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P0928

Sigma-Aldrich

Resorufin pentyl ether

Synonym(s):

7-Pentyloxy-3-phenoxazone, 7-Pentyloxy-3H-phenoxazin-3-one, O7-Pentylresorufin, Pentoxyresorufin

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About This Item

Empirical Formula (Hill Notation):
C17H17NO3
CAS Number:
87687-03-4
Molecular Weight:
283.32
Beilstein/REAXYS Number:
8394939
MDL number:
MFCD00037664
UNSPSC Code:
12161501
PubChem Substance ID:
24898138
NACRES:
NA.47

assay

≥98% (TLC)

Quality Level

200

form

powder

solubility

acetonitrile: 0.95- 1.05 mg/mL, clear, orange

storage temp.

2-8°C

SMILES string

CCCCCOc1ccc2N=C3C=CC(=O)C=C3Oc2c1

InChI

1S/C17H17NO3/c1-2-3-4-9-20-13-6-8-15-17(11-13)21-16-10-12(19)5-7-14(16)18-15/h5-8,10-11H,2-4,9H2,1H3

InChI key

ZPSOKQFFOYYPKC-UHFFFAOYSA-N

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General description

Resorufin pentyl ether is an analog of resazurin. Resorufin is a redox probe which is colorless and non-fluorescent in its reduced state. On oxidation, it fluoresces red. Resorufin is used widely as an indicator in microbiological media. It can be used to differentiate between actively metabolizing cells and inactive or dead cells.

Application

Resorufin pentyl ether has been used as a substrate to study the effects of Kaempferia parviflora extract on mouse hepatic cytochrome P450 enzymes.

Biochem/physiol Actions

Fluorimetric substrate for cytochrome P450 linked enzymes, CYP2B and CYP2B4.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
068M4090V
115M4178V
027M4067V
074M4054V
104M4053V

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A Pietersma et al.
Free radical research, 28(2), 137-150 (1998-06-30)
The present study was undertaken to investigate the hypothesis that multiple oxygen radical generating systems contribute to the tumor necrosis factor (TNF) alpha-stimulated transcriptional activation of the vascular cell adhesion molecule (VCAM)-1 in endothelial cells. Experimental evidence has implicated the
Microbial Biofilms null
V Burkina et al.
Ecotoxicology and environmental safety, 79, 148-152 (2012-01-17)
Little is known about the effects of the cardiovascular drug verapamil (VRP) on metabolic processes in fish. Most calcium channel blockers including VRP are metabolized by cytochrome P450 (CYP450) enzymes. In this study we investigated the in vivo effect of
Modulatory effects of Kaempferia parviflora extract on mouse hepatic cytochrome P450 enzymes
Catheleeya Mekjaruskul
Journal of Ethnopharmacology, 141(3) (2012)
E S Tzanakakis et al.
Cell motility and the cytoskeleton, 48(3), 175-189 (2001-02-27)
Cultured rat hepatocytes self-assemble into three-dimensional structures or spheroids that exhibit ultrastructural characteristics of native hepatic tissue and enhanced liver-specific functions. The spheroid formation process involves cell translocation and changes in cell shape, indicative of the reorganization of the cytoskeletal
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Articles

Phase I Drug Metabolism

Phase I biotransformation reactions introduce or expose functional groups on the drug with the goal of increasing the polarity of the compound. Although Phase I drug metabolism occurs in most tissues, the primary and first pass site of metabolism occurs during hepatic circulation.

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