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(2S,3S,4R,5R,6S)-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9R,12R,13S,15S,16S)-16-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-4'-yl]oxy-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 5bd68795-7050-4847-9a17-84a014642f24
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3S,4R,5R,6S)-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9R,12R,13S,15S,16S)-16-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-4'-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1COC2(CC1OC3C(C(C(C(O3)CO)O)O)O)C(C4C(O2)CC5C4(CCC6C5CC=C7C6(CC(C(C7)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)CO)O)OC1C(C(C(CO1)O)O)O)OC1C(C(C(C(O1)CO)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)C)C)C
SMILES (Isomeric) C[C@@H]1CO[C@@]2(C[C@@H]1O[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)O)[C@H]([C@H]4[C@@H](O2)C[C@@H]5[C@]4(CC[C@@H]6[C@H]5CC=C7[C@]6(C[C@@H]([C@H](C7)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)CO)O)O[C@@H]1[C@H]([C@@H]([C@H](CO1)O)O)O)O[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O)O)O)O)O)C)C)C
InChI InChI=1S/C62H100O34/c1-20-18-84-62(12-30(20)86-55-46(79)42(75)38(71)31(13-63)87-55)21(2)36-29(96-62)10-25-23-6-5-22-9-28(26(68)11-61(22,4)24(23)7-8-60(25,36)3)85-56-48(81)44(77)50(35(17-67)91-56)92-59-53(52(41(74)34(16-66)90-59)94-54-45(78)37(70)27(69)19-83-54)95-58-49(82)51(40(73)33(15-65)89-58)93-57-47(80)43(76)39(72)32(14-64)88-57/h5,20-21,23-59,63-82H,6-19H2,1-4H3/t20-,21+,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-,52-,53+,54-,55+,56+,57-,58-,59-,60-,61-,62-/m1/s1
InChI Key RYVMUASDIZQXAA-IWQVQEDWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H100O34
Molecular Weight 1389.40 g/mol
Exact Mass 1388.6096002 g/mol
Topological Polar Surface Area (TPSA) 534.00 Ų
XlogP -6.30
Atomic LogP (AlogP) -8.76
H-Bond Acceptor 34
H-Bond Donor 20
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6S)-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9R,12R,13S,15S,16S)-16-[(2S,3S,4S,5R,6S)-5-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-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 + 0.7571 75.71%
Caco-2 - 0.8758 87.58%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8703 87.03%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9076 90.76%
P-glycoprotein inhibitior + 0.7423 74.23%
P-glycoprotein substrate + 0.6485 64.85%
CYP3A4 substrate + 0.7586 75.86%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
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 + 0.8015 80.15%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8999 89.99%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8557 85.57%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9066 90.66%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8570 85.70%
Androgen receptor binding + 0.7524 75.24%
Thyroid receptor binding + 0.5880 58.80%
Glucocorticoid receptor binding + 0.7163 71.63%
Aromatase binding + 0.6762 67.62%
PPAR gamma + 0.8203 82.03%
Honey bee toxicity - 0.5624 56.24%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5400 54.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.76% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.29% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.01% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.81% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.34% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.34% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.06% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.98% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.01% 95.50%
CHEMBL1914 P06276 Butyrylcholinesterase 88.62% 95.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.34% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.08% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 87.23% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.53% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.21% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.68% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.48% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.36% 93.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.18% 94.00%
CHEMBL237 P41145 Kappa opioid receptor 82.76% 98.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.16% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.60% 94.08%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.80% 96.90%
CHEMBL2581 P07339 Cathepsin D 80.70% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.36% 93.04%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.08% 92.86%

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.
Cestrum nocturnum

Cross-Links

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PubChem 162890743
LOTUS LTS0013683
wikiData Q105248160