1.0 2016-09-30 22:47:18 UTC 2020-05-21 16:28:32 UTC BMDB0001533 BMDB01533 5,10-Methylene-THF (6R)-5,10-Methylenetetrahydrofolate (6R)-5,10-Methylenetetrahydrofolic acid 5,10-Methenyltetrahydropteroylglutamate 5,10-Methylene-6-hydrofolate 5,10-Methylene-6-hydrofolic acid 5,10-Methylenetetrahydrofolate 5,10-Methylenetetrahydrofolic acid N5>,N10-methylenetetrahydrofolate 5,10-Methylene-5,6,7,8-tetrahydrofolate Tetrahydromethylenefolate 5,10-Methylenetetrahydrofolate, (D-glu)-isomer CH2H4Folate 5,10-Methylenetetrahydrofolate monohydrochloride, (L-glu)-isomer 5,10-Methylenetetrahydrofolate, (L-glu)-(S)-isomer C20H23N7O6 457.4399 457.170981503 2-({4-[(6aR)-1-hydroxy-3-imino-3H,4H,5H,6H,6aH,7H,8H,9H-imidazo[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid 2-({4-[(6aR)-1-hydroxy-3-imino-4H,5H,6H,6aH,7H,9H-imidazo[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid 31690-11-6 [H][C@@]12CN(CN1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)NC(CCC(O)=O)C(O)=O InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13?/m1/s1 QYNUQALWYRSVHF-PZORYLMUSA-N belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit. Organic compounds Organoheterocyclic compounds Pteridines and derivatives Pterins and derivatives Tetrahydrofolic acids Amino acids Aminopyrimidines and derivatives Aniline and substituted anilines Azacyclic compounds Benzoyl derivatives Carbonyl compounds Carboxylic acids Dialkylarylamines Dicarboxylic acids and derivatives Glutamic acid and derivatives Heteroaromatic compounds Hippuric acids Hydrocarbon derivatives Imidazopyrazines N-acyl-alpha amino acids Organic oxides Organopnictogen compounds Phenylimidazolidines Primary amines Pyrimidones Secondary alkylarylamines Secondary carboxylic acid amides Vinylogous amides Alpha-amino acid or derivatives Amine Amino acid Amino 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 Dialkylarylamine Dicarboxylic acid or derivatives Glutamic acid or derivatives Heteroaromatic compound Hippuric acid Hippuric acid or derivatives Hydrocarbon derivative Imidazolidine Imidazopyrazine Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenylimidazolidine Primary amine Pyrimidine Pyrimidone Secondary aliphatic/aromatic amine Secondary amine Secondary carboxylic acid amide Tetrahydrofolic acid Vinylogous amide Aromatic heteropolycyclic compounds Solid logp -0.94 ALOGPS logs -2.75 ALOGPS logp -2.6 ChemAxon pka_strongest_acidic 3.01 ChemAxon pka_strongest_basic 5.61 ChemAxon iupac 2-({4-[(6aR)-1-hydroxy-3-imino-3H,4H,5H,6H,6aH,7H,8H,9H-imidazo[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid ChemAxon average_mass 457.4399 ChemAxon mono_mass 457.170981503 ChemAxon smiles [H][C@@]12CN(CN1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)NC(CCC(O)=O)C(O)=O ChemAxon formula C20H23N7O6 ChemAxon inchi InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13?/m1/s1 ChemAxon inchikey QYNUQALWYRSVHF-PZORYLMUSA-N ChemAxon polar_surface_area 190.68 ChemAxon refractivity 134.77 ChemAxon polarizability 46.12 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 12 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Ammonia Recycling SMP0087177 Folate Metabolism SMP0087196 Glycine and Serine Metabolism SMP0087245 Methionine Metabolism SMP0087249 Pyrimidine Metabolism SMP0087247 Specdb::CMs 25675 Specdb::CMs 38110 Specdb::CMs 134935 Specdb::CMs 142669 Specdb::MsMs 178926 Specdb::MsMs 178927 Specdb::MsMs 178928 Specdb::MsMs 181251 Specdb::MsMs 181252 Specdb::MsMs 181253 Specdb::MsMs 2392837 Specdb::MsMs 2392838 Specdb::MsMs 2392839 Specdb::MsMs 2570231 Specdb::MsMs 2570232 Specdb::MsMs 2570233 Specdb::NmrOneD 148100 Specdb::NmrOneD 148101 Specdb::NmrOneD 148102 Specdb::NmrOneD 148103 Specdb::NmrOneD 148104 Specdb::NmrOneD 148105 Specdb::NmrOneD 148106 Specdb::NmrOneD 148107 Specdb::NmrOneD 148108 Specdb::NmrOneD 148109 Specdb::NmrOneD 148110 Specdb::NmrOneD 148111 Specdb::NmrOneD 148112 Specdb::NmrOneD 148113 Specdb::NmrOneD 148114 Specdb::NmrOneD 148115 Specdb::NmrOneD 148116 Specdb::NmrOneD 148117 Specdb::NmrOneD 148118 Specdb::NmrOneD 148119 C00143 FDB022675 388320 439175 15636 C00007250 34022 6304 Agrawal, Nitish; Mihai, Cornelia; Kohen, Amnon. Microscale synthesis of isotopically labeled R-[6-xH]N5,N10-methylene-5,6,7,8-tetrahydrofolate as a cofactor for thymidylate synthase. Analytical Biochemistry (2004), 328(1), 44-50. BMDBP00083 Serine hydroxymethyltransferase, mitochondrial Q3SZ20 SHMT2 Enzyme BMDBP00087 Serine hydroxymethyltransferase, cytosolic Q5E9P9 SHMT1 Enzyme BMDBP00118 Monofunctional C1-tetrahydrofolate synthase, mitochondrial Q0VCR7 MTHFD1L Enzyme BMDBP00374 Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase, mitochondrial Q0P5C2 MTHFD2 Enzyme BMDBP00536 Thymidylate synthase Q2TA32 TYMS Enzyme BMDBP00906 Methylenetetrahydrofolate reductase Q5I598 MTHFR Enzyme