Details of the Drug

General Information of Drug (ID: DMW9CH2)

• Drug Name: Tetramethylbutylphenol
• Synonyms: P-T-Octylphenol; Phenol, p-(tert-octyl)-; p-Octylphenol (VAN); p-Terc.oktylfenol; p-terc.Oktylfenol [Czech]; p-tert-Octylphenol; para-tert-Octylphenol; 4-(1,1,3,3-Tetramethylbutyl)phenol; tert-Octylphenol, flaked; 140-66-9; 4-(1,1,3,3-TETRAMETHYLBUTYL)PHENOL; 4-(2,4,4-trimethylpentan-2-yl)phenol; 4-(TERT-OCTYL)PHENOL; 4-t-Octylphenol; 4-tert-Octylphenol; BRN 0513992; EINECS 205-426-2; HSDB 5411; NSC 5427; Phenol, 4-(1,1,3,3-tetramethylbutyl)-; Phenol, p-(1,1,3,3-tetramethylbutyl)-; IOY9FVU3J3; UNII-IOY9FVU3J3; p-(1,1,3,3-Tetramethylbutyl)phenol
• #Ro5 Violations (Lipinski): 0:
  Molecular Weight (mw); 206.32
  Logarithm of the Partition Coefficient (xlogp); 5
  Rotatable Bond Count (rotbonds); 3
  Hydrogen Bond Donor Count (hbonddonor); 1
  Hydrogen Bond Acceptor Count (hbondacc); 1
• Chemical Identifiers:
  Formula: C14H22O
  IUPAC Name: 4-(2,4,4-trimethylpentan-2-yl)phenol
  Canonical SMILES: CC(C)(C)CC(C)(C)C1=CC=C(C=C1)O
  InChI: InChI=1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3
  InChIKey: ISAVYTVYFVQUDY-UHFFFAOYSA-N
• Cross-matching ID:
  PubChem CID: 8814
  ChEBI ID: CHEMBL259327
  CAS Number: 140-66-9
  INTEDE ID: DR1983
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• Drug ADMET Endpoint Profile (DAE)NEW: Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Sulfotransferase 2A1 (SULT2A1) Main DME	DE0P6LK	ST2A1_HUMAN	Substrate	[1]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Cadherin-1 (CDH1)	OTFJMXPM	CADH1_HUMAN	Gene/Protein Processing	[2]
Cadherin-2 (CDH2)	OTH0Y56P	CADH2_HUMAN	Gene/Protein Processing	[2]
Cyclin-dependent kinase inhibitor 1 (CDKN1A)	OTQWHCZE	CDN1A_HUMAN	Gene/Protein Processing	[3]
Cyclin-dependent kinase inhibitor 1B (CDKN1B)	OTNY5LLZ	CDN1B_HUMAN	Post-Translational Modifications	[4]
Cytochrome P450 2C19 (CYP2C19)	OTFMJYYE	CP2CJ_HUMAN	Drug Response	[5]
Histone H2AX (H2AX)	OT18UX57	H2AX_HUMAN	Post-Translational Modifications	[4]
Mitogen-activated protein kinase 1 (MAPK1)	OTH85PI5	MK01_HUMAN	Post-Translational Modifications	[6]
Mitogen-activated protein kinase 3 (MAPK3)	OTCYKGKO	MK03_HUMAN	Post-Translational Modifications	[6]
Nuclear receptor subfamily 1 group I member 3 (NR1I3)	OTS3SGH7	NR1I3_HUMAN	Gene/Protein Processing	[7]
Protein GREB1 (GREB1)	OTU6ZA26	GREB1_HUMAN	Gene/Protein Processing	[8]

References

• [1] Sulfation of environmental estrogens by cytosolic human sulfotransferases. Drug Metab Pharmacokinet. 2002;17(3):221-8.
• [2] Effect of benzophenone-1 and octylphenol on the regulation of epithelial-mesenchymal transition via an estrogen receptor-dependent pathway in estrogen receptor expressing ovarian cancer cells. Food Chem Toxicol. 2016 Jul;93:58-65. doi: 10.1016/j.fct.2016.04.026. Epub 2016 May 1.
• [3] Progression of breast cancer cells was enhanced by endocrine-disrupting chemicals, triclosan and octylphenol, via an estrogen receptor-dependent signaling pathway in cellular and mouse xenograft models. Chem Res Toxicol. 2014 May 19;27(5):834-42. doi: 10.1021/tx5000156. Epub 2014 Apr 8.
• [4] Oncogenic Potential of Bisphenol A and Common Environmental Contaminants in Human Mammary Epithelial Cells. Int J Mol Sci. 2020 May 25;21(10):3735. doi: 10.3390/ijms21103735.
• [5] Interactions between urinary 4-tert-octylphenol levels and metabolism enzyme gene variants on idiopathic male infertility. PLoS One. 2013;8(3):e59398. doi: 10.1371/journal.pone.0059398. Epub 2013 Mar 15.
• [6] Effects of Endocrine Disruptor Compounds, Alone or in Combination, on Human Macrophage-Like THP-1 Cell Response. PLoS One. 2015 Jul 2;10(7):e0131428. doi: 10.1371/journal.pone.0131428. eCollection 2015.
• [7] Detection and measurement of the agonistic activities of PCBs and mono-hydroxylated PCBs to the constitutive androstane receptor using a recombinant yeast assay. Toxicol In Vitro. 2015 Oct;29(7):1859-67. doi: 10.1016/j.tiv.2015.07.021. Epub 2015 Jul 29.
• [8] Evaluation of an imaging-based in vitro screening platform for estrogenic activity with OECD reference chemicals. Toxicol In Vitro. 2022 Jun;81:105348. doi: 10.1016/j.tiv.2022.105348. Epub 2022 Mar 18.