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Methylophiopogonanone B 74805-91-7

Methylophiopogonanone B 74805-91-7

CAS No.: 74805-91-7

Methylophiopogonanone B, a high isoflavone found in the roots of Ophiopogon japonicus, has high antioxidant capacity. Me
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Methylophiopogonanone B, a high isoflavone found in the roots of Ophiopogon japonicus, has high antioxidant capacity. Methylophiopogonanone B increases GTP-Rho and acts through the Rho signaling pathway. Methylophiopogonanone B induces cell morphological changes through actin cytoskeleton reorganization like dendritic retraction and stress fiber formation.

Physicochemical Properties


Molecular Formula C19H20O5
Molecular Weight 328.3591
Exact Mass 328.131
CAS # 74805-91-7
PubChem CID 46886723
Appearance White to off-white solid powder
Density 1.285
Boiling Point 554.5±49.0 °C at 760 mmHg
Flash Point 201.5±23.3 °C
Vapour Pressure 0.0±1.6 mmHg at 25°C
Index of Refraction 1.617
LogP 5.22
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 3
Heavy Atom Count 24
Complexity 445
Defined Atom Stereocenter Count 1
SMILES

O1C2=C(C([H])([H])[H])C(=C(C([H])([H])[H])C(=C2C([C@@]([H])(C1([H])[H])C([H])([H])C1C([H])=C([H])C(=C([H])C=1[H])OC([H])([H])[H])=O)O[H])O[H]

InChi Key UFMAZRUMVFVHLY-CYBMUJFWSA-N
InChi Code

InChI=1S/C19H20O5/c1-10-16(20)11(2)19-15(17(10)21)18(22)13(9-24-19)8-12-4-6-14(23-3)7-5-12/h4-7,13,20-21H,8-9H2,1-3H3/t13-/m1/s1
Chemical Name

(3R)-5,7-dihydroxy-3-[(4-methoxyphenyl)methyl]-6,8-dimethyl-2,3-dihydrochromen-4-one
Synonyms

Methylophiopogonanone B
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


References

[1]. Homoisoflavonoids and the Antioxidant Activity of Ophiopogon japonicus Root.

[2]. A novel agent, methylophiopogonanone B, promotes Rho activation and tubulin depolymerization. Mol Cell Biochem. 2007 Mar;297(1-2):121-9. Epub 2006 Oct 7.

Additional Infomation Methylophiopogonanone B has been reported in Polygonatum odoratum and Ophiopogon japonicus with data available.

Solubility Data


Solubility (In Vitro) DMSO: ~100 mg/mL (~304.6 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (7.61 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.0454 mL 15.2272 mL 30.4544 mL
5 mM 0.6091 mL 3.0454 mL 6.0909 mL
10 mM 0.3045 mL 1.5227 mL 3.0454 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.