| Identification | More | [Name]
Prunetin | [CAS]
552-59-0 | [Synonyms]
4',5-DIHYDROXY-7-METHOXYISOFLAVONE
5,4'-DIHYDROXY-7-METHOXYISOFLAVONE
PRUNETIN
4’,5-dihydroxy-7-methoxy-isoflavon
5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4h-1-benzopyran-4-on
5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4h-1-benzopyran-4-one
5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-benzopyrone
PRUNETIN(RG)
5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxychromen-4-one
3-(p-Hydroxyphenyl)-5-hydroxy-7-methoxychromone | [EINECS(EC#)]
209-018-5 | [Molecular Formula]
C16H12O5 | [MDL Number]
MFCD00016951 | [Molecular Weight]
284.26 | [MOL File]
552-59-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
240-242°C | [Boiling point ]
346.76°C (rough estimate) | [density ]
1.2160 (rough estimate) | [refractive index ]
1.6200 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [pka]
6.35±0.20(Predicted) | [color ]
White to off-white | [BRN ]
292155 | [InChI]
InChI=1S/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 | [InChIKey]
KQMVAGISDHMXJJ-UHFFFAOYSA-N | [SMILES]
C1OC2=CC(OC)=CC(O)=C2C(=O)C=1C1=CC=C(O)C=C1 | [LogP]
3.530 (est) | [CAS DataBase Reference]
552-59-0(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the heartwood of Prunus verecunda Koehne (Rosaceae), P. puddun (stem), Oroxylum indicum Vent. (Bignoniaceae), and Glycyrrhiza glabra L. (Leguminosae). | [Uses]
Prunetin is isoflavone with diverse biological activities. Prunetin is an antagonist of the progesterone receptor when used at concentrations of 25 and 50 μM. | [Definition]
ChEBI: A hydroxyisoflavone that is genistein in which the hydroxy group at position 7 is replaced by a methoxy group. | [Biological Activity]
Inhibitor of both cytoplasmic and mitochondrial human liver aldehyde dehydrogenasespossibly by binding at an allosteric site. | [Enzyme inhibitor]
This Prunus species isoflavone (FW = 284.27 g/mol; CAS 552-59-0; melting point = 240°C), also known as 4’,5-dihydroxy-7- methoxyisoflavone and 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1- benzopyran-4-one, inhibits alcohol dehydrogenase, aldehyde dehydrogenase, 3’,5’-cyclic-nucleotide phosphodiesterase, phosphodiesterase 4, and protein-tyrosine kinase. Its 4’-glucoside is prunitrin. Methylated isoflavones, such as prunetin, are rapidly converted by CYP1A2 to more active genistein and daidzein, which inhibit.formation of acetaminophen from phenacetin with an IC50 value of 16 μM. | [storage]
Store at -20°C |
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