U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H6O3
Molecular Weight 126.11
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYROGALLOL

SMILES

OC1=CC=CC(O)=C1O

InChI

InChIKey=WQGWDDDVZFFDIG-UHFFFAOYSA-N
InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H

HIDE SMILES / InChI

Approval Year

Doses

Doses

DosePopulationAdverse events​
10 % 1 times / day multiple, topical
Dose: 10 %, 1 times / day
Route: topical
Route: multiple
Dose: 10 %, 1 times / day
Sources:
unhealthy, 77 years
n = 1
Health Status: unhealthy
Condition: Psoriasis
Age Group: 77 years
Sex: M
Population Size: 1
Sources:
Disc. AE: Squamous cell carcinoma...
AEs leading to
discontinuation/dose reduction:
Squamous cell carcinoma
Sources:
10 g single, topical
Dose: 10 g
Route: topical
Route: single
Dose: 10 g
Sources:
unknown
n = 1
Other AEs: Adverse event...
AEs

AEs

AESignificanceDosePopulation
Squamous cell carcinoma Disc. AE
10 % 1 times / day multiple, topical
Dose: 10 %, 1 times / day
Route: topical
Route: multiple
Dose: 10 %, 1 times / day
Sources:
unhealthy, 77 years
n = 1
Health Status: unhealthy
Condition: Psoriasis
Age Group: 77 years
Sex: M
Population Size: 1
Sources:
Adverse event grade 5
10 g single, topical
Dose: 10 g
Route: topical
Route: single
Dose: 10 g
Sources:
unknown
n = 1
PubMed

PubMed

TitleDatePubMed
Asaricin, the main component of Ocotea opifera Mart. essential oil.
2001
Measurement of dissolved oxygen based on enhanced cerium(IV) chemiluminescence.
2001 Jan
Reversal of pyrogallol-induced delay in gastric emptying in rats by ginger (Zingiber officinale).
2001 Nov
Hydrogen-bonded molecular capsules are stable in polar media.
2001 Nov 21
Physiological activity of some aminophosphonates.
2001 Nov-Dec
Blood copper concentrations and cuproenzyme activities in a colony of cats.
2002
Catechol- and pyrogallol-type flavonoids. Analysis of tea catechins in plasma.
2002
Superoxide dismutase activities of spermatozoa and seminal plasma are not correlated with male infertility.
2002
Superoxide dismutase kinetics.
2002
Ab initio study of the mechanism of singlet-dioxygen addition to hydroxyaromatic compounds: negative evidence for the involvement of peroxa and endoperoxide intermediates.
2002 Aug
Adsorption and detection of some phenolic compounds by rice husk ash of Kenyan origin.
2002 Dec
Contractile responses to reactive oxygen species in the canine basilar artery in vitro: selective inhibitory effect of MCI-186, a new hydroxyl radical scavenger.
2002 Dec
Detection of low-molecular-weight proteins in urine by dipsticks.
2002 Dec
O2(-)-mediated impairment of coronary arterial relaxation is prevented by overnight treatment with 1 nM beta-estradiol.
2002 Dec
The contribution of the pyrogallol moiety to the superoxide radical scavenging activity of flavonoids.
2002 Jan
Degradation of water-insoluble dyes by microperoxidase-11, an effective and stable peroxidative catalyst in hydrophilic organic media.
2002 Jan-Feb
Identification of pyrogallol as an antiproliferative compound present in extracts from the medicinal plant Emblica officinalis: effects on in vitro cell growth of human tumor cell lines.
2002 Jul
Chemical stress-responsive genes from the lignin-degrading fungus Phanerochaete chrysosporium exposed to dibenzo-p-dioxin.
2002 Jul 2
Engineering the proximal heme cavity of catalase-peroxidase.
2002 Jul 25
Aroma biosynthesis in strawberry: s-adenosylmethionine:furaneol o-methyltransferase activity in ripening fruits.
2002 Jul 3
Effect of drying method on the volatiles in bay leaf (Laurus nobilis L.).
2002 Jul 31
Kinetic-spectrophotometric determination of palladium in hydrogenation catalyst by its catalytic effect on the oxidation of pyrogallol red by hydrogen peroxide.
2002 Jun
Structural requirements of flavonoids and related compounds for aldose reductase inhibitory activity.
2002 Jun
Antioxidant activity of dodecyl gallate.
2002 Jun 5
Evaluation of antioxidant properties of root bark of Hemidesmus indicus R. Br. (Anantmul).
2002 Mar
Hyperglycemia increases endothelial superoxide that impairs smooth muscle cell Na+-K+-ATPase activity.
2002 Mar
Selective detection of o-diphenols on copper-plated screen-printed electrodes.
2002 Mar 1
Diphenol activation of the monophenolase and diphenolase activities of field bean (Dolichos lablab) polyphenol oxidase.
2002 Mar 13
A reassessment of the peroxynitrite scavenging activity of uric acid.
2002 May
Isolation from a shea cake digester of a tannin-degrading Streptococcus gallolyticus strain that decarboxylates protocatechuic and hydroxycinnamic acids, and emendation of the species.
2002 May
The effect of oxidative stress on endothelium-dependent and nitric oxide donor-induced relaxation: implications for nitrate tolerance.
2002 May
Production of interleukin-6 by skeletal myotubes: role of reactive oxygen species.
2002 May
Deoxygenation of polyhydroxybenzenes: an alternative strategy for the benzene-free synthesis of aromatic chemicals.
2002 May 29
Flow-injection spectrophotometric determination of periodate and iodate by their reaction with pyrogallol red in acidic media.
2002 Nov
Screening of ubiquitous plant constituents for COX-2 inhibition with a scintillation proximity based assay.
2002 Nov
Purification and characterization of an extracellular laccase from the edible mushroom Lentinula edodes, and decolorization of chemically different dyes.
2002 Nov
Purification and characterization of soluble peroxidase from oil palm (Elaeis guineensis Jacq) leaf.
2002 Nov
The preparation and characterization of an antimicrobial polypeptide from the loach, Misgurnus anguillicaudatus.
2002 Nov
[The determination of total concentration and activity of antioxidants in foodstuffs].
2002 Nov-Dec
Pyrogallol-induced hepatotoxicity in rats: a model to evaluate antioxidant hepatoprotective agents.
2002 Oct
Structural requirements of flavonoids for inhibition of antigen-Induced degranulation, TNF-alpha and IL-4 production from RBL-2H3 cells.
2002 Oct
Activity-guided fractionation of green tea extract with antiproliferative activity against human stomach cancer cells.
2002 Sep
Replacement of active-site cysteine-436 by serine converts cytochrome P450 2B4 into an NADPH oxidase with negligible monooxygenase activity.
2002 Sep 20
High glucose impairs superoxide production from isolated blood neutrophils.
2003 Apr
Ketamine and midazolam differentially inhibit nonadrenergic noncholinergic lower esophageal sphincter relaxation in rabbits: role of superoxide anion and nitric oxide synthase.
2003 Feb
Roles of human liver cytochrome P450 3A4 and 1A2 enzymes in the oxidation of myristicin.
2003 Feb 3
Method for analysis of tannic acid and its metabolites in biological samples: application to tannic acid metabolism in the rat.
2003 Jan 1
Antioxidant activity and characterization of volatile constituents of Taheebo (Tabebuia impetiginosa Martius ex DC).
2003 Jan 1
Oxidative stress, NO* and smooth muscle cell extracellular superoxide dismutase expression.
2003 Jan 2
Metabolic activation of 3-hydroxyanisole by isolated rat hepatocytes.
2003 Jan 6
Patents
Name Type Language
PYROGALLOL
HSDB   INCI   MART.   MI   VANDF   WHO-DD  
INCI  
Official Name English
PYROGALLOL [MI]
Common Name English
PYROGALLOL [MART.]
Common Name English
PYROGALLOL [HSDB]
Common Name English
PYROGALLOL [INCI]
Common Name English
PYROGALLOL [VANDF]
Common Name English
PYROGALLIC ACID
Common Name English
Pyrogallol [WHO-DD]
Common Name English
1,2,3-TRIHYDROXYBENZENE
Systematic Name English
NSC-5035
Code English
Code System Code Type Description
NCI_THESAURUS
C80909
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
CAS
87-66-1
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
SMS_ID
100000078934
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
MESH
D011748
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-762-9
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
FDA UNII
01Y4A2QXY0
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
CHEBI
16164
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
MERCK INDEX
m9382
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Pyrogallol
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID6025983
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
CONCEPT Industrial Aid
PUBCHEM
1057
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL307145
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
RXCUI
9022
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY RxNorm
EVMPD
SUB15064MIG
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
NSC
5035
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY
HSDB
794
Created by admin on Fri Dec 15 15:18:45 GMT 2023 , Edited by admin on Fri Dec 15 15:18:45 GMT 2023
PRIMARY