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

Details

• Internal ID: 458bd5fb-e262-4f41-9641-5da51a622b8d
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [5-[[9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-3H-benzo[f][2]benzofuran-4-yl]oxy]-3,4-dihydroxyoxolan-3-yl]methyl acetate
• InChI: InChI=1S/C28H26O12/c1-13(29)36-10-28(32)11-37-27(25(28)30)40-24-16-8-20(34-3)19(33-2)7-15(16)22(23-17(24)9-35-26(23)31)14-4-5-18-21(6-14)39-12-38-18/h4-8,25,27,30,32H,9-12H2,1-3H3
• InChI Key: UOOSHUGMIURKRC-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: 2.20
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9374	93.74%
Caco-2	-	0.7596	75.96%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6595	65.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9812	98.12%
P-glycoprotein inhibitior	+	0.8515	85.15%
P-glycoprotein substrate	+	0.5163	51.63%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8840	88.40%
CYP3A4 inhibition	-	0.7014	70.14%
CYP2C9 inhibition	-	0.7855	78.55%
CYP2C19 inhibition	-	0.8102	81.02%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.9096	90.96%
CYP2C8 inhibition	+	0.7197	71.97%
CYP inhibitory promiscuity	-	0.8015	80.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5045	50.45%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.8071	80.71%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7568	75.68%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	+	0.5950	59.50%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4513	45.13%
Acute Oral Toxicity (c)	III	0.6549	65.49%
Estrogen receptor binding	+	0.8180	81.80%
Androgen receptor binding	+	0.7223	72.23%
Thyroid receptor binding	+	0.5988	59.88%
Glucocorticoid receptor binding	+	0.8977	89.77%
Aromatase binding	+	0.5856	58.56%
PPAR gamma	+	0.6798	67.98%
Honey bee toxicity	-	0.7200	72.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9626	96.26%

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	99.53%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.22%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.12%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.64%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.16%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.99%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.65%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.45%	94.80%
CHEMBL2535	P11166	Glucose transporter	90.52%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.98%	97.28%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.89%	94.00%
CHEMBL240	Q12809	HERG	89.26%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.96%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.81%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.57%	95.17%
CHEMBL5028	O14672	ADAM10	84.34%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.30%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.24%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.23%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.96%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.68%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.38%	97.14%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.26%	97.50%

Plants that contains it

• Rostellularia procumbens

Cross-Links

• PubChem: 13873815
• LOTUS: LTS0119645
• wikiData: Q105276496