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

Details

• Internal ID: fa6f2a5b-d8da-4f78-b319-192dcec4aeee
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[5-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-2-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=C(C=CC(=C4)C5CC(=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=C(C=CC(=C4)C5CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• InChI: InChI=1S/C32H24O10/c1-39-18-6-3-15(4-7-18)26-14-24(38)31-22(36)12-21(35)29(32(31)42-26)19-9-16(5-8-25(19)40-2)27-13-23(37)30-20(34)10-17(33)11-28(30)41-27/h3-12,14,27,33-36H,13H2,1-2H3
• InChI Key: DAZOCAXXKGNMBF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₄O₁₀
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.13694696 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.67
• 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	+	0.8706	87.06%
Caco-2	-	0.8098	80.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8109	81.09%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.7340	73.40%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9169	91.69%
P-glycoprotein inhibitior	+	0.9126	91.26%
P-glycoprotein substrate	-	0.5578	55.78%
CYP3A4 substrate	+	0.6833	68.33%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.7017	70.17%
CYP2C9 inhibition	+	0.7353	73.53%
CYP2C19 inhibition	+	0.6291	62.91%
CYP2D6 inhibition	-	0.5248	52.48%
CYP1A2 inhibition	+	0.5966	59.66%
CYP2C8 inhibition	+	0.8024	80.24%
CYP inhibitory promiscuity	+	0.6241	62.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6073	60.73%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8909	89.09%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7153	71.53%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9418	94.18%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4949	49.49%
Acute Oral Toxicity (c)	III	0.4776	47.76%
Estrogen receptor binding	+	0.8703	87.03%
Androgen receptor binding	+	0.8642	86.42%
Thyroid receptor binding	+	0.6010	60.10%
Glucocorticoid receptor binding	+	0.8354	83.54%
Aromatase binding	-	0.5617	56.17%
PPAR gamma	+	0.7035	70.35%
Honey bee toxicity	-	0.6716	67.16%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.8381	83.81%

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	97.89%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.37%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.24%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.73%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.38%	96.21%
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL3194	P02766	Transthyretin	92.01%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.58%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.25%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.08%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.01%	86.92%
CHEMBL4208	P20618	Proteasome component C5	90.52%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.02%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.91%	96.12%
CHEMBL3438	Q05513	Protein kinase C zeta	88.30%	88.48%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.15%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.05%	96.95%
CHEMBL308	P06493	Cyclin-dependent kinase 1	86.22%	91.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.74%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.65%	96.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	84.26%	97.03%
CHEMBL2535	P11166	Glucose transporter	83.94%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.73%	85.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.34%	85.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.18%	92.62%
CHEMBL1907	P15144	Aminopeptidase N	82.91%	93.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.83%	93.99%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.68%	95.53%
CHEMBL5747	Q92793	CREB-binding protein	82.31%	95.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.11%	94.45%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.98%	95.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.98%	92.94%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.26%	89.23%

Plants that contains it

• Cycas circinalis
• Podocarpus macrophyllus

Cross-Links

• PubChem: 46841084
• LOTUS: LTS0237707
• wikiData: Q105030158