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PINOCEMBRIN

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PINOCEMBRIN Basic information

Product Name:
PINOCEMBRIN
Synonyms:
  • 5,7-DIHYDROXYFLAVANONE
  • 5,7-DIHYDROXY-3'4'5'-FLAVANONE
  • 5,7-DIHYDROXY-2-PHENYL-CHROMAN-4-ONE
  • PINOCEMBRIN
  • (s)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4h-1-benzopyran-4-one
  • 3-dihydro-5,7-dihydroxy-2-phenyl-(s)-4h-1-benzopyran-4-on
  • dihydrochrysin
  • galanginflavanone
CAS:
480-39-7
MF:
C15H12O4
MW:
256.25
Product Categories:
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Flavanones
Mol File:
480-39-7.mol
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PINOCEMBRIN Chemical Properties

Melting point:
202 °C
Boiling point:
511.1±50.0 °C(Predicted)
Density 
1.386±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Soluble in ethanol and methan
form 
powder
pka
7.50±0.40(Predicted)
color 
White
LogP
3.225 (est)
EPA Substance Registry System
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2S)- (480-39-7)
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Safety Information

Safety Statements 
24/25
HS Code 
29329990
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PINOCEMBRIN Usage And Synthesis

Description

Pinocembrin is a flavonoid that has been found in Eucalyptus, and has diverse biological activities. It induces apoptosis in, and inhibits the migration of, SKOV3 ovarian cancer cells when used at a concentration of 200 μM. Pinocembrin (5 mg/kg) reduces lesion volume, as well as brain microglial activation and production of IL-1β, IL-6, and TNF-α in a mouse model of collagenase-induced intracerebral hemorrhage (ICH). It prevents increases in plasma and kidney malondialdehyde (MDA) levels, glomeruli lobulation, mesangial expansion, and tubule vacuolization and occlusion, and it decreases hepatic cholesterol, triglyceride, and LDL levels in a rat model of diabetic nephropathy. Pinocembrin (20 and 50 mg/kg) reduces pulmonary edema, as well as neutrophil, lymphocyte, and macrophage infiltration in a mouse model of LPS-induced lung injury.

Chemical Properties

Solid

Uses

Pinocembrin is a flavanoid with antioxidant activity found in damiana, honey, and propolis. Recent studies show that Pinocembrin maybe be a therapeutic option in reducing cerebral ischemia/reperfusion injury as a result of its anti-oxidative and anti-apoptotic effects. Pinocembrin displayed neuroprotective effects in glutamate injury model partly by inhibiting p53 expression causing a lower Bax-Bcl-2 ratio and by inhibiting the release of cytochrome c.

Definition

ChEBI: Pinocembrin is a dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea. It has a role as an antioxidant, an antineoplastic agent, a vasodilator agent, a neuroprotective agent and a metabolite. It is a dihydroxyflavanone and a (2S)-flavan-4-one.

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