A biologically active form of folic acid
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5-Methyltetrahydrofolic Acid (hydrate)

Item No. 16159

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[[(2-amino-3,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid, hydrate
Synonyms
  • 5-methyl THF
  • Prefolic A
Molecular Formula
C20H25N7O6 • XH2O
Formula Weight
459.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
217, 294 nm
SMILES
O=C1C2=C(NCC(CNC3=CC=C(C(N[C@H](C(O)=O)CCC(O)=O)=O)C=C3)N2C)NC(N)=N1.O
InChi Code
InChI=1S/C20H25N7O6.H2O/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);1H2/t12?,13-;/m0./s1
InChi Key
CDHSQOBJKBQKTJ-ZEDZUCNESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $213

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    10 mg

    $354

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    Product Description

    5-Methyltetrahydrofolic acid is a biologically active form of folic acid that functions, in conjunction with vitamin B12, as a methyl-group donor involved in the conversion of homocysteine to methionine.1,2 The availability of methyl groups is essential for a variety of methylation reactions including the synthesis of DNA and proper neural tube closure.1 It has been used to restore nitric oxide-generating activity in cases of familial hypercholesterolemia or hyperhomocysteinemia, reducing homocysteine levels and improving vascular endothelial function.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Blom, H.J., and Smulders, Y. Overview of homocysteine and folate metabolism. With special references to cardiovascular disease and neural tube defects. J. Inherit. Metab. Dis. 34(1), 75-81 (2011).

    2.  5-Methyltetrahydrofolate. Monograph. Altern. Med. Rev. 11(4), 330-337 (2006).

    3. Verhaar, M.C., Wever, R.M.F., Kastelein, J.J.P., et al. 5-Methyltetrahydrofolate, the active form of folic acid, restores endothelial function in familial hypercholesterolemia. Circulation 97, 237-241 (1998).

    4. Zhang, X., Li, H., Jin, H., et al. Effects of homocysteine on endothelial nitric oxide production. Am. J. Physiol. Renal Physiol. 279(4), 671-678 (2000).