Showing chemical card for 5,10-methenyltetrahydrofolate (CFc000337638)
Record Information
Version
1.0
Creation Date
Update Date
2022-09-14 05:31:33 UTC
Chemfont ID
CFc000337638
Molecule Identification
Common Name
5,10-methenyltetrahydrofolate
Definition
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 .
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.
