8-[3-(5,7-Dihydroxy-4-oxochromen-2-yl)-5-methoxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 3b75e9a5-9cea-46b9-80b1-3144f3e8b218
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[3-(5,7-dihydroxy-4-oxochromen-2-yl)-5-methoxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=CC(=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=CC(=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• InChI: InChI=1S/C32H22O10/c1-39-19-5-3-15(4-6-19)26-14-25(38)31-23(36)12-22(35)29(32(31)42-26)17-7-16(8-20(9-17)40-2)27-13-24(37)30-21(34)10-18(33)11-28(30)41-27/h3-14,33-36H,1-2H3
• InChI Key: JZMWHHMZNWQPMP-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	-	0.7841	78.41%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.7232	72.32%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9210	92.10%
P-glycoprotein inhibitior	+	0.8477	84.77%
P-glycoprotein substrate	-	0.7364	73.64%
CYP3A4 substrate	+	0.6199	61.99%
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	+	0.7965	79.65%
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	-	0.8453	84.53%
Skin irritation	-	0.7256	72.56%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7443	74.43%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5862	58.62%
Acute Oral Toxicity (c)	III	0.6505	65.05%
Estrogen receptor binding	+	0.8837	88.37%
Androgen receptor binding	+	0.9425	94.25%
Thyroid receptor binding	+	0.6284	62.84%
Glucocorticoid receptor binding	+	0.8313	83.13%
Aromatase binding	-	0.5100	51.00%
PPAR gamma	+	0.7600	76.00%
Honey bee toxicity	-	0.8228	82.28%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	99.09%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.20%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.13%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL3194	P02766	Transthyretin	92.72%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.66%	96.12%
CHEMBL1951	P21397	Monoamine oxidase A	92.53%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.02%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.28%	89.00%
CHEMBL308	P06493	Cyclin-dependent kinase 1	88.07%	91.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.05%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.96%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	86.95%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	86.86%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.21%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.46%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.08%	91.71%
CHEMBL1907	P15144	Aminopeptidase N	84.33%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.09%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.01%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.45%	93.65%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.69%	89.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.17%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.15%	90.71%

Plants that contains it

• Araucaria angustifolia

Cross-Links

• PubChem: 163101257
• LOTUS: LTS0052921
• wikiData: Q105137473