5,7-Dihydroxy-8-[2-hydroxy-5-(7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: d01b368d-103f-462f-8e3f-c0dc46d29ae6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-8-[2-hydroxy-5-(7-methoxy-4-oxochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC2=C(C=C1)C(=O)C=C(O2)C3=CC(=C(C=C3)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)C(=O)C=C(O2)C3=CC(=C(C=C3)O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C31H20O9/c1-38-18-7-8-19-22(34)13-27(39-28(19)11-18)16-4-9-21(33)20(10-16)29-23(35)12-24(36)30-25(37)14-26(40-31(29)30)15-2-5-17(32)6-3-15/h2-14,32-33,35-36H,1H3
• InChI Key: LZEKELFEQPQVCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₀O₉
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.11073221 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.73
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9430	94.30%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	+	0.5753	57.53%
OATP1B1 inhibitior	+	0.6988	69.88%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8813	88.13%
P-glycoprotein inhibitior	+	0.7046	70.46%
P-glycoprotein substrate	-	0.5439	54.39%
CYP3A4 substrate	+	0.6515	65.15%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5760	57.60%
CYP2C9 inhibition	+	0.7647	76.47%
CYP2C19 inhibition	+	0.7471	74.71%
CYP2D6 inhibition	-	0.7766	77.66%
CYP1A2 inhibition	+	0.8002	80.02%
CYP2C8 inhibition	+	0.8743	87.43%
CYP inhibitory promiscuity	+	0.6806	68.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8049	80.49%
Skin irritation	-	0.6647	66.47%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6652	66.52%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9499	94.99%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6192	61.92%
Acute Oral Toxicity (c)	III	0.6544	65.44%
Estrogen receptor binding	+	0.8975	89.75%
Androgen receptor binding	+	0.9586	95.86%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.7896	78.96%
Aromatase binding	+	0.5579	55.79%
PPAR gamma	+	0.7308	73.08%
Honey bee toxicity	-	0.7236	72.36%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8837	88.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	99.70%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.41%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	98.45%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.23%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.08%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.77%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.20%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	93.56%	93.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.30%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.90%	86.92%
CHEMBL3194	P02766	Transthyretin	90.29%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.25%	94.45%
CHEMBL308	P06493	Cyclin-dependent kinase 1	88.54%	91.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.12%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.95%	99.23%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.48%	95.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL3438	Q05513	Protein kinase C zeta	85.09%	88.48%
CHEMBL1811	P34995	Prostanoid EP1 receptor	84.95%	95.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.58%	93.65%
CHEMBL4208	P20618	Proteasome component C5	84.37%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.40%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.04%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.64%	97.28%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	81.45%	85.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.38%	96.77%
CHEMBL2535	P11166	Glucose transporter	81.09%	98.75%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.14%	89.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.14%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.03%	95.89%

Plants that contains it

• Apium graveolens
• Cephalotaxus fortunei
• Citrus trifoliata
• Foeniculum vulgare

Cross-Links

• PubChem: 5321275
• NPASS: NPC296518