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P1178

Sigma-Aldrich

Phloroglucinol

suitable for plant cell culture, BioReagent

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
Beilstein:
1341907
EC Number:
203-611-2
MDL number:
MFCD00002286
UNSPSC Code:
10171502
PubChem Substance ID:
24898169
NACRES:
NA.72

product line

BioReagent

form

powder

technique(s)

cell culture | plant: suitable

application(s)

agriculture

SMILES string

Oc1cc(O)cc(O)c1

InChI

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

InChI key

QCDYQQDYXPDABM-UHFFFAOYSA-N

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General description

Phloroglucinol 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.

Application

Phloroglucinol has been used to prevent hyperhydricity by promoting lignification of shoots. It has also been used in PG (phloroglucinol)-sucrose treatments for growth and development of in vitro derived shoot tips.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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In vitro propagation of `Guayabo del pais?(Acca sellowiana (Berg.) Burret)
Ross S and Grasso R
Fruit, Vegetable and Cereal Science and Biotechnology, 4(1), 83-87 (2010)
Phloroglucinol enhances growth and rate of axillary shoot proliferation in potato shoot tip cultures in vitro
Sarkar D and Naik P S
Plant Cell, Tissue and Organ Culture, 60(2), 139-149 (2000)
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)
Inder Pal Singh et al.
Expert opinion on therapeutic patents, 19(6), 847-866 (2009-05-29)
Phloroglucinol compounds, both synthetic as well as natural, have shown a vast array of biological activities. There are a wide range of applications of phloroglucinol compounds in pharmaceuticals, cosmetics, textiles, paints and dyeing industries. Although many of the phloroglucinols have
Hua Zhang et al.
Organic & biomolecular chemistry, 10(48), 9671-9676 (2012-11-14)
An intertidal sample of the Australian marine brown alga, Zonaria spiralis, exhibited promising kinase inhibitory and antibacterial activity. Chemical analysis returned six phloroglucinol-derived lipids, the new hemiketal spiralisones A-D (1-4) and the known chromones 5-6, and the known norsesquiterpenoid apo-9'-fucoxanthinone
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