1-[4,6-Dihydroxy-2-(3-methylbut-2-enoxy)-3-(3-methylbut-2-enyl)phenyl]ethanone

Details

• Internal ID: fbcbac96-403f-4b23-8c89-ba4553ed5b88
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[4,6-dihydroxy-2-(3-methylbut-2-enoxy)-3-(3-methylbut-2-enyl)phenyl]ethanone
• InChI: InChI=1S/C18H24O4/c1-11(2)6-7-14-15(20)10-16(21)17(13(5)19)18(14)22-9-8-12(3)4/h6,8,10,20-21H,7,9H2,1-5H3
• InChI Key: RCSNDJSMCYRGNO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.15
• H-Bond Acceptor: 4
• 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	+	0.9944	99.44%
Caco-2	+	0.6136	61.36%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8969	89.69%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7186	71.86%
P-glycoprotein inhibitior	-	0.7768	77.68%
P-glycoprotein substrate	-	0.9076	90.76%
CYP3A4 substrate	-	0.5571	55.71%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7946	79.46%
CYP3A4 inhibition	-	0.6262	62.62%
CYP2C9 inhibition	+	0.7240	72.40%
CYP2C19 inhibition	+	0.8371	83.71%
CYP2D6 inhibition	-	0.7609	76.09%
CYP1A2 inhibition	+	0.9130	91.30%
CYP2C8 inhibition	-	0.7652	76.52%
CYP inhibitory promiscuity	+	0.7028	70.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8079	80.79%
Carcinogenicity (trinary)	Non-required	0.7798	77.98%
Eye corrosion	-	0.9798	97.98%
Eye irritation	+	0.9318	93.18%
Skin irritation	-	0.7581	75.81%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.5922	59.22%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6443	64.43%
Acute Oral Toxicity (c)	III	0.6832	68.32%
Estrogen receptor binding	+	0.8307	83.07%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7921	79.21%
Aromatase binding	-	0.4859	48.59%
PPAR gamma	+	0.8925	89.25%
Honey bee toxicity	-	0.9274	92.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9959	99.59%

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	97.06%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.68%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.54%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.73%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.64%	96.95%
CHEMBL4208	P20618	Proteasome component C5	86.20%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.70%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.80%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.33%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.05%	89.34%
CHEMBL2581	P07339	Cathepsin D	80.66%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.14%	99.15%

Plants that contains it

• Melicope lunu-ankenda

Cross-Links

• PubChem: 14466253
• LOTUS: LTS0127388
• wikiData: Q105233944