[6-[[9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-3H-benzo[f][2]benzofuran-4-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate

Details

• Internal ID: 720339b8-8093-4198-b9b3-47cc8297e61e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [6-[[9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-3H-benzo[f][2]benzofuran-4-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1COC(C(C1O)O)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6
• SMILES (Isomeric): CC(=O)OC1COC(C(C1O)O)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6
• InChI: InChI=1S/C28H26O12/c1-12(29)39-21-10-36-28(25(31)24(21)30)40-26-15-8-19(34-3)18(33-2)7-14(15)22(23-16(26)9-35-27(23)32)13-4-5-17-20(6-13)38-11-37-17/h4-8,21,24-25,28,30-31H,9-11H2,1-3H3
• InChI Key: PDCZTHZYQGOSBV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆O₁₂
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.14242626 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7697	76.97%
Caco-2	-	0.7826	78.26%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7574	75.74%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9660	96.60%
P-glycoprotein inhibitior	+	0.7870	78.70%
P-glycoprotein substrate	-	0.5819	58.19%
CYP3A4 substrate	+	0.6781	67.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7073	70.73%
CYP2C9 inhibition	-	0.5402	54.02%
CYP2C19 inhibition	-	0.5978	59.78%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8742	87.42%
CYP2C8 inhibition	+	0.6573	65.73%
CYP inhibitory promiscuity	-	0.6264	62.64%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5125	51.25%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9289	92.89%
Skin irritation	-	0.8376	83.76%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7250	72.50%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8594	85.94%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7674	76.74%
Acute Oral Toxicity (c)	III	0.6129	61.29%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.6694	66.94%
Thyroid receptor binding	+	0.5177	51.77%
Glucocorticoid receptor binding	+	0.8254	82.54%
Aromatase binding	-	0.5878	58.78%
PPAR gamma	+	0.6366	63.66%
Honey bee toxicity	-	0.6220	62.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9207	92.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.74%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.48%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.33%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.86%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.79%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL2535	P11166	Glucose transporter	95.13%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.51%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.05%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.96%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.62%	91.49%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.35%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.75%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.62%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.34%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.71%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.35%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.18%	97.28%
CHEMBL5028	O14672	ADAM10	81.99%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.50%	95.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.10%	92.94%

Plants that contains it

• Phyllanthus oligospermus

Cross-Links

• PubChem: 73236265
• LOTUS: LTS0013107
• wikiData: Q105206329