Details
| Stereochemistry | EPIMERIC |
| Molecular Formula | C20H23N7O6.Ca |
| Molecular Weight | 497.518 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Ca++].CN1C(CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)CNC3=C1C(=O)N=C(N)N3
InChI
InChIKey=VWBBRFHSPXRJQD-ZEDZUCNESA-L
InChI=1S/C20H25N7O6.Ca/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29;/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31);/q;+2/p-2/t12?,13-;/m0./s1
Methylenetetrahydrofolate reductase (MTHFR) is an enzyme required for the formation of 5-methyltetrahydrofolate (5-MTHF), a form of folate able to cross the blood-brain barrier and which is necessary as a substrate for the remethylation of homocysteine to methionine by methionine synthase. Patients with severe MTHFR deficiency cannot make 5-MTHF and have extremely low levels in the CSF. Only treatment with oral 5-MTHF given as calcium mefolinate resulted in an increase in CSF 5-MTHF.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 5-methyltetrahydrofolate, the active form of folic acid, restores endothelial function in familial hypercholesterolemia. | 1998 Jan 27 |
|
| Treatment with Mefolinate (5-Methyltetrahydrofolate), but Not Folic Acid or Folinic Acid, Leads to Measurable 5-Methyltetrahydrofolate in Cerebrospinal Fluid in Methylenetetrahydrofolate Reductase Deficiency. | 2016 |
Sample Use Guides
To study the actions of 5-methyltetrahydrofolate (5-MTHF) as an antioxidant, the effects of 5-MTHF (10, 100, and 1000 μmol/L) on superoxide generation by purified recombinant eNOS and xanthine oxidase/hypoxanthine were investigated. 5-MTHF dose-dependently reduced superoxide production by both xanthine oxidase and eNOS.
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ACTIVE MOIETY
SUBSTANCE RECORD
