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ChemicalBook--->CAS DataBase List--->480-23-9

480-23-9

480-23-9 Structure

480-23-9 Structure
IdentificationBack Directory
[Name]

3',4',5,7-TETRAHYDROXYISOFLAVONE
[CAS]

480-23-9
[Synonyms]

OROBOL
isoluteolin
3'-Hydroxygenistein
3',4',5,7-TETRAHYDROXYISOFLAVONE
3’,4’,5,7-tetrahydroxy-isoflavon
5,7,3’,4’-tetrahydroxyisoflavone
3',4',5,7-Tetrahydroxyisoflavone Orobol
5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4h-1-benzopyran-4-on
5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4h-1-benzopyran-4-one
3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
[Molecular Formula]

C15H10O6
[MDL Number]

MFCD00210595
[MOL File]

480-23-9.mol
[Molecular Weight]

286.24
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard InformationBack Directory
[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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