IUPAC 名称
(6aR)-3-amino-8-(4-{[(1S)-3-carboxy-1-carboxylatopropyl]carbamoyl}phenyl)-1-oxo-1H,4H,5H,6H,6aH,7H,8H-10λ⁵-imidazo[1,5-f]pteridin-10-ylium
描述
5,10-methenyltetrahydrofolic acid, also known as anhydro-leucovorin or 5,10-methenyl-thf, is a member of the class of compounds known as tetrahydrofolic acids. Tetrahydrofolic acids are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit. 5,10-methenyltetrahydrofolic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 5,10-methenyltetrahydrofolic acid can be found in a number of food items such as strawberry, prickly pear, celery stalks, and rapini, which makes 5,10-methenyltetrahydrofolic acid a potential biomarker for the consumption of these food products. 5,10-methenyltetrahydrofolic acid exists in all living organisms, ranging from bacteria to humans. In humans, 5,10-methenyltetrahydrofolic acid is involved in few metabolic pathways, which include folate malabsorption, hereditary, folate metabolism, and methotrexate action pathway. 5,10-methenyltetrahydrofolic acid is also involved in methylenetetrahydrofolate reductase deficiency (MTHFRD), which is a metabolic disorder. 5,10-methenyltetrahydrofolic acid is produced from 5,10-methylenetetrahydrofolate by either a NAD+ dependent methylenetetrahydrofolate dehydrogenase, or a NADP+ dependent dehydrogenase. It can also be produced as an intermediate in histidine catabolism, by formiminotransferase cyclodeaminase, from 5-formiminotetrahydrofolate .
InChI标识符
InChI=1S/C20H21N7O6/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/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/t12-,13+/m1/s1