5,7-Dihydroxy-3-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 4ad7942d-6952-4edf-b1fb-fed29fb9de92
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-3-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)O
• InChI: InChI=1S/C32H22O10/c1-39-18-6-3-15(4-7-18)32-28(31(38)30-22(35)10-17(33)11-26(30)42-32)20-9-16(5-8-21(20)34)25-14-24(37)29-23(36)12-19(40-2)13-27(29)41-25/h3-14,33-36H,1-2H3
• InChI Key: FLMZYFXSYJILAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₂O₁₀
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.12129689 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9325	93.25%
Caco-2	-	0.8136	81.36%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9054	90.54%
P-glycoprotein inhibitior	+	0.8396	83.96%
P-glycoprotein substrate	-	0.6440	64.40%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5831	58.31%
CYP2C9 inhibition	+	0.6590	65.90%
CYP2C19 inhibition	+	0.6234	62.34%
CYP2D6 inhibition	-	0.7411	74.11%
CYP1A2 inhibition	+	0.6533	65.33%
CYP2C8 inhibition	+	0.9235	92.35%
CYP inhibitory promiscuity	+	0.6726	67.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.7804	78.04%
Skin irritation	-	0.7256	72.56%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4086	40.86%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6283	62.83%
Acute Oral Toxicity (c)	III	0.6505	65.05%
Estrogen receptor binding	+	0.8849	88.49%
Androgen receptor binding	+	0.9492	94.92%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.8660	86.60%
Aromatase binding	+	0.5860	58.60%
PPAR gamma	+	0.7882	78.82%
Honey bee toxicity	-	0.8038	80.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9066	90.66%

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	98.75%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	98.07%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.19%	94.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	95.35%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.62%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.13%	91.49%
CHEMBL3194	P02766	Transthyretin	93.92%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.64%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	91.37%	93.31%
CHEMBL4208	P20618	Proteasome component C5	90.57%	90.00%
CHEMBL242	Q92731	Estrogen receptor beta	90.47%	98.35%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.28%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.73%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.45%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.29%	86.92%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.09%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.16%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.03%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.38%	99.17%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	84.29%	90.48%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.77%	93.65%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.47%	95.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.57%	95.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.39%	93.99%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162849638
• LOTUS: LTS0122465
• wikiData: Q104997266