[3-Hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1-methoxy-5,6,9,10-tetrahydronaphtho[1,2-f][1]benzofuran-10-yl]methyl acetate

Details

• Internal ID: 3c3bc54e-5f32-4e23-bdc3-79625d3f7bad
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [3-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-1-methoxy-5,6,9,10-tetrahydronaphtho[1,2-f][1]benzofuran-10-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(OC2=C1C=C3C(=C2)CCC4=C3C(=CC(=C4)O)OC)C5=CC(=C(C=C5)O)OC
• SMILES (Isomeric): CC(=O)OCC1C(OC2=C1C=C3C(=C2)CCC4=C3C(=CC(=C4)O)OC)C5=CC(=C(C=C5)O)OC
• InChI: InChI=1S/C27H26O7/c1-14(28)33-13-21-20-12-19-15(4-5-16-8-18(29)11-25(32-3)26(16)19)9-23(20)34-27(21)17-6-7-22(30)24(10-17)31-2/h6-12,21,27,29-30H,4-5,13H2,1-3H3
• InChI Key: UBJDLKGJDZONCO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₇
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.16785316 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9652	96.52%
Caco-2	-	0.6099	60.99%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.8409	84.09%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	-	0.2130	21.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9923	99.23%
P-glycoprotein inhibitior	+	0.8620	86.20%
P-glycoprotein substrate	-	0.6911	69.11%
CYP3A4 substrate	+	0.6773	67.73%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.7374	73.74%
CYP3A4 inhibition	-	0.6935	69.35%
CYP2C9 inhibition	+	0.8518	85.18%
CYP2C19 inhibition	+	0.6242	62.42%
CYP2D6 inhibition	-	0.8589	85.89%
CYP1A2 inhibition	+	0.5918	59.18%
CYP2C8 inhibition	+	0.8549	85.49%
CYP inhibitory promiscuity	+	0.8065	80.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.8117	81.17%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7971	79.71%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9081	90.81%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5664	56.64%
Acute Oral Toxicity (c)	III	0.4587	45.87%
Estrogen receptor binding	+	0.9088	90.88%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	+	0.6586	65.86%
Glucocorticoid receptor binding	+	0.8596	85.96%
Aromatase binding	+	0.5329	53.29%
PPAR gamma	+	0.6399	63.99%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.66%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.36%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.36%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.03%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.56%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.91%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.94%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.87%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.60%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.63%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.65%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.68%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.45%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.10%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.68%	99.15%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.26%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.97%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.63%	89.50%

Plants that contains it

• Pleione yunnanensis

Cross-Links

• PubChem: 154804623
• LOTUS: LTS0132316
• wikiData: Q105269318