General Information of Drug (ID: DMUV5JB)

Drug Name
Levomefolic acid
Synonyms
Levomefolic acid; Levomefolinic acid; Metafolin; Metafolin (TN); L-5-Methyltetrahydrofolate; LEVOMEFOLATE; (6s)-5-methyltetrahydrofolic acid; (S)-2-(4-((((S)-2-Amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzamido)pentanedioic acid; 31690-09-2; 5-METHYL-5,6,7,8-TETRAHYDROFOLIC ACID; 5-Methyltetrahydrofolate; 8S95DH25XC; C20H25N7O6; CHEBI:15641; LMSR; N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid; UNII-8S95DH25XC; [(6S)-5-methyl-5,6,7,8-tetrahydropteroyl]glutamate
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 459.5
Logarithm of the Partition Coefficient (xlogp) -0.5
Rotatable Bond Count (rotbonds) 9
Hydrogen Bond Donor Count (hbonddonor) 7
Hydrogen Bond Acceptor Count (hbondacc) 10
ADMET Property
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 0.0394 micromol/L [1]
Half-life
The concentration or amount of drug in body reduced by one-half in 3 hours [2]
Metabolism
The drug is metabolized via the vitamin B12-dependent enzyme []
Chemical Identifiers
Formula
C20H25N7O6
IUPAC Name
(2S)-2-[[4-[[(6S)-2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
Canonical SMILES
CN1C(CNC2=C1C(=O)NC(=N2)N)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
InChI
ZNOVTXRBGFNYRX-STQMWFEESA-N
InChIKey
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
Cross-matching ID
PubChem CID
135398561
ChEBI ID
CHEBI:15641
CAS Number
31690-09-2
DrugBank ID
DB11256
INTEDE ID
DR0940

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Vitamin B12 methionine synthase (MTR)
Main DME
DEWSHL5 METH_HUMAN Substrate [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Miraglia N, Agostinetto M, Bianchi D, Valoti E: Enhanced oral bioavailability of a novel folate salt: comparison with folic acid and a calcium folate salt in a pharmacokinetic study in rats. Minerva Ginecol. 2016 Apr;68(2):99-105.
2 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
3 Folic acid and L-5-methyltetrahydrofolate: comparison of clinical pharmacokinetics and pharmacodynamics. Clin Pharmacokinet. 2010 Aug;49(8):535-48.