9-[5-[2-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-hydroxyphenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

Details

• Internal ID: 589f21bd-8d63-4052-8b9c-71277843106b
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 9-[5-[2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-hydroxyphenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
• SMILES (Canonical): C1=CC(=CC=C1C2C(C3=C4C(C(OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)C7=C(C=CC(=C7)C=CC8=C9C(=CC(=C8)O)OC(=C9C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C(C3=C4C(C(OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)C7=C(C=CC(=C7)C=CC8=C9C(=CC(=C8)O)OC(=C9C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O)O
• InChI: InChI=1S/C56H40O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49,51,54,56-66H
• InChI Key: OTYIKSOKCAQFIS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₀O₁₂
• Molecular Weight: 904.90 g/mol
• Exact Mass: 904.25197671 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 10.50
• Atomic LogP (AlogP): 11.54
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.8822	88.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5475	54.75%
OATP2B1 inhibitior	-	0.5586	55.86%
OATP1B1 inhibitior	+	0.8176	81.76%
OATP1B3 inhibitior	+	0.8162	81.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8413	84.13%
P-glycoprotein inhibitior	+	0.7298	72.98%
P-glycoprotein substrate	-	0.5389	53.89%
CYP3A4 substrate	+	0.6770	67.70%
CYP2C9 substrate	+	0.6095	60.95%
CYP2D6 substrate	-	0.6951	69.51%
CYP3A4 inhibition	+	0.6847	68.47%
CYP2C9 inhibition	+	0.8745	87.45%
CYP2C19 inhibition	+	0.8287	82.87%
CYP2D6 inhibition	-	0.8167	81.67%
CYP1A2 inhibition	+	0.8259	82.59%
CYP2C8 inhibition	+	0.9278	92.78%
CYP inhibitory promiscuity	+	0.9547	95.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4323	43.23%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8749	87.49%
Skin irritation	+	0.4936	49.36%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7884	78.84%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7105	71.05%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8019	80.19%
Acute Oral Toxicity (c)	II	0.4349	43.49%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	+	0.8418	84.18%
Thyroid receptor binding	+	0.6243	62.43%
Glucocorticoid receptor binding	+	0.6060	60.60%
Aromatase binding	+	0.5297	52.97%
PPAR gamma	+	0.7381	73.81%
Honey bee toxicity	-	0.6974	69.74%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9823	98.23%

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%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.53%	89.00%
CHEMBL3194	P02766	Transthyretin	97.12%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	96.63%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.08%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	93.33%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.18%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.51%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.93%	91.71%
CHEMBL2581	P07339	Cathepsin D	89.27%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.25%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.35%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	87.14%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.07%	85.14%
CHEMBL1900	P15121	Aldose reductase	86.11%	92.38%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.23%	98.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.09%	95.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.76%	91.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.65%	99.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.91%	83.10%
CHEMBL4530	P00488	Coagulation factor XIII	82.51%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.29%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.37%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.09%	94.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.19%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.03%	97.31%

Plants that contains it

• Vitis amurensis
• Vitis vinifera

Cross-Links

• PubChem: 74975426
• LOTUS: LTS0151062
• wikiData: Q105199924