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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:
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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R B van Breemen et al.
Drug metabolism and disposition: the biological fate of chemicals, 26(2), 85-90 (1998-03-28)
An on-line mass spectrometric method has been developed to generate and identify drug metabolites formed by hepatic cytochromes P450. This method, pulsed ultrafiltration-mass spectrometry, may be used for rapid screening of drugs to determine their extent of metabolism by microsomal
Canan Sapmaz et al.
Drug and chemical toxicology, 43(1), 13-21 (2018-05-19)
Morin is a flavonoid which is present in many plants. Endosulfan and 7,12-dimethylbenz[a]anthracene (DMBA) are toxic chemicals that humans are exposed to in their daily lives. In this study, the protective role of morin was investigated in endosulfan and DMBA
Antibacterial activity of resazurin-based compounds against Neisseria gonorrhoeae in vitro and in vivo
Deanna M
International Journal of Antimicrobial Agents (2016)
Jeroen Kool et al.
Drug metabolism and disposition: the biological fate of chemicals, 35(4), 640-648 (2007-01-26)
A high resolution screening (HRS) technology is described, in which gradient high-performance liquid chromatography (HPLC) is connected on-line to three parallel placed bioaffinity detection systems containing mammalian cytochromes P450 (P450s). The three so-called enzyme affinity detection (EAD) systems contained, respectively
Aline Y O Matsuo et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 147(1), 78-84 (2007-09-11)
Wild stocks of Pacific salmon in the Northwestern United States have declined in recent years, and the major factors contributing to these losses include water pollution and loss of habitat. In salmon, sublethal chemical exposures may impact critical behaviors (such
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