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

Details

• Internal ID: 09c1bb32-118b-4ac9-b796-8db7c70659c0
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 3-[(2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-6-yl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)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)OC)O)C4=C(C5=C(C=C4O)O[C@H](CC5=O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C32H24O10/c1-39-18-9-5-16(6-10-18)32-29(31(38)26-20(34)11-19(40-2)12-24(26)42-32)28-22(36)14-25-27(30(28)37)21(35)13-23(41-25)15-3-7-17(33)8-4-15/h3-12,14,23,33-34,36-37H,13H2,1-2H3/t23-/m1/s1
• InChI Key: PRQOAOFOMFGZJS-HSZRJFAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₄O₁₀
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.13694696 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.67
• 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	+	0.8706	87.06%
Caco-2	-	0.8168	81.68%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8109	81.09%
OATP2B1 inhibitior	-	0.5686	56.86%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8219	82.19%
P-glycoprotein inhibitior	+	0.8653	86.53%
P-glycoprotein substrate	-	0.6199	61.99%
CYP3A4 substrate	+	0.6809	68.09%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.7017	70.17%
CYP2C9 inhibition	+	0.7353	73.53%
CYP2C19 inhibition	+	0.6291	62.91%
CYP2D6 inhibition	-	0.5248	52.48%
CYP1A2 inhibition	+	0.5966	59.66%
CYP2C8 inhibition	+	0.8541	85.41%
CYP inhibitory promiscuity	+	0.6241	62.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6073	60.73%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8353	83.53%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4000	40.00%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9418	94.18%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7730	77.30%
Acute Oral Toxicity (c)	III	0.4776	47.76%
Estrogen receptor binding	+	0.8407	84.07%
Androgen receptor binding	+	0.8789	87.89%
Thyroid receptor binding	+	0.5676	56.76%
Glucocorticoid receptor binding	+	0.7747	77.47%
Aromatase binding	-	0.5719	57.19%
PPAR gamma	+	0.7091	70.91%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8381	83.81%

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	99.41%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.37%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.50%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.80%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.62%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.28%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.26%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.73%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.37%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.58%	86.33%
CHEMBL3438	Q05513	Protein kinase C zeta	90.45%	88.48%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.28%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.07%	86.92%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.89%	85.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.50%	93.99%
CHEMBL4208	P20618	Proteasome component C5	86.93%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.87%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.82%	92.68%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.87%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.81%	99.17%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.94%	97.53%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	84.68%	90.48%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.36%	95.78%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.19%	95.71%
CHEMBL242	Q92731	Estrogen receptor beta	83.18%	98.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.00%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.32%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.50%	91.71%
CHEMBL3194	P02766	Transthyretin	80.08%	90.71%

Plants that contains it

• Selaginella delicatula

Cross-Links

• PubChem: 163016479
• LOTUS: LTS0148390
• wikiData: Q105213875