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P3502

Sigma-Aldrich

Phloroglucinol

Used to detect the presence of wood fiber.

Synonyme(s) :

1,3,5-Trihydroxybenzene

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About This Item

Formule empirique (notation de Hill):
C6H6O3
Numéro CAS:
Poids moléculaire :
126.11
Numéro Beilstein :
1341907
Numéro CE :
Numéro MDL:
Code UNSPSC :
12171500
ID de substance PubChem :
Nomenclature NACRES :
NA.47

Niveau de qualité

Forme

powder or crystals

Pf

215-220 °C

Solubilité

ethanol: 50 mg/mL (clear to hazy)

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

Oc1cc(O)cc(O)c1

InChI

1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H

Clé InChI

QCDYQQDYXPDABM-UHFFFAOYSA-N

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Description générale

Phloroglucinol (phlo) is a phenol derivative that shows a cytoprotective effect from oxidative damage by enhancing the activity of cellular catalase. It can also be used to prepare synthetic analogs of A-type proanthocyanidins (PACs) such as 2,8-dioxabicyclo[3.3.1]nonane derivatives by reacting with the corresponding flavylium salts. Phlo can react with benzaldehyde derivatives to form phloroglucinol-based microporous polymeric organic frameworks (phlo-POF) with potential applications in ion exchange and gas adsorption.
Phloroglucinol is an antispasmodic and a derivative of phenol.

Application

Phloroglucinol has been used to prevent hyperhydricity by promoting the lignification of shoots. It has also been used in PG (phloroglucinol)-sucrose treatments for the growth and development of in vitro derived shoot tips. Phloroglucinol has been used to stain root sections. It has also been used to stain plant sections to identify plant materials like lignin.
Phloroglucinol has been used to stain root sections. It has also been used to stain plant sections to identify plant materials like lignin.

Actions biochimiques/physiologiques

Phloroglucinol displays antispasmodic activity. It is a trihydroxybenzene with antithrombotic, profibrinolytic, antimicrobial, antimalarial, cancer chemopreventive, anti-HIV, and anti-leishmanial activities. Phloroglucinol (PG) is a biosynthetic precursor of the 2,4-diacetylphloroglucinol (DAPG) an antibiotic against soil-borne diseases. Phloroglucinol is a useful intermediate because it is polyfunctional.

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

Reactive Oxygen Species and Cellular Interactions
Between Mycosphaerella fijiensis and Banana
Maria
Tropical Plant Biology (2011)
Poplar stems show opposite epigenetic patterns during winter
dormancy and vegetative growth
Daniel Conde
Trees (Berlin, Germany : West) (2013)
Component traits of plant water use are modulated by vapour
pressure deficit in pearl millet (Pennisetum glaucum (L.) R.Br.)
Jana Kholova
Functional Ecology (2016)
Role of antispasmodics in the treatment of irritable bowel syndrome
Anita Annahazi
World Journal of Gastrointestinal Oncology (2014)
Juliana Almario et al.
Molecular plant-microbe interactions : MPMI, 26(5), 566-574 (2013-02-15)
Pseudomonas strains producing 2,4-diacetylphloroglucinol (DAPG) can protect plants from soilborne phytopathogens and are considered the primary reason for suppressiveness of morainic Swiss soils to Thielaviopsis basicola-mediated black root-rot disease of tobacco, even though they also occur nearby in conducive sandstone

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