9-(1,3-benzodioxol-5-yl)-4-[3,4-dimethoxy-5-(methoxymethyl)oxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one

Details

• Internal ID: a72bfcc1-c81f-4d5e-898f-ea290a2f435e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-[3,4-dimethoxy-5-(methoxymethyl)oxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): COCC1C(C(C(O1)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)OC)OC
• SMILES (Isomeric): COCC1C(C(C(O1)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)OC)OC
• InChI: InChI=1S/C29H30O11/c1-31-12-22-26(34-4)27(35-5)29(39-22)40-25-16-10-20(33-3)19(32-2)9-15(16)23(24-17(25)11-36-28(24)30)14-6-7-18-21(8-14)38-13-37-18/h6-10,22,26-27,29H,11-13H2,1-5H3
• InChI Key: XKNYFHSUBJVWQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₀O₁₁
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.17881177 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.5393	53.93%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6567	65.67%
OATP2B1 inhibitior	-	0.7278	72.78%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9890	98.90%
P-glycoprotein inhibitior	+	0.8941	89.41%
P-glycoprotein substrate	-	0.6056	60.56%
CYP3A4 substrate	+	0.6544	65.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	+	0.7962	79.62%
CYP2C9 inhibition	+	0.7818	78.18%
CYP2C19 inhibition	+	0.8424	84.24%
CYP2D6 inhibition	-	0.7209	72.09%
CYP1A2 inhibition	-	0.8554	85.54%
CYP2C8 inhibition	+	0.6615	66.15%
CYP inhibitory promiscuity	+	0.8705	87.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4110	41.10%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.8598	85.98%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8432	84.32%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6561	65.61%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7635	76.35%
Acute Oral Toxicity (c)	III	0.5060	50.60%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.6984	69.84%
Thyroid receptor binding	+	0.6674	66.74%
Glucocorticoid receptor binding	+	0.8948	89.48%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	+	0.7268	72.68%
Honey bee toxicity	-	0.7290	72.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9556	95.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.46%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.60%	94.80%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.70%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.43%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.91%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	94.10%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.53%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.17%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.47%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	90.88%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.01%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.89%	98.75%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.38%	95.53%
CHEMBL4208	P20618	Proteasome component C5	83.95%	90.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.71%	92.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.26%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.13%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.83%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.52%	97.28%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.41%	94.03%
CHEMBL3401	O75469	Pregnane X receptor	81.29%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.14%	95.78%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.03%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.19%	80.96%

Plants that contains it

• Cleistanthus collinus

Cross-Links

• PubChem: 163086021
• LOTUS: LTS0040396
• wikiData: Q105329608