3-(2,3-Dihydroxy-4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propan-1-one

Details

• Internal ID: c2afec33-119c-4b32-ba69-c73cfc5a54ba
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retro-dihydrochalcones
• IUPAC Name: 3-(2,3-dihydroxy-4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propan-1-one
• SMILES (Canonical): COC1=C(C(=C(C=C1)CCC(=O)C2=CC(=C(C(=C2)OC)OC)OC)O)O
• SMILES (Isomeric): COC1=C(C(=C(C=C1)CCC(=O)C2=CC(=C(C(=C2)OC)OC)OC)O)O
• InChI: InChI=1S/C19H22O7/c1-23-14-8-6-11(17(21)18(14)22)5-7-13(20)12-9-15(24-2)19(26-4)16(10-12)25-3/h6,8-10,21-22H,5,7H2,1-4H3
• InChI Key: FXMSSVWJXPFOMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9228	92.28%
Caco-2	+	0.8110	81.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9056	90.56%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9212	92.12%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7081	70.81%
P-glycoprotein inhibitior	-	0.4930	49.30%
P-glycoprotein substrate	-	0.8208	82.08%
CYP3A4 substrate	+	0.5143	51.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6831	68.31%
CYP3A4 inhibition	-	0.8040	80.40%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	+	0.6636	66.36%
CYP2D6 inhibition	-	0.8035	80.35%
CYP1A2 inhibition	+	0.8519	85.19%
CYP2C8 inhibition	+	0.8010	80.10%
CYP inhibitory promiscuity	-	0.7187	71.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8043	80.43%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.6899	68.99%
Skin irritation	-	0.7925	79.25%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6362	63.62%
Micronuclear	-	0.5982	59.82%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8730	87.30%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8772	87.72%
Acute Oral Toxicity (c)	III	0.7475	74.75%
Estrogen receptor binding	+	0.9028	90.28%
Androgen receptor binding	-	0.5326	53.26%
Thyroid receptor binding	+	0.6550	65.50%
Glucocorticoid receptor binding	+	0.6270	62.70%
Aromatase binding	-	0.5060	50.60%
PPAR gamma	-	0.5326	53.26%
Honey bee toxicity	-	0.9236	92.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6720	67.20%
Fish aquatic toxicity	+	0.9093	90.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	94.63%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.14%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	93.12%	90.20%
CHEMBL2535	P11166	Glucose transporter	89.11%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.96%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.26%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.83%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.98%	94.00%

Plants that contains it

• Muntingia calabura

Cross-Links

• PubChem: 17757652
• LOTUS: LTS0210582
• wikiData: Q105004059