6’,7’-Epoxybergamottin

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Cat No: 19760

Biochemicals - Lipids

6'7'-Epoxybergamottin is a furanocoumarin found in grapefruit.{40136} It is a potent inhibitor of the cytochrome P450 (CYP) isoform CYP3A4 with an IC50 value of 0.30 ppm in a cell-free assay, 0.33 µM in HL7 human liver cells, and 0.22 µM in S9 human i...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

4-[[(2E)-5-(3,3-dimethyl-2-oxiranyl)-3-methyl-2-penten-1-yl]oxy]-7H-furo[3,2-g][1]benzopyran-7-one

Correlated keywords:

5-(6',7'-Epoxy)geranyloxypsoralen CP450

Product Overview:
6'7'-Epoxybergamottin is a furanocoumarin found in grapefruit.{40136} It is a potent inhibitor of the cytochrome P450 (CYP) isoform CYP3A4 with an IC50 value of 0.30 ppm in a cell-free assay, 0.33 µM in HL7 human liver cells, and 0.22 µM in S9 human intestine cells.{40137} It has been studied in the context of drug interactions with grapefruit constituents. It is found in grapefruit juice at concentrations of 0.1-7.4 µM and inhibits the transport of talinolol (Item No. 16116), a permeability glycoprotein (P-gp/ABCB1) transporter substrate, across Caco-2 cell monolayers (IC50 = 0.7 µM).{40135} 6’7’-Epoxybergamottin also has insecticidal properties with a concentration of 5 µg/cm2 leading to 100% mortality of adult olive fruit flies.{40138}

Size	1 mg
Shipping	dry ice
CAS Number	206978-14-5
Molecular Formula	C₂₁H₂₂O₅
SMILES	O=C1C=CC2=C(OC/C=C(C)/CCC3C(C)(C)O3)C4=C(OC=C4)C=C2O1
Molecular Weight	354,4
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2932.99
UNSPSC code	12352100

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MSDS

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.