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methyl N-[(2R,3R,4S,6R)-6-[[(1S,3R,6S,7E,9S,11E,13S,16S,17S,18S,20S,21R,22S,23E)-17-[(2R,4R,5S,6S)-4-[(2S,6S)-4-[(2S,4S,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-[(2R,4R,5R,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-23-hydroxy-4-(hydroxymethyl)-3,8,12,18,20,22-hexamethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-4,7,11,14,23-pentaen-9-yl]oxy]-2,4-dimethyl-4-nitrooxan-3-yl]carbamate

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 970979b4-e914-4fc3-89d9-27fb1e12c071
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl N-[(2R,3R,4S,6R)-6-[[(1S,3R,6S,7E,9S,11E,13S,16S,17S,18S,20S,21R,22S,23E)-17-[(2R,4R,5S,6S)-4-[(2S,6S)-4-[(2S,4S,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-[(2R,4R,5R,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-23-hydroxy-4-(hydroxymethyl)-3,8,12,18,20,22-hexamethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-4,7,11,14,23-pentaen-9-yl]oxy]-2,4-dimethyl-4-nitrooxan-3-yl]carbamate
SMILES (Canonical) CC1CC(C(C2C1C3(C(C=C2)C(=CCC(C(=CC4C=C(C(CC45C(=O)C(=C3O)C(=O)O5)C)CO)C)OC6CC(C(C(O6)C)NC(=O)OC)(C)[N+](=O)[O-])C)C)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC)O)OC1CC(C(C(O1)C)O)O)C
SMILES (Isomeric) C[C@H]1C[C@@H]([C@@H]([C@@H]2[C@@H]1[C@]\3([C@@H](C=C2)/C(=C/C[C@@H](/C(=C/[C@@H]4C=C([C@@H](C[C@@]45C(=O)/C(=C3\O)/C(=O)O5)C)CO)/C)O[C@H]6C[C@]([C@H]([C@H](O6)C)NC(=O)OC)(C)[N+](=O)[O-])/C)C)O[C@H]7C[C@H]([C@H]([C@@H](O7)C)O)O[C@H]8CC(C([C@@H](O8)C)O[C@@H]9C[C@H]([C@H]([C@@H](O9)C)OC)O)O[C@H]1C[C@@H]([C@H]([C@@H](O1)C)O)O)C
InChI InChI=1S/C67H100N2O24/c1-29-15-18-45(88-52-27-65(11,69(79)80)60(38(10)87-52)68-64(78)82-14)30(2)20-40-21-39(28-70)33(5)26-67(40)62(76)53(63(77)93-67)61(75)66(12)42(29)17-16-41-54(66)31(3)19-32(4)57(41)91-51-24-46(56(74)35(7)84-51)89-50-25-47(90-48-22-43(71)55(73)34(6)83-48)59(37(9)86-50)92-49-23-44(72)58(81-13)36(8)85-49/h15-17,20-21,31-38,40-52,54-60,70-75H,18-19,22-28H2,1-14H3,(H,68,78)/b29-15+,30-20+,61-53+/t31-,32-,33+,34-,35-,36-,37-,38+,40+,41-,42-,43-,44+,45-,46+,47?,48-,49+,50-,51-,52-,54+,55-,56-,57-,58-,59?,60-,65-,66+,67-/m0/s1
InChI Key LKSBZILVASNBPF-HOBFKSJSSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C67H100N2O24
Molecular Weight 1317.50 g/mol
Exact Mass 1316.66660206 g/mol
Topological Polar Surface Area (TPSA) 350.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.45
H-Bond Acceptor 24
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl N-[(2R,3R,4S,6R)-6-[[(1S,3R,6S,7E,9S,11E,13S,16S,17S,18S,20S,21R,22S,23E)-17-[(2R,4R,5S,6S)-4-[(2S,6S)-4-[(2S,4S,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-[(2R,4R,5R,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-23-hydroxy-4-(hydroxymethyl)-3,8,12,18,20,22-hexamethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-4,7,11,14,23-pentaen-9-yl]oxy]-2,4-dimethyl-4-nitrooxan-3-yl]carbamate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8522 85.22%
Caco-2 - 0.8593 85.93%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4227 42.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8057 80.57%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9716 97.16%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.8334 83.34%
CYP3A4 substrate + 0.7608 76.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8658 86.58%
CYP3A4 inhibition - 0.6414 64.14%
CYP2C9 inhibition - 0.7148 71.48%
CYP2C19 inhibition - 0.6601 66.01%
CYP2D6 inhibition - 0.8633 86.33%
CYP1A2 inhibition - 0.6853 68.53%
CYP2C8 inhibition + 0.7989 79.89%
CYP inhibitory promiscuity - 0.7843 78.43%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Danger 0.4833 48.33%
Eye corrosion - 0.9782 97.82%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.7487 74.87%
Skin corrosion - 0.9158 91.58%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7742 77.42%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5820 58.20%
skin sensitisation - 0.8252 82.52%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6226 62.26%
Acute Oral Toxicity (c) III 0.5563 55.63%
Estrogen receptor binding + 0.6839 68.39%
Androgen receptor binding + 0.7619 76.19%
Thyroid receptor binding + 0.6957 69.57%
Glucocorticoid receptor binding + 0.8147 81.47%
Aromatase binding + 0.6531 65.31%
PPAR gamma + 0.8234 82.34%
Honey bee toxicity - 0.5917 59.17%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9819 98.19%

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 99.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.75% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.92% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.96% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.16% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.77% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 92.60% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.03% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 91.60% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.46% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.38% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.89% 99.23%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 87.09% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 86.62% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.39% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.60% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.59% 85.14%
CHEMBL1871 P10275 Androgen Receptor 84.94% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.66% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.64% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.38% 91.24%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.60% 96.95%
CHEMBL5028 O14672 ADAM10 81.20% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.95% 97.33%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.90% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.49% 94.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.21% 92.94%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.00% 95.83%

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 90476162
LOTUS LTS0057898
wikiData Q105153246