Levomefolic acid

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Levomefolic acid are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Levomefolic acid?

The molecule Levomefolic acid presents a molecular formula of C20H25N7O6 and its IUPAC name is (2S)-2-[[4-[[(6S)-2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid.

Levomefolic acid is a molecule that is structurally similar to folic acid. It belongs in a variety of foods, including leafy green vegetables, legumes, and nuts. Levomefolic acid is also known as 5-MTHF, or 5-methyltetrahydrofolate..

Levomefolic acid is important for a variety of bodily functions. It helps to produce and maintain new cells, and is necessary for DNA and RNA synthesis. Levomefolic acid also helps to prevent birth defects of the brain and spine..

The body does not produce levomefolic acid, so it must be obtained through diet or supplements. Levomefolic acid exists in a variety of supplement forms, including tablets, capsules, and liquids..

Most people get enough levomefolic acid from their diet and do not need to take supplements. However, some people may need to take levomefolic acid supplements, including those who are pregnant or have certain medical conditions..

Levomefolic acid supplements are generally safe, but side effects can occur. The most common side effect is gastrointestinal upset, such as nausea and diarrhea. More serious side effects are rare, but can include allergic reactions, blood disorders, and liver damage..

Levomefolic acid is a important molecule that has many benefits for the body. Most people can get enough levomefolic acid from their diet, but some people may need to take supplements. Levomefolic acid supplements are generally safe, but side effects can occur..

3D structure

Cartesian coordinates

Geometry of Levomefolic acid in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Levomefolic acid ZNOVTXRBGFNYRX-STQMWFEESA-N chemical compound 2D structure molecule svg
Levomefolic acid

 

Molecule descriptors

 
IUPAC name(2S)-2-[[4-[[(6S)-2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
InChI codeInChI=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
InChI KeyZNOVTXRBGFNYRX-STQMWFEESA-N
SMILESCN1c2c(nc(N)[nH]c2=O)NC[C@@H]1CNc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (2S)-2-[[4-[[(6S)-2-amino-5-methyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
  • (2S)-2-[[4-[[(6S)-2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
  • (2S)-2-{[4-({[(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid
  • (2S)-2-{[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid
  • (6S)-5-MTHF
  • (6S)-5-methyltetrahydrofolate
  • (6s)-5-methyl-5,6,7,8-tetrahydrofolic acid
  • (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
  • (See also L375720)''
  • 134-35-0
  • 31690-09-2
  • 5- methyltetrahydrofolate
  • 5-METHYL-5,6,7,8-TETRAHYDROFOLIC ACID
  • 5-Methyltetrahydrofolate
  • 5-Methyltetrahydropteroyl monoglutamate
  • 5-methyl-(6s)-tetrahydrofolic acid
  • 690L092
  • 8S95DH25XC
  • AC-7460
  • AMY39069
  • AS-0793
  • BDBM50391007
  • C00440
  • CS-1067
  • D09353
  • DB11256
  • HY-14781
  • J-018513
  • L-5-MTHF
  • L-5-Methyltetrahydrofolate
  • L-5-Methyltetrahydrofolic acid
  • L-GLUTAMIC ACID, N-(4-((((6S)-2-AMINO-3,4,5,6,7,8-HEXAHYDRO-5-METHYL-4-OXO-6- PTERIDINYL)METHYL)AMINO)BENZOYL)-
  • L-Glutamic acid, N-(4-(((2-amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, (S)-
  • L-Glutamic acid, N-[4-[[(2-amino-3,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-
  • L-methylfolate
  • L0335
  • LEVOMEFOLATE
  • LMSR
  • Levomefolic acid
  • Levomefolic acid (USAN/INN)
  • Levomefolicacid
  • Levomefolinic acid
  • MFCD00870135
  • N-(4-((((6S)-2-AMINO-5-METHYL-4-OXO-1,4,5,6,7,8-HEXAHYDROPTERIDIN-6- YL)METHYL)AMINO)BENZOYL)-L-GLUTAMIC ACID
  • N-(4-((((6S)-2-Amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzoyl)-L-glutamic acid
  • N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid
  • N-[4-({[(6S)-2-AMINO-4-HYDROXY-5-METHYL-5,6,7,8-TETRAHYDROPTERIDIN-6-YL]METHYL}AMINO)BENZOYL]-L-GLUTAMIC ACID
  • N-[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
  • N-[4-[[[(6S)-2-Amino-3,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl]methyl]amino]benzoyl]-L-glutamic acid
  • N-[4-[[[(6S)-2-Amino-5-methyl-1,4,5,6,7,8-hexahydro-4-oxopteridine-6-yl]methyl]amino]benzoyl]-L-glutamic acid
  • N-{[4-({[(6S)-2-amino-4-hydroxy-5-methyl-5,6,7,8-tetrahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-glutamic acid
  • N-{[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-glutamic acid
  • NCGC00378841-01
  • NCGC00485934-01
  • Q192553
  • THH
  • [(6S)-5-methyl-5,6,7,8-tetrahydropteroyl]glutamate
  • s6909

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC2005305
  • UNII-8S95DH25XC
  • AKOS025402272
  • DTXSID00185583
  • CHEMBL1231574
  • CHEBI:15641
  • CHEBI:136009
  • SCHEMBL79586
  • SCHEMBL12704423

Physico-Chemical properties

IUPAC name(2S)-2-[[4-[[(6S)-2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
Molecular formulaC20H25N7O6
Molecular weight459.456
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity125.93
LogP1.0
Topological polar surface area202.8

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.