A sesquiterpenoid with diverse biological activities
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α-Cyperone

Item No. 34294

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,7R)-4,4a,5,6,7,8-hexahydro-1,4a-dimethyl-7-(1-methylethenyl)-2(3H)-naphthalenone
CAS Number
473-08-5
Synonyms
  • (+)-α-Cyperone
Molecular Formula
C15H22O
Formula Weight
218.3
Purity
≥98%
Formulation (Request formulation change)
A liquid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
248 nm
SMILES
C[C@]12C(C[C@@H](CC1)C(C)=C)=C(C(CC2)=O)C
InChi Code
InChI=1S/C15H22O/c1-10(2)12-5-7-15(4)8-6-14(16)11(3)13(15)9-12/h12H,1,5-9H2,2-4H3/t12-,15+/m1/s1
InChi Key
KUFXJZXMWHNCEH-DOMZBBRYSA-N
Origin
Plant/Cyperus rotundus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $134

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    25 mg

    $266

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    50 mg

    $498

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    100 mg

    $926

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    Product Description

    α-Cyperone is a sesquiterpenoid that has been found in C. rotundus rhizomes and has diverse biological activities.1,2,3 It inhibits LPS-induced nuclear translocation of the NF-κB subunit p65, as well as LPS-induced production of prostaglandin E2 (PGE2; Item No. 14010) and IL-6, in RAW 264.7 cells.1 α-Cyperone (15 and 30 µM) reduces hydrogen peroxide-induced production of reactive oxygen species (ROS) and apoptosis in SH-SY5Y cells.2 It reduces the production of the hepatitis B surface antigen (HBsAG) in infected HepG2 2.2.15 cells (IC50 = 274.7 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jung, S.-H., Kim, S.J., Jun, B.-G., et al. α-Cyperone, isolated from the rhizomes of Cyperus rotundus, inhibits LPS-induced COX-2 expression and PGE2 production through the negative regulation of NFκB signalling in RAW 264.7 cells. J. Ethnopharmacol. 147(1), 208-214 (2013).

    2. Huang, B., Liu, J., Fu, S., et al. α-Cyperone attenuates H2O2-induced oxidative stress and apoptosis in SH-SY5Y cells via activation of Nrf2. Front. Pharmacol. 11, 281 (2020).

    3. Xu, H.-B., Ma, Y.-B., Huang, X.-Y., et al. Bioactivity-guided isolation of anti-hepatitis B virus active sesquiterpenoids from the traditional Chinese medicine: Rhizomes of Cyperus rotundus. J. Ethnaopharmacol. 171, 131-140 (2015).