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About This Item
Linear Formula:
C6H3(OH)3
CAS Number:
Molecular Weight:
126.11
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
208-575-1
MDL number:
InChI key
GGNQRNBDZQJCCN-UHFFFAOYSA-N
InChI
1S/C6H6O3/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H
SMILES string
Oc1ccc(O)c(O)c1
product line
ReagentPlus®
assay
99%
form
solid
mp
140 °C (subl.) (lit.)
Quality Level
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.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
Karolina Nordin et al.
Applied and environmental microbiology, 71(11), 6538-6544 (2005-11-05)
Arthrobacter chlorophenolicus A6, a previously described 4-chlorophenol-degrading strain, was found to degrade 4-chlorophenol via hydroxyquinol, which is a novel route for aerobic microbial degradation of this compound. In addition, 10 open reading frames exhibiting sequence similarity to genes encoding enzymes
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
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
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