5-Hydroxy-6-[5-(5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 87ec2dca-8369-4929-b977-d4612cc626ac
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5-hydroxy-6-[5-(5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC)O)C4=C(C=C5C(=C4O)C(=O)CC(O5)C6=CC=C(C=C6)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC)O)C4=C(C=C5C(=C4O)C(=O)CC(O5)C6=CC=C(C=C6)O)OC
• InChI: InChI=1S/C33H28O10/c1-39-19-11-21(35)31-22(36)13-26(43-28(31)12-19)17-6-9-24(40-2)20(10-17)30-27(41-3)15-29-32(33(30)38)23(37)14-25(42-29)16-4-7-18(34)8-5-16/h4-12,15,25-26,34-35,38H,13-14H2,1-3H3
• InChI Key: SWDQTDXMFPMFAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₈O₁₀
• Molecular Weight: 584.60 g/mol
• Exact Mass: 584.16824709 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.91
• 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	+	0.9348	93.48%
Caco-2	-	0.8046	80.46%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8761	87.61%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9596	95.96%
P-glycoprotein inhibitior	+	0.8961	89.61%
P-glycoprotein substrate	-	0.7345	73.45%
CYP3A4 substrate	+	0.6320	63.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	-	0.7890	78.90%
CYP2C9 inhibition	-	0.5325	53.25%
CYP2C19 inhibition	-	0.6093	60.93%
CYP2D6 inhibition	-	0.6882	68.82%
CYP1A2 inhibition	+	0.5409	54.09%
CYP2C8 inhibition	+	0.6388	63.88%
CYP inhibitory promiscuity	-	0.5302	53.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7327	73.27%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.6593	65.93%
skin sensitisation	-	0.9549	95.49%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5329	53.29%
Acute Oral Toxicity (c)	III	0.4135	41.35%
Estrogen receptor binding	+	0.8722	87.22%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.8753	87.53%
Aromatase binding	+	0.5468	54.68%
PPAR gamma	+	0.7403	74.03%
Honey bee toxicity	-	0.8056	80.56%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.8757	87.57%

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	97.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.22%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.18%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.17%	99.15%
CHEMBL4208	P20618	Proteasome component C5	92.68%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.95%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.72%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.87%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.83%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.53%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.18%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.36%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.33%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.60%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.27%	95.78%
CHEMBL2535	P11166	Glucose transporter	85.51%	98.75%
CHEMBL3194	P02766	Transthyretin	83.58%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.30%	92.68%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.21%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	81.86%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.00%	94.45%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.42%	82.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.21%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.18%	85.11%

Plants that contains it

• Selaginella doederleinii

Cross-Links

• PubChem: 162884600
• LOTUS: LTS0234829
• wikiData: Q105262592