1-[4-Hydroxy-3-(3-hydroxy-3-methylbutyl)phenyl]ethan-1-one

Details

• Internal ID: f32d7354-0436-4c44-824a-01ee13088ec9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[4-hydroxy-3-(3-hydroxy-3-methylbutyl)phenyl]ethanone
• SMILES (Canonical): CC(=O)C1=CC(=C(C=C1)O)CCC(C)(C)O
• SMILES (Isomeric): CC(=O)C1=CC(=C(C=C1)O)CCC(C)(C)O
• InChI: InChI=1S/C13H18O3/c1-9(14)10-4-5-12(15)11(8-10)6-7-13(2,3)16/h4-5,8,15-16H,6-7H2,1-3H3
• InChI Key: STDDZNFKTJFVDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.28 g/mol
• Exact Mass: 222.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• DTXSID80561265
• 1-[4-Hydroxy-3-(3-hydroxy-3-methylbutyl)phenyl]ethan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7671	76.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9270	92.70%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9389	93.89%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9094	90.94%
P-glycoprotein inhibitior	-	0.9649	96.49%
P-glycoprotein substrate	-	0.8687	86.87%
CYP3A4 substrate	-	0.6459	64.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7593	75.93%
CYP3A4 inhibition	-	0.7074	70.74%
CYP2C9 inhibition	-	0.7037	70.37%
CYP2C19 inhibition	-	0.8741	87.41%
CYP2D6 inhibition	-	0.8701	87.01%
CYP1A2 inhibition	+	0.5444	54.44%
CYP2C8 inhibition	-	0.6630	66.30%
CYP inhibitory promiscuity	-	0.7898	78.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7611	76.11%
Carcinogenicity (trinary)	Non-required	0.6515	65.15%
Eye corrosion	-	0.9454	94.54%
Eye irritation	+	0.9008	90.08%
Skin irritation	+	0.5113	51.13%
Skin corrosion	-	0.7504	75.04%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5788	57.88%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6176	61.76%
skin sensitisation	+	0.6764	67.64%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6447	64.47%
Acute Oral Toxicity (c)	III	0.8412	84.12%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5205	52.05%
Glucocorticoid receptor binding	+	0.5638	56.38%
Aromatase binding	-	0.6435	64.35%
PPAR gamma	-	0.6920	69.20%
Honey bee toxicity	-	0.9712	97.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9513	95.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.71%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.15%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.11%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.10%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.21%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.05%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.89%	97.25%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.07%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.03%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.07%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.37%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.22%	89.34%

Plants that contains it

• Senecio nutans

Cross-Links

• PubChem: 14525314
• LOTUS: LTS0020858
• wikiData: Q82444987