A synthetic flavonol
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Isomer(s)
360717-Hydroxyflavone
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3-Hydroxyflavone

Item No. 35333

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hydroxy-2-phenyl-4H-1-benzopyran-4-one
CAS Number
577-85-5
Synonyms
  • Flavon-3-ol
  • Flavonol
  • NSC 57653
  • NSC 58585
  • NSC 58586
  • NSC 58587
Molecular Formula
C15H10O3
Formula Weight
238.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/ml
λmax
239, 306, 344 nm
SMILES
O=C1C(O)=C(C2=CC=CC=C2)OC3=CC=CC=C31
InChi Code
InChI=1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H
InChi Key
HVQAJTFOCKOKIN-UHFFFAOYSA-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 g

    $29

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    5 g

    $99

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    10 g

    $184

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    Cayman Chemical
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    Product Description

    3-Hydroxyflavone is a synthetic flavonol.1 It reduces nicotine-induced cytotoxicity and production of reactive oxygen species (ROS) in NRK-52E cells when used at a concentration of 20 µM. 3-Hydroxyflavone (30 and 50 µM) inhibits the motility of U2OS, and the invasiveness of 143B, osteosarcoma cells.2 It reduces tumor growth in a 143B mouse xenograft model when administered at doses of 10 and 20 mg/kg and reduces the formation of pulmonary metastases in a 143B mouse model of metastasis at 20 mg/kg. 3-Hydroxyflavone also reduces acetic acid-induced writhing in mice (ED50 = 55 mg/kg).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Lu, K.-H., Chen, P.-N., Hsieh, Y.-H., et al. 3-Hydroxyflavone inhibits human osteosarcoma U2OS and 143B cells metastasis by affecting EMT and repressing u-PA/MMP-2 via FAK-Src to MEK/ERK and RhoA/MLC2 pathways and reduces 143B tumor growth in vivo. Food Chem. Toxicol. 97, 177-186 (2016).

    3. 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).