2'-Hydroxy-3',4',6',3,4-pentamethoxychalcone

Details

• Internal ID: 2f191261-6950-4ffd-b4e6-ae4d748b49bf
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-3,4,6-trimethoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC(=O)C2=C(C(=C(C=C2OC)OC)OC)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)/C=C/C(=O)C2=C(C(=C(C=C2OC)OC)OC)O)OC
• InChI: InChI=1S/C20H22O7/c1-23-14-9-7-12(10-15(14)24-2)6-8-13(21)18-16(25-3)11-17(26-4)20(27-5)19(18)22/h6-11,22H,1-5H3/b8-6+
• InChI Key: HJEVKPPOPFNTMA-SOFGYWHQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• LMPK12120350

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.9528	95.28%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8159	81.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7479	74.79%
P-glycoprotein inhibitior	+	0.8870	88.70%
P-glycoprotein substrate	-	0.8404	84.04%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	+	0.5168	51.68%
CYP2C9 inhibition	-	0.9746	97.46%
CYP2C19 inhibition	+	0.5781	57.81%
CYP2D6 inhibition	-	0.9008	90.08%
CYP1A2 inhibition	+	0.7048	70.48%
CYP2C8 inhibition	+	0.8515	85.15%
CYP inhibitory promiscuity	+	0.6325	63.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7825	78.25%
Carcinogenicity (trinary)	Non-required	0.6008	60.08%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.5469	54.69%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9864	98.64%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4012	40.12%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8715	87.15%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8614	86.14%
Acute Oral Toxicity (c)	III	0.6006	60.06%
Estrogen receptor binding	+	0.9310	93.10%
Androgen receptor binding	+	0.7910	79.10%
Thyroid receptor binding	+	0.7905	79.05%
Glucocorticoid receptor binding	+	0.7074	70.74%
Aromatase binding	+	0.6761	67.61%
PPAR gamma	+	0.7472	74.72%
Honey bee toxicity	-	0.9264	92.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9852	98.52%

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	95.19%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.15%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.32%	96.09%
CHEMBL3194	P02766	Transthyretin	91.50%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.71%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	86.64%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.54%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.35%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.28%	98.75%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.32%	98.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.82%	92.94%

Plants that contains it

• Citrus japonica

Cross-Links

• PubChem: 10992375
• LOTUS: LTS0027209
• wikiData: Q76416399