(2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5S,7S,10R,11S,14R,15S,16R,17S,20S,23R)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosan-7-yl]peroxy]oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 58533c7a-43bc-4496-9e3f-c04938e1a5ba
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5S,7S,10R,11S,14R,15S,16R,17S,20S,23R)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosan-7-yl]peroxy]oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CCC6C5(CCC(C6)OOC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)C)C)C
SMILES (Isomeric) C[C@H]1CC[C@H]2[C@@H]([C@@H]3[C@H](N2C1)C[C@@H]4[C@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@]5(CC[C@@H](C6)OO[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)C)C
InChI InChI=1S/C51H85NO22/c1-20-5-8-27-21(2)33-28(52(27)15-20)14-26-24-7-6-22-13-23(9-11-50(22,3)25(24)10-12-51(26,33)4)73-74-48-42(65)39(62)43(32(19-56)69-48)70-49-45(72-47-41(64)38(61)35(58)30(17-54)67-47)44(36(59)31(18-55)68-49)71-46-40(63)37(60)34(57)29(16-53)66-46/h20-49,53-65H,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+,47-,48-,49+,50+,51+/m0/s1
InChI Key KBYRLPVIBYNPNS-CJGCBXSVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H85NO22
Molecular Weight 1064.20 g/mol
Exact Mass 1063.55632334 g/mol
Topological Polar Surface Area (TPSA) 349.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -3.04
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5S,7S,10R,11S,14R,15S,16R,17S,20S,23R)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosan-7-yl]peroxy]oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-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 - 0.6359 63.59%
Caco-2 - 0.8730 87.30%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Lysosomes 0.5441 54.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8529 85.29%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7891 78.91%
P-glycoprotein inhibitior + 0.7306 73.06%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7498 74.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7565 75.65%
CYP3A4 inhibition - 0.9376 93.76%
CYP2C9 inhibition - 0.9053 90.53%
CYP2C19 inhibition - 0.8866 88.66%
CYP2D6 inhibition - 0.9193 91.93%
CYP1A2 inhibition - 0.9327 93.27%
CYP2C8 inhibition + 0.5747 57.47%
CYP inhibitory promiscuity - 0.9364 93.64%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5256 52.56%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.7627 76.27%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis - 0.8278 82.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8095 80.95%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.8447 84.47%
skin sensitisation - 0.8801 88.01%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7141 71.41%
Acute Oral Toxicity (c) III 0.6055 60.55%
Estrogen receptor binding + 0.8371 83.71%
Androgen receptor binding + 0.7196 71.96%
Thyroid receptor binding - 0.5200 52.00%
Glucocorticoid receptor binding - 0.4709 47.09%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.7622 76.22%
Honey bee toxicity - 0.5793 57.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity - 0.3876 38.76%

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 98.87% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 95.86% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.21% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.54% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.36% 91.11%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.01% 92.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.34% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.21% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.01% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.30% 98.05%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 87.53% 98.46%
CHEMBL5255 O00206 Toll-like receptor 4 87.39% 92.50%
CHEMBL233 P35372 Mu opioid receptor 87.25% 97.93%
CHEMBL237 P41145 Kappa opioid receptor 86.54% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.02% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.93% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.59% 95.50%
CHEMBL206 P03372 Estrogen receptor alpha 84.20% 97.64%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.53% 97.86%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.05% 96.21%
CHEMBL4581 P52732 Kinesin-like protein 1 82.72% 93.18%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.44% 95.58%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.18% 100.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.33% 93.10%
CHEMBL226 P30542 Adenosine A1 receptor 81.27% 95.93%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.25% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.18% 95.89%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 80.86% 96.67%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.39% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.29% 96.90%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.02% 96.03%

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.
Baccharis coridifolia
Solanum commersonii

Cross-Links

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PubChem 163023037
LOTUS LTS0274173
wikiData Q105139915