(E)-3-(3-hydroxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: ffacce63-1715-4fc8-a2c4-487c2eb47e76
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: (E)-3-(3-hydroxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): C1=CC(=CC(=C1)O)C=CC(=O)C2=CC=C(C=C2)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)/C=C/C(=O)C2=CC=C(C=C2)O
• InChI: InChI=1S/C15H12O3/c16-13-7-5-12(6-8-13)15(18)9-4-11-2-1-3-14(17)10-11/h1-10,16-17H/b9-4+
• InChI Key: CSCFYIQZNHRESD-RUDMXATFSA-N
• Popularity: 1 reference 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): 57.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• (E)-3,4'-Dihydroxychalcone
• CHEMBL200292
• SCHEMBL2999487
• AKOS000955854
• Z46032383

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8317	83.17%
OATP2B1 inhibitior	-	0.7260	72.60%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	-	0.2145	21.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6680	66.80%
P-glycoprotein inhibitior	-	0.9646	96.46%
P-glycoprotein substrate	-	0.9167	91.67%
CYP3A4 substrate	-	0.6142	61.42%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	-	0.5842	58.42%
CYP2C9 inhibition	-	0.5567	55.67%
CYP2C19 inhibition	+	0.6890	68.90%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	+	0.6525	65.25%
CYP2C8 inhibition	+	0.9076	90.76%
CYP inhibitory promiscuity	+	0.6293	62.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5927	59.27%
Carcinogenicity (trinary)	Non-required	0.5343	53.43%
Eye corrosion	-	0.9554	95.54%
Eye irritation	+	0.9934	99.34%
Skin irritation	+	0.6473	64.73%
Skin corrosion	-	0.9839	98.39%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8374	83.74%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6514	65.14%
skin sensitisation	+	0.8647	86.47%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7201	72.01%
Acute Oral Toxicity (c)	IV	0.5155	51.55%
Estrogen receptor binding	+	0.9066	90.66%
Androgen receptor binding	+	0.7308	73.08%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7326	73.26%
Aromatase binding	+	0.8668	86.68%
PPAR gamma	+	0.7704	77.04%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.24%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.61%	91.11%
CHEMBL3194	P02766	Transthyretin	93.74%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.61%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.05%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.39%	91.71%
CHEMBL2535	P11166	Glucose transporter	88.05%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.85%	93.99%
CHEMBL4208	P20618	Proteasome component C5	83.72%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.48%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.13%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.26%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.22%	94.73%
CHEMBL2581	P07339	Cathepsin D	81.34%	98.95%

Plants that contains it

• Biancaea sappan

Cross-Links

• PubChem: 8832859
• NPASS: NPC126367