2-Tert-butylphenol

Details

• Internal ID: 4306f2b7-11eb-47a1-b24c-52c8b0476e15
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 2-tert-butylphenol
• SMILES (Canonical): CC(C)(C)C1=CC=CC=C1O
• SMILES (Isomeric): CC(C)(C)C1=CC=CC=C1O
• InChI: InChI=1S/C10H14O/c1-10(2,3)8-6-4-5-7-9(8)11/h4-7,11H,1-3H3
• InChI Key: WJQOZHYUIDYNHM-UHFFFAOYSA-N
• Popularity: 426 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22 g/mol
• Exact Mass: 150.104465066 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 88-18-6
• 2-(tert-butyl)phenol
• 2-t-Butylphenol
• Phenol, 2-(1,1-dimethylethyl)-
• Phenol, o-tert-butyl-
• o-t-Butylphenol
• o-tert-Butylphenol
• TERT-BUTYLPHENOL
• 2-(1,1-Dimethylethyl)phenol
• 2-tert-Butyl-1-hydroxybenzene
• t-Butylphenol
• Phenol, o-(tert-butyl)-
• CCRIS 5825
• 2-tert-Butyl-phenol
• ortho-tert-butylphenol
• 27178-34-3
• Phenol, (1,1-dimethylethyl)-
• HSDB 5255
• Benzene, 1-tert-butyl-2-hydroxy-
• EINECS 201-807-2
• UNII-NL2FPV3N0Z
• NL2FPV3N0Z
• BRN 1907120
• AI3-26292
• DTXSID2026525
• CHEBI:34305
• EINECS 248-300-2
• EC 201-807-2
• 4-06-00-03292 (Beilstein Handbook Reference)
• DTXCID206525
• CAS-88-18-6
• t-butyl phenol
• 2-tertbutylphenol
• tert-butyl phenol
• tert.-butylphenol
• tertiarybutylphenol
• 2-t-butyl phenol
• 2-t-butyl-phenol
• 2-tert butylphenol
• ortho-t-butylphenol
• tertiary butylphenol
• o-tert-butyl phenol
• Ortho-tertbutylphenol
• MFCD00002223
• 2-tert-butyl phenol
• o-(t-butyl)-phenol
• Phenol, tert-butyl-
• o-tert.-butyl-phenol
• 2-tertiary-butylphenol
• Phenol, 2-tert-butyl-
• 2-t-butyl-hydroxybenzene
• ortho-tertiary-butyl phenol
• 2-tert-Butylphenol, 99%
• SCHEMBL51803
• MLS001055450
• BIDD:ER0653
• BUTYLPHENOL, 2-TERT-
• CHEMBL108851
• 2-(1,1-dimethylethyl)-phenol
• HMS3039I16
• 2-TERT-BUTYLPHENOL [HSDB]
• Tox21_202041
• Tox21_300011
• AKOS000120754
• NCGC00090990-01
• NCGC00090990-02
• NCGC00090990-03
• NCGC00090990-04
• NCGC00254125-01
• NCGC00259590-01
• SMR000686063
• LS-104122
• B0734
• FT-0613430
• EN300-20955
• J-510332
• Q27115979
• Z104485444
• 1-TERT.BUTYL,2-HYDRXY-BENZENE (1-TERT.BUTYL-PHENOL)
• InChI=1/C10H14O/c1-10(2,3)8-6-4-5-7-9(8)11/h4-7,11H,1-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.9261	92.61%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8267	82.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9617	96.17%
OATP1B3 inhibitior	+	0.9718	97.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9419	94.19%
P-glycoprotein inhibitior	-	0.9878	98.78%
P-glycoprotein substrate	-	0.9831	98.31%
CYP3A4 substrate	-	0.7263	72.63%
CYP2C9 substrate	-	0.7461	74.61%
CYP2D6 substrate	-	0.6869	68.69%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8477	84.77%
CYP2C19 inhibition	-	0.8752	87.52%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	+	0.8681	86.81%
CYP2C8 inhibition	-	0.8739	87.39%
CYP inhibitory promiscuity	-	0.7477	74.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7019	70.19%
Carcinogenicity (trinary)	Non-required	0.7295	72.95%
Eye corrosion	+	0.9827	98.27%
Eye irritation	+	0.9915	99.15%
Skin irritation	+	0.8623	86.23%
Skin corrosion	+	0.9671	96.71%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7916	79.16%
Micronuclear	-	0.8741	87.41%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	+	0.8382	83.82%
Respiratory toxicity	-	0.9556	95.56%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5222	52.22%
Acute Oral Toxicity (c)	III	0.8270	82.70%
Estrogen receptor binding	-	0.8502	85.02%
Androgen receptor binding	-	0.8513	85.13%
Thyroid receptor binding	-	0.7903	79.03%
Glucocorticoid receptor binding	-	0.9226	92.26%
Aromatase binding	-	0.8823	88.23%
PPAR gamma	-	0.8832	88.32%
Honey bee toxicity	-	0.9818	98.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9166	91.66%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	31622.8 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	8912.5 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.41%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.38%	94.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.83%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.18%	86.33%

Plants that contains it

• Aegle marmelos
• Crocus sativus

Cross-Links

• PubChem: 6923
• NPASS: NPC306074
• ChEMBL: CHEMBL108851
• LOTUS: LTS0162777
• wikiData: Q27115979