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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID ed16e838-2845-45f7-8113-c5a4461a4cc1
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-2-[[9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-3H-benzo[f][2]benzofuran-4-yl]oxy]-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-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)OC(=O)C)O)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)OC(=O)C)O)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)29(41)32(49-14(2)37)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 VLDHUFFYSZHMGA-OQHKEKGPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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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

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4815 48.15%
Caco-2 - 0.8672 86.72%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5769 57.69%
OATP2B1 inhibitior + 0.5529 55.29%
OATP1B1 inhibitior + 0.8663 86.63%
OATP1B3 inhibitior + 0.9631 96.31%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9667 96.67%
P-glycoprotein inhibitior + 0.6498 64.98%
P-glycoprotein substrate + 0.5331 53.31%
CYP3A4 substrate + 0.6902 69.02%
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 + 0.6656 66.56%
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 - 0.9235 92.35%
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 + 0.7324 73.24%
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 - 0.7429 74.29%
Acute Oral Toxicity (c) III 0.7323 73.23%
Estrogen receptor binding + 0.8339 83.39%
Androgen receptor binding + 0.6077 60.77%
Thyroid receptor binding - 0.4874 48.74%
Glucocorticoid receptor binding + 0.7108 71.08%
Aromatase binding + 0.5269 52.69%
PPAR gamma + 0.7201 72.01%
Honey bee toxicity - 0.6591 65.91%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8301 83.01%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.58% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.49% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.38% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.03% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.01% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.87% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.83% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.68% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.91% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.45% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.81% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.74% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.97% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.85% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.18% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.19% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.76% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.04% 96.21%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 82.51% 92.38%
CHEMBL4208 P20618 Proteasome component C5 82.26% 90.00%
CHEMBL2535 P11166 Glucose transporter 82.15% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.52% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.24% 95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Coptis japonica
Trigonostemon bonianus

Cross-Links

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PubChem 71607539
NPASS NPC122838