[4-[(1S,3aR,4S,9aS)-6-acetyloxy-1-ethoxy-7-methoxy-1,3,3a,4,9,9a-hexahydrobenzo[f][2]benzofuran-4-yl]-2-methoxyphenyl] acetate

Details

• Internal ID: 84cbecab-d69c-4cf4-abaf-7b8b5897e427
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: [4-[(1S,3aR,4S,9aS)-6-acetyloxy-1-ethoxy-7-methoxy-1,3,3a,4,9,9a-hexahydrobenzo[f][2]benzofuran-4-yl]-2-methoxyphenyl] acetate
• SMILES (Canonical): CCOC1C2CC3=CC(=C(C=C3C(C2CO1)C4=CC(=C(C=C4)OC(=O)C)OC)OC(=O)C)OC
• SMILES (Isomeric): CCO[C@@H]1[C@H]2CC3=CC(=C(C=C3[C@@H]([C@H]2CO1)C4=CC(=C(C=C4)OC(=O)C)OC)OC(=O)C)OC
• InChI: InChI=1S/C26H30O8/c1-6-31-26-19-9-17-11-23(30-5)24(34-15(3)28)12-18(17)25(20(19)13-32-26)16-7-8-21(33-14(2)27)22(10-16)29-4/h7-8,10-12,19-20,25-26H,6,9,13H2,1-5H3/t19-,20-,25-,26-/m0/s1
• InChI Key: XOVVANRAARCFBI-HKDRDPIHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₈
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.19406791 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.5438	54.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8345	83.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9836	98.36%
P-glycoprotein inhibitior	+	0.9339	93.39%
P-glycoprotein substrate	-	0.5361	53.61%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	+	0.5225	52.25%
CYP2C9 inhibition	+	0.9605	96.05%
CYP2C19 inhibition	+	0.9231	92.31%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	+	0.8256	82.56%
CYP2C8 inhibition	+	0.6855	68.55%
CYP inhibitory promiscuity	+	0.9017	90.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8853	88.53%
Carcinogenicity (trinary)	Non-required	0.5379	53.79%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.8901	89.01%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8059	80.59%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.6570	65.70%
skin sensitisation	-	0.8048	80.48%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6054	60.54%
Acute Oral Toxicity (c)	III	0.6798	67.98%
Estrogen receptor binding	+	0.8975	89.75%
Androgen receptor binding	+	0.6347	63.47%
Thyroid receptor binding	+	0.6684	66.84%
Glucocorticoid receptor binding	+	0.9265	92.65%
Aromatase binding	+	0.5454	54.54%
PPAR gamma	+	0.6115	61.15%
Honey bee toxicity	-	0.6715	67.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6352	63.52%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.83%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.03%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.89%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.89%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.60%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.22%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.28%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.40%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.11%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.45%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.79%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.26%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.86%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL2535	P11166	Glucose transporter	80.83%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.41%	97.28%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.24%	97.25%

Plants that contains it

• Lepidothamnus intermedius

Cross-Links

• PubChem: 162954877
• LOTUS: LTS0163674
• wikiData: Q105337960