epoxybergamottin
Identification
| Name | epoxybergamottin |
| IUPAC | 4-[(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoxy]furo[3,2-g]chromen-7-one |
| CAS Number | 206978-14-5 |
| FDA UNII | Search |
| Molecular Formula | C21 H22 O5 |
| Molecular Weight | 354.40234000 |
| MDL Number | MFCD16251690 |
| Nikkaji Number | J1.176.314F |
| Beilstein | 7827230 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 0.4228 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| 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 epoxybergamottin usage levels up to | not for fragrance use. |
| Recommendation for epoxybergamottin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4-[(E)-5-(3,3-
dimethyloxiran-2-yl)-3-methylpent-2-enoxy]furo[3,2-g]chromen-7-one
PubMed:
Anti-Inflammatory and Neuroprotective Constituents from the Peels of Citrus grandis.
PubMed:
Furocoumarin Kinetics in Plasma and Urine of Healthy Adults Following Consumption of Grapefruit (Citrus paradisi Macf.) and Grapefruit Juice.
PubMed:
Development of a comprehensive analytical method for furanocoumarins in grapefruit and their metabolites in plasma and urine using UPLC-MS/MS: a preliminary study.
PubMed:
Content evaluation of 4 furanocoumarin monomers in various citrus germplasms.
PubMed:
Multidimensional liquid chromatography for the determination of chiral coumarins and furocoumarins in Citrus essential oils.
PubMed:
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
PubMed:
Flavonoid composition and antioxidant activity of juices from Chinotto ( Citrus x myrtifolia Raf.) fruits at different ripening stages.
PubMed:
Isolation and identification of insecticidal components from Citrus aurantium fruit peel extract.
PubMed:
Aspergillus niger metabolism of citrus furanocoumarin inhibitors of human cytochrome P450 3A4.
PubMed:
Grapefruit juice-drug interactions: Grapefruit juice and its components inhibit P-glycoprotein (ABCB1) mediated transport of talinolol in Caco-2 cells.
PubMed:
Design, synthesis and evaluation of furanocoumarin monomers as inhibitors of CYP3A4.
PubMed:
Distribution of furanocoumarins in grapefruit juice fractions.
PubMed:
Identification of epoxybergamottin as a CYP3A4 inhibitor in grapefruit peel.
PubMed:
Grapefruit-felodipine interaction: effect of unprocessed fruit and probable active ingredients.