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(2S,3R,4S,5S,6R)-2-[[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]methyl]-6-(hydroxymethyl)oxane-3,4,5-triol

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 15401cb0-da2b-4e48-bbe4-9509b72f8e02
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]methyl]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC1(CCC(C)COCC8C(C(C(C(O8)CO)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)O[C@@]1(CC[C@@H](C)COC[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
InChI InChI=1S/C46H78O19/c1-20(18-59-19-31-36(53)37(54)33(50)28(15-47)61-31)7-12-46(58)21(2)32-27(65-46)14-26-24-6-5-22-13-23(8-10-44(22,3)25(24)9-11-45(26,32)4)60-43-41(39(56)35(52)30(17-49)63-43)64-42-40(57)38(55)34(51)29(16-48)62-42/h20-43,47-58H,5-19H2,1-4H3/t20-,21+,22+,23+,24-,25+,26+,27+,28-,29-,30-,31+,32+,33-,34-,35-,36+,37+,38+,39+,40-,41-,42+,43-,44+,45+,46-/m1/s1
InChI Key WRQVJUJOYQWFDD-MKIDMHSASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H78O19
Molecular Weight 935.10 g/mol
Exact Mass 934.51373025 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -1.74
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]methyl]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4624 46.24%
Caco-2 - 0.8822 88.22%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5447 54.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8760 87.60%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior - 0.5214 52.14%
P-glycoprotein inhibitior + 0.7378 73.78%
P-glycoprotein substrate + 0.5495 54.95%
CYP3A4 substrate + 0.7483 74.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8346 83.46%
CYP3A4 inhibition - 0.9160 91.60%
CYP2C9 inhibition - 0.9128 91.28%
CYP2C19 inhibition - 0.9016 90.16%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9234 92.34%
CYP2C8 inhibition + 0.5989 59.89%
CYP inhibitory promiscuity - 0.9757 97.57%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6146 61.46%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.6780 67.80%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.7778 77.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8064 80.64%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8502 85.02%
skin sensitisation - 0.9298 92.98%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8839 88.39%
Acute Oral Toxicity (c) I 0.7719 77.19%
Estrogen receptor binding + 0.8172 81.72%
Androgen receptor binding + 0.6358 63.58%
Thyroid receptor binding - 0.5503 55.03%
Glucocorticoid receptor binding + 0.5868 58.68%
Aromatase binding + 0.6946 69.46%
PPAR gamma + 0.7397 73.97%
Honey bee toxicity - 0.5863 58.63%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.6809 68.09%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.21% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.70% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.52% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.96% 95.93%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.57% 92.86%
CHEMBL237 P41145 Kappa opioid receptor 94.23% 98.10%
CHEMBL2094135 Q96BI3 Gamma-secretase 94.15% 98.05%
CHEMBL233 P35372 Mu opioid receptor 93.81% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.67% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.34% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.11% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.00% 96.21%
CHEMBL206 P03372 Estrogen receptor alpha 92.69% 97.64%
CHEMBL2996 Q05655 Protein kinase C delta 92.49% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.43% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.08% 95.58%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 88.62% 95.36%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.37% 89.05%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.97% 97.29%
CHEMBL4581 P52732 Kinesin-like protein 1 87.08% 93.18%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.28% 96.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.22% 96.38%
CHEMBL220 P22303 Acetylcholinesterase 86.15% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.08% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 85.42% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 85.18% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.70% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 84.48% 98.35%
CHEMBL1871 P10275 Androgen Receptor 84.23% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.16% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.13% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.70% 93.56%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.56% 97.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.05% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.98% 93.04%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.97% 97.31%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.30% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.21% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.07% 91.03%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.93% 98.46%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.51% 100.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 81.46% 92.50%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.22% 92.32%

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 melongena

Cross-Links

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PubChem 163062825
LOTUS LTS0032054
wikiData Q105311526