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[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R)-2-[[9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-3H-benzo[f][2]benzofuran-4-yl]oxy]-4,5-dimethoxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 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 340b2935-1643-4c5d-9011-2e05a274e69c
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R)-2-[[9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-3H-benzo[f][2]benzofuran-4-yl]oxy]-4,5-dimethoxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H40O17/c1-15(37)46-12-24-28(38)29(39)30(40)35(51-24)53-33-32(45-5)25(44-4)13-48-36(33)52-31-18-10-22(43-3)21(42-2)9-17(18)26(27-19(31)11-47-34(27)41)16-6-7-20-23(8-16)50-14-49-20/h6-10,24-25,28-30,32-33,35-36,38-40H,11-14H2,1-5H3/t24-,25-,28-,29+,30-,32+,33-,35+,36+/m1/s1
InChI Key GCEGHLRRCGSNLJ-FWPYAJAMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H40O17
Molecular Weight 744.70 g/mol
Exact Mass 744.22654980 g/mol
Topological Polar Surface Area (TPSA) 206.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.44
H-Bond Acceptor 17
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6477 64.77%
Caco-2 - 0.8409 84.09%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6123 61.23%
OATP2B1 inhibitior - 0.5792 57.92%
OATP1B1 inhibitior + 0.8668 86.68%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9643 96.43%
P-glycoprotein inhibitior + 0.7308 73.08%
P-glycoprotein substrate + 0.5644 56.44%
CYP3A4 substrate + 0.7042 70.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8814 88.14%
CYP3A4 inhibition - 0.7523 75.23%
CYP2C9 inhibition - 0.7923 79.23%
CYP2C19 inhibition - 0.7902 79.02%
CYP2D6 inhibition - 0.9367 93.67%
CYP1A2 inhibition - 0.9109 91.09%
CYP2C8 inhibition + 0.7101 71.01%
CYP inhibitory promiscuity - 0.5920 59.20%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6051 60.51%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9303 93.03%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7095 70.95%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5785 57.85%
skin sensitisation - 0.8824 88.24%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8793 87.93%
Acute Oral Toxicity (c) III 0.6154 61.54%
Estrogen receptor binding + 0.8256 82.56%
Androgen receptor binding + 0.6581 65.81%
Thyroid receptor binding + 0.5362 53.62%
Glucocorticoid receptor binding + 0.7882 78.82%
Aromatase binding + 0.5988 59.88%
PPAR gamma + 0.7407 74.07%
Honey bee toxicity - 0.6647 66.47%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9452 94.52%

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 99.25% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.34% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.66% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 97.49% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.63% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 96.52% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.24% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.08% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.07% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.89% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.59% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.28% 95.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.11% 94.00%
CHEMBL2535 P11166 Glucose transporter 88.93% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.58% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.60% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.81% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.54% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.70% 100.00%
CHEMBL5028 O14672 ADAM10 82.41% 97.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.39% 97.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.85% 94.33%

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.
Phyllanthus taxodiifolius

Cross-Links

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PubChem 163031428
LOTUS LTS0183313
wikiData Q105006243