Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0940)
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
Indication Contraception [ICD11: JA65] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 459.5 Topological Polar Surface Area 199
Heavy Atom Count 33 Rotatable Bond Count 9
Hydrogen Bond Donor Count 7 Hydrogen Bond Acceptor Count 10
Cross-matching ID
PubChem CID
135398561
ChEBI ID
CHEBI:15641
CAS Number
31690-09-2
Formula
C20H25N7O6
Canonical SMILES
CN1C(CNC2=C1C(=O)NC(=N2)N)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
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
InChIKey
ZNOVTXRBGFNYRX-STQMWFEESA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Polyglumate forms of folic acids DM000294 N. A. Conjugation - Polyglutamylation 1 [2]
Tetrahydrofolic acid DM002049
135444742
Unclear 1 [3] , [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001501 Levomefolic acid Polyglumate forms of folic acids Conjugation - Polyglutamylation NEIL1 [2]
MR001502 Levomefolic acid Tetrahydrofolic acid Unclear MTR [3], [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Endonuclease 8-like 1 (NEIL1) DMEN009 Homo sapiens
NEIL1_HUMAN
2.7.1.74
[2]
Vitamin B12 methionine synthase (MTR) DME0153 Homo sapiens
METH_HUMAN
2.1.1.13
[3]
References
1 ClinicalTrials.gov (NCT01031355) Bioequivalence Study: 3 mg Estradiol Valerate (EV) With and Without Levomefolate Calcium.
2 DrugBank(Pharmacology-Metabolism)Levomefolic acid
3 Folic acid and L-5-methyltetrahydrofolate: comparison of clinical pharmacokinetics and pharmacodynamics. Clin Pharmacokinet. 2010 Aug;49(8):535-48.

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