Levomefolic Acid - 10mM in DMSO , CAS No.31690-09-2

CAS: 31690-09-2 Cat. No.: L423295 Molecular Weight: 459.47

GRADE & PURITY 10mM in DMSO

Synonyms

Levomefolic acid|31690-09-2|Levomefolinic acid|LEVOMEFOLATE|LMSR|L-methylfolate|Levomefolicacid|5-Methyltetrahydrofolate|L-5-Methyltetrahydrofolate|L-5-MTHF|(6S)-5-methyltetrahydrofolate|5- methyltetrahydrofolate|8S95DH25XC|CHEBI:15641|5-methyl-(6s)-tetra

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

Levomefolic acid | 31690-09-2 | Levomefolinic acid | LEVOMEFOLATE | LMSR | L-methylfolate | Levomefolicacid | 5-Methyltetrahydrofolate | L-5-Methyltetrahydrofolate | L-5-MTHF | (6S)-5-methyltetrahydrofolate | 5- methyltetrahydrofolate | 8S95DH25XC | CHEBI:15641 | 5-methyl-(6s)-tetra

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CN1C(CNC2=C1C(=O)NC(=N2)N)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
• IUPAC Name: (2S)-2-[[4-[[(6S)-2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
• InChIKey: ZNOVTXRBGFNYRX-STQMWFEESA-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
• Isomeric SMILES: CN1[C@H](CNC2=C1C(=O)NC(=N2)N)CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
• Molecular Weight: 459.47
• Reaxy-Rn: 1234904
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1234904&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pteridines and derivatives
      • Subclass Pterins and derivatives
        • Level5 Tetrahydropteroic acids and derivatives
          • Level6 Tetrahydrofolic acids and derivatives
            • Level7 Tetrahydrofolic acids

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pteridines and derivatives
• Subclass: Pterins and derivatives
• Intermediate Tree Nodes: Tetrahydropteroic acids and derivatives - Tetrahydrofolic acids and derivatives
• Direct Parent: Tetrahydrofolic acids
• Alternative Parents: Glutamic acid and derivatives N-acyl-alpha amino acids Hippuric acids Aminobenzamides Aniline and substituted anilines Phenylalkylamines Benzoyl derivatives Dialkylarylamines Aminopyrimidines and derivatives Secondary alkylarylamines Pyrimidones Dicarboxylic acids and derivatives Vinylogous amides Heteroaromatic compounds Secondary carboxylic acid amides Amino acids Carboxylic acids Azacyclic compounds Organic oxides Carbonyl compounds Organopnictogen compounds Primary amines Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Tetrahydrofolic acid - Glutamic acid or derivatives - Hippuric acid or derivatives - Hippuric acid - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid or derivatives - Aminobenzamide - Aminobenzoic acid or derivatives - Benzoic acid or derivatives - Benzamide - Benzoyl - Phenylalkylamine - Tertiary aliphatic/aromatic amine - Aniline or substituted anilines - Dialkylarylamine - Secondary aliphatic/aromatic amine - Pyrimidone - Aminopyrimidine - Dicarboxylic acid or derivatives - Benzenoid - Pyrimidine - Monocyclic benzene moiety - Vinylogous amide - Heteroaromatic compound - Secondary carboxylic acid amide - Tertiary amine - Amino acid or derivatives - Amino acid - Carboxamide group - Secondary amine - Carboxylic acid - Carboxylic acid derivative - Azacycle - Organic nitrogen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Primary amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit.
• External Descriptors: tetrahydrofolic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

Discover Target: ABCC2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Boil Point(°C): 221-224° C (lit.)
• Molecular Weight: 459.500 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 459.187 Da
• Monoisotopic Mass: 459.187 Da
• Topological Polar Surface Area: 198.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 865.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Linlin He, Yuqian Yan, Gang Zhang, Yanna Zhao, Fa Zhao, Zhuang Ding, Zhengping Wang.  (2024)  Non-Covalent Interaction of Folic Acid and 5-Methyltetrahydrofolate with Caseinates Improves the Folates Stability Studied by Multi-Spectroscopic Analysis and Molecular Docking.  Foods,  13  (17): (2756).  [PMID:39272522] [10.3390/foods13172756]

2. Zhou Yang, Lingling Dai, Fangfei Liu, Kun Jia, Zhiyuan Ren, Yanmei Yang, Qingmeng Zhang, Weifeng Li, Ming Chen.  (2025)  Thermostable CNTs@Au NPs nanocomposites for high-temperature assisted SERS molecular fingerprinting of two natural folates.  ANALYTICA CHIMICA ACTA,      [PMID:41135988] [10.1016/j.aca.2025.344678]