1-(2,6-Dihydroxy-4-phenacylphenyl)-4-methylpentan-1-one

Details

• Internal ID: d422603b-2b21-4b2c-8269-c48ae9a025ce
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1-(2,6-dihydroxy-4-phenacylphenyl)-4-methylpentan-1-one
• SMILES (Canonical): CC(C)CCC(=O)C1=C(C=C(C=C1O)CC(=O)C2=CC=CC=C2)O
• SMILES (Isomeric): CC(C)CCC(=O)C1=C(C=C(C=C1O)CC(=O)C2=CC=CC=C2)O
• InChI: InChI=1S/C20H22O4/c1-13(2)8-9-16(21)20-18(23)11-14(12-19(20)24)10-17(22)15-6-4-3-5-7-15/h3-7,11-13,23-24H,8-10H2,1-2H3
• InChI Key: YOVMSZPVKKGQID-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9518	95.18%
Caco-2	+	0.4904	49.04%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8941	89.41%
OATP2B1 inhibitior	-	0.5781	57.81%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7094	70.94%
P-glycoprotein inhibitior	-	0.6192	61.92%
P-glycoprotein substrate	-	0.8185	81.85%
CYP3A4 substrate	-	0.6214	62.14%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	+	0.6397	63.97%
CYP2C9 inhibition	+	0.8015	80.15%
CYP2C19 inhibition	+	0.5945	59.45%
CYP2D6 inhibition	-	0.5884	58.84%
CYP1A2 inhibition	+	0.8561	85.61%
CYP2C8 inhibition	-	0.8631	86.31%
CYP inhibitory promiscuity	-	0.5487	54.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7556	75.56%
Carcinogenicity (trinary)	Non-required	0.7759	77.59%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.6852	68.52%
Skin irritation	-	0.7374	73.74%
Skin corrosion	-	0.7199	71.99%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4357	43.57%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7681	76.81%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6971	69.71%
Acute Oral Toxicity (c)	III	0.7586	75.86%
Estrogen receptor binding	+	0.8588	85.88%
Androgen receptor binding	+	0.5646	56.46%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5945	59.45%
Aromatase binding	+	0.7494	74.94%
PPAR gamma	+	0.8638	86.38%
Honey bee toxicity	-	0.9508	95.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.49%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.69%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.76%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.75%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.65%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.49%	100.00%
CHEMBL2535	P11166	Glucose transporter	86.66%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	85.85%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.49%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.31%	90.20%
CHEMBL4208	P20618	Proteasome component C5	80.40%	90.00%

Plants that contains it

• Arundina graminifolia

Cross-Links

• PubChem: 72702040
• LOTUS: LTS0137824
• wikiData: Q105351548