5-Hydroxy-10-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-8-(4-hydroxyphenyl)-2,2-dimethylpyrano[3,2-g]chromen-6-one

Details

• Internal ID: 883c3774-eb84-49bf-9ad4-847dd3332023
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5-hydroxy-10-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-8-(4-hydroxyphenyl)-2,2-dimethylpyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC1(C=CC2=C(C3=C(C(=C2O1)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC)OC(=CC3=O)C7=CC=C(C=C7)O)O)C
• SMILES (Isomeric): CC1(C=CC2=C(C3=C(C(=C2O1)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC)OC(=CC3=O)C7=CC=C(C=C7)O)O)C
• InChI: InChI=1S/C37H28O10/c1-37(2)12-11-22-34(42)33-26(41)17-28(18-5-8-20(38)9-6-18)46-36(33)31(35(22)47-37)23-13-19(7-10-27(23)44-4)29-16-25(40)32-24(39)14-21(43-3)15-30(32)45-29/h5-17,38-39,42H,1-4H3
• InChI Key: GNHFLLCJPWYCAF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₂₈O₁₀
• Molecular Weight: 632.60 g/mol
• Exact Mass: 632.16824709 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 7.22
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	-	0.8464	84.64%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8656	86.56%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	-	0.3568	35.68%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9644	96.44%
P-glycoprotein inhibitior	+	0.8497	84.97%
P-glycoprotein substrate	+	0.6268	62.68%
CYP3A4 substrate	+	0.6922	69.22%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.5114	51.14%
CYP2C9 inhibition	+	0.6306	63.06%
CYP2C19 inhibition	+	0.6089	60.89%
CYP2D6 inhibition	-	0.8443	84.43%
CYP1A2 inhibition	-	0.6566	65.66%
CYP2C8 inhibition	+	0.8863	88.63%
CYP inhibitory promiscuity	+	0.6219	62.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Danger	0.5074	50.74%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8544	85.44%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7351	73.51%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9051	90.51%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6427	64.27%
Acute Oral Toxicity (c)	III	0.6161	61.61%
Estrogen receptor binding	+	0.8988	89.88%
Androgen receptor binding	+	0.9125	91.25%
Thyroid receptor binding	+	0.7185	71.85%
Glucocorticoid receptor binding	+	0.8742	87.42%
Aromatase binding	+	0.6504	65.04%
PPAR gamma	+	0.7590	75.90%
Honey bee toxicity	-	0.6964	69.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9805	98.05%

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	99.40%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.49%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.86%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.82%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	96.57%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.53%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL3194	P02766	Transthyretin	94.06%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.45%	95.78%
CHEMBL4208	P20618	Proteasome component C5	90.24%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.68%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.03%	96.21%
CHEMBL1255126	O15151	Protein Mdm4	87.20%	90.20%
CHEMBL1951	P21397	Monoamine oxidase A	86.73%	91.49%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.03%	95.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.78%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	85.55%	93.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.66%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.46%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.36%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.79%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.43%	91.71%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.34%	89.23%
CHEMBL2535	P11166	Glucose transporter	82.72%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.25%	95.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.95%	97.28%
CHEMBL1921	P47901	Vasopressin V1b receptor	81.86%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.64%	86.92%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.29%	91.23%
CHEMBL3401	O75469	Pregnane X receptor	80.10%	94.73%

Plants that contains it

• Calophyllum venulosum

Cross-Links

• PubChem: 10556017
• LOTUS: LTS0199054
• wikiData: Q105012507