Details of the Drug

General Information of Drug (ID: DML0YEK)

Drug Name
CATECHOL
Synonyms
pyrocatechol; 1,2-dihydroxybenzene; 120-80-9; 1,2-benzenediol; benzene-1,2-diol; pyrocatechin; 2-hydroxyphenol; o-Benzenediol; Pyrocatechine; o-Dihydroxybenzene; Oxyphenic acid; o-Hydroxyphenol; o-Hydroquinone; o-Dioxybenzene; o-Phenylenediol; Phthalhydroquinone; Fouramine PCH; Durafur developer C; Pelagol Grey C; benzenediol; Catechin (phenol); Fourrine 68; Benzene, o-dihydroxy-; Catechol (phenol); o-Diphenol; ortho-Hydroxyphenol; Pyrokatechol; Pyrokatechin; Katechol; ortho-Dihydroxybenzene; C.I. Oxidation Base 26
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 110.11
Logarithm of the Partition Coefficient (xlogp) 0.9
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C6H6O2
IUPAC Name
benzene-1,2-diol
Canonical SMILES
C1=CC=C(C(=C1)O)O
InChI
InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H
InChIKey
YCIMNLLNPGFGHC-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
289
ChEBI ID
CHEMBL280998
CAS Number
120-80-9
UNII
LF3AJ089DQ
DrugBank ID
DB02232
TTD ID
D07QJJ
INTEDE ID
DR2201
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Drug Pharmacogenomic Perturbation (DPP)NEW Click to Jump to the Detailed DPP Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Carbonic anhydrase (CA) TTUNARX NOUNIPROTAC Inhibitor [1]
Carbonic anhydrase II (CA-II) TTANPDJ CAH2_HUMAN Inhibitor [1]
Carbonic anhydrase IV (CA-IV) TTZHA0O CAH4_HUMAN Inhibitor [1]
Carbonic anhydrase XII (CA-XII) TTSYM0R CAH12_HUMAN Inhibitor [1]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Glucansucrase (gtf106B)
Main DME 		DEWRN24 Q5SBN3_LACRE Substrate [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
5-aminolevulinate synthase, erythroid-specific, mitochondrial (ALAS2) OTJXOUCL HEM0_HUMAN Gene/Protein Processing [3]
C-C motif chemokine 2 (CCL2) OTAD2HEL CCL2_HUMAN Gene/Protein Processing [4]
C-C motif chemokine 3 (CCL3) OTW2H3ND CCL3_HUMAN Gene/Protein Processing [4]
C-C motif chemokine 4 (CCL4) OT6B8P25 CCL4_HUMAN Gene/Protein Processing [4]
C-C motif chemokine 5 (CCL5) OTSCA5CK CCL5_HUMAN Gene/Protein Processing [4]
Eotaxin (CCL11) OT3BIFPK CCL11_HUMAN Gene/Protein Processing [4]
Erythroid transcription factor (GATA1) OTX1R7O1 GATA1_HUMAN Gene/Protein Processing [3]
Interleukin-8 (CXCL8) OTS7T5VH IL8_HUMAN Gene/Protein Processing [5]
Sialidase-3 (NEU3) OTQ5PQOW NEUR3_HUMAN Gene/Protein Processing [6]
Transcription factor NF-E2 45 kDa subunit (NFE2) OTLM94BI NFE2_HUMAN Gene/Protein Processing [7]
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Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Carbonic anhydrase IV (CA-IV) DTT CA4 1.58E-77 -2.02 -1.77
Carbonic anhydrase XII (CA-XII) DTT CA12 3.29E-21 1.27 1.02
Carbonic anhydrase II (CA-II) DTT CA2 7.95E-08 0.52 0.33
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids. Bioorg Med Chem. 2010 Mar 15;18(6):2159-2164.
2 Catechol glucosides act as donor/acceptor substrates of glucansucrase enzymes of Lactobacillus reuteri. Appl Microbiol Biotechnol. 2017 Jun;101(11):4495-4505.
3 The role of DNA methylation in catechol-enhanced erythroid differentiation of K562 cells. Toxicol Appl Pharmacol. 2012 Nov 15;265(1):43-50. doi: 10.1016/j.taap.2012.09.018. Epub 2012 Sep 27.
4 Identification of human cell responses to benzene and benzene metabolites. Genomics. 2007 Sep;90(3):324-33.
5 Stimulation of endothelial IL-8 (eIL-8) production and apoptosis by phenolic metabolites of benzene in HL-60 cells and human bone marrow endothelial cells. Chem Biol Interact. 2004 Aug 10;149(1):37-49. doi: 10.1016/j.cbi.2004.06.004.
6 Phenolic metabolites of benzene induced caspase-dependent cytotoxicities to K562 cells accompanied with decrease in cell surface sialic acids. Environ Toxicol. 2014 Dec;29(12):1437-51. doi: 10.1002/tox.21874. Epub 2013 Jun 17.
7 Changes in DNA methylation of erythroid-specific genes in K562 cells exposed to catechol in long term. Toxicol In Vitro. 2017 Sep;43:21-28. doi: 10.1016/j.tiv.2017.05.019. Epub 2017 May 25.