5,7-dihydroxy-8-[5-[(2R)-5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 10a48601-13cc-43db-9ef5-4fb75a5133d2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-8-[5-[(2R)-5-hydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5CC(=O)C6=C(C=C(C=C6O5)OC)O)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)[C@H]5CC(=O)C6=C(C=C(C=C6O5)OC)O)OC
• InChI: InChI=1S/C33H26O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-13,15,28,34-36H,14H2,1-3H3/t28-/m1/s1
• InChI Key: IHBQEDJQLPQAHW-MUUNZHRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₆O₁₀
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.15259702 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.98
• 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	+	0.8706	87.06%
Caco-2	-	0.8210	82.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.7419	74.19%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9618	96.18%
P-glycoprotein inhibitior	+	0.9307	93.07%
P-glycoprotein substrate	-	0.5680	56.80%
CYP3A4 substrate	+	0.6729	67.29%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.5234	52.34%
CYP2C9 inhibition	-	0.5896	58.96%
CYP2C19 inhibition	-	0.6049	60.49%
CYP2D6 inhibition	-	0.5992	59.92%
CYP1A2 inhibition	+	0.5575	55.75%
CYP2C8 inhibition	+	0.7751	77.51%
CYP inhibitory promiscuity	+	0.5758	57.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5601	56.01%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.7902	79.02%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7764	77.64%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9440	94.40%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4944	49.44%
Acute Oral Toxicity (c)	III	0.4551	45.51%
Estrogen receptor binding	+	0.8870	88.70%
Androgen receptor binding	+	0.8640	86.40%
Thyroid receptor binding	+	0.6115	61.15%
Glucocorticoid receptor binding	+	0.8437	84.37%
Aromatase binding	-	0.5086	50.86%
PPAR gamma	+	0.7220	72.20%
Honey bee toxicity	-	0.6911	69.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.8477	84.77%

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	97.62%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.37%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.91%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.70%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.25%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.10%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.43%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.26%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.53%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.02%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.73%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.39%	86.33%
CHEMBL3194	P02766	Transthyretin	88.78%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.68%	99.17%
CHEMBL3438	Q05513	Protein kinase C zeta	88.54%	88.48%
CHEMBL4208	P20618	Proteasome component C5	88.34%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.91%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.93%	97.14%
CHEMBL308	P06493	Cyclin-dependent kinase 1	85.80%	91.73%
CHEMBL5747	Q92793	CREB-binding protein	85.75%	95.12%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.61%	96.77%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.92%	96.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.23%	85.11%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.03%	95.53%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.49%	92.68%
CHEMBL242	Q92731	Estrogen receptor beta	82.98%	98.35%
CHEMBL1907	P15144	Aminopeptidase N	82.91%	93.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.51%	92.62%
CHEMBL2535	P11166	Glucose transporter	81.90%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.54%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.43%	94.45%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.22%	89.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.90%	92.94%

Plants that contains it

• Ginkgo biloba
• Metasequoia glyptostroboides

Cross-Links

• PubChem: 154827991
• LOTUS: LTS0247502
• wikiData: Q105112910