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Geraldol

$730

  • Brand : BIOFRON

  • Catalogue Number : AV-C10501

  • Specification : 98%

  • CAS number : 21511-25-1

  • Formula : C16H12O6

  • Molecular Weight : 300.26

  • PUBCHEM ID : 5482101

  • Volume : 5mg

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Catalogue Number

AV-C10501

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

300.26

Appearance

Botanical Source

Structure Type

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)O

Synonyms

3,4',7-trihydroxy-3'-methoxyflavone/Geraldol/3'-Methoxy-3,7,4'-trihydroxyflavone/3,7,4'-trihydroxy-3'-methoxyflavone

IUPAC Name

3,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

Applications

Density

1.538 g/cm3

Solubility

Fisetin; Geraldol; LC-MS/MS; Methylation; Mouse; Pharmacokinetics

Flash Point

213.5ºC

Boiling Point

559.8ºC at 760 mmHg

Melting Point

>300ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2914500000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:21511-25-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

27810278

Abstract

Fisetin (3,3′,4′,7-tetrahydroxyflavone) is a flavonoid found in several fruits, vegetables, nuts, and wine and has anti-oxidant, anti-inflammatory, and anti-angiogenic properties. Geraldol is the 3′-methoxylated metabolite of fisetin (3,4′,7-trihydroxy-3′-methoxyflavone). The concentration of fisetin and geraldol in mouse plasma was determined by LC-MS/MS, following direct protein precipitation. These concentrations were determined after administration of fisetin at doses of 2mg/kg (i.v.) and 100 and 200mg/kg (p.o.). The method was validated in terms of linearity, accuracy, precision, matrix effect, and stability. The pharmacokinetics parameters of fisetin and geraldol were successfully determined using a validated method in mice. Results indicated that fisetin was very rapidly methylated to geraldol in vivo. Following administration of fisetin, it was observed that the Cmax and AUC values for geraldol were higher than those of fisetin. The absolute bioavailability of fisetin was calculated as 7.8% and 31.7% after oral administration of 100 and 200mg/kg fisetin, respectively. This method was successfully applied to determine the pharmacokinetic parameters of fisetin and its main metabolite geraldol in mouse plasma. Geraldol was the dominant circulating metabolite after fisetin administration in vivo.

Copyright ? 2016 Elsevier B.V. All rights reserved.

KEYWORDS

Fisetin; Geraldol; LC-MS/MS; Methylation; Mouse; Pharmacokinetics

Title

Identification of absolute conversion to geraldol from fisetin and pharmacokinetics in mouse.

Author

Jo JH1, Jo JJ1, Lee JM2, Lee S3.

Publish date

2016 Dec 1

PMID

29454704

Abstract

Fisetin is a flavonol compound commonly found in edible vegetables and fruits. It has anti-tumor, antioxidant, and anti-inflammatory effects. Geraldol, the O-methyl metabolite of fisetin in mice, is reported to suppress endothelial cell migration and proliferation. Although the in vivo and in vitro effects of fisetin and its metabolites are frequently reported, studies on herb-drug interactions have not yet been performed. This study was designed to investigate the inhibitory effect of fisetin and geraldol on eight isoforms of human cytochrome P450 (CYP) by using cocktail assay and LC-MS/MS analysis. The selective inhibition of CYP2C8-catalyzed paclitaxel hydroxylation by fisetin and geraldol were confirmed in pooled human liver microsomes (HLMs). In addition, an IC50 shift assay under different pre-incubation conditions confirmed that fisetin and geraldol shows a reversible concentration-dependent, but not mechanism-based, inhibition of CYP2C8. Moreover, Michaelis-Menten, Lineweaver-burk plots, Dixon and Eadie-Hofstee showed a non-competitive inhibition mode with an equilibrium dissociation constant of 4.1 μM for fisetin and 11.5 μM for geraldol, determined from secondary plot of the Lineweaver-Burk plot. In conclusion, our results indicate that fisetin showed selective reversible and non-competitive inhibition of CYP2C8 more than its main metabolite, geraldol, in HLMs.

Copyright ? 2018 The Japanese Society for the Study of Xenobiotics. Published by Elsevier Ltd. All rights reserved.

KEYWORDS

Cytochrome P450; Fisetin; Geraldol; Human liver microsomes; Inhibition; Interaction

Title

Selective inhibition of CYP2C8 by fisetin and its methylated metabolite, geraldol, in human liver microsomes.

Author

Shrestha R1, Kim JH2, Nam W1, Lee HS2, Lee JM3, Lee S4.

Publish date

2018 Apr