A cyclic diarylheptanoid with diverse biological activities
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Myricanol

Item No. 45981

Technical Information
Formal Name
(9R)-16,17-dimethoxy-tricyclo[12.3.1.12,6]nonadeca-1(18),2,4,6(19),14,16-hexaene-3,9,15-triol
CAS Number
33606-81-4
Synonyms
  • (–)-(R)-Myricanol
  • (R)-Myricanol
Molecular Formula
C21H26O5
Formula Weight
Purity
≥98%
A solid
DMSO: Sparingly soluble: 1-10 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
COC1=C(C=C(CCCC[C@H]2O)C(O)=C1OC)C(C=C(CC2)C=C3)=C3O
InChi Code
InChI=1S/C21H26O5/c1-25-20-17-12-14(19(24)21(20)26-2)5-3-4-6-15(22)9-7-13-8-10-18(23)16(17)11-13/h8,10-12,15,22-24H,3-7,9H2,1-2H3/t15-/m1/s1
InChi Key
SBGBAZQAEOWGFT-OAHLLOKOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Myricanol is a cyclic diarylheptanoid that has been found in M. nagi and has diverse biological activities.1,2,3,4,5 It inhibits the type III secretion system of S. typhimurium (IC50 = 41.34 µM) and the invasion of S. typhimurium into SW480 cells.1 Myricanol binds to AMP-activated protein kinase γ (AMPKγ; Ki = 17.15 µM) and peroxiredoxin-5 (Prx5) and decreases lipid accumulation in 3T3-L1 adipocytes.2,5 It is an activator of nicotinamide phosphoribosyltransferase (Nampt) and sirtuin 1 (SIRT1) and increases insulin-induced glucose uptake in C2C12 myotubes.3,4 Myricanol (50 mg/kg) protects against muscle dysfunction induced by dexamethasone (Item No. 11015) in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wu, Y., Yang, X., Zhang, D., et alMyricanol inhibits the type III secretion system of Salmonella enterica serovar Typhimurium by interfering with the DNA-binding activity of HilD. Front. Microbiol. 11, 571217 (2020).

    2. Shen, S., Liao, Q., Feng, Y., et alMyricanol mitigates lipid accumulation in 3T3-L1 adipocytes and high fat diet-fed zebrafish via activating AMP-activated protein kinase. Food Chem. 270, 305-314 (2019).

    3. Lyu, P., Li, S., Han, Y., et alAffinity-based protein profiling-driven discovery of myricanol as a Nampt activator. Bioorg. Chem. 133, 106435 (2023).

    4. Shen, S., Liao, Q., Liu, J., et alMyricanol rescues dexamethasone-induced muscle dysfunction via a sirtuin 1-dependent mechanism. J. Cachexia Sarcopenia Muscle 10(2), 429-444 (2019).

    5. Shen, S., Liao, Q., Lyu, P., et alMyricanol prevents aging-related sarcopenia by rescuing mitochondrial dysfunction via targeting peroxiredoxin 5. MedComm (2020) 5(6), e566 (2024).