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methyl (2S,3R,4S)-3-ethenyl-4-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

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 54f3b722-5ffd-481e-b040-af9568fd4458
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (2S,3R,4S)-3-ethenyl-4-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(=CO3)C(=O)OC)CC4=NC=CC5=C4NC6=CC=CC=C56)C=C)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3[C@@H]([C@@H](C(=CO3)C(=O)OC)CC4=NC=CC5=C4NC6=CC=CC=C56)C=C)O)O)O
InChI InChI=1S/C38H40N2O13/c1-5-20-23(16-26-31-22(12-13-39-26)21-8-6-7-9-25(21)40-31)24(36(46)49-4)17-51-37(20)53-38-35(45)34(44)33(43)29(52-38)18-50-30(41)11-10-19-14-27(47-2)32(42)28(15-19)48-3/h5-15,17,20,23,29,33-35,37-38,40,42-45H,1,16,18H2,2-4H3/b11-10+/t20-,23+,29-,33-,34+,35-,37+,38+/m1/s1
InChI Key YNILQZYTLAIKRM-BFRRSTDVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H40N2O13
Molecular Weight 732.70 g/mol
Exact Mass 732.25303933 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,3R,4S)-3-ethenyl-4-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8272 82.72%
Caco-2 - 0.8767 87.67%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Nucleus 0.5692 56.92%
OATP2B1 inhibitior + 0.7042 70.42%
OATP1B1 inhibitior + 0.7984 79.84%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9150 91.50%
P-glycoprotein inhibitior + 0.7516 75.16%
P-glycoprotein substrate + 0.7261 72.61%
CYP3A4 substrate + 0.7387 73.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8558 85.58%
CYP3A4 inhibition - 0.7214 72.14%
CYP2C9 inhibition - 0.6687 66.87%
CYP2C19 inhibition - 0.7039 70.39%
CYP2D6 inhibition - 0.7967 79.67%
CYP1A2 inhibition - 0.5679 56.79%
CYP2C8 inhibition + 0.8947 89.47%
CYP inhibitory promiscuity - 0.5234 52.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5968 59.68%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9149 91.49%
Skin irritation - 0.7945 79.45%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6704 67.04%
Micronuclear + 0.7559 75.59%
Hepatotoxicity - 0.5341 53.41%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8280 82.80%
Acute Oral Toxicity (c) III 0.6102 61.02%
Estrogen receptor binding + 0.8394 83.94%
Androgen receptor binding + 0.7365 73.65%
Thyroid receptor binding + 0.5925 59.25%
Glucocorticoid receptor binding + 0.6898 68.98%
Aromatase binding + 0.5758 57.58%
PPAR gamma + 0.7495 74.95%
Honey bee toxicity - 0.7199 71.99%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9088 90.88%

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 99.45% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.33% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.80% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.29% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.22% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.97% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.52% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 93.58% 94.73%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 91.03% 98.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.82% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.28% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.11% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.68% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.29% 92.62%
CHEMBL4302 P08183 P-glycoprotein 1 87.19% 92.98%
CHEMBL2581 P07339 Cathepsin D 86.94% 98.95%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 85.08% 92.29%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.30% 96.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.25% 95.83%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.24% 95.17%
CHEMBL2535 P11166 Glucose transporter 80.22% 98.75%
CHEMBL255 P29275 Adenosine A2b receptor 80.10% 98.59%
CHEMBL4208 P20618 Proteasome component C5 80.07% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.06% 92.94%

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.
Palicourea adusta

Cross-Links

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PubChem 101006151
LOTUS LTS0167768
wikiData Q105350954