4,3'-Hydroxy-2',4',5',6'-methoxychalcone

Details

• Internal ID: e3b515ba-094e-4d01-a449-eab74ac5e82f
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: (E)-3-(4-hydroxyphenyl)-1-(3-hydroxy-2,4,5,6-tetramethoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C(=C1O)OC)OC)OC)C(=O)C=CC2=CC=C(C=C2)O
• SMILES (Isomeric): COC1=C(C(=C(C(=C1O)OC)OC)OC)C(=O)/C=C/C2=CC=C(C=C2)O
• InChI: InChI=1S/C19H20O7/c1-23-16-14(13(21)10-7-11-5-8-12(20)9-6-11)17(24-2)19(26-4)18(25-3)15(16)22/h5-10,20,22H,1-4H3/b10-7+
• InChI Key: YFLYXUCAZKSRMZ-JXMROGBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• LMPK12120365

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.8357	83.57%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7902	79.02%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5589	55.89%
P-glycoprotein inhibitior	+	0.6558	65.58%
P-glycoprotein substrate	-	0.9193	91.93%
CYP3A4 substrate	-	0.5368	53.68%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7972	79.72%
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	+	0.6919	69.19%
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	+	0.7346	73.46%
Skin irritation	-	0.7490	74.90%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5653	56.53%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6634	66.34%
skin sensitisation	-	0.8405	84.05%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.7641	76.41%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.8350	83.50%
Androgen receptor binding	+	0.6914	69.14%
Thyroid receptor binding	+	0.7593	75.93%
Glucocorticoid receptor binding	+	0.7916	79.16%
Aromatase binding	-	0.5986	59.86%
PPAR gamma	+	0.7310	73.10%
Honey bee toxicity	-	0.9281	92.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
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	95.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL3194	P02766	Transthyretin	90.75%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.35%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.31%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.64%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.57%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.57%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.01%	89.00%

Plants that contains it

• Didymocarpus albicalyx

Cross-Links

• PubChem: 10760977
• LOTUS: LTS0047075
• wikiData: Q76415971