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Benzoyloxypaeoniflorin

Benzoyloxypaeoniflorin structure

Benzoyloxypaeoniflorin 

structure
  • CAS No:

    72896-40-3

  • Formula:

    C30H32O13

  • Chemical Name:

    Benzoyloxypaeoniflorin

  • Synonyms:

    β-D-Glucopyranoside,(1aR,2S,3aR,5R,5aR,5bS)-tetrahydro-5-hydroxy-5b-[[(4-hydroxybenzoyl)oxy]methyl]-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl,6-benzoate;β-D-Glucopyranoside,tetrahydro-5-hydroxy-5b-[[(4-hydroxybenzoyl)oxy]methyl]-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl,6-benzoate,[1aR-(1aα,2β,3aα,5α,5aα,5bα)]-;2,5-Methano-1H-3,4-dioxacyclobuta[cd]pentalene,β-D-glucopyranoside deriv.;Benzoyloxypeoniflorin;Benzoyloxypaeoniflorin;Oxypeoniflorin 6′-benzoate;Oxypaeoniflorin 6′-benzoate;β-Benzoyloxypaeoniflorin

  • Categories:

    Biochemical Engineering  >  Plant Extracts

Description

Benzoyloxypaeoniflorin, isolated from the root of Paeonia suffruticosa, is a tyrosinase inhibitor against mushroom tyrosinase with IC50 of 0.453 mM. Benzoyloxypaeoniflorin is NF-κB Inhibitor and contributes to improving blood circulation through its inhibitory effect on both platelet aggregation and blood coagulation[1][2][3].


Beta-benzoyloxypaeoniflorin is a monoterpene glycoside with formula C30H32O13, isolated from several species of Paeoniae. It has a role as a plant metabolite, a platelet aggregation inhibitor and an EC 1.14.18.1 (tyrosinase) inhibitor. It is a 4-hydroxybenzoate ester, an O-acyl carbohydrate, a beta-D-glucoside, a bridged compound, a cyclic acetal, a lactol and a monoterpene glycoside.

Benzoyloxypaeoniflorin Basic Attributes

600.6

600.184265

Characteristics

190.67000

5.22

1.6±0.0 g/cm3

789.1±0.0 °C at 760 mmHg

258.6±0.0 °C

1.699

Drug Information

alpha-benzoyloxypaeoniflorin

Computed Properties

Molecular Weight:600.6
XLogP3:0.3
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:13
Rotatable Bond Count:10
Exact Mass:600.18429107
Monoisotopic Mass:600.18429107
Topological Polar Surface Area:191
Heavy Atom Count:43
Complexity:1110
Defined Atom Stereocenter Count:11
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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