Methylophiopogonanone A CAS 74805-92-8

Introduction：Basic information about Methylophiopogonanone A CAS 74805-92-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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

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
• InChI: 1S/C19H18O6/c1-9-16(20)10(2)19-15(17(9)21)18(22)12(7-23-19)5-11-3-4-13-14(6-11)25-8-24-13/h3-4,6,12,20-21H,5,7-8H2,1-2H3/t12-/m1/s1
• InChIKey: BXTNNJIQILYHJB-GFCCVEGCSA-N
• SMILES: O=C1[C@H](CC2=CC=C(OCO3)C3=C2)COC4=C(C)C(O)=C(C)C(O)=C41

Safety Information

• WGK Germany: WGK 3
• Storage Class: 11 - Combustible Solids

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