahydrofolyl-[glu](n+1) Tetrahydropteroyl-[gamma-glu]N Tetrahydropteroyl-[gamma-glu]n+1 THF-L-Glutamic acid THF-Polyglutamate C29H37N9O12 703.6572 703.256167693 2-(4-{4-[(4-{[(2-amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxybutanamido}-4-carboxybutanamido)pentanedioic acid 2-(4-{4-[(4-{[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxybutanamido}-4-carboxybutanamido)pentanedioic acid NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)N2)N1 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) RXWVHRYZTWZATH-UHFFFAOYSA-N 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) . Organic compounds Organoheterocyclic compounds Pteridines and derivatives Pterins and derivatives Tetrahydrofolic acids and derivatives Amino acids Aminobenzamides Aminopyrimidines and derivatives Aniline and substituted anilines Azacyclic compounds Benzoyl derivatives Carbonyl compounds Carboxylic acids Gamma-glutamyl amino acids Glutamic acid and derivatives Glutamine and derivatives Heteroaromatic compounds Hippuric acids Hydrocarbon derivatives N-acyl amines N-acyl-alpha amino acids Oligopeptides Organic oxides Organopnictogen compounds Phenylalkylamines Primary amines Pyrimidones Secondary alkylarylamines Secondary carboxylic acid amides Tetracarboxylic acids and derivatives Vinylogous amides Alpha-amino acid or derivatives Alpha-oligopeptide Amine Amino acid Amino acid or derivatives Aminobenzamide Aminobenzoic acid or derivatives Aminopyrimidine Aniline or substituted anilines Aromatic heteropolycyclic compound Azacycle Benzamide Benzenoid Benzoic acid or derivatives Benzoyl Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Fatty acyl Fatty amide Gamma-glutamyl alpha-amino acid Glutamic acid or derivatives Glutamine or derivatives Heteroaromatic compound Hippuric acid Hippuric acid or derivatives Hydrocarbon derivative Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenylalkylamine Primary amine Pyrimidine Pyrimidone Secondary aliphatic/aromatic amine Secondary amine Secondary carboxylic acid amide Tetracarboxylic acid or derivatives Tetrahydrofolic acid or derivatives Vinylogous amide Aromatic heteropolycyclic compounds a small molecule Solid logp -1.64 ALOGPS logs -3.29 ALOGPS logp -6.1 ChemAxon pka_strongest_acidic 3.07 ChemAxon pka_strongest_basic 3.58 ChemAxon iupac 2-(4-{4-[(4-{[(2-amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxybutanamido}-4-carboxybutanamido)pentanedioic acid ChemAxon average_mass 703.6572 ChemAxon mono_mass 703.256167693 ChemAxon smiles NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)N2)N1 ChemAxon formula C29H37N9O12 ChemAxon 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) ChemAxon inchikey RXWVHRYZTWZATH-UHFFFAOYSA-N ChemAxon polar_surface_area 340.07 ChemAxon refractivity 177.56 ChemAxon polarizability 67.81 ChemAxon rotatable_bond_count 19 ChemAxon acceptor_count 18 ChemAxon donor_count 12 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Folate Metabolism SMP0087196 Specdb::MsMs 313837 Specdb::MsMs 313838 Specdb::MsMs 313839 Specdb::MsMs 359425 Specdb::MsMs 359426 Specdb::MsMs 359427 Specdb::MsMs 2697957 Specdb::MsMs 2697958 Specdb::MsMs 2697959 Specdb::MsMs 2984477 Specdb::MsMs 2984478 Specdb::MsMs 2984479 Specdb::NmrOneD 91812 Specdb::NmrOneD 91813 Specdb::NmrOneD 91814 Specdb::NmrOneD 91815 Specdb::NmrOneD 91816 Specdb::NmrOneD 91817 Specdb::NmrOneD 91818 Specdb::NmrOneD 91819 Specdb::NmrOneD 91820 Specdb::NmrOneD 91821 Specdb::NmrOneD 91822 Specdb::NmrOneD 91823 Specdb::NmrOneD 91824 Specdb::NmrOneD 91825 Specdb::NmrOneD 91826 Specdb::NmrOneD 91827 Specdb::NmrOneD 91828 Specdb::NmrOneD 91829 Specdb::NmrOneD 91830 Specdb::NmrOneD 91831 Specdb::CMs 63372 Specdb::CMs 749664 Specdb::CMs 749665 Specdb::CMs 749666 Specdb::CMs 749667 Specdb::CMs 749668 Specdb::CMs 749669 Specdb::CMs 749670 Specdb::CMs 749671 Specdb::CMs 749672 Specdb::CMs 749673 Specdb::CMs 749674 Specdb::CMs 749675 Specdb::CMs 749676 Specdb::CMs 749677 Specdb::CMs 749678 Specdb::CMs 749679 Specdb::CMs 749680 Specdb::CMs 749681 Specdb::CMs 749682 Specdb::CMs 749683 Specdb::CMs 749684 Specdb::CMs 749685 Specdb::CMs 749686 Specdb::CMs 749687 21231977 FDB024106 45479706 C03541 27650 BMDBP00169 Folylpolyglutamate synthase, mitochondrial A6H751 FPGS Enzyme BMDBP02884 Gamma-glutamyl hydrolase A7YWG4 GGH Enzyme