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(2R)-N-[(2R,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxoheptyl]-2-methylbutanamide

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 caad82ee-7f1e-44e3-9d0d-f72c0019552e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R)-N-[(2R,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxoheptyl]-2-methylbutanamide
SMILES (Canonical) CCC(C)C(=O)NCC(C)CCC(=O)C(C)C1C(CC2C1(CCC3C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)C)O)O)OC7C(C(C(CO7)O)O)O)O)O)C)C)O
SMILES (Isomeric) CC[C@@H](C)C(=O)NC[C@H](C)CCC(=O)[C@@H](C)[C@H]1[C@@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@@H]([C@@H]([C@H](O5)CO)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O)C)C)O
InChI InChI=1S/C49H83NO17/c1-8-23(3)44(61)50-19-22(2)9-12-31(52)24(4)35-32(53)18-30-28-11-10-26-17-27(13-15-48(26,6)29(28)14-16-49(30,35)7)64-46-41(60)39(58)42(34(20-51)65-46)66-47-43(38(57)36(55)25(5)63-47)67-45-40(59)37(56)33(54)21-62-45/h22-30,32-43,45-47,51,53-60H,8-21H2,1-7H3,(H,50,61)/t22-,23-,24-,25+,26+,27+,28-,29+,30+,32-,33-,34-,35+,36+,37+,38-,39+,40-,41-,42-,43-,45+,46-,47+,48+,49+/m1/s1
InChI Key BSGSYVLWGDQPMA-ZKTCGAIWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H83NO17
Molecular Weight 958.20 g/mol
Exact Mass 957.56610018 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.90
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-N-[(2R,6S)-6-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxoheptyl]-2-methylbutanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5440 54.40%
Caco-2 - 0.8752 87.52%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6222 62.22%
OATP2B1 inhibitior - 0.8736 87.36%
OATP1B1 inhibitior + 0.8254 82.54%
OATP1B3 inhibitior + 0.9294 92.94%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8590 85.90%
P-glycoprotein inhibitior + 0.7407 74.07%
P-glycoprotein substrate + 0.7147 71.47%
CYP3A4 substrate + 0.7526 75.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition - 0.7735 77.35%
CYP2C9 inhibition - 0.8897 88.97%
CYP2C19 inhibition - 0.8407 84.07%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.9069 90.69%
CYP2C8 inhibition + 0.6915 69.15%
CYP inhibitory promiscuity - 0.8740 87.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6210 62.10%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.7220 72.20%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.7478 74.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8018 80.18%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9757 97.57%
Acute Oral Toxicity (c) III 0.5825 58.25%
Estrogen receptor binding + 0.8731 87.31%
Androgen receptor binding + 0.6914 69.14%
Thyroid receptor binding - 0.5358 53.58%
Glucocorticoid receptor binding + 0.7214 72.14%
Aromatase binding + 0.7157 71.57%
PPAR gamma + 0.8111 81.11%
Honey bee toxicity - 0.6210 62.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7637 76.37%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 99.07% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.90% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 98.10% 95.58%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL2094135 Q96BI3 Gamma-secretase 97.13% 98.05%
CHEMBL1914 P06276 Butyrylcholinesterase 96.24% 95.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.21% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 95.98% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.99% 96.61%
CHEMBL233 P35372 Mu opioid receptor 94.74% 97.93%
CHEMBL2581 P07339 Cathepsin D 94.60% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.13% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.81% 96.77%
CHEMBL237 P41145 Kappa opioid receptor 91.99% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.75% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.26% 96.21%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 91.09% 97.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 89.08% 82.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.06% 95.36%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 88.65% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.50% 89.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.24% 97.29%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.93% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 87.91% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.87% 100.00%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 87.63% 99.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.47% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.99% 90.71%
CHEMBL202 P00374 Dihydrofolate reductase 86.38% 89.92%
CHEMBL5028 O14672 ADAM10 85.90% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.88% 96.90%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 85.55% 97.86%
CHEMBL2514 O95665 Neurotensin receptor 2 85.36% 100.00%
CHEMBL1075317 P61964 WD repeat-containing protein 5 84.58% 96.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.14% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 83.36% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.11% 98.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.20% 100.00%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.95% 98.46%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.85% 94.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.80% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.18% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.00% 92.86%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.54% 89.05%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.24% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.22% 95.50%
CHEMBL4015 P41597 C-C chemokine receptor type 2 80.12% 98.57%

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.
Solanum abutiloides

Cross-Links

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PubChem 163103572
LOTUS LTS0151734
wikiData Q104945245