A synthetic flavonoid with diverse biological activities
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Isomer(s)
353333-Hydroxyflavone
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7-Hydroxyflavone

Item No. 36071

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-hydroxy-2-phenyl-4H-1-benzopyran-4-one
CAS Number
6665-86-7
Synonyms
  • NSC 94258
  • 7-hydroxy-2-Phenylchromone
Molecular Formula
C15H10O3
Formula Weight
238.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: insolPBS (pH 7.2): insol
λmax
249, 308 nm
SMILES
O=C1C=C(C2=CC=CC=C2)OC3=CC(O)=CC=C13
InChi Code
InChI=1S/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H
InChi Key
MQGPSCMMNJKMHQ-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $37

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    5 g

    $172

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    Cayman Chemical
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    Product Description

    7-Hydroxyflavone is a synthetic flavonoid that has diverse biological activities.1,2,3,4 It inhibits enterovirus 71 (EV71) replication in infected RD cells (EC50 = 19.95 µM).1 7-Hydroxyflavone (20 µM) reduces nicotine-induced production of reactive oxygen species (ROS) and cytotoxicity in NRK-52E cells.2 It inhibits LPS-induced production of nitric oxide (NO), prostaglandin E2 (PGE2; Item No. 14010), TNF-α, and IL-6 in RAW 264.7 cells.3 In vivo, 7-hydroxyflavone reduces acetic acid-induced writhing in mice (ED50 = 125 mg/kg).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, J., Su, H., Zhang, T., et al. Inhibition of enterovirus 71 replication by 7-hydroxyflavone and diisopropyl-flavon7-yl phosphate. PLoS One 9(3), e92565 (2014).

    2. Sengupta, B., Sahihi, M., Dehkhodaei, M., et al. Differential roles of 3-hydroxyflavone and 7-hydroxyflavone against nicotine-induced oxidative stress in rat renal proximal tubule cells. PLoS One 12(6), e0179777 (2014).

    3. Jin, Z., Yang, Y.-Z., Chen, J.-X., et al. Inhibition of pro-inflammatory mediators in RAW264.7 cells by 7-hydroxyflavone and 7,8-dihydroxyflavone. J. Pharm. Pharmacol. 69(7), 865-874 (2017).

    4. Thirugnanasambantham, P., Viswanathan, S., Mythirayee, C., et al. Analgesic activity of certain flavone derivatives: A structure-activity study. J. Ethnopharmacol. 28(2), 207-214 (1990).