A phenol from cashew nut shell liquid
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Cardol diene

Item No. 23373

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(8Z,11Z)-8,11-pentadecadien-1-yl-1,3-benzenediol
CAS Number
79473-25-9
Molecular Formula
C21H32O2
Formula Weight
316.5
Purity
≥95%
Formulation (Request formulation change)
A 5 mg/ml solution in acetonitrile
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
279 nm
SMILES
OC1=CC(O)=CC(CCCCCCC/C=C\C/C=C\CCC)=C1
InChi Code
InChI=1S/C21H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h4-5,7-8,16-18,22-23H,2-3,6,9-15H2,1H3/b5-4-,8-7-
InChi Key
UFMJCOLGRWKUKO-UTOQUPLUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $91

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    1 mg

    $169

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    5 mg

    $751

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    10 mg

    $1,322

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    Product Description

    Cardol diene is a phenol found in cashew nut shell liquid.1 It is schistosomicidal, killing 50, 100, 100, and 100% of S. mansoni worms after 24 hours when used at concentrations of 25, 50, 100, or 200 µM, respectively.2 Cardol diene has an LC50 value of 32.2 µM after 24 and 48 hours against S. mansoni worms. It has been used as a starting material for the synthesis of bis-benzoxazines.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tyman, J.H., and Kiong, L.S. Long chain phenols: Part XI. Composition of natural cashew nutshell liquid (Anacardium occidentale) from various sources. Lipids 13(8), 525-532 (1978).

    2. Alvarenga, T.A., de Oliveira, P.F., de Souza, J.M., et al. Schistosomicidal activity of alkyl-phenols from the cashew Anacardium occidentale against Schistosoma mansoni adult worms. J. Agric. Food Chem. 64(46), 8821-8827 (2016).

    3. Attanasi, O.A., Behalo, M.S., Favi, G., et al. Solvent free synthesis of novel mono- and bis-benzoxazines from cashew nut shell liquid components. Curr. Org. Chem. 16(21), 2613-2621 (2012).