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3',4',5,7-TETRAHYDROXYISOFLAVONE

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3',4',5,7-TETRAHYDROXYISOFLAVONE Basic information

Product Name:
3',4',5,7-TETRAHYDROXYISOFLAVONE
Synonyms:
  • OROBOL
  • 3’,4’,5,7-tetrahydroxy-isoflavon
  • 5,7,3’,4’-tetrahydroxyisoflavone
  • 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4h-1-benzopyran-4-on
  • 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4h-1-benzopyran-4-one
  • isoluteolin
  • 3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
  • 3'-Hydroxygenistein
CAS:
480-23-9
MF:
C15H10O6
MW:
286.24
Product Categories:
  • Iso-Flavones
Mol File:
480-23-9.mol
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3',4',5,7-TETRAHYDROXYISOFLAVONE Chemical Properties

Melting point:
270 °C
Boiling point:
616.1±55.0 °C(Predicted)
Density 
1.654±0.06 g/cm3(Predicted)
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
powder
pka
6.37±0.20(Predicted)
color 
Yellow
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3',4',5,7-TETRAHYDROXYISOFLAVONE Usage And Synthesis

Uses

Orobol is one of the major soy isoflavones and has various pharmacological activities, including anti-skin-aging and anti-obesity effects. Orobol inhibits CK1ε, VEGFR2, MAP4K5, MNK1, MUSK, TOPK, and TNIK (IC50=1.24-4.45 μM). Orobol also inhibits PI3K isoforms (IC50=3.46-5.27 μM for PI3K α/β/γ/K/δ)[1][2].

Definition

ChEBI: Orobol is a member of the class of 7-hydroxyisoflavones which consists of isoflavone substituted by hydroxy groups at positions 5, 7, 3' and 4'. It has been isolated from the mycelia of Cordyceps sinensis. It has a role as an anti-inflammatory agent, a radical scavenger, a plant metabolite and a fungal metabolite. It is functionally related to an isoflavone.

in vivo

Orobol attenuates high fat diet-induced weight gain and lipid accumulation without affecting food intake in C57BL/6J mice[2].

Animal Model:HFD-induced obesity in C57BL/6J mice[2]
Dosage:10?mg/kg
Administration:Intragastrically; daily for 23 weeks
Result:Significantly reduced body weight by 17.3% compared to the HFD group.

target

PI3K | Caspase | Bcl-2/Bax | Calcium Channel | Antifection | Influenza virus

References

[1] Kim MH, et al. Lipid Nanoparticles for Enhancing the Physicochemical Stability and Topical Skin Delivery of Orobol. Pharmaceutics. 2020;12(9):845. Published 2020 Sep 3. DOI:10.3390/pharmaceutics12090845

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