A biologically active form of folic acid
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Labeled Version(s)
29579Levomefolate-13C-d3
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Levomefolate (calcium salt hydrate)

Item No. 21616

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[[[(6S)-2-amino-3,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl]methyl]amino]benzoyl]-L-glutamic acid, monocalcium salt, hydrate
Synonyms
  • BAY 86-7660
  • LMCA
Molecular Formula
C20H23N7O6 • Ca [XH2O]
Formula Weight
497.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 0.3 mg/ml
λmax
217, 290 nm
SMILES
O=C1C2=C(NC[C@H](CNC3=CC=C(C(N[C@H](C([O-])=O)CCC([O-])=O)=O)C=C3)N2C)NC(N)=N1.[Ca+2].O
InChi Code
InChI=1S/C20H25N7O6.Ca.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/q;+2;/p-2/t12-,13-;;/m0../s1
InChi Key
HXMIMTTUMIRURT-NJHZPMQHSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 mg

    $50

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    1 g

    $90

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    5 g

    $266

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    10 g

    $435

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    Product Description

    Levomefolate is the calcium salt of 5-methyltetrahydrofolic acid (Item No. 16159), a biologically active form of folic acid (Item No. 20515) that functions, in conjunction with Vitamin B12 (Item No. 18425), 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 Levomefolate is included in formulations of certain oral contraceptives to ensure adequate folic acid levels in women of child-bearing age to reduce the risk of neural tube defects. The combination of levomefolate and oral contraceptives increases folic acid levels.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. 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).

    3. Blode, H., Klipping, C., Richard, F., et al. Bioequivalence study of an oral contraceptive containing ethinylestradiol/drospirenone/levomefolate calcium relative to ethinylestradiol/drospirenone and to levomefolate calcium alone. Contraception 85(2), 177-184 (2012).

    4. Bart, S., Sr., Marr, J., Diefenbach, K., et al. Folate status and homocysteine levels during a 24-week oral administration of a folate-containing oral contraceptive: A randomized, double-blind, active-controlled, parallel-group, US-based multicenter study. Contraception 85(1), 42-50 (2012).