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Details

Stereochemistry EPIMERIC
Molecular Formula C20H25N7O6
Molecular Weight 459.4566
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-METHYLTETRAHYDROFOLIC ACID

SMILES

CN1C([H])(CNc2ccc(cc2)C(=O)N[C@@]([H])(CCC(=O)O)C(=O)O)CNc3c1c(nc(=N)[nH]3)O

InChI

InChIKey=ZNOVTXRBGFNYRX-ABLWVSNPSA-N
InChI=1S/C20H25N7O6/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)/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
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
5-METHYLTETRAHYDROFOLIC ACID
DSC  
Common Name English
MEFOLIC ACID
Common Name English
5-METHYLTETRAHYDROFOLATE
WHO-DD  
Common Name English
5-METHYLTETRAHYDROFOLIC ACID [DSC]
Common Name English
METHYL FOLATE
Common Name English
N5-METHYLTETRAHYDROFOLIC ACID
Common Name English
L-GLUTAMIC ACID, N-(4-(((2-AMINO-1,4,5,6,7,8-HEXAHYDRO-5-METHYL-4-OXO-6-PTERIDINYL)METHYL)AMINO)BENZOYL)-
Common Name English
5-METHYLTETRAHYDROFOLATE [WHO-DD]
Common Name English
N5-METHYLTETRAHYDROFOLATE
Common Name English
N5-METHYLTETRAHYDROPTEROYLGLUTAMATE
Common Name English
PREFOLIC A
Common Name English
Classification Tree Code System Code
LOINC 47547-5
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
LOINC 50153-6
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
LOINC 34637-9
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
LOINC 50039-7
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
LOINC 33274-2
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
Code System Code Type Description
CAS
134-35-0
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
PRIMARY
WIKIPEDIA
5-Methyltetrahydrofolate
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
PRIMARY
DRUG BANK
DB04789
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
PRIMARY
RXCUI
1313966
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
PRIMARY RxNorm
EPA CompTox
134-35-0
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
PRIMARY
EVMPD
SUB35466
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
PRIMARY
FDA UNII
TYK22LML8F
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
PRIMARY
PUBCHEM
135415868
Created by admin on Fri Jun 25 22:41:32 UTC 2021 , Edited by admin on Fri Jun 25 22:41:32 UTC 2021
PRIMARY