pinobanksin
4H-1-benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-phenyl-, (2R,3R)-
Identification
| Name | pinobanksin |
| IUPAC | (2R,3R)-3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one |
| CAS Number | 548-82-3 |
| FDA UNII | BK3ABR33DT |
| Molecular Formula | C15 H12 O5 |
| Molecular Weight | 272.25664000 |
| MDL Number | MFCD07784478 |
| Nikkaji Number | J257.661I |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 570.60 °C. @ 760.00 mm Hg (est) |
| Flash Point | 432.00 °F. TCC ( 222.00 °C. ) (est) |
| logP (o/w) | 3.150 (est) |
| Soluble in | water, 1.026e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for pinobanksin usage levels up to | not for fragrance use. |
| Recommendation for pinobanksin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-phenyl-, (2R,3R)-
2,3-
dihydro-3,5,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one
(2R,3R)-3,5,7-
trihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
(2R,3R)-3,5,7-
trihydroxy-2-phenyl-2,3-dihydrochromen-4-one
3,5,7-
trihydroxyflavanone
PubMed:
(2R,3S)-Pinobanksin-3-cinnamate improves cognition and reduces oxidative stress in rats with vascular dementia.
PubMed:
A new flavonone from seeds of Alpinia katsumadai and its neuroprotective effect on PC12 cells.
PubMed:
Metabolites of the endophytic fungus Penicillium sp. FJ-1 of Acanthus ilicifolius.
PubMed:
Development of high-performance liquid chromatographic for quality and authenticity control of Chinese propolis.
PubMed:
Chemical composition, antioxidant and anti-AGEs activities of a French poplar type propolis.
PubMed:
Ethanolic Extract of Polish Propolis: Chemical Composition and TRAIL-R2 Death Receptor Targeting Apoptotic Activity against Prostate Cancer Cells.
PubMed:
Analysis of the flavonoid component of bioactive New Zealand mÄnuka (Leptospermum scoparium) honey and the isolation, characterisation and synthesis of an unusual pyrrole.
PubMed:
Chemical and functional characterisation of propolis collected from East Andalusia (southern Spain).
PubMed:
Honey constituents up-regulate detoxification and immunity genes in the western honey bee Apis mellifera.
PubMed:
Identification and quantification of phytochemical composition and anti-inflammatory and radical scavenging properties of methanolic extracts of Chinese propolis.
PubMed:
Propolis with high flavonoid content collected by honey bees from Acacia paradoxa.
PubMed:
Two new cytotoxic phenylallylflavanones from Mexican propolis.
PubMed:
Liquid chromatography-tandem mass spectrometry analysis allows the simultaneous characterization of C-glycosyl and O-glycosyl flavonoids in stingless bee honeys.
PubMed:
Phenolic compounds and their anti-oxidative properties and protein kinase inhibition from the Chinese mangrove plant Laguncularia racemosa.
PubMed:
Phenolic characterization of Northeast Portuguese propolis: usual and unusual compounds.
PubMed:
Antiproliferative effects of honey and of its polyphenols: a review.
PubMed:
Simultaneous quantification of eight major bioactive phenolic compounds in Chinese propolis by high-performance liquid chromatography.
PubMed:
Main flavonoids, DPPH activity, and metal content allow determination of the geographical origin of propolis from the Province of San Juan (Argentina).
PubMed:
Negative ion 'chip-based' nanospray tandem mass spectrometry for the analysis of flavonoids in glandular trichomes of Lychnophora ericoides Mart. (Asteraceae).
PubMed:
Isolation and identification of cytotoxic compounds from the wood of Pinus resinosa.
PubMed:
Evaluation of propolis polyphenols absorption in humans by liquid chromatography/tandem mass spectrometry.
PubMed:
Sonoran propolis: chemical composition and antiproliferative activity on cancer cell lines.
PubMed:
Analysis of the polyphenolic fraction of propolis from different sources by liquid chromatography-tandem mass spectrometry.
PubMed:
In vitro antimicrobial activity of propolis samples from different geographical origins against certain oral pathogens.
PubMed:
Antioxidant compounds of propolis determined by capillary electrophoresis-mass spectrometry.
PubMed:
[The influence of the bioflanoid dicvertin on the antioxidative system ceruloplasmin-transferrin and lipid peroxidation in patients suffering from stable coronary heart disease with dyslipidemia].
PubMed:
Chemical compositions and antimicrobial activities of four different Anatolian propolis samples.
PubMed:
Identification of metabolites in plasma and urine of Uruguayan propolis-treated rats.
PubMed:
Quantitative high-performance liquid chromatography analyses of flavonoids in Australian Eucalyptus honeys.
PubMed:
Trypanocidal activity of Lychnophora staavioides Mart. (Vernonieae, Asteraceae).
PubMed:
Studies of the constituents of Uruguayan propolis.
PubMed:
Chemical composition of European propolis: expected and unexpected results.
PubMed:
Constituents of Chinese propolis and their antiproliferative activities.
PubMed:
Flavonoids in monospecific eucalyptus honeys from Australia.
PubMed:
Identification of flavonoid markers for the botanical origin of Eucalyptus honey.
PubMed:
Evaluation of phenolic compounds in Brazilian propolis from different geographic regions.
PubMed:
The effect of flavonoids on ofloxacin-induced mutagenicity in Euglena gracilis.
PubMed:
Effect of naturally occurring flavonoids on lipid peroxidation and membrane permeability transition in mitochondria.
PubMed:
Pinobanksin inhibits peroxidation of low density lipoprotein and it has electron donor properties reducing alpha-tocopherol radicals.
PubMed:
Redox intermediates of flavonoids and caffeic acid esters from propolis: an EPR spectroscopy and cyclic voltammetry study.
PubMed:
Isolation of flavonoids from Populus nigra as delta 4-3-ketosteroid (5 alpha) reductase inhibitors.
PubMed:
[On the antimicrobial activity of propolis and propolis constituents (author's transl)].