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P0381

Sigma-Aldrich

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
Beilstein:
907431
EC Number:
201-762-9
MDL number:
MFCD00002192
UNSPSC Code:
12191503
PubChem Substance ID:
24898098
NACRES:
NA.21

vapor density

4.4 (vs air)

vapor pressure

10 mmHg ( 167.7 °C)

Assay

≥98% (HPLC)

form

powder

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.

Quality

May contain black specks.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

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

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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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)
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)
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)
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)
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