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methyl 3-ethenyl-4-[2-[1-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]ethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)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 0368474a-eba1-442e-9365-affd64226a97
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 3-ethenyl-4-[2-[1-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]ethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical) COC(=O)C1=COC(C(C1CCN2CCC3=C(C2CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)NC6=CC=CC=C36)C=C)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=COC(C(C1CCN2CCC3=C(C2CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)NC6=CC=CC=C36)C=C)OC7C(C(C(C(O7)CO)O)O)O
InChI InChI=1S/C44H58N2O18/c1-5-20-22(26(39(55)57-3)18-59-41(20)63-43-37(53)35(51)33(49)30(16-47)61-43)11-13-46-14-12-24-23-9-7-8-10-28(23)45-32(24)29(46)15-25-21(6-2)42(60-19-27(25)40(56)58-4)64-44-38(54)36(52)34(50)31(17-48)62-44/h5-10,18-22,25,29-31,33-38,41-45,47-54H,1-2,11-17H2,3-4H3
InChI Key LQIRTDPVBLPFPL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H58N2O18
Molecular Weight 902.90 g/mol
Exact Mass 902.36846301 g/mol
Topological Polar Surface Area (TPSA) 289.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.86
H-Bond Acceptor 19
H-Bond Donor 9
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 3-ethenyl-4-[2-[1-[[3-ethenyl-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]methyl]-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]ethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)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 + 0.6450 64.50%
Caco-2 - 0.8654 86.54%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Nucleus 0.4242 42.42%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.7891 78.91%
OATP1B3 inhibitior + 0.9116 91.16%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9764 97.64%
P-glycoprotein inhibitior + 0.7429 74.29%
P-glycoprotein substrate + 0.6802 68.02%
CYP3A4 substrate + 0.7396 73.96%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8058 80.58%
CYP3A4 inhibition - 0.8568 85.68%
CYP2C9 inhibition - 0.7821 78.21%
CYP2C19 inhibition - 0.8525 85.25%
CYP2D6 inhibition - 0.8687 86.87%
CYP1A2 inhibition - 0.7288 72.88%
CYP2C8 inhibition + 0.6988 69.88%
CYP inhibitory promiscuity - 0.8943 89.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5824 58.24%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.7603 76.03%
Skin corrosion - 0.9360 93.60%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8145 81.45%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.6466 64.66%
skin sensitisation - 0.8604 86.04%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7239 72.39%
Acute Oral Toxicity (c) III 0.6304 63.04%
Estrogen receptor binding + 0.8169 81.69%
Androgen receptor binding + 0.7374 73.74%
Thyroid receptor binding + 0.5747 57.47%
Glucocorticoid receptor binding + 0.6413 64.13%
Aromatase binding - 0.5173 51.73%
PPAR gamma + 0.7526 75.26%
Honey bee toxicity - 0.7460 74.60%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.8768 87.68%

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 98.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.83% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.96% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.46% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 91.69% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.85% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.94% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.27% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.80% 94.45%
CHEMBL4208 P20618 Proteasome component C5 85.70% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.49% 85.14%
CHEMBL5028 O14672 ADAM10 83.88% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.24% 99.23%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.69% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.87% 86.33%

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.
Neonauclea sessilifolia
Psychotria bahiensis

Cross-Links

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PubChem 73802246
LOTUS LTS0241427
wikiData Q105155572