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

Details

• Internal ID: f5ec2a82-ce04-4783-b826-93bf62d0fdac
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-[3,4-dimethoxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): COC1C(COC(C1OC)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): COC1C(COC(C1OC)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)OC7C(C(C(C(O7)CO)O)O)O
• InChI: InChI=1S/C34H38O16/c1-40-19-8-15-16(9-20(19)41-2)29(17-11-44-32(39)25(17)24(15)14-5-6-18-21(7-14)47-13-46-18)50-34-31(43-4)30(42-3)23(12-45-34)49-33-28(38)27(37)26(36)22(10-35)48-33/h5-9,22-23,26-28,30-31,33-38H,10-13H2,1-4H3
• InChI Key: DDUSFSKGAHCYFG-UHFFFAOYSA-N
• Popularity: 0 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: 1.40
• 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	+	0.5573	55.73%
Caco-2	-	0.8298	82.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6131	61.31%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9679	96.79%
P-glycoprotein inhibitior	+	0.7033	70.33%
P-glycoprotein substrate	+	0.5322	53.22%
CYP3A4 substrate	+	0.6931	69.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.6297	62.97%
CYP2C9 inhibition	-	0.7886	78.86%
CYP2C19 inhibition	-	0.7773	77.73%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	+	0.6740	67.40%
CYP inhibitory promiscuity	+	0.6240	62.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9307	93.07%
Skin irritation	-	0.8261	82.61%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8470	84.70%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8837	88.37%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8458	84.58%
Acute Oral Toxicity (c)	III	0.6931	69.31%
Estrogen receptor binding	+	0.8418	84.18%
Androgen receptor binding	+	0.6449	64.49%
Thyroid receptor binding	+	0.5373	53.73%
Glucocorticoid receptor binding	+	0.7302	73.02%
Aromatase binding	+	0.5562	55.62%
PPAR gamma	+	0.6952	69.52%
Honey bee toxicity	-	0.6462	64.62%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.7830	78.30%

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	99.36%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.08%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.02%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.91%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.41%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.28%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.00%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.94%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.88%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.61%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.57%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.42%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.31%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.03%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.26%	96.21%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.13%	97.28%
CHEMBL1907	P15144	Aminopeptidase N	83.89%	93.31%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.62%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.25%	97.14%
CHEMBL2535	P11166	Glucose transporter	80.12%	98.75%

Plants that contains it

• Flacourtia indica

Cross-Links

• PubChem: 14825498
• LOTUS: LTS0222689
• wikiData: Q104976863