A chalcone with diverse biological activities
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Helichrysetin

Item No. 43168

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one
CAS Number
62014-87-3
Synonyms
  • 6’-Methoxy-2’,4,4’-trihydroxy-chalcone
Molecular Formula
C16H14O5
Formula Weight
286.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: Soluble: ≥ 10 mg/ml
SMILES
COC(C=C(C=C1O)O)=C1C(/C=C/C2=CC=C(O)C=C2)=O
InChi Code
InChI=1S/C16H14O5/c1-21-15-9-12(18)8-14(20)16(15)13(19)7-4-10-2-5-11(17)6-3-10/h2-9,17-18,20H,1H3/b7-4+
InChi Key
OWGUBYRKZATRIT-QPJJXVBHSA-N
Origin
Plant/Xerochrysum bracteatum
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

    $131

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    5 mg

    $328

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    10 mg

    $524

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    Cayman Chemical
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    Product Description

    Helichrysetin is a chalcone that has been found in H. cymosum and has diverse biological activities.1,2,3,4 It inhibits α-glucosidase and reduces ferric to ferrous iron in a ferric reducing antioxidant power (FRAP) assay (IC50s = 18.16 and 279.93 µM, respectively).1 Helichrysetin (1 mg/ml) is active against B. subtilis.2 It also inhibits Middle East respiratory syndrome coronavirus (MERS-CoV) main protease (Mpro), also known as 3C-like protease (3CLpro; IC50 = 67.04 µM).3 In vivo, helichrysetin (10 mg/kg) reduces tumor growth in an MCF10DCIS.com breast cancer mouse xenograft model.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jadalla, B.M.I.S., Moser, J.J., Sharma, R., et al. In vitro alpha-glucosidase and alpha-amylase inhibitory activities and antioxidant capacity of Helichrysum cymosum and Helichrysum pandurifolium schrank constituents. Separations 9(8), 190 (2022).

    2. Malolo, F.A., Bissoue Nouga, A., Kakam, A., et al. Protease-inhibiting, molecular modeling and antimicrobial activities of extracts and constituents from Helichrysum foetidum and Helichrysum mechowianum (compositae). Chem. Cent. J. 9, 32 (2015).

    3. Jo, S., Kim, H., Kim, S., et al. Characteristics of flavonoids as potent MERS-CoV 3C-like protease inhibitors. Chem. Biol. Drug Des. 94(6), 2023-2030 (2019).

    4. Liu, Y., Pandey, P.R., Sharma, S., et al. ID2 and GJB2 promote early-stage breast cancer progression by regulating cancer stemness. Breast Cancer Res. Treat. 175(1), 77-90 (2019).