4-tert-Octylphenol

Details

• Internal ID: f1395318-0c4d-4dee-bb8c-37fe07974d72
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 4-(2,4,4-trimethylpentan-2-yl)phenol
• SMILES (Canonical): CC(C)(C)CC(C)(C)C1=CC=C(C=C1)O
• SMILES (Isomeric): 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
• InChI Key: ISAVYTVYFVQUDY-UHFFFAOYSA-N
• Popularity: 958 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32 g/mol
• Exact Mass: 206.167065321 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 140-66-9
• 4-(2,4,4-trimethylpentan-2-yl)phenol
• 4-(1,1,3,3-TETRAMETHYLBUTYL)PHENOL
• 4-t-Octylphenol
• p-tert-Octylphenol
• p-Terc.oktylfenol
• Phenol, 4-(1,1,3,3-tetramethylbutyl)-
• para-tert-Octylphenol
• p-(1,1,3,3-Tetramethylbutyl)phenol
• Phenol, p-(tert-octyl)-
• p-Octylphenol (VAN)
• P-T-Octylphenol
• Phenol, p-(1,1,3,3-tetramethylbutyl)-
• HSDB 5411
• UNII-IOY9FVU3J3
• IOY9FVU3J3
• p-terc.Oktylfenol [Czech]
• NSC 5427
• EINECS 205-426-2
• BRN 0513992
• CCRIS 8947
• DTXSID9022360
• AI3-10011
• p-(1',1',3',3'-Tetramethylbutyl)fenol
• NSC-5427
• NSC-7248
• tert-Octylphenol, flaked
• p-(1,1,3,3-tetramethylbutyl)-phenol
• 4-(TERT-OCTYL)PHENOL
• OCTYLPHENOL, 4-TERT-
• CHEMBL259327
• DTXCID602360
• CHEBI:34445
• EC 205-426-2
• 4-06-00-03484 (Beilstein Handbook Reference)
• MFCD00002368
• NCGC00164127-02
• NCGC00164127-03
• p-(1',1',3',3'-Tetramethylbutyl)phenol
• 4-(2,4,4-TRIMETHYL-2-PENTANYL)PHENOL
• p-(1,3,3-Tetramethylbutyl)phenol
• 4-(1,3,3-Tetramethylbutyl)phenol
• p-(1',3',3'-Tetramethylbutyl)phenol
• CAS-140-66-9
• 4-tertiary-octylphenol
• WLN: QR DX1 & 1 & 1X1 & 1 & 1
• Octylphenol pt
• 4mga
• 27L
• p-tert.-octylphenol
• 4-tert-octyl-phenol
• 4-tert.-octylphenol
• p-(Tert-octyl)-Phenol
• para-tert.-octyl phenol
• p-Terc.oktylfenol(Czech)
• 4-tert-Octylphenol, 97%
• SCHEMBL10141
• BIDD:ER0044
• NSC5427
• NSC7248
• HY-B1941
• Tox21_112084
• Tox21_400011
• BBL027379
• BDBM50423506
• STK594853
• 1,1,3,3-Tetramethyl-4-butylphenol
• AKOS005516422
• Tox21_112084_1
• CCG-275197
• 1 ,1 ,3,3-Tetramethyl-4-butylphenol
• 4-(1,1,3,3-tetramethylbutyl) phenol
• 4-(1,1,3,3-tetramethylbutyl)-phenol
• 4-tert-Octylphenol, analytical standard
• NCGC00164127-01
• NCGC00164127-04
• NCGC00164127-05
• NCGC00164127-06
• NCGC00164127-07
• NCGC00181157-01
• 4-(1,1,3,3-tetramethyl-butyl)-phenol
• Fenol, 4-(1,1,3,3-tetrametilbutil)-
• VS-08533
• LS-105148
• Phenol, p- (1,1,3,3-tetramethylbutyl)-
• CS-0013994
• FT-0616437
• FT-0673243
• p-(1',1',3', 3'-Tetramethylbutyl)phenol
• Phenol, 4- (1,1,3,3-tetramethylbutyl)-
• T0144
• EN300-20811
• E77202
• SR-01000944308
• J-523827
• SR-01000944308-2
• W-108198
• 4-(1,1,3,3-TETRAMETHYLBUTYL)PHENOL [HSDB]
• BRD-K64273664-001-01-6
• Q15632771
• 4-(1,1,3,3-Tetramethylbutyl)phenol (ACD/Name 4.0)
• Z104483006
• 4-tert-Octylphenol, certified reference material, TraceCERT(R)
• InChI=1/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.9345	93.45%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7178	71.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8866	88.66%
P-glycoprotein inhibitior	-	0.9511	95.11%
P-glycoprotein substrate	-	0.8522	85.22%
CYP3A4 substrate	-	0.6855	68.55%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	+	0.3726	37.26%
CYP3A4 inhibition	-	0.7701	77.01%
CYP2C9 inhibition	-	0.8339	83.39%
CYP2C19 inhibition	-	0.9000	90.00%
CYP2D6 inhibition	-	0.8500	85.00%
CYP1A2 inhibition	+	0.5922	59.22%
CYP2C8 inhibition	-	0.6664	66.64%
CYP inhibitory promiscuity	-	0.8580	85.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6078	60.78%
Carcinogenicity (trinary)	Non-required	0.7161	71.61%
Eye corrosion	+	0.9826	98.26%
Eye irritation	+	0.9652	96.52%
Skin irritation	+	0.7331	73.31%
Skin corrosion	+	0.9316	93.16%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7157	71.57%
Micronuclear	-	0.9441	94.41%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.9183	91.83%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.5610	56.10%
Acute Oral Toxicity (c)	III	0.8142	81.42%
Estrogen receptor binding	+	0.8164	81.64%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	-	0.5447	54.47%
Glucocorticoid receptor binding	-	0.7412	74.12%
Aromatase binding	+	0.5464	54.64%
PPAR gamma	-	0.6991	69.91%
Honey bee toxicity	-	0.9769	97.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8918	89.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	91.44%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.19%	96.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.51%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.74%	94.73%

Plants that contains it

• Achillea millefolium
• Arctium lappa
• Huperzia fordii

Cross-Links

• PubChem: 8814
• NPASS: NPC316301
• ChEMBL: CHEMBL259327