| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:45:21 UTC |
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| Update Date | 2020-05-21 16:26:56 UTC |
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| BMDB ID | BMDB0001396 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 5-Methyltetrahydrofolic acid |
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| Description | 5-Methyltetrahydrofolic acid, also known as 5-methyltetrahydrofolic acid or 5-methyltetrahydrofolic acid, 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. 5-Methyltetrahydrofolic acid is possibly soluble (in water) and a strong basic compound (based on its pKa). 5-Methyltetrahydrofolic acid exists in all eukaryotes, ranging from yeast to humans. 5-Methyltetrahydrofolic acid participates in a number of enzymatic reactions, within cattle. In particular, Homocysteine and 5-methyltetrahydrofolic acid can be converted into L-methionine and tetrahydrofolic acid through its interaction with the enzyme methionine synthase. In addition, 5-Methyltetrahydrofolic acid can be biosynthesized from 5,10-methylene-THF; which is catalyzed by the enzyme methylenetetrahydrofolate reductase. In cattle, 5-methyltetrahydrofolic acid is involved in a couple of metabolic pathways, which include the betaine metabolism pathway and the folate metabolism pathway. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 5-Methyltetrahydrofolate | Generator | | 5-Methyl tetrahydrofolate | HMDB | | 5-Methyl-5,6,7,8-tetrahydrofolate | HMDB | | 5-Methyl-tetrahydrofolate | HMDB | | 5-Methyltetrahydropteroylglutamate | HMDB | | Methyl folate | HMDB | | Methyl-tetrahydrofolate | HMDB | | N( 5)-Methyltetrahydrofolate | HMDB | | N-(4-(((2-Amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-L-glutamate | HMDB | | N-(4-(((2-Amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic acid | HMDB | | N-(5-Methyl-5,6,7,8-tetrahydropteroyl)-L-glutamate | HMDB | | N-(5-Methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid | HMDB | | N5-Methyl-tetrahydrofolate | HMDB | | N5-Methyl-tetrahydrofolic acid | HMDB | | N5-Methyltetrahydrofolate | HMDB | | N5-Methyltetrahydropteroyl mono-L-glutamate | HMDB | | [(6S)-5-Methyl-5,6,7,8-tetrahydropteroyl]glutamate | HMDB | | 5-Methyltetrahydrofolate, (DL-glu)-isomer | HMDB | | 5-Methyltetrahydrofolate, (L-glu)-(R)-isomer | HMDB | | 5-Methyltetrahydrofolate, (L-glu)-(S)-isomer | HMDB | | 5-Methyltetrahydrofolate, calcium salt (1:1), (L-glu)-isomer | HMDB | | 5-Methyltetrahydrofolate, methyl-(14)C-labeled, (DL-glu)-isomer | HMDB | | 5-Methyltetrahydrofolate, methyl-(14)C-labeled, (L-glu)-isomer | HMDB | | CH3-FH4 | HMDB | | L-Methyl folate | HMDB | | N(5)-Methyltetrahydrofolic acid | HMDB | | Prefolic a | HMDB | | Mefolinate | HMDB | | Levomefolic acid | HMDB | | L-Methylfolate | HMDB | | Deplin | HMDB |
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| Chemical Formula | C20H25N7O6 |
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| Average Molecular Weight | 459.4558 |
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| Monoisotopic Molecular Weight | 459.186631567 |
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| IUPAC Name | Not Available |
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| Traditional Name | Not Available |
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| CAS Registry Number | 134-35-0 |
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| SMILES | Not Available |
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| InChI Identifier | 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-/m1/s1 |
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| InChI Key | ZNOVTXRBGFNYRX-ZGTCLIOFSA-N |
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| Chemical Taxonomy |
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| Description | 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. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Pteridines and derivatives |
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| Sub Class | Pterins and derivatives |
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| Direct Parent | Tetrahydrofolic acids |
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| Alternative Parents | |
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| 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
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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| Ontology |
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| Status | Detected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | Not Available |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | Not Available |
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| Spectra |
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| Spectra | |
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