(2R,3R,4S,5S,6R)-2-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

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Internal ID 7f910e3b-5113-48e2-b615-15bfe399c892
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CC1C2(CCC(CO2)CO)OC3C1(C4(CCC5C(C4C3)CC=C6C5(CCC(C6)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C)C)O
SMILES (Isomeric) C[C@@H]1[C@@]2(CC[C@H](CO2)CO)O[C@@H]3[C@]1([C@]4(CC[C@H]5[C@H]([C@@H]4C3)CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)O)O)C)C)O
InChI InChI=1S/C38H60O14/c1-18-37(11-6-19(14-39)15-49-37)52-27-13-24-22-5-4-20-12-21(7-9-35(20,2)23(22)8-10-36(24,3)38(18,27)46)50-34-32(45)30(43)29(42)26(51-34)17-48-33-31(44)28(41)25(40)16-47-33/h4,18-19,21-34,39-46H,5-17H2,1-3H3/t18-,19+,21+,22-,23+,24+,25+,26-,27+,28+,29-,30+,31-,32-,33+,34-,35+,36+,37-,38-/m1/s1
InChI Key SDPVVDPRIWCEAS-RPRPWEBWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O14
Molecular Weight 740.90 g/mol
Exact Mass 740.39830658 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP -0.50
Atomic LogP (AlogP) 0.09
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

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-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]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 + 0.7571 75.71%
Caco-2 - 0.8870 88.70%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 0.8691 86.91%
OATP1B1 inhibitior + 0.8444 84.44%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7151 71.51%
P-glycoprotein inhibitior + 0.7057 70.57%
P-glycoprotein substrate + 0.6951 69.51%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8348 83.48%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.7995 79.95%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9231 92.31%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7616 76.16%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8726 87.26%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8742 87.42%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8057 80.57%
Androgen receptor binding + 0.7571 75.71%
Thyroid receptor binding - 0.6287 62.87%
Glucocorticoid receptor binding - 0.4676 46.76%
Aromatase binding + 0.6696 66.96%
PPAR gamma + 0.6909 69.09%
Honey bee toxicity - 0.6825 68.25%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9176 91.76%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.66% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.51% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 98.38% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.30% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 94.39% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.44% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 92.80% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 92.54% 91.49%
CHEMBL2581 P07339 Cathepsin D 90.88% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.58% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 87.08% 97.79%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.20% 94.08%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.93% 96.61%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.11% 94.23%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.48% 97.53%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.40% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.30% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.65% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.61% 94.45%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.47% 96.39%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.30% 94.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.28% 95.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.07% 89.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.81% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.45% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.92% 96.90%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.80% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.73% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.72% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.69% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.55% 92.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.50% 91.71%
CHEMBL5028 O14672 ADAM10 80.24% 97.50%

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.
Smilax lebrunii

Cross-Links

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PubChem 162893848
LOTUS LTS0241708
wikiData Q105250773