1.0 2011-09-21 00:17:59 UTC 2015-07-21 06:57:19 UTC FDB022689 5-Formyltetrahydrofolic acid The active metabolite of folic acid. Leucovorin is used principally as its calcium salt as an antidote to folic acid antagonists which block the conversion of folic acid to folinic acid. [HMDB] (6R,S)-5-Formyltetrahydrofolate 10-Formyl-7,8-dihydrofolate 10-Formyl-7,8-dihydrofolic acid 5-Formyl-5,6,7,8-tetrahydrofolate 5-Formyl-5,6,7,8-tetrahydrofolic acid 5-Formyltetrahydrofolate 5-Formyltetrahydrofolic acid 5-Formyltetrahydropteroylglutamate 5-Formyltetrahydropteroylglutamic acid Folinate Folinic acid Folinic acid-sf L-Leucovorin L-N-[p-[[(2-Amino-5-formyl-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]amino]benzoyl]-glutamic acid L(-)-5-Formyl-5,6,7,8-tetrahydrofolate L(-)-5-Formyl-5,6,7,8-tetrahydrofolic acid Levoleucovorin N5-Formyl-5,6,7,8-tetrahydrofolate N5-Formyl-5,6,7,8-tetrahydrofolic acid N5-Formyl-THF N5-Formyltetrahydrofolate N5-Formyltetrahydrofolic acid Rescuvolin Welcovorin C20H23N7O7 473.4393 473.165896125 2-[(4-{[(2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid 2-[(4-{[(2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid 58-05-9 NC1=NC2=C(N(C=O)C(CNC3=CC=C(C=C3)C(=O)NC(CCC(O)=O)C(O)=O)CN2)C(=O)N1 InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32) VVIAGPKUTFNRDU-UHFFFAOYSA-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. Tetrahydrofolic acids Organic compounds Organoheterocyclic compounds Pteridines and derivatives Pterins and derivatives Aromatic heteropolycyclic compounds Amino acids Aminobenzamides Aminopyrimidines and derivatives Aniline and substituted anilines Azacyclic compounds Benzoyl derivatives Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Glutamic acid and derivatives Heteroaromatic compounds Hippuric acids Hydrocarbon derivatives N-acyl-alpha amino acids Organic oxides Organopnictogen compounds Phenylalkylamines Primary amines Pyrimidones Secondary alkylarylamines Secondary carboxylic acid amides Tertiary carboxylic acid amides Vinylogous amides Alpha-amino acid or derivatives 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 Dicarboxylic acid or derivatives Glutamic acid 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 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 Tertiary carboxylic acid amide Tetrahydrofolic acid Vinylogous amide Solid logp -1.56 ALOGPS logs -3.43 ALOGPS solubility 1.76e-01 g/l ALOGPS logp -2.3 ChemAxon pka_strongest_acidic 3.47 ChemAxon pka_strongest_basic 2.81 ChemAxon iupac 2-[(4-{[(2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid ChemAxon average_mass 473.4393 ChemAxon mono_mass 473.165896125 ChemAxon smiles NC1=NC2=C(N(C=O)C(CNC3=CC=C(C=C3)C(=O)NC(CCC(O)=O)C(O)=O)CN2)C(=O)N1 ChemAxon formula C20H23N7O7 ChemAxon inchi InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32) ChemAxon inchikey VVIAGPKUTFNRDU-UHFFFAOYSA-N ChemAxon polar_surface_area 215.55 ChemAxon refractivity 126.66 ChemAxon polarizability 46.54 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Folate Metabolism SMP00053 map00670 Specdb::MsMs 26219 Specdb::MsMs 26220 Specdb::MsMs 26221 Specdb::MsMs 32777 Specdb::MsMs 32778 Specdb::MsMs 32779 Specdb::MsMs 3409760 Specdb::MsMs 3409761 Specdb::MsMs 3409762 Specdb::MsMs 3409763 Specdb::MsMs 3409764 Specdb::MsMs 3409765 Specdb::NmrOneD 201667 Specdb::NmrOneD 201668 Specdb::NmrOneD 201669 Specdb::NmrOneD 201670 Specdb::NmrOneD 201671 Specdb::NmrOneD 201672 Specdb::NmrOneD 201673 Specdb::NmrOneD 201674 Specdb::NmrOneD 201675 Specdb::NmrOneD 201676 Specdb::NmrOneD 201677 Specdb::NmrOneD 201678 Specdb::NmrOneD 201679 Specdb::NmrOneD 201680 Specdb::NmrOneD 201681 Specdb::NmrOneD 201682 Specdb::NmrOneD 201683 Specdb::NmrOneD 201684 Specdb::NmrOneD 201685 Specdb::NmrOneD 201686 Specdb::CMs 25520 Specdb::CMs 38127 Specdb::CMs 117810 Specdb::CMs 127258 Specdb::CMs 128849 Specdb::CMs 829601 Specdb::CMs 829602 Specdb::CMs 829603 Specdb::CMs 829604 Specdb::CMs 829605 Specdb::CMs 829606 Specdb::CMs 829607 Specdb::CMs 829608 Specdb::CMs 829609 Specdb::CMs 829610 Specdb::CMs 829611 Specdb::CMs 829612 Specdb::CMs 829613 Specdb::CMs 829614 Specdb::CMs 829615 Specdb::CMs 829616 Specdb::CMs 829617 Specdb::CMs 829618 Specdb::CMs 829619 Specdb::CMs 829620 HMDB01562 15640 1KL2 #<Reference:0x000055ce322c31b0> #<Reference:0x000055ce322c2ff8> #<Reference:0x000055ce322c2e40> #<Reference:0x000055ce322c2c88> #<Reference:0x000055ce322c2ad0> #<Reference:0x000055ce322c2918> #<Reference:0x000055ce322c2760> #<Reference:0x000055ce322c25a8> #<Reference:0x000055ce322c23f0> #<Reference:0x000055ce322c2238> #<Reference:0x000055ce322c2080> #<Reference:0x000055ce322c1ec8> #<Reference:0x000055ce322c1d10> #<Reference:0x000055ce322c1b58> #<Reference:0x000055ce322c19a0> #<Reference:0x000055ce322c17e8> #<Reference:0x000055ce322c1630> #<Reference:0x000055ce322c1478> #<Reference:0x000055ce322c1298> #<Reference:0x000055ce322c10e0> Lettuce Type 1 specific Lactuca sativa 4236 1.0 1.0 1.0 mg/100 g Aminomethyltransferase, mitochondrial P48728 AMT Formimidoyltransferase-cyclodeaminase O95954 FTCD Thymidylate synthase P04818 TYMS