A synthetic curcuminoid
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Salicylcurcumin

Item No. 11878

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1E,4Z,6E)-5-hydroxy-1,7-bis(2-hydroxyphenyl)-1,4,6-heptatrien-3-one
CAS Number
1236545-54-2
Synonyms
  • Salicylcurcuminoid
Molecular Formula
C19H16O4
Formula Weight
308.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
λmax
288, 410 nm
SMILES
OC1=C(/C=C/C(/C=C(O)/C=C/C2=CC=CC=C2O)=O)C=CC=C1
InChi Code
InChI=1S/C19H16O4/c20-16(11-9-14-5-1-3-7-18(14)22)13-17(21)12-10-15-6-2-4-8-19(15)23/h1-13,20,22-23H/b11-9+,12-10+,16-13-
InChi Key
YHTJEXHNRBHKKK-QHVQDVIZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $90

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    5 mg

    $392

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    10 mg

    $696

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    Product Description

    Curcuminoids are natural and synthetic analogs of curcumin (Item No. 81025), a natural polyphenol with modulating effects in inflammation, cancer, and immunity.1 Salicylcurcumin is a synthetic curcuminoid which, like bisdemethoxycurcumin (Item No. 10960), lacks methoxy groups on both phenols. Furthermore, the hydroxyl groups on each phenol are positioned ortho, as in salicylates, rather than in the para position typical of curcuminoids. Salicylcurcumin has antioxidant and anticarcinogenic properties.2,3 Also, it increases the activity of quinone reductase in mouse hepatoma cells in a dose-dependent fashion, doubling activity at 0.3 μM salicylcurcumin.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grynkiewicz, G., and Slifirski, P. Curcumin and curcuminoids in quest for medicinal status. Acta Biochim. Pol. 59(2), 201-212 (2012).

    2. Manju, M., Sherin, T.G., Rajasekharan, K.N., et al. Curcumin analogue inhibits lipid peroxidation in a freshwater teleost, Anabas testudineus (Bloch)--an in vitro and in vivo study. Fish Physiol. Biochem. 35(3), 413-420 (2009).

    3. Anto, R.J., George, J., Babu, K.V., et al. Antimutagenic and anticarcinogenic activity of natural and synthetic curcuminoids. Mutat. Res. 370(2), 127-131 (1996).

    4. Dinkova-Kostova, A.T., and Talalay, P. Relation of structure of curcumin analogs to their potencies as inducers of Phase 2 detoxification enzymes. Carcinogenesis 20(5), 911-914 (1999).

    5. Magesh, S., Chen, Y., and Hu, L. Small molecule modulators of Keap1-Nrf2-ARE pathway as potential preventive and therapeutic agents. Med. Res. Rev. 32(4), 687-726 (2012).