2-Hydroxy-1-(2-hydroxyphenyl)-3-phenylpropan-1-one

Details

• Internal ID: e952d122-dadd-43eb-b68c-b16f655ccb65
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 2-hydroxy-1-(2-hydroxyphenyl)-3-phenylpropan-1-one
• SMILES (Canonical): C1=CC=C(C=C1)CC(C(=O)C2=CC=CC=C2O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC(C(=O)C2=CC=CC=C2O)O
• InChI: InChI=1S/C15H14O3/c16-13-9-5-4-8-12(13)15(18)14(17)10-11-6-2-1-3-7-11/h1-9,14,16-17H,10H2
• InChI Key: RDMKPAGPKBMADK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 69429-59-0
• DTXSID90500281
• RefChem:87335
• DTXCID80451091

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.6214	62.14%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8607	86.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9418	94.18%
OATP1B3 inhibitior	+	0.8954	89.54%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6984	69.84%
P-glycoprotein inhibitior	-	0.9616	96.16%
P-glycoprotein substrate	-	0.9527	95.27%
CYP3A4 substrate	-	0.6919	69.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7852	78.52%
CYP3A4 inhibition	-	0.8965	89.65%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	-	0.5226	52.26%
CYP2C8 inhibition	-	0.8643	86.43%
CYP inhibitory promiscuity	-	0.5866	58.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6186	61.86%
Eye corrosion	-	0.9676	96.76%
Eye irritation	+	0.8965	89.65%
Skin irritation	+	0.6919	69.19%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7763	77.63%
Micronuclear	+	0.6695	66.95%
Hepatotoxicity	+	0.5197	51.97%
skin sensitisation	+	0.8149	81.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7128	71.28%
Acute Oral Toxicity (c)	III	0.7659	76.59%
Estrogen receptor binding	+	0.5463	54.63%
Androgen receptor binding	-	0.5374	53.74%
Thyroid receptor binding	-	0.5843	58.43%
Glucocorticoid receptor binding	-	0.6646	66.46%
Aromatase binding	+	0.8031	80.31%
PPAR gamma	+	0.7636	76.36%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.8986	89.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.71%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.19%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.45%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.31%	94.62%
CHEMBL1255126	O15151	Protein Mdm4	83.91%	90.20%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.83%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.07%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.91%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.89%	99.15%

Plants that contains it

• Flindersia brassii

Cross-Links

• PubChem: 12493016
• LOTUS: LTS0116807
• wikiData: Q82351750