3-(3-Hydroxy-4,5-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one

Details

• Internal ID: f6d1cf4e-5d4d-4d2e-adfe-57469fc90c85
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 3-(3-hydroxy-4,5-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=CC(=C(C=C1)C(=O)C=CC2=CC(=C(C(=C2)OC)OC)O)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)C(=O)C=CC2=CC(=C(C(=C2)OC)OC)O)O
• InChI: InChI=1S/C18H18O6/c1-22-12-5-6-13(15(20)10-12)14(19)7-4-11-8-16(21)18(24-3)17(9-11)23-2/h4-10,20-21H,1-3H3
• InChI Key: LCZOTWWEOAREMY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.9207	92.07%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7902	79.02%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9472	94.72%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5781	57.81%
P-glycoprotein inhibitior	-	0.4505	45.05%
P-glycoprotein substrate	-	0.9344	93.44%
CYP3A4 substrate	-	0.5149	51.49%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.5195	51.95%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	+	0.6801	68.01%
CYP2D6 inhibition	-	0.8391	83.91%
CYP1A2 inhibition	+	0.7967	79.67%
CYP2C8 inhibition	+	0.8212	82.12%
CYP inhibitory promiscuity	+	0.7090	70.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7725	77.25%
Carcinogenicity (trinary)	Non-required	0.6134	61.34%
Eye corrosion	-	0.9699	96.99%
Eye irritation	+	0.5296	52.96%
Skin irritation	-	0.7490	74.90%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6028	60.28%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8405	84.05%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.9379	93.79%
Androgen receptor binding	+	0.7931	79.31%
Thyroid receptor binding	+	0.7598	75.98%
Glucocorticoid receptor binding	+	0.7680	76.80%
Aromatase binding	+	0.7330	73.30%
PPAR gamma	+	0.7648	76.48%
Honey bee toxicity	-	0.9007	90.07%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9861	98.61%

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	96.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.53%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.51%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL3194	P02766	Transthyretin	91.02%	90.71%
CHEMBL4208	P20618	Proteasome component C5	90.49%	90.00%
CHEMBL2535	P11166	Glucose transporter	89.58%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.54%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.23%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.19%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.58%	94.45%

Plants that contains it

• Xanthorrhoea resinosa

Cross-Links

• PubChem: 73299304
• LOTUS: LTS0100608
• wikiData: Q105150096