7437-55-0,MFCD03412052
Catalog No.:AA00FCWN

7437-55-0 | 8-Geranyloxypsoralen

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥95%
in stock  
$120.00   $84.00
- +
5mg
≥95%
in stock  
$539.00   $377.00
- +
10mg
≥95%
in stock  
$958.00   $670.00
- +
25mg
≥95%
in stock  
$2,092.00   $1,464.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00FCWN
Chemical Name:
8-Geranyloxypsoralen
CAS Number:
7437-55-0
Molecular Formula:
C21H22O4
Molecular Weight:
338.3970
MDL Number:
MFCD03412052
SMILES:
C/C(=C\COc1c2occc2cc2c1oc(=O)cc2)/CCC=C(C)C
Properties
Computed Properties
 
Complexity:
570  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
1  
Formal Charge:
0  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
6  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
5.3  

Literature

Title: Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents.

Journal: Molecules (Basel, Switzerland) 20120919

Title: Bergamottin is a competitive inhibitor of CYP1A1 and is antimutagenic in the Ames test.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120901

Title: Grapefruit (Citrus paradisi Macfad) phytochemicals composition is modulated by household processing techniques.

Journal: Journal of food science 20120901

Title: Identification of the residue in human CYP3A4 that is covalently modified by bergamottin and the reactive intermediate that contributes to the grapefruit juice effect.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120501

Title: Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor.

Journal: Bioorganic & medicinal chemistry 20120115

Title: Major furocoumarins in grapefruit juice I: levels and urinary metabolite(s).

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20111201

Title: Construction of a model to estimate the CYP3A inhibitory effect of grapefruit juice.

Journal: Die Pharmazie 20110701

Title: Effect of maturity, processing, and storage on the furanocoumarin composition of grapefruit and grapefruit juice.

Journal: Journal of food science 20110501

Title: Food-drug interactions: grapefruit juice.

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20110101

Title: A quantitative high-throughput 96-well plate fluorescence assay for mechanism-based inactivators of cytochromes P450 exemplified using CYP2B6.

Journal: Nature protocols 20100901

Title: Suppression of phorbol-12-myristate-13-acetate-induced tumor cell invasion by bergamottin via the inhibition of protein kinase Cdelta/p38 mitogen-activated protein kinase and JNK/nuclear factor-kappaB-dependent matrix metalloproteinase-9 expression.

Journal: Molecular nutrition & food research 20100701

Title: White and colored grapefruit juice produce similar pharmacokinetic interactions.

Journal: Die Pharmazie 20080801

Title: [Contents of furanocoumarins in grapefruit juice and health foods].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20080801

Title: Effect of grapefruit juice, naringin, naringenin, and bergamottin on the intestinal carrier-mediated transport of talinolol in rats.

Journal: Journal of agricultural and food chemistry 20080625

Title: Aspergillus niger metabolism of citrus furanocoumarin inhibitors of human cytochrome P450 3A4.

Journal: Applied microbiology and biotechnology 20080201

Title: Determination of bergamottin in human plasma after grapefruit juice ingestion by an UPLC/MS/MS method.

Journal: Die Pharmazie 20080201

Title: Grapefruit juice-drug interactions: Grapefruit juice and its components inhibit P-glycoprotein (ABCB1) mediated transport of talinolol in Caco-2 cells.

Journal: Journal of pharmaceutical sciences 20071001

Title: The use of heat treatment to eliminate drug interactions due to grapefruit juice.

Journal: Biological & pharmaceutical bulletin 20061101

Title: Metabolism of bergamottin by cytochromes P450 2B6 and 3A5.

Journal: The Journal of pharmacology and experimental therapeutics 20060901

Title: Synthesis of 8-geranyloxypsoralen analogues and their evaluation as inhibitors of CYP3A4.

Journal: Bioorganic & medicinal chemistry 20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Design, synthesis and evaluation of furanocoumarin monomers as inhibitors of CYP3A4.

Journal: Organic & biomolecular chemistry 20060421

Title: Variation of flavonoids and furanocoumarins in grapefruit juices: a potential source of variability in grapefruit juice-drug interaction studies.

Journal: Journal of agricultural and food chemistry 20060111

Title: The grapefruit juice effect is not limited to cytochrome P450 (P450) 3A4: evidence for bergamottin-dependent inactivation, heme destruction, and covalent binding to protein in P450s 2B6 and 3A5.

Journal: The Journal of pharmacology and experimental therapeutics 20050401

Title: Probable interaction of bergamottin and cyclosporine in a lung transplant recipient.

Journal: Transplantation 20050327

Title: Two major grapefruit juice components differ in time to onset of intestinal CYP3A4 inhibition.

Journal: The Journal of pharmacology and experimental therapeutics 20050301

Title: Coumarins are competitive inhibitors of cytochrome P450 1B1, with equal potency for allelic variants.

Journal: Pharmacogenetics and genomics 20050301

Title: Photodynamic and photo-cross-linking potential of bergamottin.

Journal: Die Pharmazie 20050101

Title: Bergamottin contribution to the grapefruit juice-felodipine interaction and disposition in humans.

Journal: Clinical pharmacology and therapeutics 20041201

Title: Inhibition of in-vitro simvastatin metabolism in rat liver microsomes by bergamottin, a component of grapefruit juice.

Journal: The Journal of pharmacy and pharmacology 20040801

Title: CYP450 dietary inhibitors attenuate TNF-alpha-stimulated endothelial molecule expression and leukocyte adhesion.

Journal: American journal of physiology. Cell physiology 20040401

Title: Utility of microtiter plate assays for human cytochrome P450 inhibition studies in drug discovery: application of simple method for detecting quasi-irreversible and irreversible inhibitors.

Journal: Drug metabolism and pharmacokinetics 20040201

Title: Time course of recovery of cytochrome p450 3A function after single doses of grapefruit juice.

Journal: Clinical pharmacology and therapeutics 20030801

Title: Bergamottin, lime juice, and red wine as inhibitors of cytochrome P450 3A4 activity: comparison with grapefruit juice.

Journal: Clinical pharmacology and therapeutics 20030601

Title: In vitro inhibition of simvastatin metabolism, a HMG-CoA reductase inhibitor in human and rat liver by bergamottin, a component of grapefruit juice.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20030101

Title: Effects of bergamottin on human and monkey drug-metabolizing enzymes in primary cultured hepatocytes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020901

Title: Earl Grey tea intoxication.

Journal: Lancet (London, England) 20020427

Title: The effect of bergamottin on diazepam plasma levels and P450 enzymes in beagle dogs.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020201

Title: Role of cytochrome P450 1a1 and 1b1 in the metabolic activation of 7,12-dimethylbenz[a]anthracene and the effects of naturally occurring furanocoumarins on skin tumor initiation.

Journal: Chemical research in toxicology 20020201

Title: Inhibition of P-glycoprotein transport function by grapefruit juice psoralen.

Journal: Pharmaceutical research 20010401

Title: Effects of furanocoumarin derivatives in grapefruit juice on nifedipine pharmacokinetics in rats.

Journal: Pharmaceutical research 20010201

Title: Seville orange juice-felodipine interaction: comparison with dilute grapefruit juice and involvement of furocoumarins.

Journal: Clinical pharmacology and therapeutics 20010101

Title: Row EC, et al. Synthesis of 8-geranyloxypsoralen analogues and their evaluation as inhibitors of CYP3A4. Bioorg Med Chem. 2006 Jun 1;14(11):3865-71.

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SDS
Tags:7437-55-0 Molecular Formula|7437-55-0 MDL|7437-55-0 SMILES|7437-55-0 8-Geranyloxypsoralen
Catalog No.: AA00FCWN
7437-55-0,MFCD03412052
7437-55-0 | 8-Geranyloxypsoralen
Pack Size: 1mg
Purity: ≥95%
in stock
$120.00 $84.00
Pack Size: 5mg
Purity: ≥95%
in stock
$539.00 $377.00
Pack Size: 10mg
Purity: ≥95%
in stock
$958.00 $670.00
Pack Size: 25mg
Purity: ≥95%
in stock
$2,092.00 $1,464.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00FCWN
Chemical Name: 8-Geranyloxypsoralen
CAS Number: 7437-55-0
Molecular Formula: C21H22O4
Molecular Weight: 338.3970
MDL Number: MFCD03412052
SMILES: C/C(=C\COc1c2occc2cc2c1oc(=O)cc2)/CCC=C(C)C
Properties
Complexity: 570  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 1  
Formal Charge: 0  
Heavy Atom Count: 25  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 6  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 5.3  
Literature fold

Title: Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents.

Journal: Molecules (Basel, Switzerland)20120919

Title: Bergamottin is a competitive inhibitor of CYP1A1 and is antimutagenic in the Ames test.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20120901

Title: Grapefruit (Citrus paradisi Macfad) phytochemicals composition is modulated by household processing techniques.

Journal: Journal of food science20120901

Title: Identification of the residue in human CYP3A4 that is covalently modified by bergamottin and the reactive intermediate that contributes to the grapefruit juice effect.

Journal: Drug metabolism and disposition: the biological fate of chemicals20120501

Title: Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor.

Journal: Bioorganic & medicinal chemistry20120115

Title: Major furocoumarins in grapefruit juice I: levels and urinary metabolite(s).

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20111201

Title: Construction of a model to estimate the CYP3A inhibitory effect of grapefruit juice.

Journal: Die Pharmazie20110701

Title: Effect of maturity, processing, and storage on the furanocoumarin composition of grapefruit and grapefruit juice.

Journal: Journal of food science20110501

Title: Food-drug interactions: grapefruit juice.

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi20110101

Title: A quantitative high-throughput 96-well plate fluorescence assay for mechanism-based inactivators of cytochromes P450 exemplified using CYP2B6.

Journal: Nature protocols20100901

Title: Suppression of phorbol-12-myristate-13-acetate-induced tumor cell invasion by bergamottin via the inhibition of protein kinase Cdelta/p38 mitogen-activated protein kinase and JNK/nuclear factor-kappaB-dependent matrix metalloproteinase-9 expression.

Journal: Molecular nutrition & food research20100701

Title: White and colored grapefruit juice produce similar pharmacokinetic interactions.

Journal: Die Pharmazie20080801

Title: [Contents of furanocoumarins in grapefruit juice and health foods].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan20080801

Title: Effect of grapefruit juice, naringin, naringenin, and bergamottin on the intestinal carrier-mediated transport of talinolol in rats.

Journal: Journal of agricultural and food chemistry20080625

Title: Aspergillus niger metabolism of citrus furanocoumarin inhibitors of human cytochrome P450 3A4.

Journal: Applied microbiology and biotechnology20080201

Title: Determination of bergamottin in human plasma after grapefruit juice ingestion by an UPLC/MS/MS method.

Journal: Die Pharmazie20080201

Title: Grapefruit juice-drug interactions: Grapefruit juice and its components inhibit P-glycoprotein (ABCB1) mediated transport of talinolol in Caco-2 cells.

Journal: Journal of pharmaceutical sciences20071001

Title: The use of heat treatment to eliminate drug interactions due to grapefruit juice.

Journal: Biological & pharmaceutical bulletin20061101

Title: Metabolism of bergamottin by cytochromes P450 2B6 and 3A5.

Journal: The Journal of pharmacology and experimental therapeutics20060901

Title: Synthesis of 8-geranyloxypsoralen analogues and their evaluation as inhibitors of CYP3A4.

Journal: Bioorganic & medicinal chemistry20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: Design, synthesis and evaluation of furanocoumarin monomers as inhibitors of CYP3A4.

Journal: Organic & biomolecular chemistry20060421

Title: Variation of flavonoids and furanocoumarins in grapefruit juices: a potential source of variability in grapefruit juice-drug interaction studies.

Journal: Journal of agricultural and food chemistry20060111

Title: The grapefruit juice effect is not limited to cytochrome P450 (P450) 3A4: evidence for bergamottin-dependent inactivation, heme destruction, and covalent binding to protein in P450s 2B6 and 3A5.

Journal: The Journal of pharmacology and experimental therapeutics20050401

Title: Probable interaction of bergamottin and cyclosporine in a lung transplant recipient.

Journal: Transplantation20050327

Title: Two major grapefruit juice components differ in time to onset of intestinal CYP3A4 inhibition.

Journal: The Journal of pharmacology and experimental therapeutics20050301

Title: Coumarins are competitive inhibitors of cytochrome P450 1B1, with equal potency for allelic variants.

Journal: Pharmacogenetics and genomics20050301

Title: Photodynamic and photo-cross-linking potential of bergamottin.

Journal: Die Pharmazie20050101

Title: Bergamottin contribution to the grapefruit juice-felodipine interaction and disposition in humans.

Journal: Clinical pharmacology and therapeutics20041201

Title: Inhibition of in-vitro simvastatin metabolism in rat liver microsomes by bergamottin, a component of grapefruit juice.

Journal: The Journal of pharmacy and pharmacology20040801

Title: CYP450 dietary inhibitors attenuate TNF-alpha-stimulated endothelial molecule expression and leukocyte adhesion.

Journal: American journal of physiology. Cell physiology20040401

Title: Utility of microtiter plate assays for human cytochrome P450 inhibition studies in drug discovery: application of simple method for detecting quasi-irreversible and irreversible inhibitors.

Journal: Drug metabolism and pharmacokinetics20040201

Title: Time course of recovery of cytochrome p450 3A function after single doses of grapefruit juice.

Journal: Clinical pharmacology and therapeutics20030801

Title: Bergamottin, lime juice, and red wine as inhibitors of cytochrome P450 3A4 activity: comparison with grapefruit juice.

Journal: Clinical pharmacology and therapeutics20030601

Title: In vitro inhibition of simvastatin metabolism, a HMG-CoA reductase inhibitor in human and rat liver by bergamottin, a component of grapefruit juice.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences20030101

Title: Effects of bergamottin on human and monkey drug-metabolizing enzymes in primary cultured hepatocytes.

Journal: Drug metabolism and disposition: the biological fate of chemicals20020901

Title: Earl Grey tea intoxication.

Journal: Lancet (London, England)20020427

Title: The effect of bergamottin on diazepam plasma levels and P450 enzymes in beagle dogs.

Journal: Drug metabolism and disposition: the biological fate of chemicals20020201

Title: Role of cytochrome P450 1a1 and 1b1 in the metabolic activation of 7,12-dimethylbenz[a]anthracene and the effects of naturally occurring furanocoumarins on skin tumor initiation.

Journal: Chemical research in toxicology20020201

Title: Inhibition of P-glycoprotein transport function by grapefruit juice psoralen.

Journal: Pharmaceutical research20010401

Title: Effects of furanocoumarin derivatives in grapefruit juice on nifedipine pharmacokinetics in rats.

Journal: Pharmaceutical research20010201

Title: Seville orange juice-felodipine interaction: comparison with dilute grapefruit juice and involvement of furocoumarins.

Journal: Clinical pharmacology and therapeutics20010101

Title: Row EC, et al. Synthesis of 8-geranyloxypsoralen analogues and their evaluation as inhibitors of CYP3A4. Bioorg Med Chem. 2006 Jun 1;14(11):3865-71.

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