1-[4-hydroxy-3-[(E)-4-hydroxy-3-methylbut-2-enyl]-5-(3-methylbut-2-enyl)phenyl]ethanone

Details

• Internal ID: 445e0938-5700-41ca-a917-207b0d38846b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[4-hydroxy-3-[(E)-4-hydroxy-3-methylbut-2-enyl]-5-(3-methylbut-2-enyl)phenyl]ethanone
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C(=O)C)CC=C(C)CO)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C(=O)C)C/C=C(\C)/CO)O)C
• InChI: InChI=1S/C18H24O3/c1-12(2)5-7-15-9-17(14(4)20)10-16(18(15)21)8-6-13(3)11-19/h5-6,9-10,19,21H,7-8,11H2,1-4H3/b13-6+
• InChI Key: RCCPQGOKROXSMK-AWNIVKPZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7118	71.18%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9278	92.78%
OATP2B1 inhibitior	-	0.7072	70.72%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5793	57.93%
P-glycoprotein inhibitior	-	0.8701	87.01%
P-glycoprotein substrate	-	0.8884	88.84%
CYP3A4 substrate	-	0.5968	59.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	+	0.7798	77.98%
CYP2C9 inhibition	+	0.5493	54.93%
CYP2C19 inhibition	+	0.6998	69.98%
CYP2D6 inhibition	-	0.7100	71.00%
CYP1A2 inhibition	+	0.8691	86.91%
CYP2C8 inhibition	-	0.8742	87.42%
CYP inhibitory promiscuity	+	0.6312	63.12%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7563	75.63%
Carcinogenicity (trinary)	Non-required	0.7136	71.36%
Eye corrosion	-	0.9748	97.48%
Eye irritation	+	0.8278	82.78%
Skin irritation	-	0.7795	77.95%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4509	45.09%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	+	0.5187	51.87%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6858	68.58%
Acute Oral Toxicity (c)	III	0.5730	57.30%
Estrogen receptor binding	+	0.6939	69.39%
Androgen receptor binding	-	0.5666	56.66%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7252	72.52%
Aromatase binding	+	0.6240	62.40%
PPAR gamma	+	0.8291	82.91%
Honey bee toxicity	-	0.9566	95.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.54%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.50%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	89.54%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.31%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.54%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.00%	96.95%

Plants that contains it

• Artemisia campestris

Cross-Links

• PubChem: 14730828
• LOTUS: LTS0189969
• wikiData: Q105233529