ChemicalBook--->CAS DataBase List--->74805-92-8

74805-92-8

74805-92-8 Structure

74805-92-8 Structure
IdentificationBack Directory
[Name]

Methylophiopogonanone A
[CAS]

74805-92-8
[Synonyms]

Methylophiopogonanone A
8-Methylophiopogonanone A
R-Methylophiopogonanone A
Methylophiopogonanone A (MO-A)
Methylophiopogonanone A(R-Methylophiopogonanone A)
(3R)-3-(1,3-benzodioxol-5-ylmethyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
(3R)-3-(1,3-Benzodioxol-5-ylmethyl)-2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 3-(1,3-benzodioxol-5-ylmethyl)-2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-, (3R)-
[Molecular Formula]

C19H18O6
[MDL Number]

MFCD11111461
[MOL File]

74805-92-8.mol
[Molecular Weight]

342.34
Chemical PropertiesBack Directory
[Boiling point ]

580.1±50.0 °C(Predicted)
[density ]

1.410
[storage temp. ]

2-8°C
[solubility ]

Soluble in chloroform and methanol;
[form ]

powder
[pka]

8.24±0.40(Predicted)
[color ]

Light yellow
[Water Solubility ]

insoluble in water
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Description]

Methylophiopogonanone A is a homoisoflavonoid that has been found in O. japonicus roots and has diverse biological activities. It increases the uptake of rosuvastatin (Item Nos. 12029 | 18813) and atorvastatin (Item No. 10493) in HEK293T cells expressing human organic anion transporting polypeptide 1B1 (OATP1B1; EC50s = 11.33 and 6 μM, respectively). Methylophiopogonanone A scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) and ABTS (Item No. 27317) radicals in cell-free assays. In vivo, methylophiopogonanone A (10 mg/kg) decreases body weight gain and reduces serum and hepatic lipid levels in a rat model of high-fat diet-induced hyperlipidemia. It also reduces infarct size and myocardial apoptosis in mouse model of ischemia-reperfusion injury induced by transient occlusion of the left anterior descending coronary artery.
[Chemical Properties]

It is soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from the hairy roots of Ophiopogon japonicus.
[Uses]

Methylophiopogonanone A, a major homoisoflavonoid in Ophiopogon japonicas, has both anti-oxidative and anti-inflammatory properties[1].
[Definition]

ChEBI: Methylophiopogonanone A is a homoflavonoid.
[in vivo]

Methylophiopogonanone A (MO-A;10 mg/kg/d, po) for 2 weeks) protects cardiac function following myocardial I/R injury[1].

[target]

MMP(e.g.TIMP)
[References]

[1] He F, et al. Methylophiopogonanone A suppresses ischemia/reperfusion-induced myocardial apoptosis in mice via activating PI3K/Akt/eNOS signaling pathway. Acta Pharmacol Sin. 2016 Jun;37(6):763-71. DOI:10.1038/aps.2016.14
Spectrum DetailBack Directory
[Spectrum Detail]

Methylophiopogonanone A(74805-92-8)1HNMR
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