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

Details

• Internal ID: 10ebda76-3e96-4508-ba0d-e0b401b51c65
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-[4-hydroxy-4-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=C3C(=C2OC4C(C(CO4)(CO)O)OC5C(C(C(C(O5)CO)O)O)O)COC3=O)C6=CC7=C(C=C6)OCO7)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=C3C(=C2OC4C(C(CO4)(CO)O)OC5C(C(C(C(O5)CO)O)O)O)COC3=O)C6=CC7=C(C=C6)OCO7)OC
• InChI: InChI=1S/C32H34O16/c1-40-18-6-14-15(7-19(18)41-2)27(16-9-42-29(38)23(16)22(14)13-3-4-17-20(5-13)45-12-44-17)47-31-28(32(39,10-34)11-43-31)48-30-26(37)25(36)24(35)21(8-33)46-30/h3-7,21,24-26,28,30-31,33-37,39H,8-12H2,1-2H3
• InChI Key: GNNJDGCWKDZIPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₄O₁₆
• Molecular Weight: 674.60 g/mol
• Exact Mass: 674.18468499 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6797	67.97%
Caco-2	-	0.8551	85.51%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5810	58.10%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9623	96.23%
P-glycoprotein inhibitior	+	0.6535	65.35%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6958	69.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.5271	52.71%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.8349	83.49%
CYP2D6 inhibition	-	0.8837	88.37%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7190	71.90%
CYP inhibitory promiscuity	-	0.6678	66.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5603	56.03%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.8046	80.46%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8462	84.62%
Micronuclear	+	0.7033	70.33%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4518	45.18%
Acute Oral Toxicity (c)	III	0.7163	71.63%
Estrogen receptor binding	+	0.8237	82.37%
Androgen receptor binding	+	0.6502	65.02%
Thyroid receptor binding	-	0.4871	48.71%
Glucocorticoid receptor binding	+	0.6938	69.38%
Aromatase binding	+	0.5816	58.16%
PPAR gamma	+	0.7344	73.44%
Honey bee toxicity	-	0.6916	69.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.6967	69.67%

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	99.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.35%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.97%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.52%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	96.26%	92.62%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.57%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.48%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.41%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.76%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.81%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.56%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.19%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.02%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.33%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.90%	97.36%
CHEMBL4302	P08183	P-glycoprotein 1	87.34%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.08%	100.00%
CHEMBL4208	P20618	Proteasome component C5	85.65%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.81%	96.21%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.53%	95.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.48%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.52%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.16%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	81.59%	93.31%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.21%	97.50%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.71%	90.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%

Plants that contains it

• Justicia procumbens

Cross-Links

• PubChem: 162845416
• LOTUS: LTS0255313
• wikiData: Q105012911