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Details

Stereochemistry ACHIRAL
Molecular Formula C6H6O2
Molecular Weight 110.1106
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Pyrocatechol

SMILES

OC1=C(O)C=CC=C1

InChI

InChIKey=YCIMNLLNPGFGHC-UHFFFAOYSA-N
InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H

HIDE SMILES / InChI
Molecular Formula C6H6O2
Molecular Weight 110.1106
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Models for extradiol cleaving catechol dioxygenases: syntheses, structures, and reactivities of iron(II)-monoanionic catecholate complexes.
2001-06-18
Thermodynamics, kinetics, and mechanism of the reversible formation of oxorhenium(VII) catecholate complexes.
2001-06-04
Development of rotating electrochemical detectors for capillary electrophoresis.
2001-06-01
Catecholamine complexes of ruthenium-edta and their redox chemistry.
2001-06
Oxidative metabolism of the soy isoflavones daidzein and genistein in humans in vitro and in vivo.
2001-06
Synthesis and reactivity of the catechol metabolites from the equine estrogen, 8,9-dehydroestrone.
2001-06
A new sensitive and selective spectrophotometric method for the determination of catechol derivatives and its pharmaceutical preparations.
2001-06
Analysis of potential biomarkers of estrogen-initiated cancer in the urine of Syrian golden hamsters treated with 4-hydroxyestradiol.
2001-06
Role of iron in estrogen-induced cancer.
2001-06
Crystallization and preliminary crystallographic characterization of catechol-O-methyltransferase in complex with its cosubstrate and an inhibitor.
2001-06
Keratinocyte growth factor is up-regulated by estrogen in the porcine uterine endometrium and functions in trophectoderm cell proliferation and differentiation.
2001-06
Synthesis and S(N)Ar reactions of new dioxins and predioxins.
2001-05-25
Design, synthesis, and biological evaluation of analogues of the antitumor agent, 2-(4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy)propionic acid (XK469).
2001-05-24
Peroxinectin, a cell adhesive protein associated with the proPO system from the black tiger shrimp, Penaeus monodon.
2001-05-18
Molecular cloning and functional characterization of a unique multipotent polyphenol oxidase from Marinomonas mediterranea.
2001-05-05
A catechol antioxidant protocatechuic acid potentiates inflammatory leukocyte-derived oxidative stress in mouse skin via a tyrosinase bioactivation pathway.
2001-05-01
Isolation and characterization of a veratrol:corrinoid protein methyl transferase from Acetobacterium dehalogenans.
2001-05
Urinary excretion pattern of catecholestrogens in preovulatory LH surge during the 4-day estrous cycle of rats.
2001-05
Enzymes of a new modified ortho-pathway utilizing 2-chlorophenol in Rhodococcus opacus 1CP.
2001-05
Metabolism of equilenin in MCF-7 and MDA-MB-231 human breast cancer cells.
2001-05
In vitro generation of peroxynitrite by 2- and 4-hydroxyestrogens in the presence of nitric oxide.
2001-05
Chromium(VI) reduction by catechol(amine)s results in DNA cleavage in vitro: relevance to chromium genotoxicity.
2001-05
Prophenoloxidase as a reporter of gene expression in Drosophila.
2001-05
Mediatorless biosensor for H(2)O(2) based on recombinant forms of horseradish peroxidase directly adsorbed on polycrystalline gold.
2001-05
Algal growth inhibition effects and inducement modes by plant-producing phenols.
2001-05
Molecular mechanism for agonist-promoted alpha(2A)-adrenoceptor activation by norepinephrine and epinephrine.
2001-05
The effect of hydrogen bonding on diffusion across model membranes: consideration of the number of H-bonding groups.
2001-05
Structural and functional consequences of inactivation of human glutathione S-transferase P1-1 mediated by the catechol metabolite of equine estrogens, 4-hydroxyequilenin.
2001-04-17
Structural correlation of catecholase-like activities of oxy-bridged dinuclear copper(II) complexes.
2001-04
High metabolization of catecholestrogens by type 1 estrogen sulfotransferase (hEST1).
2001-04
Catechol derivatives of aminopyrazine and cell protection against UVB-induced mortality.
2001-04
Roles of lactate and catecholamines in the energetics of brief locomotion in an ectothermic vertebrate.
2001-04
Production of 3-nitrocatechol by oxygenase-containing bacteria: optimization of the nitrobenzene biotransformation by Nocardia S3.
2001-04
Hydroxylations and methylations of quercetin, fisetin, and catechin by Streptomyces griseus.
2001-04
Partial purification, characterization, and histochemical localization of fully latent desert truffle (Terfezia claveryi Chatin) polyphenol oxidase.
2001-04
An approach to metal-assisted DNA base pairing: novel beta-C-nucleosides with a 2-aminophenol or a catechol as the nucleobase.
2001-04
A solvolytic C-C cleavage reaction of 6-acetoxycyclohexa-2,4-dienones: mechanistic implications for the intradiol catechol dioxygenases.
2001-03-23
Pyrocatechol violet in pharmaceutical analysis. Part I. A spectrophotometric method for the determination of some beta-lactam antibiotics in pure and in pharmaceutical dosage forms.
2001-03
Effects of androgens and estrogens and catechol and methoxy-estrogen derivatives on mitogen-activated protein kinase (ERK(1,2)) activity in SW-13 human adrenal carcinoma cells.
2001-03
Interruption of the MnO2 oxidative process on dopamine and L-dopa by the action of S2O3(2-).
2001-03
Partial purification and characterization of polyphenol oxidase from banana (Musa sapientum L.) peel.
2001-03
Case-control study of ovarian cancer and polymorphisms in genes involved in catecholestrogen formation and metabolism.
2001-03
Influence of iron on growth, production of siderophore compounds, membrane proteins, and lipase activity in Acinetobacter calcoaceticus BD 413.
2001-03
Estrogenic activity of estradiol and its metabolites in the ER-CALUX assay with human T47D breast cells.
2001-02
Acute toxicity of (chloro-)catechols and (chloro-)catechol-copper combinations in Escherichia coli corresponds to their membrane toxicity in vitro.
2001-02
A transgenic apple callus showing reduced polyphenol oxidase activity and lower browning potential.
2001-02
Three different stable human breast adenocarcinoma sublines that overexpress ALDH3A1 and certain other enzymes, apparently as a consequence of constitutively upregulated gene transcription mediated by transactivated EpREs (electrophile responsive elements) present in the 5'-upstream regions of these genes.
2001-01-30
Aromatic hydrocarbon degradation patterns and catechol 2,3-dioxygenase genes in microbial cultures from deep anoxic hypersaline lakes in the eastern Mediterranean sea.
2001
Inhibition of potato polyphenol oxidase by anions and activity in various carboxylate buffers (pH 4.8) at constant ionic strength.
2001
[Metabolic effect of tobacco smoke and "switching" the estrogen effect: mechanism of increased genotoxicity].
2001
Patents

Patents

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1
JP2001069973A
1
JP2001329015A
1
JP2002268211A
1
JP2002533428A
1
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1
JP2003137950A
1
JP2003327900A
1
JP2003338679A
1
JP2003342229A
1
JP2003528353A
1
JP2004026706A
1
JP2004059677A
1
JP2004123748A
1
JP2004244683A
1
JP2005220205A
1
JP2006249378A
2
JP2007111940A
1
JP2007197573A
1
JP2007508415A
1
JP2007525581A
1
JP2007532665A
3
JP2007535591A
1
JP2008127286A
1
JP2009127024A
1
JP2009269984A
1
JP2010513057A
2
JP2011021010A
1
JP2011505817A
2
JP4147483B2
1
JP4370072B2
48
JP4683842B2
7
JPH01265158A
1
JPH01308218A
1
JPH02202878A
1
JPH02249643A
1
JPH02308798A
1
JPH03174448A
1
JPH0353165A
1
JPH0364379A
1
JPH04108827A
1
JPH041115A
1
JPH04164017A
1
JPH04311328A
1
JPH0441474A
1
JPH05140027A
2
JPH05149938A
1
JPH05178883A
1
JPH05263088A
1
JPH05273757A
1
JPH05321017A
1
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:26:24 GMT 2025
Edited
by admin
on Mon Mar 31 21:26:24 GMT 2025
Record UNII
LF3AJ089DQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Pyrocatechol
INCI   MI  
INCI  
Official Name English
CATECHOL
HSDB   VANDF  
Preferred Name English
CATECHOL [VANDF]
Common Name English
CATECHOL [HSDB]
Common Name English
C.I.-76500
Code English
O-HYDROXYPHENOL
Systematic Name English
O-DIHYDROXYBENZENE
Common Name English
PHTHALHYDROQUINONE
Common Name English
NSC-1573
Code English
O-HYDROQUINONE
Common Name English
1,2-BENZENEDIOL
Systematic Name English
O-DIOXYBENZENE
Common Name English
C.I. OXIDATION BASE 26
Common Name English
CATECHOL [IARC]
Common Name English
PYROCATECHIN
Common Name English
1,2-DIHYDROXYBENZENE
Systematic Name English
PYROCATECHOL [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C45494
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
LOINC 75091-9
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
LOINC 75070-3
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID3020257
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
NSC
1573
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
EVMPD
SUB32773
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
CHEBI
18135
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
NCI_THESAURUS
C28138
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY NCIT
WIKIPEDIA
CATECHOL
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
HSDB
1436
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
MERCK INDEX
m9381
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY Merck Index
SMS_ID
100000126001
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
ECHA (EC/EINECS)
204-427-5
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
FDA UNII
LF3AJ089DQ
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
CAS
120-80-9
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
DRUG BANK
DB02232
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
MESH
C034221
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
PUBCHEM
289
Created by admin on Mon Mar 31 21:26:24 GMT 2025 , Edited by admin on Mon Mar 31 21:26:24 GMT 2025
PRIMARY
Related Record Type Details
Structure of 1,3-DI-O-TOLYLGUANIDINE DIPYROCATECHOL BORATE
SALT/SOLVATE -> PARENT
NIH
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