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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:
Molecular Weight:
126.11
Beilstein:
907431
EC Number:
MDL number:
UNSPSC Code:
12191503
PubChem Substance ID:
NACRES:
NA.21
Assay:
≥98% (HPLC)
application(s):
cell analysis
bp:
309 °C (lit.)
vapor pressure:
10 mmHg ( 167.7 °C)
Pricing and availability is not currently available.

vapor density

4.4 (vs air)

Quality Level

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[1] and allelochemical, found on Microcystis aeruginosa[2] and Emblica officinalis.[3]

Application

Pyrogallol has been used:
  • in the superoxide dismutase (SOD) assay[4]
  • to induce modification in mitochondrial DNA and to characterize the same[5]
  • as a standard to confirm the presence of pyrogallol in butanol fraction of white rose petal extract[6]

Biochem/physiol Actions

Pyrogallol induces superoxide anion (O2-) generation[4] and in the presence of metal ions, it stimulates oxidative damage to DNA and lipids.[5]

Quality

May contain black specks.

Pictograms

Health hazardExclamation mark

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

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Certificates of Analysis (COA)

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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)
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)
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)
Allelopathic mechanism of pyrogallol to Microcystis aeruginosa PCC7806 (Cyanobacteria): from views of gene expression and antioxidant system
Shao J, et al.
Chemosphere, 75(7), 924-928 (2009)

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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