An inhibitor of tyrosinase with anticancer properties
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Cardanol monoene

Item No. 23154

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-8Z-pentadecen-1-yl-phenol
CAS Number
501-26-8
Synonyms
  • Cardanol C15:1
Molecular Formula
C21H34O
Formula Weight
302.5
Purity
≥98%
Formulation
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 15 mg/mlEthanol: 22 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
276 nm
SMILES
OC1=CC=CC(CCCCCCC/C=C\CCCCCC)=C1
InChi Code
InChI=1S/C21H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h7-8,15,17-19,22H,2-6,9-14,16H2,1H3/b8-7-
InChi Key
YLKVIMNNMLKUGJ-FPLPWBNLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $87

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    1 mg

    $165

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    5 mg

    $609

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    10 mg

    $1,043

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    Cayman Chemical
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    Product Description

    Cardanol monoene is a phenol found in cashew nut shell liquid that reversibly inhibits tyrosinase with an IC50 value of 56 µM in vitro.1 It halts the cell cycle at the S phase and inhibits proliferation dose- and time-dependently in M14 melanoma cells (IC50s = 23.15 and 12.30 µM after 24 and 48 hours of treatment, respectively).2 Cardanol monoene also induces apoptosis via the intrinsic pathway following the accumulation of reactive oxygen species (ROS). A mixture of cardanol mono-, di-, and triene is used to synthesize cardanol-metal complexes that inhibit uropathogenic E. coli biofilm formation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yu, X.-P., Su, W.-C., Wang, Q., et al. Inhibitory mechanism of cardanols on tyrosinase. Proc. Biochem. 51(12), 223-2237 (2016).

    2. Su, W.-C., Lin, Y.-F., Wang, Y.-X., et al. Mitochondria-associated apoptosis in human melanoma cells induced by cardanol monoene from cashew nut shell liquid. J. Agric. Food Chem. 65(28), 5620-5631 (2017).

    3. Lalitha, K., Sandeep, M., Prasad, Y.S., et al. Intrinsic hydrophobic antibacterial thin film from renewable resources: Application in the development of anti-biofilm urinary catheters. ACS Sus. Chem. Eng. (Univ. of Berlin) 5(1), 436-449 (2017).