Page last updated: 2024-11-12

epoxybergamottin

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Description

epoxybergamottin: from grapefruit peel; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9946625
CHEMBL ID1957147
CHEBI ID171796
MeSH IDM0451552

Synonyms (14)

Synonym
CHEBI:171796
4-[(e)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoxy]uro[3,2-g]chromen-7-one
epoxybergamottin
LMPK12160610
CHEMBL1957147
6',7'-epoxybergamottin, analytical standard
206978-14-5
Q3730718
4-[(e)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoxy]furo[3,2-g]chromen-7-one
C22153
STARBLD0018926
4-{[(e)-5-(3,3-dimethyl-2-oxiranyl)-3-methyl-2-pentenyl]oxy}-7h-furo[3,2-g]chromen-7-one
PD044522
AKOS040756050
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
psoralensA furanocoumarin with a 7H-furo[3,2-g]chromen-7-one skeleton and its substituted derivatives thereof.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (31)

Assay IDTitleYearJournalArticle
AID648902Drug metabolism in Penicillium ulaiense assessed as 6',7'-dihydroxybergamottin at 23.7 uM after 2 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648893Drug metabolism in Penicillium digitatum assessed as compound level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648890Drug metabolism in Geotrichum citri assessed as compound level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648907Drug metabolism in Penicillium ulaiense assessed as decrease in 6',7'-dihydroxybergamottin level at 23.7 uM after 4 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648880Drug metabolism in Geotrichum citri assessed as bergaptol level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648881Drug metabolism in Penicillium ulaiense assessed as bergaptol level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648904Drug metabolism in Penicillium ulaiense assessed as production of 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid at 23.7 uM upto 10 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648887Drug metabolism in Penicillium ulaiense assessed as 6',7'-dihydroxybergamottin level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648891Drug metabolism in Botrytis cinerea assessed as compound level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648894Drug metabolism in Penicillium digitatum assessed as 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID1091221Insecticidal activity against Bactrocera oleae exposed to 1.12 ug/cm2 compound for 12 hr assessed as insect mortality measured 72 hr post dose by petri dish exposure bioassay (Rvb = 2 +/- 2%)2008Journal of agricultural and food chemistry, Jul-23, Volume: 56, Issue:14
Isolation and identification of insecticidal components from Citrus aurantium fruit peel extract.
AID648885Drug metabolism in Geotrichum citri assessed as 6',7'-dihydroxybergamottin level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648897Drug metabolism in Lasiodiplodia theobromae assessed as 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648886Drug metabolism in Penicillium digitatum assessed as 6',7'-dihydroxybergamottin level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648892Drug metabolism in Penicillium ulaiense assessed as compound level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648888Drug metabolism in Phomopsis citri assessed as compound level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648883Drug metabolism in Lasiodiplodia theobromae assessed as 6',7'-dihydroxybergamottin level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648879Drug metabolism in Lasiodiplodia theobromae assessed as bergaptol level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648905Drug metabolism in Penicillium ulaiense assessed as production of bergaptol at 23.7 uM up to 10 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648896Drug metabolism in Botrytis cinerea assessed as 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648909Drug metabolism in Penicillium ulaiense assessed as production of 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid at 23.7 uM after 2 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648884Drug metabolism in Botrytis cinerea assessed as 6',7'-dihydroxybergamottin level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648900Drug metabolism in submerged cultures of Penicillium ulaiense assessed as decrease in compound concentration at 23.7 uM after 8 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648889Drug metabolism in Lasiodiplodia theobromae assessed as compound level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648899Drug metabolism in submerged cultures of Penicillium ulaiense assessed as decrease in compound concentration at 23.7 uM after 2 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648895Drug metabolism in Geotrichum citri assessed as 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648898Drug metabolism in Phomopsis citri assessed as 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648882Drug metabolism in Phomopsis citri assessed as 6',7'-dihydroxybergamottin level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648821Drug metabolism in Phomopsis citri assessed as bergaptol level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648903Drug metabolism in Geotrichum citri assessed as production of 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid at 23.7 uM after 2 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
AID648820Drug metabolism in Penicillium ulaiense assessed as 6,7-furano-5-(6',7'-dihydroxygeranyloxy)-2-hydroxy-hydrocoumaric acid level at 78.2 uM after 5 days2012Bioorganic & medicinal chemistry letters, Mar-15, Volume: 22, Issue:6
Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's4 (66.67)29.6817
2010's2 (33.33)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.72

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index21.72 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.72)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]