2-(2,4-Dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one

Details

• Internal ID: 29cf9c91-89a3-4d1e-8cec-2ffd62e37d82
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 2-(2,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O)OC
• InChI: InChI=1S/C20H20O8/c1-23-10-6-7-11(13(8-10)24-2)14-9-12(21)15-16(22)18(25-3)20(27-5)19(26-4)17(15)28-14/h6-9,22H,1-5H3
• InChI Key: IFGJIVLFLATVAM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8238	82.38%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.8682	86.82%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7546	75.46%
P-glycoprotein inhibitior	+	0.8804	88.04%
P-glycoprotein substrate	-	0.7091	70.91%
CYP3A4 substrate	+	0.5545	55.45%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5748	57.48%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8530	85.30%
CYP2C8 inhibition	+	0.5706	57.06%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.6332	63.32%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	+	0.5536	55.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5851	58.51%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6914	69.14%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8886	88.86%
Androgen receptor binding	+	0.8259	82.59%
Thyroid receptor binding	+	0.7375	73.75%
Glucocorticoid receptor binding	+	0.8002	80.02%
Aromatase binding	+	0.7143	71.43%
PPAR gamma	+	0.7987	79.87%
Honey bee toxicity	-	0.8797	87.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.8902	89.02%

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	98.66%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.08%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.02%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.32%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.97%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.27%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	85.92%	93.31%
CHEMBL2535	P11166	Glucose transporter	83.35%	98.75%
CHEMBL3194	P02766	Transthyretin	82.45%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.22%	94.73%
CHEMBL2056	P21728	Dopamine D1 receptor	80.51%	91.00%

Plants that contains it

• Artemisia absinthium

Cross-Links

• PubChem: 163018440
• LOTUS: LTS0015284
• wikiData: Q105112136