[2-[4-[[4-[(3,4-Dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-methoxyphenoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate

Details

• Internal ID: 694749e8-c9f1-4e4c-9a4f-9e9d34123555
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [2-[4-[[4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-methoxyphenoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(OC(C1O)OC2=C(C=C(C=C2)CC3C(COC3=O)CC4=CC(=C(C=C4)OC)OC)OC)CO)O
• SMILES (Isomeric): CC(=O)OC1C(C(OC(C1O)OC2=C(C=C(C=C2)CC3C(COC3=O)CC4=CC(=C(C=C4)OC)OC)OC)CO)O
• InChI: InChI=1S/C29H36O12/c1-15(31)39-27-25(32)24(13-30)41-29(26(27)33)40-21-8-6-17(12-23(21)37-4)10-19-18(14-38-28(19)34)9-16-5-7-20(35-2)22(11-16)36-3/h5-8,11-12,18-19,24-27,29-30,32-33H,9-10,13-14H2,1-4H3
• InChI Key: SOCUBULJWVPAAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₂
• Molecular Weight: 576.60 g/mol
• Exact Mass: 576.22067658 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6284	62.84%
Caco-2	-	0.8089	80.89%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7568	75.68%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8665	86.65%
OATP1B3 inhibitior	+	0.8912	89.12%
MATE1 inhibitior	-	0.7612	76.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7656	76.56%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	-	0.5559	55.59%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.6214	62.14%
CYP2C9 inhibition	-	0.7759	77.59%
CYP2C19 inhibition	-	0.7077	70.77%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8248	82.48%
CYP2C8 inhibition	+	0.4482	44.82%
CYP inhibitory promiscuity	-	0.6456	64.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6553	65.53%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.8851	88.51%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7659	76.59%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8561	85.61%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6689	66.89%
Acute Oral Toxicity (c)	III	0.6727	67.27%
Estrogen receptor binding	+	0.7222	72.22%
Androgen receptor binding	+	0.6383	63.83%
Thyroid receptor binding	+	0.5431	54.31%
Glucocorticoid receptor binding	+	0.7434	74.34%
Aromatase binding	-	0.5224	52.24%
PPAR gamma	+	0.6496	64.96%
Honey bee toxicity	-	0.7341	73.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.9186	91.86%

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	98.91%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.48%	83.82%
CHEMBL2581	P07339	Cathepsin D	97.60%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.95%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.48%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.70%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.52%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.44%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.08%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.03%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.98%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.33%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.30%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.21%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.98%	95.56%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.65%	92.95%
CHEMBL3401	O75469	Pregnane X receptor	83.44%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.44%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.57%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.85%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.55%	92.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.34%	97.50%

Plants that contains it

• Withania somnifera

Cross-Links

• PubChem: 162892464
• LOTUS: LTS0024414
• wikiData: Q105025468