CAS 31690-09-2|Levomefolic acid
| Common Name | Levomefolic acid | ||
|---|---|---|---|
| CAS Number | 31690-09-2 | Molecular Weight | 459.456 |
| Density | 1.6±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C20H25N7O6 | Melting Point | / |
| MSDS | / | Flash Point | / |
Names
| Name | (S)-2-(4-((((S)-2-Amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzamido)pentanedioic acid |
|---|---|
| Synonym | More Synonyms |
Levomefolic acid BiologicalActivity
| Description | Levomefolic acid (5-MTHF) is the natural, active form of folic acid used at the cellular level for DNA reproduction, the cysteine cycle and the regulation of homocysteine among other functions. IC50 value: Target: Folate analogLevomefolic acid has been proposed for treatment of cardiovascular disease and advanced cancers such as breast and colorectal cancers. Levomefolic acid (5-MTHF) has the prominent antioxidant activity. A high dose of 5-MTHF or folic acid does not influence Natural killer (NK) cell function in vitro. |
|---|---|
| Related Catalog | Signaling Pathways >>Cell Cycle/DNA Damage >>AntifolateResearch Areas >>Cancer |
| References | [1]. Hirsch S, Miranda D, Mu?oz E, et al. Natural killer cell cytotoxicity is not regulated by folic acid in vitro. Nutrition. 2013 Jan 9. pii: S0899-9007(12)00404-2. [2]. Liu Y, Green TJ, Wong P, Kitts DD. Microencapsulation of L-5-methyltetrahydrofolic Acid with ascorbate improves stability in baked bread products. J Agric Food Chem. 2013 Jan 9;61(1):247-54. [3]. Merola N, Alonso FJ, Ros G, Castón MJ. Antioxidant activity comparison between [6S]-5-methyltetrahydrofolic acid calcium salt and the related racemate form. Food Chem. 2013 Jan 15;136(2):984-8. [4]. Liu Y, Tomiuk S, Rozoy E, et al. Thermal oxidation studies on reduced folate, L-5-methyltetrahydrofolic acid (L-5-MTHF) and strategies for stabilization using food matrices. J Food Sci. 2012 Feb;77(2):C236-43. [5]. Bashir M Rezka, Guido R.M.M Haenena, Wim J.F van der Vijgha, et al. Tetrahydrofolate and 5-methyltetrahydrofolate are folates with high antioxidant activity. Identification of the antioxidant pharmacophore. 2003,555(3):601-605. [6]. Levomefolic acid |
Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
|---|---|
| Molecular Formula | C20H25N7O6 |
| Molecular Weight | 459.456 |
| Exact Mass | 459.186646 |
| PSA | 202.77000 |
| LogP | -2.61 |
| Index of Refraction | 1.733 |
Synonyms
| N-(5-methyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid |
| N-[4-({[(6S)-2-Amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinyl]methyl}amino)benzoyl]-L-glutamic acid |
| L-glutamic acid, N-[4-[[[(6S)-1,2,5,6,7,8-hexahydro-4-hydroxy-2-imino-5-methyl-6-pteridinyl]methyl]amino]benzoyl]- |
| L-5-methyltetrahydrofolic acid |
| (6S)-5-Methyltetrahydrofolic acid |
| 5-Methyl-(6S)-tetrahydrofolic acid |
| 5-Methyltetrahydrofolate |
| L-5-Methyltetrahydrofolate |
| Levomefolic acid |
| Levomefolic Acid (See also L375720) |
| N-[4-({[(6S)-2-Amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid |
| L-Glutamic acid, N-[4-[[[(6S)-2-amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl]methyl]amino]benzoyl]- |
| 5-methyltetrahydrofolic acid |
| levomefolinic acid |
| (2S)-2-{[4-({[(6S)-2-Amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinyl]methyl}amino)benzoyl]amino}pentanedioic acid |
