A sesquiterpene with diverse biological activities
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Curzerene

Item No. 35828

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5R,6R)-rel-6-ethenyl-4,5,6,7-tetrahydro-3,6-dimethyl-5-(1-methylethenyl)-benzofuran
CAS Number
17910-09-7
Synonyms
  • Isofuranogermacrene
  • Isogermafurene
  • Neocurzerene
Molecular Formula
C15H20O
Formula Weight
216.3
Purity
≥95%
Formulation (Request formulation change)
A solution in acetonitrile
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Soluble: ≥10 mg/ml
λmax
220 nm
SMILES
CC1=COC2=C1C[C@H](C(C)=C)[C@](C=C)(C)C2
InChi Code
InChI=1S/C15H20O/c1-6-15(5)8-14-12(11(4)9-16-14)7-13(15)10(2)3/h6,9,13H,1-2,7-8H2,3-5H3/t13-,15+/m1/s1
InChi Key
HICAMHOOTMOHPA-HIFRSBDPSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $41

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    5 mg

    $184

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    10 mg

    $326

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    50 mg

    $713

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    Product Description

    Curzerene is a sesquiterpene that has been found in C. longa and has diverse biological activities.1,2,3,4 It scavenges DPPH (Item No. 14805) radicals in a cell-free assay when used at a concentration of 3.36 µg/L with a synergistic effect when used in combination with the bicyclic monoterpene eucalyptol (Item No. 22183).3 Curzerene (0.5 mg/ml) is active against F. graminearum.2 It inhibits the proliferation of SK-MEL-19 melanoma cells (IC50 = 5.17 µg/ml), as well as AGP-01 gastric and HCT116 colon cancer cells (IC50s = 8.04 and 9.18 µg/ml, respectively) and MRC-5 non-cancerous fibroblasts (IC50 = 11.45 µg/ml).1 It also induces apoptosis in, and decreases migration of, SK-MEL-19 cells when used at concentrations of 5 and 10 µM. Curzerene (135 mg/kg) reduces tumor weight in an SPC-A1 lung adenocarcinoma mouse xenograft model.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Figueiredo, P.L.B., Pinto, L.C., da Costa, J.S., et al. Composition, antioxidant capacity and cytotoxic activity of Eugenia uniflora L. chemotype-oils from the Amazon. J. Ethnopharmacol. 232, 30-38 (2019).

    2. Chen, C., Long, L., Zhang, F., et al. Antifungal activity, main active components and mechanism of Curcuma longa extract against Fusarium graminearum. PLoS One 13(3), e0194284 (2018).

    3. Wang, X., Zuo, G.-L., Wang, C.-Y., et al. An off-line DPPH-GC-MS coupling countercurrent chromatography method for screening, identification, and separation of antioxidant compounds in essential oil. Antioxidants (Basel) 9(8), 702 (2020).

    4. Wang, Y., Li, J., Guo, J., et al. Cytotoxic and antitumor effects of curzerene from Curcuma longa. Planta Med. 83(1-2), 23-29 (2017).