5,7-Dihydroxy-6-methoxy-3-(2,3,4,5-tetramethoxyphenyl)chromen-4-one

Details

• Internal ID: 396d2b90-9fab-43a5-9802-730a9dc134fc
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 4-O-methylisoflavones
• IUPAC Name: 5,7-dihydroxy-6-methoxy-3-(2,3,4,5-tetramethoxyphenyl)chromen-4-one
• InChI: InChI=1S/C20H20O9/c1-24-13-6-9(17(25-2)20(28-5)19(13)27-4)10-8-29-12-7-11(21)18(26-3)16(23)14(12)15(10)22/h6-8,21,23H,1-5H3
• InChI Key: OITYQALEAYIBHE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₉
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.11073221 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.8046	80.46%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.9379	93.79%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4740	47.40%
P-glycoprotein inhibitior	+	0.6671	66.71%
P-glycoprotein substrate	-	0.8844	88.44%
CYP3A4 substrate	+	0.5543	55.43%
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	+	0.5063	50.63%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.5055	50.55%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7474	74.74%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6421	64.21%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8714	87.14%
Androgen receptor binding	+	0.5544	55.44%
Thyroid receptor binding	+	0.7075	70.75%
Glucocorticoid receptor binding	+	0.7438	74.38%
Aromatase binding	+	0.6775	67.75%
PPAR gamma	+	0.6897	68.97%
Honey bee toxicity	-	0.8357	83.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
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	98.46%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.02%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.35%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.23%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.29%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.97%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.30%	98.75%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	83.02%	98.21%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.34%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.12%	99.23%
CHEMBL4302	P08183	P-glycoprotein 1	81.71%	92.98%
CHEMBL4208	P20618	Proteasome component C5	81.61%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.17%	99.15%

Plants that contains it

• Iris japonica

Cross-Links

• PubChem: 15289673
• LOTUS: LTS0174803
• wikiData: Q105192755