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Merck

P3502

Phloroglucinol

Used to detect the presence of wood fiber.

Synonym(s):

1,3,5-Trihydroxybenzene

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About This Item

Empirical Formula (Hill Notation):
C6H6O3
CAS Number:
108-73-6
Molecular Weight:
126.11
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24898417
EC Number:
203-611-2
Beilstein/REAXYS Number:
1341907
MDL number:
MFCD00002286
Form:
powder or crystals

Key Documents

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InChI key

QCDYQQDYXPDABM-UHFFFAOYSA-N

InChI

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

SMILES string

Oc1cc(O)cc(O)c1

form

powder or crystals

mp

215-220 °C

solubility

ethanol: 50 mg/mL (clear to hazy)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

100

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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.

Biochem/physiol Actions

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.

General description

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5781
BCCK5832
BCCG9733
BCCF3066
BCCB9746

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Role of antispasmodics in the treatment of irritable bowel syndrome
Anita Annahazi
World Journal of Gastrointestinal Oncology (2014)
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)
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)
Yong Li et al.
Bioorganic & medicinal chemistry, 17(5), 1963-1973 (2009-02-10)
Seven phlorotannins were isolated and characterized from an edible marine brown alga Ecklonia cava (EC), along with three common sterol derivatives (fucosterol, ergosterol, and cholesterol) according to the comprehensive spectral analysis of MS and NMR data. Compounds 5 (7-phloro eckol)
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