An active metabolite of caffeine
Related Products
Isomer(s)
342883-Methylxanthine 343487-Methylxanthine
Parent Compound(s)
14118Caffeine
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1-Methylxanthine

Item No. 35245

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,9-dihydro-1-methyl-1H-purine-2,6-dione
CAS Number
6136-37-4
Synonyms
  • 1-MTX
  • 1-MX
Molecular Formula
C6H6N4O2
Formula Weight
166.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly solubleWater: Slightly soluble
λmax
267 nm
SMILES
O=C1NC2=C(C(N1C)=O)NC=N2
InChi Code
InChI=1S/C6H6N4O2/c1-10-5(11)3-4(8-2-7-3)9-6(10)12/h2H,1H3,(H,7,8)(H,9,12)
InChi Key
MVOYJPOZRLFTCP-UHFFFAOYSA-N
Origin
Synthetic
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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    50 mg

    $86

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    100 mg

    $163

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    500 mg

    $555

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    1 g

    $938

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    Product Description

    1-Methylxanthine is an active metabolite of caffeine (Item No. 14118).1,2 It enhances ionizing radiation-induced DNA double-strand break formation in RKO colorectal cancer cells when used at a concentration of 3 mM.1 1-Methylxanthine (100 µM) inhibits the uptake of 6-carboxyfluorescein (Item No. 21233) in CHO cells overexpressing human organic anion transporter 1 (OAT1).2 It has also been used as a biomarker of caffeine consumption.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Youn, H., Kook, Y.H., Oh, E.-T., et al. 1-Methylxanthine enhances the radiosensitivity of tumor cells. Int. J. Radiat. Biol. 85(2), 167-174 (2009).

    2. Rengelshausen, J., Lindenmaier, H., Cihlar, T., et al. Inhibition of the human organic anion transporter 1 by the caffeine metabolite 1-methylxanthine. Biochem. Biophys. Res. Commun. 320(1), 90-94 (2004).

    3. González-Domínguez, R., Castellano-Escuder, P., Carmona, F., et al. Food and microbiota metabolites associate with cognitive decline in older subjects: A 12-year prospective study. Mol. Nutr. Food Res. 65(23), e2100606 (2021).