farrerol
cyrtopterinetin
Identification
| Name | farrerol |
| IUPAC | 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one |
| CAS Number | 24211-30-1 |
| EINECS | 246-080-2 |
| FDA UNII | Search |
| Molecular Formula | C17 H16 O5 |
| Molecular Weight | 300.31052000 |
| MDL Number | MFCD28347824 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 583.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 427.00 °F. TCC ( 219.70 °C. ) (est) |
| logP (o/w) | 4.110 (est) |
| Soluble in | water, 31.71 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 farrerol usage levels up to | not for fragrance use. |
| Recommendation for farrerol 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-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethyl-
cyrtopterinetin
2,3-
dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-4H-1-benzopyran-4-one
(S)-2,3-
dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethyl-4-benzopyrone
5,7-
dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethyl-2,3-dihydro-4H-chromen-4-one
5,7-
dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
5,7-
dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethylchroman-4-one
6,8-
dimethyl-4',5,7-trihydroxyflavanone
farresol
4',5,7-
trihydroxy-6,8-dimethylflavanone
PubMed:
Relaxation of rat aorta by farrerol correlates with potency to reduce intracellular calcium of VSMCs.
PubMed:
Farrerol regulates occludin expression in hydrogen peroxide-induced EA.hy926 cells by modulating ERK1/2 activity.
PubMed:
Farrerol regulates antimicrobial peptide expression and reduces Staphylococcus aureus internalization into bovine mammary epithelial cells.
PubMed:
Protective effects of farrerol against hydrogen-peroxide-induced apoptosis in human endothelium-derived EA.hy926 cells.
PubMed:
Investigation of effects of farrerol on suppression of murine T lymphocyte activation in vitro and in vivo.
PubMed:
Diplomorphanins A and B: new C-methyl flavonoids from Diplomorpha canescens.
PubMed:
Different effects of farrerol on an OVA-induced allergic asthma and LPS-induced acute lung injury.
PubMed:
Phenolic compounds from the aerial parts of Diplomorpha canescens.
PubMed:
Far infrared-assisted extraction followed by MEKC for the simultaneous determination of flavones and phenolic acids in the leaves of Rhododendron mucronulatum Turcz.
PubMed:
Mechanism and conformational studies of farrerol binding to bovine serum albumin by spectroscopic methods.
PubMed:
Molecular spectroscopic studies of farrerol interaction with calf thymus DNA.
PubMed:
Characterization of the interaction between farrerol and bovine serum albumin by fluorescence and circular dichroism.
PubMed:
Involvement of estrogen receptor-β in farrerol inhibition of rat thoracic aorta vascular smooth muscle cell proliferation.
PubMed:
Subinhibitory concentrations of farrerol reduce α-toxin expression in Staphylococcus aureus.
PubMed:
Synthesis and biological activity of flavanone derivatives.
PubMed:
[Dihydroflavones in Rhododendron concinnum].
PubMed:
Quick and sensitive determination of flavonoids by capillary electrophoresis-potential gradient detection.
PubMed:
Flavonoids from Bauhinia glauca subsp. pernervosa.
PubMed:
Binding analysis of farrerol to lysozyme by spectroscopic methods.
PubMed:
Antifungal flavonoids from Hildegardia barteri.
PubMed:
Aloin, cinnamic acid and sophorcarpidine are potent inhibitors of tyrosinase.
PubMed:
Flavanone glycosides from Miconia trailii.
PubMed:
Determination of active ingredients of Rhododendron dauricum L. by capillary electrophoresis with electrochemical detection.
PubMed:
[HPTLC scanning determination of 6 flavonoids in 166 Rhododendron species].
PubMed:
[Studies on the synthesis of 6,8-dimethyl-5,7,4'-trihydroxyl flavanone].
PubMed:
[Studies on the quantitative determination of farrerol in Man-Shan-Hong (Rhododendron dauricum T.)leaves (author's transl)].
PubMed:
[Metabolism of farrerol (author's transl)].
PubMed:
Expectorant action of farrerol.