173401

Sigma-Aldrich

1,2,4-Benzenetriol

ReagentPlus®, 99%

Synonym(s):
Hydroxyhydroquinone
Linear Formula:
C6H3(OH)3
CAS Number:
Molecular Weight:
126.11
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23
Pricing and availability is not currently available.

product line

ReagentPlus®

Quality Level

assay

99%

mp

140 °C (subl.) (lit.)

SMILES string

Oc1ccc(O)c(O)c1

InChI

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

InChI key

GGNQRNBDZQJCCN-UHFFFAOYSA-N

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Related Categories

General description

1,2,4-Benzenetriol is also known as hydroxyhydroquinone. It is an intermediary metabolite of benzene that is present in roasted coffee beans. It is mutagenic and it causes cleaving of DNA single strands by the generation of reactive oxygen species.

Packaging

1, 5 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 173401.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Generation of hydrogen peroxide from hydroxyhydroquinone and its inhibition by superoxide dismutase
Hiramoto K, et al.
Journal of Oleo Science, 50(1), 21-28 (2001)
DNA breakage induced by 1, 2, 4-benzenetriol: relative contributions of oxygen-derived active species and transition metal ions
Li AS, et al.
Free Radical Biology & Medicine, 30(9), 943-956 (2001)
Zbigniew Srokol et al.
Carbohydrate research, 339(10), 1717-1726 (2004-06-29)
During the hydrothermal upgrading of biomass, hydrolysis to glucose is an important step. To elucidate some of the reaction pathways that follow this initial hydrolysis, the hydrothermal treatment (340 degrees C, 27.5 MPa, 25-204 s) of dilute (50 mM) solutions...
Ryuji Ochiai et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 32(11), 969-974 (2009-08-29)
Recent studies suggest that chlorogenic acids, which are the main components of the polyphenol class in coffee, decrease blood pressure, and that hydroxyhydroquinone (HHQ), which is generated by roasting coffee beans, inhibits the antihypertensive effect of chlorogenic acids in brewed...
Atsushi Suzuki et al.
American journal of hypertension, 20(5), 508-513 (2007-05-09)
Ferulic acid (FA), a phytochemical constituent, has antihypertensive effects, but a detailed understanding of its effects on vascular function remains unclear. The vasoreactivity of FA was assessed using aortic rings isolated from normotensive Wistar Kyoto (WKY) and spontaneously hypertensive rats...

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