9-[5-[2-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-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: 42d6dbde-880f-4b18-a902-274f7752f056
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 9-[5-[2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-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(C(OC9=CC(=C8)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)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(C(OC9=CC(=C8)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O)O
• InChI: InChI=1S/C56H42O12/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/h1-26,49-51,54-66H
• InChI Key: XAXVWWYPKOGXSY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₂O₁₂
• Molecular Weight: 906.90 g/mol
• Exact Mass: 906.26762677 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 9.80
• Atomic LogP (AlogP): 10.72
• 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	-	0.8790	87.90%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5475	54.75%
OATP2B1 inhibitior	+	0.5744	57.44%
OATP1B1 inhibitior	+	0.8151	81.51%
OATP1B3 inhibitior	+	0.8162	81.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7500	75.00%
P-glycoprotein inhibitior	+	0.7173	71.73%
P-glycoprotein substrate	-	0.7286	72.86%
CYP3A4 substrate	+	0.6092	60.92%
CYP2C9 substrate	+	0.6202	62.02%
CYP2D6 substrate	+	0.3681	36.81%
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	+	0.8159	81.59%
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	-	0.8603	86.03%
Skin irritation	+	0.4936	49.36%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8007	80.07%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5915	59.15%
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	-	0.6940	69.40%
Acute Oral Toxicity (c)	II	0.4349	43.49%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.7972	79.72%
Thyroid receptor binding	+	0.6430	64.30%
Glucocorticoid receptor binding	+	0.5813	58.13%
Aromatase binding	+	0.5214	52.14%
PPAR gamma	+	0.7469	74.69%
Honey bee toxicity	-	0.7527	75.27%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	99.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.13%	91.49%
CHEMBL3194	P02766	Transthyretin	95.55%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.91%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.52%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.46%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.99%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	84.82%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.40%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	84.06%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.00%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	82.86%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.01%	96.09%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	80.78%	96.42%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.34%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

• Vitis chunganensis
• Vitis coignetiae
• Vitis vinifera

Cross-Links

• PubChem: 75214669
• LOTUS: LTS0198332
• wikiData: Q105324216