Details of the Drug

General Information of Drug (ID: DM1QSM3)

• Drug Name: PHENOL
• Synonyms: carbolic acid; 108-95-2; Hydroxybenzene; Phenic acid; Oxybenzene; Phenylic acid; Benzenol; Phenyl hydrate; Monophenol; Phenyl hydroxide; Phenylic alcohol; PhOH; Monohydroxybenzene; Phenole; Paoscle; Phenyl alcohol; Phenol alcohol; Izal; Phenol, liquefied; Acide carbolique; Fenolo; Phenosmolin; Fenosmoline; Fenosmolin; Carbolsaure; Fenol; Liquid phenol; Carbolic oil; Phenol, pure; Phenol homopolymer; Phenole [German]; Fenolo [Italian]; Benzene, hydroxy-; Rcra waste number U188; Campho-Phenique Gel; Phenic; Carbolsaure [German]
• Drug Type: Small molecular drug
• #Ro5 Violations (Lipinski): 0:
  Molecular Weight (mw); 94.11
  Logarithm of the Partition Coefficient (xlogp); 1.5
  Rotatable Bond Count (rotbonds); 0
  Hydrogen Bond Donor Count (hbonddonor); 1
  Hydrogen Bond Acceptor Count (hbondacc); 1
• Chemical Identifiers:
  Formula: C6H6O
  IUPAC Name: phenol
  Canonical SMILES: C1=CC=C(C=C1)O
  InChI: InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H
  InChIKey: ISWSIDIOOBJBQZ-UHFFFAOYSA-N
• Cross-matching ID:
  PubChem CID: 996
  ChEBI ID: CHEBI:15882
  CAS Number: 108-95-2
  DrugBank ID: DB03255
  TTD ID: D0L6HN
  INTEDE ID: DR1276

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 I (CA-I)	TTHQPL7	CAH1_HUMAN	Inhibitor	[1]
Carbonic anhydrase II (CA-II)	TTANPDJ	CAH2_HUMAN	Inhibitor	[1]
Carbonic anhydrase IV (CA-IV)	TTZHA0O	CAH4_HUMAN	Inhibitor	[1]
Carbonic anhydrase IX (CA-IX)	TT2LVK8	CAH9_HUMAN	Inhibitor	[1]
Carbonic anhydrase XII (CA-XII)	TTSYM0R	CAH12_HUMAN	Inhibitor	[1]
Carbonic anhydrase XIV (CA-XIV)	TTEYTKG	CAH14_HUMAN	Inhibitor	[1]

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 2E1 (CYP2E1)	DEVDYN7	CP2E1_HUMAN	Substrate	[2]
UDP-glucuronosyltransferase 1A1 (UGT1A1)	DEYGVN4	UD11_HUMAN	Substrate	[3]
Cytochrome P450 2F1 (CYP2F1)	DED5AT3	CP2F1_HUMAN	Substrate	[4]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Acyl-coenzyme A thioesterase 2, mitochondrial (ACOT2)	OTAKUO27	ACOT2_HUMAN	Gene/Protein Processing	[5]
Albumin (ALB)	OTVMM513	ALBU_HUMAN	Protein Interaction/Cellular Processes	[6]
Aldo-keto reductase family 1 member B10 (AKR1B10)	OTOA4HTH	AK1BA_HUMAN	Gene/Protein Processing	[7]
Alkaline phosphatase, tissue-nonspecific isozyme (ALPL)	OTG7J4BP	PPBT_HUMAN	Gene/Protein Processing	[8]
Alpha-1,6-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferase (MGAT2)	OTKXMSM7	MGAT2_HUMAN	Gene/Protein Processing	[5]
Alpha-fetoprotein (AFP)	OT9GG3ZI	FETA_HUMAN	Gene/Protein Processing	[9]
ATP-dependent RNA helicase DDX3X (DDX3X)	OTDO4TRX	DDX3X_HUMAN	Gene/Protein Processing	[5]
Bladder cancer-associated protein (BLCAP)	OTGJVU0C	BLCAP_HUMAN	Gene/Protein Processing	[5]
BMP and activin membrane-bound inhibitor homolog (BAMBI)	OTCEJ8W5	BAMBI_HUMAN	Gene/Protein Processing	[5]
C-C motif chemokine 2 (CCL2)	OTAD2HEL	CCL2_HUMAN	Gene/Protein Processing	[10]

Molecular Expression Atlas of This Drug

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 I (CA-I)	DTT	CA1	5.23E-14	-0.11	-0.41
Carbonic anhydrase XIV (CA-XIV)	DTT	CA14	5.79E-07	-0.09	-0.16
Carbonic anhydrase II (CA-II)	DTT	CA2	7.95E-08	0.52	0.33
Carbonic anhydrase IX (CA-IX)	DTT	CA9	1.12E-10	-0.03	-0.09
UDP-glucuronosyltransferase 1A1 (UGT1A1)	DME	UGT1A1	6.74E-01	-1.44E-02	-7.35E-02
Cytochrome P450 2E1 (CYP2E1)	DME	CYP2E1	1.91E-13	6.46E-02	3.30E-01
Cytochrome P450 2F1 (CYP2F1)	DME	CYP2F1	5.39E-08	-8.81E-02	-3.95E-01

References

• [1] Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV. Bioorg Med Chem Lett. 2010 Sep 1;20(17):5050-3.
• [2] Summary of information on human CYP enzymes: human P450 metabolism data. Drug Metab Rev. 2002 Feb-May;34(1-2):83-448.
• [3] Identification of aspartic acid and histidine residues mediating the reaction mechanism and the substrate specificity of the human UDP-glucuronosyltransferases 1A. J Biol Chem. 2007 Dec 14;282(50):36514-24.
• [4] Cytochrome P450 isozymes involved in the metabolism of phenol, a benzene metabolite. Toxicol Lett. 2001 Dec 15;125(1-3):117-23.
• [5] Classification of heavy-metal toxicity by human DNA microarray analysis. Environ Sci Technol. 2007 May 15;41(10):3769-74.
• [6] Binding of alkyl- and alkoxy-substituted simple phenolic compounds to human serum proteins. Res Commun Mol Pathol Pharmacol. 2000;107(1-2):167-73.
• [7] Oxidative stress mechanisms do not discriminate between genotoxic and nongenotoxic liver carcinogens. Chem Res Toxicol. 2015 Aug 17;28(8):1636-46.
• [8] Sensitivity of human dental pulp cells to eighteen chemical agents used for endodontic treatments in dentistry. Odontology. 2013 Jan;101(1):43-51.
• [9] Carcinoembryonic antigen, alpha-fetoprotein, and prostate-specific antigen in the sera of industrial workers exposed to phenol, formaldehyde, urea, and mixed vapors. Inhal Toxicol. 2006 Dec;18(13):1041-6. doi: 10.1080/08958370600904603.
• [10] Vanin-1: a potential biomarker for nephrotoxicant-induced renal injury. Toxicology. 2011 Nov 28;290(1):82-8. doi: 10.1016/j.tox.2011.08.019. Epub 2011 Sep 3.