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[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl] hydrogen sulfate

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 4c3e328c-9b8c-4d93-b603-15830e6bee12
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl] hydrogen sulfate
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OS(=O)(=O)O)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)OS(=O)(=O)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
InChI InChI=1S/C44H72O21S/c1-18(16-58-39-36(52)35(51)33(49)28(15-45)61-39)8-11-44(54)19(2)30-27(64-44)14-25-23-7-6-21-12-22(65-66(55,56)57)13-29(43(21,5)24(23)9-10-42(25,30)4)62-41-38(32(48)26(46)17-59-41)63-40-37(53)34(50)31(47)20(3)60-40/h6,18-20,22-41,45-54H,7-17H2,1-5H3,(H,55,56,57)/t18-,19+,20+,22-,23-,24+,25+,26+,27+,28-,29-,30+,31+,32+,33-,34-,35+,36-,37-,38-,39-,40+,41+,42+,43+,44-/m1/s1
InChI Key KQYLGZBUZREODJ-FWSUTEMSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H72O21S
Molecular Weight 969.10 g/mol
Exact Mass 968.42868047 g/mol
Topological Polar Surface Area (TPSA) 339.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.39
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8092 80.92%
Caco-2 - 0.8832 88.32%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4852 48.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8441 84.41%
OATP1B3 inhibitior + 0.9326 93.26%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6771 67.71%
BSEP inhibitior + 0.9243 92.43%
P-glycoprotein inhibitior + 0.7481 74.81%
P-glycoprotein substrate + 0.7385 73.85%
CYP3A4 substrate + 0.7598 75.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8516 85.16%
CYP3A4 inhibition - 0.8294 82.94%
CYP2C9 inhibition - 0.7656 76.56%
CYP2C19 inhibition - 0.7252 72.52%
CYP2D6 inhibition - 0.8709 87.09%
CYP1A2 inhibition - 0.7468 74.68%
CYP2C8 inhibition + 0.7507 75.07%
CYP inhibitory promiscuity - 0.8878 88.78%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.5258 52.58%
Eye corrosion - 0.9793 97.93%
Eye irritation - 0.9060 90.60%
Skin irritation - 0.7370 73.70%
Skin corrosion - 0.9080 90.80%
Ames mutagenesis - 0.7478 74.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7301 73.01%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8439 84.39%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9409 94.09%
Acute Oral Toxicity (c) III 0.5719 57.19%
Estrogen receptor binding + 0.8430 84.30%
Androgen receptor binding + 0.7161 71.61%
Thyroid receptor binding - 0.5320 53.20%
Glucocorticoid receptor binding + 0.6992 69.92%
Aromatase binding + 0.6473 64.73%
PPAR gamma + 0.7973 79.73%
Honey bee toxicity - 0.5873 58.73%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9828 98.28%

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
CHEMBL226 P30542 Adenosine A1 receptor 99.22% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.15% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.29% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 94.27% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.24% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.45% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.34% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.68% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.85% 85.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.15% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.26% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.88% 95.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.66% 92.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.39% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.73% 92.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.42% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.42% 96.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.43% 96.61%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 87.33% 98.46%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.28% 96.90%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.16% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.49% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.71% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 84.59% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.32% 95.83%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.76% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.26% 89.67%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.23% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.10% 95.89%
CHEMBL5028 O14672 ADAM10 82.03% 97.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.78% 90.08%
CHEMBL4581 P52732 Kinesin-like protein 1 81.53% 93.18%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.92% 92.78%
CHEMBL340 P08684 Cytochrome P450 3A4 80.38% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.16% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 80.05% 90.17%

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.
Ruscus colchicus

Cross-Links

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PubChem 163016466
LOTUS LTS0238616
wikiData Q105144869