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]
• Affected Organisms: Humans and other mammals
• ATC Code:
  C05BB05: PHENOL
  C05BB: Sclerosing agents for local injection
  C05B: ANTIVARICOSE THERAPY
  C05: VASOPROTECTIVES
  C: CARDIOVASCULAR SYSTEM
  D08AE03: PHENOL
  D08AE: Phenol and derivatives
  D08A: ANTISEPTICS AND DISINFECTANTS
  D08: ANTISEPTICS AND DISINFECTANTS
  D: DERMATOLOGICALS
  N01BX03: PHENOL
  N01BX: Other local anesthetics
  N01B: ANESTHETICS, LOCAL
  N01: ANESTHETICS
  N: NERVOUS SYSTEM
  R02AA19: PHENOL
  R02AA: Antiseptics
  R02A: THROAT PREPARATIONS
  R02: THROAT PREPARATIONS
  R: RESPIRATORY SYSTEM
• 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: CHEMBL14060
  CAS Number: 108-95-2
  UNII: 339NCG44TV
  DrugBank ID: DB03255
  TTD ID: D0L6HN
  INTEDE ID: DR1276
• Drug-Molecule Activity Atlas (DMA)NEW: Click to Jump to the Detailed DMA Information of This Drug
• 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 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]
Alpha-1,6-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferase (MGAT2)	OTKXMSM7	MGAT2_HUMAN	Gene/Protein Processing	[5]
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	[8]
Calumenin (CALU)	OTSYQN71	CALU_HUMAN	Gene/Protein Processing	[5]
Carbohydrate sulfotransferase 3 (CHST3)	OTCB1Z47	CHST3_HUMAN	Gene/Protein Processing	[5]

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] 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.