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(2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide

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 5b2f01f2-0e87-4dd5-a2e1-e63669a2ac0c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide
SMILES (Canonical) CC1C(OC(=O)C1NC(=O)C(=CC=CC(C)C2CCC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)C)C
SMILES (Isomeric) C[C@H]1[C@H](OC(=O)[C@H]1NC(=O)/C(=C/C=C/[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)C)C)/C)C
InChI InChI=1S/C54H85NO19/c1-24(10-9-11-25(2)45(66)55-35-26(3)27(4)69-46(35)67)28-14-16-52(8)33-13-12-32-50(5,6)34(15-17-53(32)23-54(33,53)19-18-51(28,52)7)73-49-44(41(63)37(59)30(21-57)71-49)74-48-43(65)40(62)38(60)31(72-48)22-68-47-42(64)39(61)36(58)29(20-56)70-47/h9-11,24,26-44,47-49,56-65H,12-23H2,1-8H3,(H,55,66)/b10-9+,25-11+/t24-,26+,27-,28-,29-,30-,31-,32+,33+,34+,35+,36-,37-,38-,39+,40+,41+,42-,43-,44-,47-,48+,49+,51-,52+,53-,54+/m1/s1
InChI Key VLZYXXLBRPBYJA-BSMRHVKWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H85NO19
Molecular Weight 1052.20 g/mol
Exact Mass 1051.57157948 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 0.46
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4775 47.75%
Caco-2 - 0.8693 86.93%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6884 68.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7857 78.57%
OATP1B3 inhibitior + 0.9203 92.03%
MATE1 inhibitior - 0.9646 96.46%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9475 94.75%
P-glycoprotein inhibitior + 0.7457 74.57%
P-glycoprotein substrate + 0.6553 65.53%
CYP3A4 substrate + 0.7381 73.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.9151 91.51%
CYP2C9 inhibition - 0.8140 81.40%
CYP2C19 inhibition - 0.8376 83.76%
CYP2D6 inhibition - 0.9341 93.41%
CYP1A2 inhibition - 0.8705 87.05%
CYP2C8 inhibition + 0.7044 70.44%
CYP inhibitory promiscuity - 0.7125 71.25%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5370 53.70%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.8999 89.99%
Skin irritation - 0.7255 72.55%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7963 79.63%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6350 63.50%
skin sensitisation - 0.8464 84.64%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5131 51.31%
Acute Oral Toxicity (c) III 0.6293 62.93%
Estrogen receptor binding + 0.7819 78.19%
Androgen receptor binding + 0.7517 75.17%
Thyroid receptor binding + 0.5888 58.88%
Glucocorticoid receptor binding + 0.7722 77.22%
Aromatase binding + 0.6559 65.59%
PPAR gamma + 0.8055 80.55%
Honey bee toxicity - 0.6042 60.42%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9580 95.80%

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 98.98% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.88% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.91% 96.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.27% 98.75%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.04% 95.58%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.91% 96.21%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.89% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.31% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.03% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.89% 96.47%
CHEMBL5255 O00206 Toll-like receptor 4 87.60% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.52% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.39% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.71% 97.09%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.68% 97.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.14% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.07% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.53% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.33% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.09% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.56% 92.88%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.42% 95.71%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.91% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.61% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.75% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.51% 96.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.34% 95.50%
CHEMBL5957 P21589 5'-nucleotidase 81.29% 97.78%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.21% 89.34%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.07% 89.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.05% 91.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.04% 93.00%
CHEMBL4072 P07858 Cathepsin B 80.00% 93.67%

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.
Mussaenda pubescens

Cross-Links

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PubChem 163056577
LOTUS LTS0042390
wikiData Q105288851