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(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,6S)-6-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4-hydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-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 623d5da4-f54c-4189-96e5-5e4c284f134f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,6S)-6-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4-hydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H64O16/c1-17-34(55-36-33(48)31(46)29(44)26(54-36)16-50-35-32(47)30(45)28(43)25(15-40)53-35)24(42)14-27(51-17)52-18(2)39(49)12-9-23-21-6-5-19-13-20(41)7-10-37(19,3)22(21)8-11-38(23,39)4/h5,17-18,20-36,40-49H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24-,25-,26-,27+,28-,29-,30+,31+,32-,33-,34-,35-,36+,37+,38+,39+/m1/s1
InChI Key QBLAUIZDOQEVFK-FMWALPSYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H64O16
Molecular Weight 788.90 g/mol
Exact Mass 788.41943595 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.05
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 9

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-[[(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,6S)-6-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4-hydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-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 + 0.6996 69.96%
Caco-2 - 0.8865 88.65%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7115 71.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.8307 83.07%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5174 51.74%
P-glycoprotein inhibitior + 0.7142 71.42%
P-glycoprotein substrate + 0.6775 67.75%
CYP3A4 substrate + 0.7299 72.99%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9514 95.14%
CYP2C9 inhibition - 0.9263 92.63%
CYP2C19 inhibition - 0.9276 92.76%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.9189 91.89%
CYP2C8 inhibition + 0.6928 69.28%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6030 60.30%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.5271 52.71%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7834 78.34%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9222 92.22%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8548 85.48%
Acute Oral Toxicity (c) I 0.4859 48.59%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.7571 75.71%
Thyroid receptor binding - 0.6007 60.07%
Glucocorticoid receptor binding + 0.5672 56.72%
Aromatase binding + 0.6902 69.02%
PPAR gamma + 0.7250 72.50%
Honey bee toxicity - 0.6584 65.84%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9013 90.13%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.31% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.59% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.29% 97.25%
CHEMBL1914 P06276 Butyrylcholinesterase 95.33% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.19% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.04% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 88.69% 97.79%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.54% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.45% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.06% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.14% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.12% 95.89%
CHEMBL1871 P10275 Androgen Receptor 85.07% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.92% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.90% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.90% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.58% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.30% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.26% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.05% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.35% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.86% 93.04%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.16% 97.33%

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.
Periploca sepium

Cross-Links

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PubChem 102041440
LOTUS LTS0254739
wikiData Q105217889