(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2S,4S,5'R,6S,6'R,7S,8S,9S,12S,13R,16S)-8-hydroxy-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID 2d658224-4475-4a04-b689-d1760df1be1b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2S,4S,5'R,6S,6'R,7S,8S,9S,12S,13R,16S)-8-hydroxy-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)O)C)OC1OC
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@]3([C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[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)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O)C)O[C@H]1OC
InChI InChI=1S/C46H74O18/c1-19-10-15-45(64-39(19)56-7)22(4)46(55)29(63-45)17-27-25-9-8-23-16-24(11-13-43(23,5)26(25)12-14-44(27,46)6)59-42-38(62-41-35(53)33(51)31(49)21(3)58-41)36(54)37(28(18-47)60-42)61-40-34(52)32(50)30(48)20(2)57-40/h8,19-22,24-42,47-55H,9-18H2,1-7H3/t19-,20+,21+,22-,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 KNFFNNXVQUAVOB-DZWUJCGASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H74O18
Molecular Weight 915.10 g/mol
Exact Mass 914.48751551 g/mol
Topological Polar Surface Area (TPSA) 265.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.33
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2S,4S,5'R,6S,6'R,7S,8S,9S,12S,13R,16S)-8-hydroxy-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-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 + 0.7910 79.10%
Caco-2 - 0.8904 89.04%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7617 76.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.9054 90.54%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9067 90.67%
P-glycoprotein inhibitior + 0.7376 73.76%
P-glycoprotein substrate + 0.6458 64.58%
CYP3A4 substrate + 0.7422 74.22%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8348 83.48%
CYP3A4 inhibition - 0.9287 92.87%
CYP2C9 inhibition - 0.9010 90.10%
CYP2C19 inhibition - 0.9070 90.70%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.8746 87.46%
CYP2C8 inhibition + 0.7808 78.08%
CYP inhibitory promiscuity - 0.8553 85.53%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5368 53.68%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.5601 56.01%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.8970 89.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7814 78.14%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.9171 91.71%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8574 85.74%
Acute Oral Toxicity (c) I 0.4340 43.40%
Estrogen receptor binding + 0.8350 83.50%
Androgen receptor binding + 0.7633 76.33%
Thyroid receptor binding - 0.5143 51.43%
Glucocorticoid receptor binding + 0.6356 63.56%
Aromatase binding + 0.6669 66.69%
PPAR gamma + 0.7841 78.41%
Honey bee toxicity - 0.6166 61.66%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9164 91.64%

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 98.84% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.71% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.32% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.66% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 93.26% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.24% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.16% 97.09%
CHEMBL2243 O00519 Anandamide amidohydrolase 91.68% 97.53%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.53% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.95% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.98% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.61% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.30% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.27% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.84% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.83% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.30% 92.94%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.10% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.78% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.65% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.59% 92.50%
CHEMBL2581 P07339 Cathepsin D 82.19% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.17% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.89% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.76% 96.61%
CHEMBL332 P03956 Matrix metalloproteinase-1 80.66% 94.50%
CHEMBL1871 P10275 Androgen Receptor 80.38% 96.43%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.37% 91.71%

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 americanum

Cross-Links

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PubChem 101000599
LOTUS LTS0125416
wikiData Q105143387