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

Details

• Internal ID: 66de7fc5-1395-45f8-b031-5ce6635cc39a
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-(3,4-dihydroxy-5-methoxyoxan-2-yl)oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): COC1COC(C(C1O)O)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6
• SMILES (Isomeric): COC1COC(C(C1O)O)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6
• InChI: InChI=1S/C27H26O11/c1-31-17-7-13-14(8-18(17)32-2)25(38-27-24(29)23(28)20(33-3)10-35-27)15-9-34-26(30)22(15)21(13)12-4-5-16-19(6-12)37-11-36-16/h4-8,20,23-24,27-29H,9-11H2,1-3H3
• InChI Key: MHFFMNJSTPVFLD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₁₁
• Molecular Weight: 526.50 g/mol
• Exact Mass: 526.14751164 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 11
• 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	+	0.8958	89.58%
Caco-2	-	0.6436	64.36%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7344	73.44%
OATP2B1 inhibitior	-	0.8672	86.72%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9800	98.00%
P-glycoprotein inhibitior	+	0.7373	73.73%
P-glycoprotein substrate	-	0.6320	63.20%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.8311	83.11%
CYP2C9 inhibition	-	0.7114	71.14%
CYP2C19 inhibition	-	0.5667	56.67%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.9038	90.38%
CYP2C8 inhibition	+	0.6396	63.96%
CYP inhibitory promiscuity	-	0.5721	57.21%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5556	55.56%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.8161	81.61%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3701	37.01%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8759	87.59%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7678	76.78%
Acute Oral Toxicity (c)	III	0.7960	79.60%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.6632	66.32%
Thyroid receptor binding	+	0.5146	51.46%
Glucocorticoid receptor binding	+	0.8159	81.59%
Aromatase binding	-	0.5769	57.69%
PPAR gamma	+	0.5959	59.59%
Honey bee toxicity	-	0.5810	58.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.9329	93.29%

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	99.02%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.08%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.71%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.73%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	95.57%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.37%	89.00%
CHEMBL2535	P11166	Glucose transporter	94.89%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.16%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.13%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.49%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.07%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.31%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.01%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.92%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.27%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.14%	95.78%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.05%	80.96%
CHEMBL1907	P15144	Aminopeptidase N	80.87%	93.31%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.73%	95.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.38%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.34%	92.94%

Plants that contains it

• Cleistanthus patulus

Cross-Links

• PubChem: 163019022
• LOTUS: LTS0002925
• wikiData: Q105163781