[(2S,3S)-3-acetyloxy-2-[4-[(R)-acetyloxy-[(3R,4R)-4-[(4-acetyloxy-3-methoxyphenyl)methyl]-5-oxooxolan-3-yl]methyl]-2-methoxyphenoxy]-3-(4-acetyloxy-3-methoxyphenyl)propyl] acetate

Details

• Internal ID: 35dfae6c-1a8f-4f52-b3f4-d706044f04d3
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: [(2S,3S)-3-acetyloxy-2-[4-[(R)-acetyloxy-[(3R,4R)-4-[(4-acetyloxy-3-methoxyphenyl)methyl]-5-oxooxolan-3-yl]methyl]-2-methoxyphenoxy]-3-(4-acetyloxy-3-methoxyphenyl)propyl] acetate
• SMILES (Canonical): CC(=O)OCC(C(C1=CC(=C(C=C1)OC(=O)C)OC)OC(=O)C)OC2=C(C=C(C=C2)C(C3COC(=O)C3CC4=CC(=C(C=C4)OC(=O)C)OC)OC(=O)C)OC
• SMILES (Isomeric): CC(=O)OC[C@@H]([C@H](C1=CC(=C(C=C1)OC(=O)C)OC)OC(=O)C)OC2=C(C=C(C=C2)[C@@H]([C@H]3COC(=O)[C@@H]3CC4=CC(=C(C=C4)OC(=O)C)OC)OC(=O)C)OC
• InChI: InChI=1S/C40H44O16/c1-21(41)50-20-37(39(55-25(5)45)28-11-13-32(53-23(3)43)35(18-28)48-7)56-33-14-10-27(17-36(33)49-8)38(54-24(4)44)30-19-51-40(46)29(30)15-26-9-12-31(52-22(2)42)34(16-26)47-6/h9-14,16-18,29-30,37-39H,15,19-20H2,1-8H3/t29-,30+,37+,38+,39+/m1/s1
• InChI Key: PQTROVILWOURNY-LVUCMBTDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄O₁₆
• Molecular Weight: 780.80 g/mol
• Exact Mass: 780.26293531 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 16
• H-Bond Donor: 0
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.8248	82.48%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8543	85.43%
OATP2B1 inhibitior	+	0.5791	57.91%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9839	98.39%
P-glycoprotein inhibitior	+	0.8780	87.80%
P-glycoprotein substrate	+	0.7551	75.51%
CYP3A4 substrate	+	0.6734	67.34%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.5635	56.35%
CYP2C9 inhibition	+	0.5900	59.00%
CYP2C19 inhibition	+	0.8162	81.62%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	+	0.6969	69.69%
CYP2C8 inhibition	+	0.5747	57.47%
CYP inhibitory promiscuity	+	0.7046	70.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6166	61.66%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.9076	90.76%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8136	81.36%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	-	0.5449	54.49%
skin sensitisation	-	0.7896	78.96%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6287	62.87%
Acute Oral Toxicity (c)	III	0.6514	65.14%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	+	0.5870	58.70%
Glucocorticoid receptor binding	+	0.8225	82.25%
Aromatase binding	+	0.6197	61.97%
PPAR gamma	+	0.7394	73.94%
Honey bee toxicity	-	0.6909	69.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5301	53.01%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.85%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.02%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.89%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.84%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.24%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.41%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.00%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.00%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.87%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.36%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.23%	95.17%
CHEMBL2535	P11166	Glucose transporter	89.19%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.04%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.64%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.00%	96.77%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	85.62%	92.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.42%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	84.29%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.43%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.42%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.00%	96.90%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.41%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.41%	95.50%

Plants that contains it

• Tsuga heterophylla

Cross-Links

• PubChem: 162921001
• LOTUS: LTS0017260
• wikiData: Q105213453