264234-05-1

Basic information

• Product Name: 6',7'-DihydroxybergaMottin
• Synonyms: -DihydroxybergaMottin;7'-Dihydroxybergamottin;17,18-dihydroxybergamottin;7H-Furo[3,2-g][1]benzopyran-7-one, 4-[[(2E,6R)-6,7-dihydroxy-3,7-dimethyl-2-octenyl]oxy]-;7H-Furo[3,2-g][1]benzopyran-7-one, 4-[[(2E,6R)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl]oxy]-
• CAS NO: 264234-05-1
• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.41166
• Mol File: 264234-05-1.mol

Chemical Properties

• Boiling Point: 578.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.260±0.06 g/cm3(Predicted)
• PKA: 14.65±0.29(Predicted)
• CAS DataBase Reference: 6',7'-DihydroxybergaMottin(CAS DataBase Reference)
• NIST Chemistry Reference: 6',7'-DihydroxybergaMottin(264234-05-1)
• EPA Substance Registry System: 6',7'-DihydroxybergaMottin(264234-05-1)

Safety Data

• Hazardous Substances Data: 264234-05-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6',7'-Dihydroxybergamottin is used as a research compound for studying its interaction with the enzyme CYP3A4 and its implications on drug metabolism. Understanding its effects can help in the development of safer and more effective drug therapies.
Used in Anticancer Research:
6',7'-Dihydroxybergamottin is used as a potential anticancer agent in research settings. Its anticancer properties are being investigated for their potential to target and inhibit the growth of cancer cells.
Used in Anti-Inflammatory Research:
6',7'-Dihydroxybergamottin is utilized as a research compound in anti-inflammatory studies. Its anti-inflammatory properties are being explored for their potential to alleviate inflammation and associated conditions.
Used in Antioxidant Research:
6',7'-Dihydroxybergamottin is employed as a research compound in antioxidant studies. Its antioxidant properties are being examined for their potential to protect cells from oxidative stress and related damage.
Used in Food Industry:
6',7'-Dihydroxybergamottin is found in grapefruit juice and other citrus fruits, which are used as ingredients in various food products. However, due to its potential drug interactions, it is crucial to be aware of its presence and consumption, especially for individuals taking medications metabolized by CYP3A4.

Upstream product

• 1181223-80-2 6',7'-dihydroxybergamottin decanal acetal 
• 206978-14-5 Epoxybergamottin 
• 684217-02-5 C₄₅H₅₀O₁₁ 
• 7380-40-7 bergamottin 

Downstream Products

• 486-60-2 bergaptol 

Relevant articles and documents

Minor furanocoumarins and coumarins in grapefruit peel oil as inhibitors of human cytochrome P450 3A4

A new cyclic acetal (1) of marmin (6′,7′-dihydroxy-7- geranyloxycoumarin), two new cyclic acetals (5, 6) of 6′,7′- dihydroxybergamottin, and the known compounds marmin (2), 7-geranyloxycoumarin (3), bergamottin (4), and 6′,7′-dihydroxybergamottin (7) were

Selective oxidation reactions of natural compounds with hydrogen peroxide mediated by methyltrioxorhenium

We have investigated the oxidative behaviour of natural compounds such as methyl abietate (1), farnesyl acetate (2), a-ionone (3), β-ionone (4), methyl linolelaidate (5), methyl linolenate (6) and bergamottin (7) with the oxidant system methyltrioxo-rhenium/ H2O2/pyridine. The reactions, performed in CH2Cl2/H2O at 25 °C, have shown good regioand stereoselectivity. The oxidation products were isolated by HPLC or silica gel chromatography and characterized by MS(EI), 1H-, 13C-NMR, APT, gCOSY, HSQC, TOCSY and NOESY measurements. The selectivity seems to be controlled by the nucleophilicity of double bonds and by stereoelectronic and steric effects.

SYNTHESIS OF SPIRO ORTHO ESTERS, SPIRO ORTHO CARBONATES, AND INTERMEDIATES

Ortho esters and ortho carbonates can be produced by alkylating esters and carbonates with, for example, the hexafluorophosphate salt of a trialkyl oxonium ion. The spiro species are useful intermediates in the synthesis of complex organic molecules. Synt

Paradisin C: A new CYP3A4 inhibitor from grapefruit juice

A new furanocoumarin derivative, paradisin C, was isolated from grapefruit juice as an inhibitor of cytochrome P450 (CYP) 3A4. Its stereochemistry was elucidated by spectroscopic methods. The stereochemistries of 17,18-dihydroxybergamottin and 17-epoxybergamottin were also elucidated.