An agonist of CB1 and CB2 and antagonist of GPR55
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Tetrahydromagnolol

Item No. 14234

Technical Information
Formal Name
5,5'-dipropyl-[1,1'-biphenyl]-2,2'-diol
CAS Number
20601-85-8
Synonyms
  • Magnolignan
Molecular Formula
C18H22O2
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 20 mg/mlDMSO: 16 mg/mlEthanol: 20 mg/mlEthanol:PBS(pH 7.2) (1:5): 0.16 mg/ml
λmax
212, 292 nm
SMILES
OC(C=CC(CCC)=C1)=C1C2=CC(CCC)=CC=C2O
InChi Code
InChI=1S/C18H22O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h7-12,19-20H,3-6H2,1-2H3
InChi Key
OYAQUBKYAKSHOA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tetrahydromagnolol is an agonist of cannabinoid (CB) receptors, an antagonist of GPR55 (KB = 13.3 µM in a β-arrestin translocation assay), and a major metabolite of magnolol (Item No. 14233).1 Tetrahydromagnolol binds to the CB1 and CB2 receptors (Kis = 2.26 and 0.416 µM, respectively, for the human receptor) and inhibits forskolin-induced cAMP accumulation (EC50 = 9.01 and 0.17 µM, respectively, in CHO cells expressing the human receptors). Tetrahydromagnolol reduces melanin biosynthesis, as well as decreases tyrosinase protein levels by inhibiting tyrosinase maturation and increasing the rate of its degradation.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rempel, V., Fuchs, A., Hinz, S., et alMagnolia extract, magnolol, and metabolites: Activation of cannabinoid CB2 receptors and blockade of the related GPR55. ACS Med. Chem. Lett. 4(1), 41-45 (2013).

    2. Yokota, T., and Sasaki, M. Development of whitening cosmetics with magnolignan on inhibitory effect of the maturation of tyrosinase. Fragr. J. 34(2), 80-83 (2006).