| Identification | Back Directory | [Name]
Levomefolic Acid | [CAS]
31690-09-2 | [Synonyms]
l-N5
5-MTHF
L-methyl acid
Unii-8S95dh25xc
5lLCH3-folateH4
Levomefolic acid
L-5-Methyltetrahydrofolate
Methyl-L-tetrahydrofolic A
Levomefolic Acid USP/EP/BP
L-5-Methyltetrahydrofolic acid
L-5-Methyltetrahydrofola acide
lL-5-Methyltetrahydrofolic acid
(6S)-5-Methyltetrahydrofolic acid
5-Methyl-(6S)-tetrahydrofolic Acid
LevoMefolic Acid
(See also L375720)
L(-)-5-Methyl-5,6,7,8-tetrahydrofolic acid
Levomefolate (5-methyl-tetrahydrofolic acid)
(S)-2-(4-((((S)-2-Amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzami
(S)-2-(4-((((S)-2-Amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzamido)
(S)-N-[4-[[(2-Amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)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-4-oxo-1,4,5,6,7,8-hexahydro-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-1,4,5,6,7,8-hexahydro-5-methyl-4-oxopteridin]-6-yl]methyl]amino]benzoyl]-L-glutamic 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)-
(S)-2-[4-[[[(S)-2-Amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl]amino]benzamido]pentanedioic 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 | [EINECS(EC#)]
203-919-7 | [Molecular Formula]
C20H25N7O6 | [MDL Number]
MFCD21363683 | [MOL File]
31690-09-2.mol | [Molecular Weight]
459.46 |
| Questions And Answer | Back Directory | [Description]
Levomefolic Acid is a 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. It is a coenzymated form of folic acid. It has been proposed for treatment of cardiovascular disease. | [Mechanism]
It is synthesized in the absorptive cells of the small intestine from polyglutamylated dietary folate. It is a methylated derivative of tetrahydrofolate. Levomefolic acid is generated by methylenetetrahydrofolate reductase (MTHFR) from 5,10-methylenetetrahydrofolate (MTHF) and used to recycle homocysteine back to methionine by methionine synthase (MS). | [Medical application]
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.
Preliminary research suggests that levomefolic acid (L-methylfolate) taken with a first-line antidepressant may provide an adjunctive antidepressant effect for individuals who do not respond or have only a partial therapeutic response to SSRI or SNRI medication,and might be a more cost-effective adjunctive agent than second-generation antipsychotics. | [Storage]
Store lyophilized at -20ºC, keep desiccated.
In lyophilized form, the chemical is stable for 36 months.
In solution, store at -20ºC and use within 3 months to prevent loss of potency. Aliquot to avoid multiple freeze/thaw cycles. |
| Chemical Properties | Back Directory | [Melting point ]
215-218oC | [density ]
1.62 | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Aqueous Base (Slightly, Heated, Sonicated), DMSO (Slightly) | [form ]
Solid | [pka]
3.51±0.10(Predicted) | [color ]
Off-White to Light Green | [InChIKey]
ZNOVTXRBGFNYRX-STQMWFEESA-N | [SMILES]
C(O)(=O)[C@H](CCC(O)=O)NC(=O)C1=CC=C(NC[C@H]2CNC3=C(N2C)C(=O)NC(N)=N3)C=C1 |
| Hazard Information | Back Directory | [Uses]
As a natural, active form of folic acid, Levomefolic Acid can be used at the cellular level for DNA reproduction, the cysteine cycle and the regulation of homocysteine among other functions. It is a coenzymated form of folic acid and a more bioavailable alternative in dietary supple
| [Definition]
ChEBI: 5-methyltetrahydrofolic acid is a tetrahydrofolic acid that is 5,6,7,8-tetrahydrofolic acid substituted by a methyl group at position 5. It has a role as a human metabolite. It is functionally related to a 5,6,7,8-tetrahydrofolic acid. It is a conjugate acid of a 5-methyltetrahydrofolate(2-). |
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