A trioxygenated phenylpropane
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Isomer(s)
11681α-Asarone 11682β-Asarone
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Elemicin

Item No. 29394

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2,3-trimethoxy-5-(2-propen-1-yl)-benzene
CAS Number
487-11-6
Synonyms
  • NSC 16704
Molecular Formula
C12H16O3
Formula Weight
208.3
Purity
≥98%
Formulation (Request formulation change)
A liquid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 15 mg/mlEthanol: 20 mg/ml
SMILES
COC1=CC(CC=C)=CC(OC)=C1OC
InChi Code
InChI=1S/C12H16O3/c1-5-6-9-7-10(13-2)12(15-4)11(8-9)14-3/h5,7-8H,1,6H2,2-4H3
InChi Key
BPLQKQKXWHCZSS-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $49

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    500 mg

    $93

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    1 g

    $171

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Elemicin is a trioxygenated phenylpropane that has been found in A. dracunculus.1 It is active against S. aureus, B. subtilis, and C. albicans (MICs = 600, 2,500, and 1,000 mg/L, respectively) but not E. coli, K. pneumoniae, P. aeruginosa (MICs = >8,000 mg/L for all), or L. monocytogenes (MIC = >3,000 mg/L). Elemicin is toxic to mice following metabolic activation to 1’-hydroxyelemicin by the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2.2 It increases plasma and hepatic triglyceride levels, decreases stearoyl-CoA desaturase 1 (Scd1) expression, and induces hepatomegaly in mice when administered at a dose of 500 mg/kg per day for three weeks.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pauli, A., and Kubeczka, K.H. Antimicrobial properties of volatile phenylpropanes. Nat. Prod. Commun. 5(9), 1387-1394 (2010).

    2. Yang, X.N., Wang, Y.K., Zhu, X., et al. Metabolic activation of elemicin leads to the inhibition of stearoyl-CoA desaturase 1. Chem. Res. Toxicol. 32(10), 195-1976 (2019).