5,7-Dihydroxy-2-[4-[[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydrochromen-6-yl]oxy]phenyl]chromen-4-one

Details

• Internal ID: c32e749b-a35f-4813-8e3b-3dbc6aec5bb4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-2-[4-[[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydrochromen-6-yl]oxy]phenyl]chromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)O)O)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)O)O)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O
• InChI: InChI=1S/C31H22O10/c1-38-27-14-26-29(22(36)13-24(41-26)15-2-6-17(32)7-3-15)30(37)31(27)39-19-8-4-16(5-9-19)23-12-21(35)28-20(34)10-18(33)11-25(28)40-23/h2-12,14,24,32-34,37H,13H2,1H3
• InChI Key: UDOPUTXQVBNOLI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₂O₁₀
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.12129689 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.79
• 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	+	0.8236	82.36%
Caco-2	-	0.8545	85.45%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6770	67.70%
OATP2B1 inhibitior	-	0.7086	70.86%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9856	98.56%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7821	78.21%
P-glycoprotein inhibitior	+	0.8329	83.29%
P-glycoprotein substrate	-	0.6224	62.24%
CYP3A4 substrate	+	0.6819	68.19%
CYP2C9 substrate	-	0.5753	57.53%
CYP2D6 substrate	-	0.8023	80.23%
CYP3A4 inhibition	+	0.6191	61.91%
CYP2C9 inhibition	+	0.7893	78.93%
CYP2C19 inhibition	+	0.6347	63.47%
CYP2D6 inhibition	-	0.5470	54.70%
CYP1A2 inhibition	+	0.6685	66.85%
CYP2C8 inhibition	+	0.8987	89.87%
CYP inhibitory promiscuity	+	0.5459	54.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5540	55.40%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.7093	70.93%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6031	60.31%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9280	92.80%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6657	66.57%
Acute Oral Toxicity (c)	III	0.5406	54.06%
Estrogen receptor binding	+	0.8357	83.57%
Androgen receptor binding	+	0.8665	86.65%
Thyroid receptor binding	+	0.6238	62.38%
Glucocorticoid receptor binding	+	0.8475	84.75%
Aromatase binding	+	0.5586	55.86%
PPAR gamma	+	0.7333	73.33%
Honey bee toxicity	-	0.6670	66.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.7483	74.83%

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	99.44%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.20%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.52%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.39%	89.00%
CHEMBL3194	P02766	Transthyretin	95.59%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	94.87%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.77%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.00%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.94%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.33%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.58%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.13%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL3438	Q05513	Protein kinase C zeta	90.30%	88.48%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.79%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.41%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.21%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.59%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.59%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.67%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	86.40%	98.35%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.69%	86.92%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.61%	96.12%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.15%	92.68%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.64%	95.89%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.60%	97.03%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.66%	89.23%
CHEMBL2535	P11166	Glucose transporter	81.19%	98.75%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.67%	95.53%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.34%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.02%	97.14%

Plants that contains it

• Selaginella willdenowii

Cross-Links

• PubChem: 85136639
• LOTUS: LTS0043958
• wikiData: Q105270456