3-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: b5af79a0-89a5-4d57-836e-7db4a8c052e9
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C31H20O10/c1-39-18-8-4-15(5-9-18)31-28(30(38)25-19(34)10-17(33)11-23(25)41-31)27-21(36)13-24-26(29(27)37)20(35)12-22(40-24)14-2-6-16(32)7-3-14/h2-13,32-34,36-37H,1H3
• InChI Key: CWDHFSUXDBJDID-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₀O₁₀
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.10564683 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9430	94.30%
Caco-2	-	0.8306	83.06%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	+	0.5764	57.64%
OATP1B1 inhibitior	+	0.7614	76.14%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7214	72.14%
P-glycoprotein inhibitior	+	0.6681	66.81%
P-glycoprotein substrate	-	0.6220	62.20%
CYP3A4 substrate	+	0.6788	67.88%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5760	57.60%
CYP2C9 inhibition	+	0.7647	76.47%
CYP2C19 inhibition	+	0.7471	74.71%
CYP2D6 inhibition	-	0.7766	77.66%
CYP1A2 inhibition	+	0.8002	80.02%
CYP2C8 inhibition	+	0.9271	92.71%
CYP inhibitory promiscuity	+	0.6806	68.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8001	80.01%
Skin irritation	-	0.6647	66.47%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6557	65.57%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9499	94.99%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7743	77.43%
Acute Oral Toxicity (c)	III	0.6544	65.44%
Estrogen receptor binding	+	0.8892	88.92%
Androgen receptor binding	+	0.9501	95.01%
Thyroid receptor binding	+	0.6286	62.86%
Glucocorticoid receptor binding	+	0.8258	82.58%
Aromatase binding	+	0.5320	53.20%
PPAR gamma	+	0.7689	76.89%
Honey bee toxicity	-	0.7988	79.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8837	88.37%

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	97.31%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.11%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.34%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.20%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	93.91%	98.35%
CHEMBL3194	P02766	Transthyretin	92.87%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.07%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.70%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.34%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.85%	93.99%
CHEMBL4208	P20618	Proteasome component C5	90.21%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.57%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.82%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	86.96%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.36%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.17%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.37%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.33%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.06%	95.50%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	81.46%	90.48%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.38%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.43%	94.42%

Plants that contains it

• Selaginella delicatula

Cross-Links

• PubChem: 162999842
• LOTUS: LTS0090517
• wikiData: Q104971175