[8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate

Details

• Internal ID: 4c3e93a8-ee7d-44d0-a428-c6acd54fb857
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Flavaglines
• IUPAC Name: [8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(C2(C1(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OC1CC(C2(C1(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5
• InChI: InChI=1S/C28H28O7/c1-17(29)34-25-16-22(18-8-6-5-7-9-18)28(19-10-12-20(31-2)13-11-19)27(25,30)26-23(33-4)14-21(32-3)15-24(26)35-28/h5-15,22,25,30H,16H2,1-4H3
• InChI Key: CGFKKPRGWNMNFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₇
• Molecular Weight: 476.50 g/mol
• Exact Mass: 476.18350323 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.5806	58.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7433	74.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.8414	84.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9507	95.07%
P-glycoprotein inhibitior	+	0.8739	87.39%
P-glycoprotein substrate	-	0.6695	66.95%
CYP3A4 substrate	+	0.6450	64.50%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.7730	77.30%
CYP3A4 inhibition	+	0.6196	61.96%
CYP2C9 inhibition	+	0.5129	51.29%
CYP2C19 inhibition	-	0.5938	59.38%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.7096	70.96%
CYP2C8 inhibition	+	0.6367	63.67%
CYP inhibitory promiscuity	-	0.5219	52.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.3610	36.10%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8676	86.76%
Skin irritation	-	0.7829	78.29%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6873	68.73%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9049	90.49%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5363	53.63%
Acute Oral Toxicity (c)	II	0.3705	37.05%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.7789	77.89%
Thyroid receptor binding	+	0.6745	67.45%
Glucocorticoid receptor binding	+	0.7795	77.95%
Aromatase binding	-	0.5662	56.62%
PPAR gamma	+	0.7337	73.37%
Honey bee toxicity	-	0.8333	83.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.9594	95.94%

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	99.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.51%	85.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.56%	94.08%
CHEMBL4208	P20618	Proteasome component C5	91.20%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.14%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	90.68%	91.19%
CHEMBL240	Q12809	HERG	89.32%	89.76%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.31%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.66%	97.14%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.99%	89.44%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.64%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.15%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.65%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.50%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.90%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.59%	98.95%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.96%	100.00%
CHEMBL5028	O14672	ADAM10	80.94%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.14%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.06%	89.00%

Plants that contains it

• Aglaia rubiginosa

Cross-Links

• PubChem: 72817575
• LOTUS: LTS0084989
• wikiData: Q104957604