3-(4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

• ChemBase ID: 155956
• Molecular Formular: C22H22O9
• Molecular Mass: 430.40468
• Monoisotopic Mass: 430.12638228
• SMILES: COc1ccc(cc1)c1coc2cc(ccc2c1=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1
• InChIKey: MGJLSBDCWOSMHL-MIUGBVLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: ononin
• Synonyms: Formononetin 7-O-β-D-glucopyranoside; Ononin

Database IDs

• CAS Number: 486-62-4
• MDL Number: MFCD00017464
• Beilstein Number: 63067
• PubChem SID: 24886823; 162250094
• PubChem CID: 442813

CALCULATED PROPERTIES

• Acid pKa: 12.20014
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.6082636
• LogD (pH = 7.4): 0.6082568
• Log P: 0.6082637
• Molar Refractivity: 106.3287 cm^3
• Polarizability: 42.069378 Å^3
• Polar Surface Area: 134.91 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: mouse ... Maoa(17161)rat ... Aldh1a2(116676)

Product Information

• Purity: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C22H22O9

DETAILS

Sigma Aldrich - 75375

Biochem/physiol Actions
A isoflavone glucoside found in soybean, kudzu, and the Chinese medicinal herb, Radix astragali (RA). RA is a supplement taken to improve "energy." It may act by inducing erythropoietin expression.1
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 75375.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.