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Methylophiopogonanone A

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Methylophiopogonanone A Basic information

Product Name:
Methylophiopogonanone A
Synonyms:
  • Methylophiopogonanone A
  • (3R)-3-(1,3-benzodioxol-5-ylmethyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
  • Methylophiopogonanone A(R-Methylophiopogonanone A)
  • 8-Methylophiopogonanone A
  • (3R)-3-(1,3-Benzodioxol-5-ylmethyl)-2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-4H-1-benzopyran-4-one
  • R-Methylophiopogonanone A
  • Methylophiopogonanone A (MO-A)
  • 4H-1-Benzopyran-4-one, 3-(1,3-benzodioxol-5-ylmethyl)-2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-, (3R)-
CAS:
74805-92-8
MF:
C19H18O6
MW:
342.34
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
74805-92-8.mol
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Methylophiopogonanone A Chemical Properties

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
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Methylophiopogonanone A Usage And Synthesis

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 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; ) and ABTS 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

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