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methyl (4R,5R,6S)-5-ethenyl-6-[[(1R)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-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 671fc822-e4a2-422b-bd03-24b78a80f55d
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name methyl (4R,5R,6S)-5-ethenyl-6-[[(1R)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H37NO10/c1-4-14-17(10-18-16-11-19(30)21(35-2)9-13(16)7-8-28-18)15(26(34)36-3)5-6-20(14)37-27-25(33)24(32)23(31)22(12-29)38-27/h4-5,9,11,14,17-18,20,22-25,27-33H,1,6-8,10,12H2,2-3H3/t14-,17+,18-,20-,22-,23-,24+,25-,27-/m1/s1
InChI Key MTHVWOYIZWECDG-ZNWFPORQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H37NO10
Molecular Weight 535.60 g/mol
Exact Mass 535.24174638 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.08
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4R,5R,6S)-5-ethenyl-6-[[(1R)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7572 75.72%
Caco-2 - 0.8817 88.17%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Nucleus 0.5409 54.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8293 82.93%
OATP1B3 inhibitior + 0.9415 94.15%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8808 88.08%
P-glycoprotein inhibitior - 0.4657 46.57%
P-glycoprotein substrate + 0.6308 63.08%
CYP3A4 substrate + 0.7008 70.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8195 81.95%
CYP3A4 inhibition - 0.8892 88.92%
CYP2C9 inhibition - 0.8779 87.79%
CYP2C19 inhibition - 0.8283 82.83%
CYP2D6 inhibition - 0.6723 67.23%
CYP1A2 inhibition - 0.6980 69.80%
CYP2C8 inhibition + 0.6697 66.97%
CYP inhibitory promiscuity - 0.9250 92.50%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6862 68.62%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9442 94.42%
Skin irritation - 0.7541 75.41%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7560 75.60%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6516 65.16%
skin sensitisation - 0.8056 80.56%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6283 62.83%
Acute Oral Toxicity (c) III 0.6544 65.44%
Estrogen receptor binding + 0.8102 81.02%
Androgen receptor binding + 0.5869 58.69%
Thyroid receptor binding + 0.5824 58.24%
Glucocorticoid receptor binding + 0.6446 64.46%
Aromatase binding + 0.5728 57.28%
PPAR gamma + 0.6207 62.07%
Honey bee toxicity - 0.7105 71.05%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.6855 68.55%

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 99.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.53% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.45% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.64% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.48% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.13% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.08% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.71% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.04% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.51% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.09% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.02% 91.19%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.72% 82.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.62% 85.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.25% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.77% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.74% 90.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.66% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.57% 95.83%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.68% 97.36%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163184304
LOTUS LTS0166749
wikiData Q105171700