[(2S,3R,4R,5R,6R)-2-[[9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-3H-benzo[f][2]benzofuran-4-yl]oxy]-3-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate

Details

• Internal ID: d66cca4a-33db-4f65-aa9e-777f4e816c6d
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [(2S,3R,4R,5R,6R)-2-[[9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-3H-benzo[f][2]benzofuran-4-yl]oxy]-3-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)O)OC(=O)C)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)O)OC(=O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C35H38O17/c1-13-30(51-34-28(40)27(39)26(38)23(10-36)50-34)32(49-14(2)37)29(41)35(48-13)52-31-17-9-21(44-4)20(43-3)8-16(17)24(25-18(31)11-45-33(25)42)15-5-6-19-22(7-15)47-12-46-19/h5-9,13,23,26-30,32,34-36,38-41H,10-12H2,1-4H3/t13-,23-,26-,27+,28-,29-,30-,32-,34+,35+/m1/s1
• InChI Key: XWUUYXTZUXKSTF-KXQAPDEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₈O₁₇
• Molecular Weight: 730.70 g/mol
• Exact Mass: 730.21089974 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.52
• H-Bond Acceptor: 17
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4815	48.15%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5769	57.69%
OATP2B1 inhibitior	+	0.5543	55.43%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9320	93.20%
P-glycoprotein inhibitior	+	0.6759	67.59%
P-glycoprotein substrate	+	0.5294	52.94%
CYP3A4 substrate	+	0.6925	69.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.7158	71.58%
CYP2C9 inhibition	-	0.7986	79.86%
CYP2C19 inhibition	-	0.7981	79.81%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9341	93.41%
CYP2C8 inhibition	+	0.6529	65.29%
CYP inhibitory promiscuity	-	0.5652	56.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9229	92.29%
Skin irritation	-	0.8386	83.86%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7822	78.22%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.6319	63.19%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7700	77.00%
Acute Oral Toxicity (c)	III	0.7323	73.23%
Estrogen receptor binding	+	0.8431	84.31%
Androgen receptor binding	+	0.6077	60.77%
Thyroid receptor binding	+	0.5247	52.47%
Glucocorticoid receptor binding	+	0.7012	70.12%
Aromatase binding	+	0.5358	53.58%
PPAR gamma	+	0.6928	69.28%
Honey bee toxicity	-	0.6479	64.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8301	83.01%

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	99.54%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.43%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.50%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.82%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.03%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.25%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.43%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.42%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.22%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.01%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.71%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.27%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.83%	100.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.07%	92.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.02%	96.21%
CHEMBL2535	P11166	Glucose transporter	82.15%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.52%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.30%	95.50%

Plants that contains it

• Coptis japonica
• Trigonostemon bonianus

Cross-Links

• PubChem: 71497048
• NPASS: NPC105400