(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14R,16S,17S,18R)-5',7,9,13-tetramethyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,16,17-triol

Details

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Internal ID 82c7d2b9-8cd0-4441-b597-112a074411f4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14R,16S,17S,18R)-5',7,9,13-tetramethyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,16,17-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6(C5(C(CC(C6O)O)O)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@]6([C@@]5([C@@H](C[C@@H]([C@@H]6O)O)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)OC1
InChI InChI=1S/C33H54O11/c1-15-5-10-33(41-14-15)16(2)24-21(43-33)11-19-17-6-9-32(44-29-27(39)26(38)25(37)22(13-34)42-29)28(40)20(35)12-23(36)31(32,4)18(17)7-8-30(19,24)3/h15-29,34-40H,5-14H2,1-4H3/t15-,16+,17-,18+,19+,20+,21+,22-,23-,24+,25-,26+,27-,28+,29+,30+,31+,32+,33-/m1/s1
InChI Key NWIZKMVCQBSUSU-PXVCSFTMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O11
Molecular Weight 626.80 g/mol
Exact Mass 626.36661253 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.67
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14R,16S,17S,18R)-5',7,9,13-tetramethyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,16,17-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5246 52.46%
Caco-2 - 0.8628 86.28%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 0.5940 59.40%
OATP1B1 inhibitior + 0.8775 87.75%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.8505 85.05%
P-glycoprotein inhibitior + 0.6138 61.38%
P-glycoprotein substrate - 0.6382 63.82%
CYP3A4 substrate + 0.7256 72.56%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.5826 58.26%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9229 92.29%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7524 75.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7261 72.61%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8976 89.76%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6292 62.92%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.5949 59.49%
Androgen receptor binding + 0.7372 73.72%
Thyroid receptor binding - 0.5973 59.73%
Glucocorticoid receptor binding - 0.4889 48.89%
Aromatase binding + 0.6458 64.58%
PPAR gamma + 0.5745 57.45%
Honey bee toxicity - 0.6015 60.15%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.7523 75.23%

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 97.88% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.72% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.31% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 91.39% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.38% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 90.50% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.26% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.34% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.46% 96.61%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.79% 95.83%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.09% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.85% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.82% 92.86%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.85% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.44% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.14% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.78% 95.89%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.23% 97.86%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.05% 91.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.67% 89.05%
CHEMBL5255 O00206 Toll-like receptor 4 80.49% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.48% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.07% 96.43%
CHEMBL2996 Q05655 Protein kinase C delta 80.02% 97.79%
CHEMBL233 P35372 Mu opioid receptor 80.01% 97.93%

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.
Reineckea carnea

Cross-Links

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PubChem 162842271
LOTUS LTS0089154
wikiData Q105186633