1-[2,6-Dihydroxy-4-(3-methylbut-2-enoxy)phenyl]propan-1-one

Details

• Internal ID: f8966a40-5cc6-4191-a04f-ef840abc80c0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,6-dihydroxy-4-(3-methylbut-2-enoxy)phenyl]propan-1-one
• SMILES (Canonical): CCC(=O)C1=C(C=C(C=C1O)OCC=C(C)C)O
• SMILES (Isomeric): CCC(=O)C1=C(C=C(C=C1O)OCC=C(C)C)O
• InChI: InChI=1S/C14H18O4/c1-4-11(15)14-12(16)7-10(8-13(14)17)18-6-5-9(2)3/h5,7-8,16-17H,4,6H2,1-3H3
• InChI Key: AVEDAGDGYKYUFA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.8635	86.35%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8920	89.20%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7278	72.78%
P-glycoprotein inhibitior	-	0.8793	87.93%
P-glycoprotein substrate	-	0.9429	94.29%
CYP3A4 substrate	-	0.5972	59.72%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7946	79.46%
CYP3A4 inhibition	+	0.5585	55.85%
CYP2C9 inhibition	+	0.6692	66.92%
CYP2C19 inhibition	+	0.8743	87.43%
CYP2D6 inhibition	-	0.6800	68.00%
CYP1A2 inhibition	+	0.9121	91.21%
CYP2C8 inhibition	-	0.6837	68.37%
CYP inhibitory promiscuity	+	0.8354	83.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8123	81.23%
Carcinogenicity (trinary)	Non-required	0.7401	74.01%
Eye corrosion	-	0.9845	98.45%
Eye irritation	+	0.7982	79.82%
Skin irritation	-	0.7404	74.04%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4545	45.45%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5651	56.51%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4755	47.55%
Acute Oral Toxicity (c)	III	0.6828	68.28%
Estrogen receptor binding	+	0.7579	75.79%
Androgen receptor binding	+	0.6039	60.39%
Thyroid receptor binding	-	0.5195	51.95%
Glucocorticoid receptor binding	+	0.7138	71.38%
Aromatase binding	+	0.6922	69.22%
PPAR gamma	+	0.7837	78.37%
Honey bee toxicity	-	0.9125	91.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9879	98.79%

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	93.87%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.01%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.67%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.64%	90.00%
CHEMBL2581	P07339	Cathepsin D	88.91%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.66%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.22%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.43%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.49%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.38%	97.21%

Plants that contains it

• Helichrysum spiralepis

Cross-Links

• PubChem: 129836629
• LOTUS: LTS0228786
• wikiData: Q104919399