Classification Term: 194

Dihydrofolic acids and derivatives (ontology term: CHEMONTID:0002619)

Heterocyclic compounds based on the 5,6-dihydropteroic acid/7,8-dihydropteroic acid skeleton conjugated with one or more L-glutamic acid units (or derivative thereof)." []

found 3 associated metabolites at family metabolite taxonomy ontology rank level.

Ancestor: Dihydropteroic acids and derivatives

Child Taxonomies: 7,8-dihydrofolic acids and derivatives

10-Formyldihydrofolate

(2S)-2-[(4-{N-[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]formamido}phenyl)formamido]pentanedioic acid

C20H21N7O7 (471.1502396)


10-Formyldihydrofolate is a folate compound that has not been found as a component of intracellular folates in normal tissues but has been identified in the cytosol of methotrexate (MTX)-treated MCF-7 breast cancer cells and normal human myeloid precursor cells. The origin of 10-formyldihydrofolate remains an enigma. Its appearance only in the extracts from MTX-treated cells is not consistent with a simple oxidation of lO-formyl-H4folate during the extraction procedure. This, however, does not exclude the occurrence of spontaneous oxidation of 10-formyl-H4folate within the intact cells prior to the folate extraction. (PMID: 3366769) [HMDB] 10-formyldihydrofolate is a folate compound that has not been found as a component of intracellular folates in normal tissues but has been identified in the cytosol of methotrexate (MTX)-treated MCF-7 breast cancer cells and normal human myeloid precursor cells. The origin of 10-formyldihydrofolate remains an enigma. Its appearance only in the extracts from MTX-treated cells is not consistent with a simple oxidation of lO-formyl-H4folate during the extraction procedure. This, however, does not exclude the occurrence of spontaneous oxidation of 10-formyl-H4folate within the intact cells prior to the folate extraction. (PMID: 3366769).

   

5-Methyldihydrofolic acid

(2S)-2-[(4-{[(2-amino-5-methyl-4-oxo-1,4,5,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid

C20H23N7O6 (457.1709738)


5-Methyldihydrofolic acid is a biopterin derivative present in human body fluids and tissues. (PMID: 932231) [HMDB] 5-Methyldihydrofolic acid is a biopterin derivative present in human body fluids and tissues. (PMID: 932231).

   

7,8-dihydrofolate

4-Carboxy-4-[(4-{[(2-imino-4-oxido-1,2,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]butanoic acid

C19H19N7O6 (441.1396754)


7,8-dihydrofolate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 7,8-dihydrofolate can be found in a number of food items such as pineapple, common verbena, pear, and citrus, which makes 7,8-dihydrofolate a potential biomarker for the consumption of these food products.