3,5-Dihydroxy-7-methoxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one

Details

• Internal ID: b040c5f1-d1e7-4363-9912-8ac283442caf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5-dihydroxy-7-methoxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
• InChI: InChI=1S/C16H12O8/c1-23-6-4-9(18)11-10(5-6)24-16(15(22)14(11)21)7-2-3-8(17)13(20)12(7)19/h2-5,17-20,22H,1H3
• InChI Key: CVBNMWXECPZOLM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₈
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.05321734 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.7156	71.56%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	-	0.5144	51.44%
OATP1B1 inhibitior	+	0.7480	74.80%
OATP1B3 inhibitior	+	0.9904	99.04%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8388	83.88%
P-glycoprotein inhibitior	-	0.8089	80.89%
P-glycoprotein substrate	-	0.8203	82.03%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	+	0.6330	63.30%
CYP2C9 inhibition	-	0.7982	79.82%
CYP2C19 inhibition	-	0.6361	63.61%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	+	0.9091	90.91%
CYP2C8 inhibition	+	0.7299	72.99%
CYP inhibitory promiscuity	+	0.7089	70.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9790	97.90%
Eye irritation	+	0.8143	81.43%
Skin irritation	-	0.6006	60.06%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8140	81.40%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7801	78.01%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	+	0.8659	86.59%
Androgen receptor binding	+	0.8633	86.33%
Thyroid receptor binding	+	0.5756	57.56%
Glucocorticoid receptor binding	+	0.9078	90.78%
Aromatase binding	+	0.7286	72.86%
PPAR gamma	+	0.9000	90.00%
Honey bee toxicity	-	0.9331	93.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8562	85.62%

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	99.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.88%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.97%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.45%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.72%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL3194	P02766	Transthyretin	89.05%	90.71%
CHEMBL4208	P20618	Proteasome component C5	88.78%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.57%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.99%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.76%	94.42%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.47%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.23%	99.23%

Plants that contains it

• Plantago lanceolata

Cross-Links

• PubChem: 147295656
• LOTUS: LTS0186655
• wikiData: Q104970650