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Details

Stereochemistry EPIMERIC
Molecular Formula C20H23N7O6.2Na
Molecular Weight 503.4195
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DISODIUM 5-METHYLTETRAHYDROFOLATE

SMILES

[Na+].[Na+].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=KKIWVYLOTHCGRV-RIWFDJIXSA-L
InChI=1S/C20H25N7O6.2Na/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*+1/p-2/t12?,13-;;/m0../s1

HIDE SMILES / InChI
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q99707
Gene ID: 4548.0
Gene Symbol: MTR
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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

calcium mefolinate at doses of 15–60 mg/kg/day
Route of Administration: Oral
In Vitro Use Guide
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.
Name Type Language
DISODIUM 5-METHYLTETRAHYDROFOLATE
Common Name English
L-GLUTAMIC ACID, N-(4-(((2-AMINO-3,4,5,6,7,8-HEXAHYDRO-5-METHYL-4-OXO-6-PTERIDINYL)METHYL)AMINO)BENZOYL)-, SODIUM SALT (1:2)
Systematic Name English
5-METHYLTETRAHYDROFOLATE SODIUM SALT
Common Name English
SODIUM N5-METHYLTETRAHYDROFOLATE
Common Name English
Code System Code Type Description
PUBCHEM
102017675
Created by admin on Fri Dec 15 15:14:07 GMT 2023 , Edited by admin on Fri Dec 15 15:14:07 GMT 2023
PRIMARY
CAS
77290-64-3
Created by admin on Fri Dec 15 15:14:07 GMT 2023 , Edited by admin on Fri Dec 15 15:14:07 GMT 2023
PRIMARY
CAS
51759-13-8
Created by admin on Fri Dec 15 15:14:07 GMT 2023 , Edited by admin on Fri Dec 15 15:14:07 GMT 2023
NON-SPECIFIC STOICHIOMETRY
FDA UNII
R07WV1NW3C
Created by admin on Fri Dec 15 15:14:07 GMT 2023 , Edited by admin on Fri Dec 15 15:14:07 GMT 2023
PRIMARY