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Merck
CN

P0381

Pyrogallol

≥98% (HPLC)

Synonym(s):

1,2,3-Trihydroxybenzene, 2,3-Dihydroxyphenol, Pyrogallic acid

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About This Item

Linear Formula:
C6H3(OH)3
CAS Number:
87-66-1
Molecular Weight:
126.11
UNSPSC Code:
12191503
NACRES:
NA.21
PubChem Substance ID:
24898098
EC Number:
201-762-9
Beilstein/REAXYS Number:
907431
MDL number:
MFCD00002192
Assay:
≥98% (HPLC)
Grade:
HPLC grade
Technique(s):
HPLC: suitable
Bp:
309 °C (lit.)
Vapor pressure:
10 mmHg ( 167.7 °C)

Key Documents

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grade

HPLC grade

Quality Level

100

vapor density

4.4 (vs air)

vapor pressure

10 mmHg ( 167.7 °C)

assay

≥98% (HPLC)

form

powder

technique(s)

HPLC: suitable

pH

5.8 (10 g/L)

bp

309 °C (lit.)

mp

133-134 °C (lit.)

solubility

ethanol: 50 mg/mL, clear, colorless

application(s)

cell analysis

SMILES string

Oc1cccc(O)c1O

InChI

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

InChI key

WQGWDDDVZFFDIG-UHFFFAOYSA-N

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General description

Pyrogallol is a polyphenol and allelochemical, found on Microcystis aeruginosa and Emblica officinalis.

Application

Pyrogallol has been used:
  • in the superoxide dismutase (SOD) assay
  • to induce modification in mitochondrial DNA and to characterize the same
  • as a standard to confirm the presence of pyrogallol in butanol fraction of white rose petal extract

Biochem/physiol Actions

Pyrogallol induces superoxide anion (O2-) generation and in the presence of metal ions, it stimulates oxidative damage to DNA and lipids.

Analysis Note

May contain black specks.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Muta. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP4981
BCCM8634
BCCM5308
BCCL8742
BCCK1535

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Mitochondrial DNA acquires immunogenicity on exposure to nitrosative stress in patients with vitiligo
Al-Shobaili HA and Rasheed Z
Human immunology, 75(10), 1053-1061 (2014)
Caspase inhibitor decreases apoptosis in pyrogallol-treated lung cancer Calu-6 cells via the prevention of GSH depletion
Han YH, et al.
International Journal of Oncology, 33(5), 1099-1105 (2008)
Effect of oxaliplatin combined with polyenephosphatidylcholine on the proliferation of human gastric cancer SGC-7901 cells
Jiang T, et al.
Oncology Letters, 12(6), 4538-4546 (2016)
Neuroprotective effects of a butanol fraction of Rosa hybrida petals in a middle cerebral artery occlusion model
Yang G, et al.
Biomolecules & Therapeutics, 21(6), 454-454 (2013)
Pyrogallol induces G2-M arrest in human lung cancer cells and inhibits tumor growth in an animal model
Yang CJ, et al.
Lung Cancer, 66(2), 162-168 (2009)
View All Related Papers

Global Trade Item Number

SKUGTIN
P0381-25G04061834291169
P0381-250G04061834291152
P0381-100G04061835326976
P0381-500G04061835326983

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