[3,4,5-Triacetyloxy-6-[[6-[[4-(1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl]-1,3-benzodioxol-5-yl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: 35fae998-e381-46f6-9bfd-985896eeeaae
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [3,4,5-triacetyloxy-6-[[6-[[4-(1,3-benzodioxol-5-ylmethyl)-5-oxooxolan-3-yl]methyl]-1,3-benzodioxol-5-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2CC4COC(=O)C4CC5=CC6=C(C=C5)OCO6)OCO3)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2CC4COC(=O)C4CC5=CC6=C(C=C5)OCO6)OCO3)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C34H36O16/c1-16(35)40-13-29-30(46-17(2)36)31(47-18(3)37)32(48-19(4)38)34(50-29)49-25-11-28-27(44-15-45-28)10-21(25)9-22-12-41-33(39)23(22)7-20-5-6-24-26(8-20)43-14-42-24/h5-6,8,10-11,22-23,29-32,34H,7,9,12-15H2,1-4H3
• InChI Key: OICFELUBGWDCNK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₆O₁₆
• Molecular Weight: 700.60 g/mol
• Exact Mass: 700.20033506 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 16
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	-	0.8128	81.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7815	78.15%
OATP2B1 inhibitior	-	0.7064	70.64%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9714	97.14%
P-glycoprotein inhibitior	+	0.8664	86.64%
P-glycoprotein substrate	-	0.6944	69.44%
CYP3A4 substrate	+	0.6407	64.07%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	+	0.6233	62.33%
CYP2C9 inhibition	-	0.7049	70.49%
CYP2C19 inhibition	+	0.7743	77.43%
CYP2D6 inhibition	-	0.8442	84.42%
CYP1A2 inhibition	-	0.5573	55.73%
CYP2C8 inhibition	-	0.5819	58.19%
CYP inhibitory promiscuity	+	0.6642	66.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5822	58.22%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.8579	85.79%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7655	76.55%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6946	69.46%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6505	65.05%
Acute Oral Toxicity (c)	III	0.6570	65.70%
Estrogen receptor binding	+	0.8227	82.27%
Androgen receptor binding	+	0.6819	68.19%
Thyroid receptor binding	-	0.5298	52.98%
Glucocorticoid receptor binding	+	0.7707	77.07%
Aromatase binding	+	0.5589	55.89%
PPAR gamma	+	0.7647	76.47%
Honey bee toxicity	-	0.7552	75.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.90%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.12%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.79%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.88%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.21%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.84%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	90.79%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.27%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.61%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.91%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.48%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.47%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.26%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	84.56%	96.76%
CHEMBL340	P08684	Cytochrome P450 3A4	83.23%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.33%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.57%	97.25%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162956169
• LOTUS: LTS0234325
• wikiData: Q105192435