2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one

• ChemBase ID: 74436
• Molecular Formular: C15H10O7
• Molecular Mass: 302.2357
• Monoisotopic Mass: 302.04265266
• SMILES: o1c2c(c(cc(c2)O)O)c(=O)c(c1c1c(cc(cc1)O)O)O
• Canonical SMILES: Oc1ccc(c(c1)O)c1oc2cc(O)cc(c2c(=O)c1O)O
• InChI: InChI=1S/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H
• InChIKey: YXOLAZRVSSWPPT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
• IUPAC Traditional name: 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one; bois d,arc
• Synonyms: 2′,3,4′,5,7-Pentahydroxyflavone; Morin; Aluminum Ionophore I; 2',4',5,7-Tetrahydroxyflavonol; 2'-Hydroxypelargidenolon 1522; C.I. Natural yellow 8; C.I. Natural yellow 11; Morin; MORIN, REAGENT GRADE; Aurantica; Al-Morin; Morin hydrate; Calico Yellow; Toxylon pomiferum; Bois d'arc; Osage orange extract; Morin (flavonol); Morin; 2′,3,4′,5,7-五羟黄酮; 桑色素; 铝离子载体 I

Database IDs

• CAS Number: 654055-01-3; 480-16-0
• EC Number: 207-542-9
• MDL Number: MFCD00006826
• PubChem SID: 162039355
• PubChem CID: 5281670
• CHEMBL: 28626
• Chemspider ID: 4444989
• IUPHAR ligand ID: 411
• KEGG ID: C10105
• Wikipedia Title: Morin_(flavonol)

CALCULATED PROPERTIES

• Acid pKa: 6.428466
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 2.1080854
• LogD (pH = 7.4): 1.0575035
• Log P: 2.1562994
• Molar Refractivity: 76.8622 cm^3
• Polarizability: 28.418543 Å^3
• Polar Surface Area: 127.45 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Density: 1.799 g/mL

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: LK8749000
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Pharmacology Properties

• Mechanism of Action: Lipid-peroxidation inhibitor in rat liver microsomes

Product Information

• Grade: REAGENT; Selectophore™
• Biological Source: Constit. of various woods, e.g. Morus alba. First isol. in 1830
• Application(s): Antiinflammatory; Bioflavonoid; Shows antiperoxidative activity in vitro and anti-HIV activity
• Quality: function tested
• Empirical Formula (Hill Notation): C15H10O7

DETAILS

MP Biomedicals - 02155733

C.I. 75660 (2',3,4',5,7-Pentahydroxyflavone)

MP Biomedicals - 05204582

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 55593

Application
Application as aluminum(III) selective potentiometric sensor1
General description
Visit our Sensor Applications portal to learn more.
Legal Information
Selectophore is a trademark of Sigma-Aldrich GmbH

REFERENCES

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 96C, (ir)
• Perkin, W.H. et al., J.C.S., 1895, 67, 649; 1896, 69, 792, (isol, struct)
• von Kostanecki, S. et al., Ber., 1906, 39, 625; 4014; 4022, (synth)
• Robinson, R. et al., J.C.S., 1929, 61
• Perkins, R.W. et al., Anal. Chem., 1956, 28, 1898, (detn, Th)
• Dave, K.G. et al., Tet. Lett., 1962, 9, (isol)
• Kovalev, I.P. et al., Zh. Obshch. Khim., 1963, 33, 1670, (ir)
• Batterham, T.J. et al., Aust. J. Chem., 1964, 17, 428, (pmr)
• Sasaki, S. et al., Yakugaku Zasshi, 1966, 86, 869, (isol)
• Fieser and Fieser's Reagents for Organic Synthesis, Wiley, 1967, 1, 20
• Mirenskaya, I.I. et al., Khim. Prir. Soedin., 1970, 6, 767; Chem. Nat. Compd. (Engl. Transl.), 1970, 6, 781, (uv, purifn)
• Shnaiderman, S.Ya. et al., Zh. Anal. Khim., 1970, 25, 2368, (detn, V)
• Blank, A.B. et al., Zh. Anal. Khim., 1973, 28, 1331; 1976, 31, 703; 1978, 33, 65, (detn, Zr, rare earths)
• Olenovich, N.L. et al., Zh. Anal. Khim., 1974, 29, 47, (detn, In)
• Chang, C.-J., J. Nat. Prod., 1978, 41, 17, (cmr)
• Yinon, J. et al., Org. Mass Spectrom., 1978, 13, 167, (ms)
• Khosa, R.L. et al., Chem. Ind. (London), 1984, 881, (deriv)
• Cody, V. et al., Plant Flavonoids in Biology and Medicine II, A.R. Liss, N.Y., 1988, (biochem)
• Onishi, H., Photometric Determination of Traces of Metals, Part IIb: Individual Metals. Magnesium to Zinc, John Wiley, New York, 4th Ed., 1989, 765
• Ono, K., Eur. J. Biochem., 1990, 190, 469, (anti-HIV activity)
• Cody, V. et al., J. Mol. Struct., 1994, 317, 89, (cryst struct)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, MRN500