5-Hydroxy-8-[3-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-5-methoxyphenyl]-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

Details

• Internal ID: 38614ee5-bf00-44eb-b7f0-dbf2f82267e9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5-hydroxy-8-[3-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-5-methoxyphenyl]-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC=C(C=C4)O)O)OC)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O
• SMILES (Isomeric): COC1=CC(=CC(=C1)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC=C(C=C4)O)O)OC)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O
• InChI: InChI=1S/C33H24O10/c1-39-20-9-17(27-13-23(36)31-22(35)11-21(40-2)12-29(31)42-27)8-18(10-20)30-28(41-3)15-25(38)32-24(37)14-26(43-33(30)32)16-4-6-19(34)7-5-16/h4-15,34-35,38H,1-3H3
• InChI Key: NICZQKLOBONQMY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₄O₁₀
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.13694696 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.04
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9657	96.57%
Caco-2	-	0.7931	79.31%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8810	88.10%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.8050	80.50%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9269	92.69%
P-glycoprotein inhibitior	+	0.8760	87.60%
P-glycoprotein substrate	-	0.7092	70.92%
CYP3A4 substrate	+	0.6015	60.15%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.8272	82.72%
CYP2C9 inhibition	-	0.6322	63.22%
CYP2C19 inhibition	-	0.6817	68.17%
CYP2D6 inhibition	-	0.8618	86.18%
CYP1A2 inhibition	+	0.6337	63.37%
CYP2C8 inhibition	+	0.8403	84.03%
CYP inhibitory promiscuity	+	0.5096	50.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5571	55.71%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8690	86.90%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7005	70.05%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9631	96.31%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4615	46.15%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.9093	90.93%
Androgen receptor binding	+	0.9373	93.73%
Thyroid receptor binding	+	0.6521	65.21%
Glucocorticoid receptor binding	+	0.8641	86.41%
Aromatase binding	+	0.5808	58.08%
PPAR gamma	+	0.7350	73.50%
Honey bee toxicity	-	0.7908	79.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9309	93.09%

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	98.02%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.53%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.26%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.68%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.53%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	94.50%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL3194	P02766	Transthyretin	93.46%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.85%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.70%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.58%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.37%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.32%	95.78%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.03%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.89%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.45%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.36%	86.92%
CHEMBL1907	P15144	Aminopeptidase N	82.75%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.04%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.46%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.65%	97.28%
CHEMBL4208	P20618	Proteasome component C5	80.26%	90.00%

Plants that contains it

• Araucaria angustifolia

Cross-Links

• PubChem: 162946513
• LOTUS: LTS0136615
• wikiData: Q105179750