A flavone with diverse biological activities
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7,8-Dihydroxyflavone

Item No. 16946

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7,8-dihydroxy-2-phenyl-4H-1-benzopyran-4-one
CAS Number
38183-03-8
Synonyms
  • 7,8-DHF
Molecular Formula
C15H10O4
Formula Weight
254.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/ml
λmax
210, 270 nm
SMILES
O=C1C2=C(C(O)=C(O)C=C2)OC(C3=CC=CC=C3)=C1
InChi Code
InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H
InChi Key
COCYGNDCWFKTMF-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $36

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    100 mg

    $63

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    250 mg

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    500 mg

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    Cayman Chemical
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    Product Description

    7,8-Dihydroxyflavone (7,8-DHF) is a flavone that has been found in G. aesculifolia and has diverse biological activities.1,2,3,4 It binds to tropomyosin-related kinase B (TrkB; Kd = 320 nM) and induces TrkB autophosphorylation in primary mouse hippocampal neurons.1 In vivo, 7,8-DHF (5 mg/kg) reduces neuronal apoptosis and reduces infarct volume in a mouse model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO). It reduces striatal nigral neuronal apoptosis in a mouse model of MPTP-induced Parkinson’s disease. 7,8-DHF (5 mg/kg) increases survival, neocortical volume, and whole brain volume in an N171-82Q mouse model of Huntington’s disease.5 It increases bone mineral density and reduces bone loss in a rat model of ovariectomy-induced osteoporosis when administered at a dose of 10 mg/kg.3 7,8-DHF (5 mg/kg per day, i.p.) reduces blood glucose levels, pancreatic vascular congestion, and inflammatory cell infiltration, as well as hepatic vascular congestion and DNA damage-inducible transcript 3 (DDIT3) and glucose-regulated protein 78 (GRP78) levels, markers of endoplasmic reticulum (ER) stress, in a mouse model of cafeteria diet-induced metabolic syndrome.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jang, S.W., Liu, X., Yepes, M., et al. A selective TrkB agonist with potent neurotrophic activities by 7,8-dihydroxyflavone. Proc. Natl. Acad. Sci. USA 107(6), 2687-2692 (2010).

    2. Schindler, U., Strobel, H., Schönafinger, K., et al. Biochemistry and pharmacology of novel anthranilic acid derivatives activating heme-oxidized soluble guanylyl cyclase. Mol. Pharmacol. 69(4), 1260-1268 (2006).

    3. Xue, F., Zhao, Z., Gu, Y., et al. 7,8-Dihydroxyflavone modulates bone formation and resorption and ameliorates ovariectomy-induced osteoporosis. Elife 10, 64872 (2021).

    4. Sahin, E., Saglam, N., Erdem, S., et al. 7,8-Dihydroxyflavone alleviates endoplasmic reticulum stress in cafeteria diet-induced metabolic syndrome. Life Sci. 306, 120781 (2022).

    5. Jiang, M., Peng, Q., Liu, X., et al. Small-molecule TrkB receptor agonists improve motor function and extend survival in a mouse model of Huntington’s disease. Hum. Mol. Genet. 22(12), 2462-2470 (2013).