1-(2-Hydroxyphenyl)-3-phenylpropane-1,2-dione

Details

• Internal ID: 9be1ffa5-86dc-4179-84c8-fc8cd77eb778
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 1-(2-hydroxyphenyl)-3-phenylpropane-1,2-dione
• SMILES (Canonical): C1=CC=C(C=C1)CC(=O)C(=O)C2=CC=CC=C2O
• SMILES (Isomeric): C1=CC=C(C=C1)CC(=O)C(=O)C2=CC=CC=C2O
• InChI: InChI=1S/C15H12O3/c16-13-9-5-4-8-12(13)15(18)14(17)10-11-6-2-1-3-7-11/h1-9,16H,10H2
• InChI Key: YXNCZVIRTPTGDP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.5610	56.10%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9139	91.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9447	94.47%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6935	69.35%
P-glycoprotein inhibitior	-	0.9695	96.95%
P-glycoprotein substrate	-	0.9762	97.62%
CYP3A4 substrate	-	0.7198	71.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7874	78.74%
CYP3A4 inhibition	-	0.8991	89.91%
CYP2C9 inhibition	-	0.6325	63.25%
CYP2C19 inhibition	-	0.5389	53.89%
CYP2D6 inhibition	-	0.8672	86.72%
CYP1A2 inhibition	+	0.6067	60.67%
CYP2C8 inhibition	-	0.7949	79.49%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7597	75.97%
Carcinogenicity (trinary)	Non-required	0.5994	59.94%
Eye corrosion	-	0.9543	95.43%
Eye irritation	+	0.9540	95.40%
Skin irritation	+	0.6685	66.85%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8884	88.84%
Micronuclear	+	0.6185	61.85%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	+	0.6535	65.35%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7015	70.15%
Acute Oral Toxicity (c)	III	0.7025	70.25%
Estrogen receptor binding	+	0.8204	82.04%
Androgen receptor binding	-	0.5818	58.18%
Thyroid receptor binding	-	0.5669	56.69%
Glucocorticoid receptor binding	-	0.6075	60.75%
Aromatase binding	+	0.8611	86.11%
PPAR gamma	+	0.7554	75.54%
Honey bee toxicity	-	0.9761	97.61%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9479	94.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.70%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.57%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.82%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.60%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	82.07%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	80.79%	94.73%

Plants that contains it

• Primula pulverulenta

Cross-Links

• PubChem: 54532525
• LOTUS: LTS0246591
• wikiData: Q105367867