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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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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)
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 compounds of natural origin.
Inder Pal Singh et al.
Natural product reports, 23(4), 558-591 (2006-07-29)
Inder Pal Singh et al.
Natural product reports, 27(3), 393-416 (2010-02-25)
This review covers the synthetic aspects of various naturally occurring phloroglucinols, describing syntheses of 42 compounds and citing 137 references.
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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