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

Details

• Internal ID: c901a288-3d57-43ff-bfde-a3c9a039430a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[4-hydroxy-3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-5-(3-methylbut-2-enyl)phenyl]ethanone
• InChI: InChI=1S/C18H24O3/c1-11(2)6-7-14-8-15(13(5)19)9-16(18(14)21)10-17(20)12(3)4/h6,8-9,17,20-21H,3,7,10H2,1-2,4-5H3/t17-/m1/s1
• InChI Key: WDJGQBRBEJEIND-QGZVFWFLSA-N
• Popularity: 2 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: 4.10
• 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	+	0.6005	60.05%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8888	88.88%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5200	52.00%
P-glycoprotein inhibitior	-	0.8706	87.06%
P-glycoprotein substrate	-	0.8614	86.14%
CYP3A4 substrate	-	0.5572	55.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7434	74.34%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.5953	59.53%
CYP2C19 inhibition	+	0.6485	64.85%
CYP2D6 inhibition	-	0.8128	81.28%
CYP1A2 inhibition	-	0.5377	53.77%
CYP2C8 inhibition	-	0.8254	82.54%
CYP inhibitory promiscuity	-	0.5131	51.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7380	73.80%
Carcinogenicity (trinary)	Non-required	0.7522	75.22%
Eye corrosion	-	0.9599	95.99%
Eye irritation	+	0.7580	75.80%
Skin irritation	-	0.6284	62.84%
Skin corrosion	-	0.8635	86.35%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5670	56.70%
Micronuclear	-	0.6867	68.67%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.8065	80.65%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7395	73.95%
Acute Oral Toxicity (c)	III	0.7842	78.42%
Estrogen receptor binding	-	0.5492	54.92%
Androgen receptor binding	-	0.6558	65.58%
Thyroid receptor binding	-	0.5095	50.95%
Glucocorticoid receptor binding	+	0.7046	70.46%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7014	70.14%
Honey bee toxicity	-	0.8814	88.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	97.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.21%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	90.75%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.97%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.07%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	84.56%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.09%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.04%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.89%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.69%	97.21%
CHEMBL4208	P20618	Proteasome component C5	82.09%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.11%	91.07%

Plants that contains it

• Senecio gallicus

Cross-Links

• PubChem: 163024653
• LOTUS: LTS0204765
• wikiData: Q105302406