Structure Database (LMSD)
Common Name
Ombuin
Systematic Name
3,5,3'-Trihydroxy-7,4'-dimethoxyflavone
Synonyms
- 4',7-Dimethylquercetin
3D model of Ombuin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Ombuin is a flavonoid that has been found in B. balsamifera and has diverse biological activities.1,2,3,4 It is an antagonist of M1 muscarinic acetylcholine receptors (mAChRs; Ki = 42 µM in CHO-K1 cells expressing the human receptor).2 Ombuin is cytotoxic to HepG2 hepatocellular carcinoma cells (IC50 = 1.5 µg/ml).3 In vivo, ombuin (40 mg/kg per day) reduces blood urea and glucose levels, urinary volume and protein levels, serum creatinine levels, renal fibrosis levels, and body weight in a rat model of diabetic nephropathy induced by streptozotocin (STZ).4
This information has been provided by Cayman Chemical
References
1. Nessa, F., Ismail, Z., Mohamed, N., et al. Free radical-scavenging activity of organic extracts and of pure flavonoids of Blumea balsamifera DC leaves. Food Chem. 88(2), 243-252 (2004).
1. Nessa, F., Ismail, Z., Mohamed, N., et al. Free radical-scavenging activity of organic extracts and of pure flavonoids of Blumea balsamifera DC leaves. Food Chem. 88(2), 243-252 (2004).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
BWORNNDZQGOKBY-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-12(23-2)10(18)5-8/h3-7,18-19,21H,1-2H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=C(O)C(OC)=CC=3)=C(O)C(=O)C=2C(O)=C1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
3
Aromatic Rings
3
Rotatable Bonds
3
Van der Waals Molecular Volume
273.29
Topological Polar Surface Area
109.36
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
7
logP
3.49
Molar Refractivity
86.13
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