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

Details

• Internal ID: eefeb586-13e6-4315-8ed3-cfc7b12bb03d
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-[3,4-dihydroxy-5-(5-hydroxy-3,4-dimethoxyoxan-2-yl)oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): COC1C(COC(C1OC)OC2C(OC(C(C2O)O)OC3=C4COC(=O)C4=C(C5=CC(=C(C=C53)OC)OC)C6=CC7=C(C=C6)OCO7)CO)O
• SMILES (Isomeric): COC1C(COC(C1OC)OC2C(OC(C(C2O)O)OC3=C4COC(=O)C4=C(C5=CC(=C(C=C53)OC)OC)C6=CC7=C(C=C6)OCO7)CO)O
• InChI: InChI=1S/C34H38O16/c1-40-20-8-15-16(9-21(20)41-2)28(17-11-44-32(39)25(17)24(15)14-5-6-19-22(7-14)47-13-46-19)49-33-27(38)26(37)30(23(10-35)48-33)50-34-31(43-4)29(42-3)18(36)12-45-34/h5-9,18,23,26-27,29-31,33-38H,10-13H2,1-4H3
• InChI Key: SOUKMFVXMWFSFB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₈O₁₆
• Molecular Weight: 702.70 g/mol
• Exact Mass: 702.21598512 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 16
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7767	77.67%
Caco-2	-	0.8562	85.62%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6836	68.36%
OATP2B1 inhibitior	-	0.5911	59.11%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9471	94.71%
P-glycoprotein inhibitior	+	0.6260	62.60%
P-glycoprotein substrate	+	0.5386	53.86%
CYP3A4 substrate	+	0.6958	69.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.6176	61.76%
CYP2C9 inhibition	-	0.7481	74.81%
CYP2C19 inhibition	-	0.7214	72.14%
CYP2D6 inhibition	-	0.8747	87.47%
CYP1A2 inhibition	-	0.8710	87.10%
CYP2C8 inhibition	+	0.6533	65.33%
CYP inhibitory promiscuity	+	0.5377	53.77%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5483	54.83%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9327	93.27%
Skin irritation	-	0.8218	82.18%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7570	75.70%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8117	81.17%
Acute Oral Toxicity (c)	III	0.6736	67.36%
Estrogen receptor binding	+	0.8416	84.16%
Androgen receptor binding	+	0.6630	66.30%
Thyroid receptor binding	+	0.5330	53.30%
Glucocorticoid receptor binding	+	0.7054	70.54%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	+	0.6863	68.63%
Honey bee toxicity	-	0.6224	62.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7303	73.03%

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	99.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.31%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.84%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.81%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.77%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.71%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.62%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.59%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.84%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.96%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.37%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.46%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.55%	99.17%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.11%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.98%	97.14%
CHEMBL2535	P11166	Glucose transporter	81.96%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.82%	90.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.52%	97.28%
CHEMBL1907	P15144	Aminopeptidase N	81.09%	93.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.05%	95.50%

Plants that contains it

• Cleistanthus collinus

Cross-Links

• PubChem: 163055067
• LOTUS: LTS0027520
• wikiData: Q105257217