A lignan-derived phenol
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Isomer(s)
365372-Methoxyhydroquinone
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3-Methoxycatechol

Item No. 36535

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-methoxy-1,2-benzenediol
CAS Number
934-00-9
Synonyms
  • 1,2-Dihydroxy-3-methoxybenzene
  • 3-Methoxypyrocatechol
  • NSC 66525
  • Pyrogallol 1-monomethyl ether
Molecular Formula
C7H8O3
Formula Weight
140.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 2 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
OC1=CC=CC(OC)=C1O
InChi Code
InChI=1S/C7H8O3/c1-10-6-4-2-3-5(8)7(6)9/h2-4,8-9H,1H3
InChi Key
LPYUENQFPVNPHY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $32

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    25 g

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    Cayman Chemical
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    Product Description

    3-Methoxycatechol is a lignan-derived phenol.1 It is an agonist of G protein-coupled receptor 35 (GPR35) with an EC50 value of 147 µM in a dynamic mass redistribution (DMR) assay using HT-29 cells.2 Dietary administration of 3-methoxycatechol (2%) alone, or in a model of multiorgan carcinogenesis induced by nitrosamines, promotes esophageal carcinogenesis in rats.3 3-Methoxycatechol has been used as a precursor in the enzymatic synthesis of the phenols pyrogallol (Item No. 20347) and purpurogallin (Item No. 29689) and in the electro-organic synthesis of coumestan derivatives.1,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, S., Xiaofeng, W., and Xiao, Y. Conversion of lignin-derived 3-methoxycatechol to the natural product purpurogallin using bacterial P450 GcoAB and laccase CueO. Appl. Microbiol. Biotechnol. 106(2), 593-603 (2022).

    2. Deng, H., and Fang, Y. The three tatecholics benserazide, catechol and pyrogallol are GPR35 agonists. Pharmaceuticals (Basel) 6(4), 500-509 (2013).

    3. Hirose, M., Tnaka, H., Takahashi, S., et al. Effects of sodium nitrite and catechol, 3-methoxycatechol, or butylated hydroxyanisole in combination in a rat multiorgan carcinogenesis model. Cancer Res. 53(1), 32-37 (1993).

    4. Golabi, S.M., and Nematollahi, D. Electrochemical study of catechol and some 3-substituted catechols in the prescence of 4-hydroxy coumarin: Application to the electro-organic synthesis of new coumestan derivatives. J. Electroanal. Chem. 420(1-2), 127-134 (1997).