3-(2,4-Dihydroxyphenyl)-7-(6-hydroxy-1-benzofuran-2-yl)-13-methyl-4,14-dioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2,5,7,9,11,15(20),16,18-octaene-9,17-diol

Details

• Internal ID: c654e229-fbe7-48c9-8b13-47b7f21c0a3a
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-7-(6-hydroxy-1-benzofuran-2-yl)-13-methyl-4,14-dioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2,5,7,9,11,15(20),16,18-octaene-9,17-diol
• SMILES (Canonical): CC12CC(C3=C(O1)C=C(C=C3)O)C4=C(OC5=CC(=CC(=C5C4=C2)O)C6=CC7=C(O6)C=C(C=C7)O)C8=C(C=C(C=C8)O)O
• SMILES (Isomeric): CC12CC(C3=C(O1)C=C(C=C3)O)C4=C(OC5=CC(=CC(=C5C4=C2)O)C6=CC7=C(O6)C=C(C=C7)O)C8=C(C=C(C=C8)O)O
• InChI: InChI=1S/C34H24O8/c1-34-14-23(21-6-4-20(37)13-29(21)42-34)31-24(15-34)32-26(39)8-17(27-9-16-2-3-19(36)12-28(16)40-27)10-30(32)41-33(31)22-7-5-18(35)11-25(22)38/h2-13,15,23,35-39H,14H2,1H3
• InChI Key: KJYLNHYBKGNZHS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₄O₈
• Molecular Weight: 560.50 g/mol
• Exact Mass: 560.14711772 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 7.15
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8384	83.84%
Blood Brain Barrier	-	0.7379	73.79%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6705	67.05%
OATP2B1 inhibitior	+	0.5712	57.12%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9298	92.98%
P-glycoprotein inhibitior	+	0.8333	83.33%
P-glycoprotein substrate	+	0.7547	75.47%
CYP3A4 substrate	+	0.6927	69.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6988	69.88%
CYP3A4 inhibition	+	0.6433	64.33%
CYP2C9 inhibition	+	0.8752	87.52%
CYP2C19 inhibition	+	0.6922	69.22%
CYP2D6 inhibition	-	0.8349	83.49%
CYP1A2 inhibition	+	0.6182	61.82%
CYP2C8 inhibition	+	0.8796	87.96%
CYP inhibitory promiscuity	+	0.9186	91.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5029	50.29%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.7823	78.23%
Skin irritation	-	0.7051	70.51%
Skin corrosion	-	0.9025	90.25%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8967	89.67%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5463	54.63%
skin sensitisation	-	0.7583	75.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6964	69.64%
Acute Oral Toxicity (c)	III	0.3304	33.04%
Estrogen receptor binding	+	0.8400	84.00%
Androgen receptor binding	+	0.8911	89.11%
Thyroid receptor binding	+	0.6601	66.01%
Glucocorticoid receptor binding	+	0.8796	87.96%
Aromatase binding	+	0.6183	61.83%
PPAR gamma	+	0.8242	82.42%
Honey bee toxicity	-	0.8040	80.40%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9751	97.51%

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	99.45%	91.11%
CHEMBL240	Q12809	HERG	98.09%	89.76%
CHEMBL2581	P07339	Cathepsin D	94.75%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.99%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	92.28%	91.38%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.82%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.54%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.36%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.18%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.09%	89.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	90.99%	92.50%
CHEMBL236	P41143	Delta opioid receptor	90.91%	99.35%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.34%	95.69%
CHEMBL242	Q92731	Estrogen receptor beta	90.31%	98.35%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.04%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.56%	85.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.25%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.16%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.10%	96.21%
CHEMBL2337	P48067	Glycine transporter 1	87.08%	95.45%
CHEMBL4208	P20618	Proteasome component C5	85.59%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.19%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.58%	85.30%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.50%	93.10%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.10%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.80%	93.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.71%	90.24%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.47%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.35%	90.71%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.32%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.28%	95.89%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 101970481
• NPASS: NPC62875
• LOTUS: LTS0081564
• wikiData: Q105142056