5,7-Dihydroxy-6,8-dimethoxy-2-(3-methoxyphenyl)chromen-4-one

Details

• Internal ID: 2ccf30b6-476b-4754-bda0-83f7ec5c96a5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-6,8-dimethoxy-2-(3-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=CC(=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)O)OC)O
• SMILES (Isomeric): COC1=CC=CC(=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)O)OC)O
• InChI: InChI=1S/C18H16O7/c1-22-10-6-4-5-9(7-10)12-8-11(19)13-14(20)17(23-2)15(21)18(24-3)16(13)25-12/h4-8,20-21H,1-3H3
• InChI Key: FRZBKSSGEGEIAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.6839	68.39%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6336	63.36%
P-glycoprotein inhibitior	+	0.7665	76.65%
P-glycoprotein substrate	-	0.8164	81.64%
CYP3A4 substrate	+	0.5352	53.52%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.5496	54.96%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7372	73.72%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7011	70.11%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7707	77.07%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8894	88.94%
Androgen receptor binding	+	0.8230	82.30%
Thyroid receptor binding	+	0.7387	73.87%
Glucocorticoid receptor binding	+	0.8518	85.18%
Aromatase binding	+	0.7114	71.14%
PPAR gamma	+	0.7481	74.81%
Honey bee toxicity	-	0.8740	87.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8724	87.24%

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	98.79%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.69%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.16%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.89%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.61%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.06%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.95%	93.99%
CHEMBL1907	P15144	Aminopeptidase N	86.91%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.62%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.29%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	83.72%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.28%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.73%	95.50%

Plants that contains it

• Helianthus strumosus

Cross-Links

• PubChem: 101804714
• LOTUS: LTS0214239
• wikiData: Q105000509