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ChemicalBook >  Product Catalog >  Natural Products >  Flavonoids >  (2R-trans)-3-(Acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzo pyran-4-one

(2R-trans)-3-(Acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzo pyran-4-one

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(2R-trans)-3-(Acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzo pyran-4-one Basic information

Product Name:
(2R-trans)-3-(Acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzo pyran-4-one
Synonyms:
  • (2R-trans)-3-(Acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzo pyran-4-one
  • 4H-1-Benzopyran-4-one,3-(acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-,(2R,3R)-
  • Pinobanksin 3-O-acetate
  • 3-O-Acetylpibanksin
  • 3-O-Acetylpinobanksin
  • (2R,3R)-5,7-dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]acetate
  • (2R,3R)-5,7-dihydroxy-4-oxo-2-phenylchroman-3-yl acetate
CAS:
52117-69-8
MF:
C17H14O6
MW:
314.29
Mol File:
52117-69-8.mol
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(2R-trans)-3-(Acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzo pyran-4-one Chemical Properties

Melting point:
173-175 °C
Boiling point:
547.6±50.0 °C(Predicted)
Density 
1.46±0.1 g/cm3(Predicted)
solubility 
Acetonitrile: Slightly Soluble: 0.1-1mg/mL
pka
7.32±0.60(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1S/C17H14O6/c1-9(18)22-17-15(21)14-12(20)7-11(19)8-13(14)23-16(17)10-5-3-2-4-6-10/h2-8,16-17,19-20H,1H3/t16-,17+/m1/s1
InChIKey
BJYHZSNSMVEQEH-SJORKVTESA-N
SMILES
[C@H]1(C2=CC=CC=C2)OC2=CC(O)=CC(O)=C2C(=O)[C@@H]1OC(C)=O
LogP
3.850 (est)
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(2R-trans)-3-(Acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzo pyran-4-one Usage And Synthesis

Uses

Pinobanksin Acetate is a dihydroflavanol found in Propolis with antioxidant and antimcrobial activity.

Definition

ChEBI: Pinobanksin 3-O-acetate is a member of dihydroflavonols.

References

[1] SÉVERINE BOISARD. Chemical Composition, Antioxidant and Anti-AGEs Activities of a French Poplar Type Propolis[J]. Journal of Agricultural and Food Chemistry, 2014, 62 6: 1344-1351. DOI: 10.1021/jf4053397
[2] RANAIVOARISOA R, RALAMBONIRINA S, RANDRIAMIALINORO F, et al. Antiplasmodial Activity of the Extracts and Flavonoids Isolated from Helichrysum gymnocephalum Humbert (Asteraceae) from Madagascar[C]. 1900: 0. DOI: 10.1021/bk-2020-1361.ch008

(2R-trans)-3-(Acetyloxy)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzo pyran-4-oneSupplier

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