2-(4-hydroxy-2-methoxyphenyl)-4-(4-hydroxyphenyl)-6-(7-methoxy-3,4-dihydro-2H-chromen-3-yl)chromen-7-one

Details

• Internal ID: 864d2755-22b2-41ed-b356-91c2c6712b07
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 2-(4-hydroxy-2-methoxyphenyl)-4-(4-hydroxyphenyl)-6-(7-methoxy-3,4-dihydro-2H-chromen-3-yl)chromen-7-one
• SMILES (Canonical): COC1=CC2=C(CC(CO2)C3=CC4=C(C=C(OC4=CC3=O)C5=C(C=C(C=C5)O)OC)C6=CC=C(C=C6)O)C=C1
• SMILES (Isomeric): COC1=CC2=C(CC(CO2)C3=CC4=C(C=C(OC4=CC3=O)C5=C(C=C(C=C5)O)OC)C6=CC=C(C=C6)O)C=C1
• InChI: InChI=1S/C32H26O7/c1-36-23-9-5-19-11-20(17-38-29(19)13-23)26-14-27-25(18-3-6-21(33)7-4-18)15-31(39-32(27)16-28(26)35)24-10-8-22(34)12-30(24)37-2/h3-10,12-16,20,33-34H,11,17H2,1-2H3
• InChI Key: QNABAPGIAOBSPN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₆O₇
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.16785316 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 6.23
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	-	0.7484	74.84%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9168	91.68%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9354	93.54%
P-glycoprotein inhibitior	+	0.9470	94.70%
P-glycoprotein substrate	+	0.7243	72.43%
CYP3A4 substrate	+	0.6897	68.97%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.7102	71.02%
CYP3A4 inhibition	-	0.6099	60.99%
CYP2C9 inhibition	+	0.6983	69.83%
CYP2C19 inhibition	+	0.8420	84.20%
CYP2D6 inhibition	-	0.7838	78.38%
CYP1A2 inhibition	+	0.6203	62.03%
CYP2C8 inhibition	+	0.7762	77.62%
CYP inhibitory promiscuity	+	0.7111	71.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.7259	72.59%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9768	97.68%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8831	88.31%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9360	93.60%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5602	56.02%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.8457	84.57%
Androgen receptor binding	+	0.9145	91.45%
Thyroid receptor binding	+	0.6409	64.09%
Glucocorticoid receptor binding	+	0.8623	86.23%
Aromatase binding	-	0.5323	53.23%
PPAR gamma	+	0.7381	73.81%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
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	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.20%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.23%	94.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	94.08%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	93.44%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.42%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.35%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.07%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	92.01%	93.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.54%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.05%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.89%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.33%	89.00%
CHEMBL5747	Q92793	CREB-binding protein	88.61%	95.12%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	88.20%	95.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.06%	95.78%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.46%	82.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.38%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.12%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.28%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.18%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.11%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.80%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.33%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.34%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.25%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.10%	92.94%

Plants that contains it

• Dalbergia ecastaphyllum

Cross-Links

• PubChem: 135580489
• LOTUS: LTS0016504
• wikiData: Q104389735