CAS 7380-40-7

Bergamottin

Description:

Bergamottin is a naturally occurring compound classified as a furanocoumarin, primarily found in the essential oil of bergamot oranges (Citrus bergamia). It is known for its role in the grapefruit juice effect, where it can inhibit certain cytochrome P450 enzymes, particularly CYP3A4, which affects the metabolism of various drugs. This inhibition can lead to increased bioavailability of certain medications, potentially resulting in adverse effects or altered therapeutic outcomes. Bergamottin is a colorless to pale yellow liquid with a characteristic citrus aroma, and it is soluble in organic solvents but has limited solubility in water. In addition to its pharmacological implications, bergamottin is also studied for its potential health benefits, including antioxidant and anti-inflammatory properties. However, due to its effects on drug metabolism, caution is advised when consuming bergamot products alongside certain medications. Overall, bergamottin exemplifies the complex interactions between natural compounds and pharmaceutical agents, highlighting the importance of understanding dietary influences on drug efficacy.

Formula: C₂₁H₂₂O₄

InChI: InChI=1S/C21H22O4/c1-14(2)5-4-6-15(3)9-11-24-21-16-7-8-20(22)25-19(16)13-18-17(21)10-12-23-18/h5,7-10,12-13H,4,6,11H2,1-3H3/b15-9+

InChI key: InChIKey=DBMJZOMNXBSRED-OQLLNIDSSA-N

SMILES: O(C/C=C(/CCC=C(C)C)\C)C=1C2=C(C=C3C1C=CO3)OC(=O)C=C2

Synonyms:

• 4-[[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]oxy]-7H-furo[3,2-g][1]benzopyran-7-one
• 4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-7H-furo[3,2-g]chromen-7-one
• 5-Geranoxypsoralen
• 7H-Furo[3,2-g][1]benzopyran-7-one, 4-[(3,7-dimethyl-2,6-octadienyl)oxy]-, (E)-
• 7H-Furo[3,2-g][1]benzopyran-7-one, 4-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-
• 7H-Furo[3,2-g][1]benzopyran-7-one, 4-[[(2E)-3,7-dimethyl-2,6-octadienyl]oxy]-
• Bergamotine
• Bergaptin
• Bergamottin

Bergamottin

CAS: 7380-40-7

Bergamottin

Formula: C₂₁H₂₂O₄

Purity: ≥95%

Color and Shape: Solid

Molecular weight: 338.4

Ref: 54-BUP01500

Bergamottin

CAS: 7380-40-7

Formula: C₂₁H₂₂O₄

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 338.40

Ref: 7W-GL1357

Bergamottin (Standard)

CAS: 7380-40-7

Bergamottin (Standard) is a reference standard for research and analysis in studies involving Bergamottin. 1. Bergamottin (5-Geranoxypsoralen) can significantly reduce blood glucose and increase glucose tolerance and insulin sensitivity in KK-A^ydiabetic mice.

Formula: C₂₁H₂₂O₄

Color and Shape: Solid

Molecular weight: 338.397

Ref: TM-TMSM-1571

Bergamottin

CAS: 7380-40-7

Formula: C₂₁H₂₂O₄

Purity: 95%~99%

Molecular weight: 338.403

Ref: BP-BP0255

Bergaptin

CAS: 7380-40-7

Formula: C₂₁H₂₂O₄

Purity: 99%

Color and Shape: Solid

Molecular weight: 338.3970

Ref: IN-DA005KHO

Bergamottin

CAS: 7380-40-7

Bergamottin analytical standard provided with w/w absolute assay, to be used for quantitative titration.

Formula: C₂₁H₂₂O₄

Purity: (HPLC) ≥99%

Color and Shape: Powder

Molecular weight: 338.41

Ref: 11-0550S

Bergamottin

CAS: 7380-40-7

Applications Bergamottin (BG), a component of grapefruit juice, is a mechanism-based inactivator of CYP3A4 and contributes, in part, to the grapefruit juice-drug interaction.
References Bailey, D., et al.: Clin. Pharmacol. Ther., 68, 468 (2000), Guo, L., et al.; Drug Metab. Dispos., 28, 766 (2000), Baer, B., et al.: Chem. Res. Toxicol., 20, 954 (2007), Lin, H., et al.: Drug Metab. Dispos., 39, 24 (2011);

Formula: C₂₁H₂₂O₄

Color and Shape: Neat

Molecular weight: 338.4

Ref: TR-B318400

Bergamottin

CAS: 7380-40-7

(E)-4-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-7H-furo[3,2-g]chromen-7-one

Formula: C₂₁H₂₂O₄

Purity: 99%

Molecular weight: 338.4

Ref: IN-DG116395

Bergamottin

CAS: 7380-40-7

1.

Formula: C₂₁H₂₂O₄

Purity: 97.59% - 99.99%

Color and Shape: White Solid

Molecular weight: 338.397

Ref: TM-T5S0669

Bergamottin

CAS: 7380-40-7

Lactone

Formula: C₂₁H₂₂O₄

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 338.4

Ref: 5G-89868

Bergamottin

CAS: 7380-40-7

Bergamottin is a furanocoumarin compound, which is primarily found in grapefruit juice and other citrus fruits. It is derived from natural sources, specifically within the fruit and peel of grapefruits. The mode of action of Bergamottin involves the inhibition of the cytochrome P450 enzymes, particularly CYP3A4, which play a significant role in the metabolism of various drugs. This inhibitory effect can alter the pharmacokinetics of certain medications by increasing their bioavailability.

Formula: C₂₁H₂₂O₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 338.4 g/mol

Ref: 3D-FB65517

Bergamottin

CAS: 7380-40-7

Formula: C₂₁H₂₂O₄

Molecular weight: 338.4

Ref: BE-RMT20801

BERGAMOTTIN

CAS: 7380-40-7

Purity: 99%

Molecular weight: 338.4030151

Ref: 10-F795464