4-Cumylphenol

Details

• Internal ID: 2fc8f400-ec69-410c-bd88-36bc456fbffe
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 4-(2-phenylpropan-2-yl)phenol
• SMILES (Canonical): CC(C)(C1=CC=CC=C1)C2=CC=C(C=C2)O
• SMILES (Isomeric): CC(C)(C1=CC=CC=C1)C2=CC=C(C=C2)O
• InChI: InChI=1S/C15H16O/c1-15(2,12-6-4-3-5-7-12)13-8-10-14(16)11-9-13/h3-11,16H,1-2H3
• InChI Key: QBDSZLJBMIMQRS-UHFFFAOYSA-N
• Popularity: 170 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O
• Molecular Weight: 212.29 g/mol
• Exact Mass: 212.120115130 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 599-64-4
• p-Cumylphenol
• Phenol, 4-(1-methyl-1-phenylethyl)-
• 4-(Dimethylphenylmethyl)phenol
• 4-Hydroxydiphenyldimethylmethane
• 2-Phenyl-2-(4-hydroxyphenyl)propane
• p-(alpha,alpha-Dimethylbenzyl)phenol
• Phenol, 4-(1-methyl-1-phenethyl)-
• 2RLA3OL3QT
• 4-(1-methyl-1-phenyl-ethyl)phenol
• DTXSID3022536
• NSC-6237
• Phenol, p-(alpha,alpha-dimethylbenzyl)-
• DTXCID502536
• p-[alpha,alpha-dimethylbenzyl)phenol
• RefChem:858043
• 209-968-0
• 4-(2-phenylpropan-2-yl)phenol
• 4-alpha-Cumylphenol
• 4-(1-Methyl-1-phenylethyl)phenol
• p-Cumyl phenol
• 4-(2-PHENYLISOPROPYL)PHENOL
• MFCD00002365
• 2-Phenyl-2-(p-hydroxyphenyl)propane
• paracumylphenol
• p-(.alpha.-Cumyl)phenol
• NSC 6237
• 4-(alpha,alpha-Dimethylbenzyl)phenol
• Phenol, p-(.alpha.,.alpha.-dimethylbenzyl)-
• p-(.alpha.,.alpha.-Dimethylbenzyl)phenol
• 4-(.alpha.,.alpha.-Dimethylbenzyl)phenol
• CHEBI:35092
• 2-(4'-Hydroxyphenyl)-2-phenylpropane
• p-(alpha-Cumenyl)phenol
• CAS-599-64-4
• 4-(1-Methyl-1-phenethyl)phenol
• EINECS 209-968-0
• UNII-2RLA3OL3QT
• BRN 1870517
• p-Hydroxy-2,2-diphenylpropane
• para-cumylphenol
• AI3-08269
• CCRIS 8908
• p--cumylphenol
• HSDB 8089
• 2zas
• 4-|A-Cumylphenol
• 4-Cumylphenol, 99%
• EC 209-968-0
• Cambridge id 5142949
• p-(.alpha.-Cumenyl)phenol
• TimTec1_002380
• p-(2-Phenylisopropyl)phenol
• SCHEMBL51117
• BIDD:ER0173
• SCHEMBL269424
• 4-(2-Phenylisopropyl) phenol
• 4-.ALPHA.-CUMYLPHENOL
• [1, ar'-(1-methylethyl)-
• CHEMBL194805
• orb1301639
• SCHEMBL2192097
• SCHEMBL4388664
• SCHEMBL8150717
• BDBM29609
• Phenol,.alpha.-dimethylbenzyl)-
• NSC6237
• HMS1540M04
• HMS3604L17
• KUC105982N
• AAA59964
• Tox21_201297
• Tox21_300056
• 4-(1-Methyl-1-phenylethyl)-phenol
• SBB043700
• STK831902
• 4-(1-Methyl-1-phenyl-ethyl)-phenol
• AKOS000120751
• CS-W014998
• DB06902
• HY-W014282
• KSC-19-030
• PHENYLISOPROPYL)PHENOL, 4-(2-
• NCGC00090941-01
• NCGC00090941-02
• NCGC00090941-03
• NCGC00090941-04
• NCGC00090941-05
• NCGC00253961-01
• NCGC00258849-01
• AS-57116
• ST029283
• SY049300
• DB-072734
• 2-(4-HYDROXYPHENYL)-2-PHENYLPROPANE
• NS00009362
• EN300-17891
• E83013
• F094614
• BRD-K94049994-001-01-5
• Q27095806
• Z57068819
• F0020-1559
• 2-(4'-Hydroxyphenyl)-2-phenylpropane; 4-alpha-Cumylphenol
• 1OH

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7769	77.69%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8002	80.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6499	64.99%
P-glycoprotein inhibitior	-	0.9641	96.41%
P-glycoprotein substrate	-	0.9197	91.97%
CYP3A4 substrate	-	0.6928	69.28%
CYP2C9 substrate	-	0.7461	74.61%
CYP2D6 substrate	-	0.6869	68.69%
CYP3A4 inhibition	-	0.8502	85.02%
CYP2C9 inhibition	+	0.5837	58.37%
CYP2C19 inhibition	-	0.5984	59.84%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	+	0.7269	72.69%
CYP2C8 inhibition	+	0.4706	47.06%
CYP inhibitory promiscuity	-	0.6795	67.95%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6242	62.42%
Carcinogenicity (trinary)	Non-required	0.7166	71.66%
Eye corrosion	-	0.6311	63.11%
Eye irritation	+	0.9889	98.89%
Skin irritation	-	0.7432	74.32%
Skin corrosion	-	0.8406	84.06%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6931	69.31%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5670	56.70%
skin sensitisation	+	0.7932	79.32%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.6305	63.05%
Acute Oral Toxicity (c)	III	0.8362	83.62%
Estrogen receptor binding	+	0.9475	94.75%
Androgen receptor binding	+	0.8262	82.62%
Thyroid receptor binding	+	0.5513	55.13%
Glucocorticoid receptor binding	+	0.5849	58.49%
Aromatase binding	+	0.7769	77.69%
PPAR gamma	+	0.7738	77.38%
Honey bee toxicity	-	0.9767	97.67%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9491	94.91%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	19952.6 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	19952.6 nM; 19952.6 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.85%	94.62%
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.78%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.14%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.61%	94.08%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.31%	90.93%
CHEMBL2039	P27338	Monoamine oxidase B	83.23%	92.51%
CHEMBL242	Q92731	Estrogen receptor beta	82.11%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.23%	96.09%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 11742
• NPASS: NPC225464
• ChEMBL: CHEMBL194805
• LOTUS: LTS0182943
• wikiData: Q27095806