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(2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-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 c95eef71-5c06-4d95-99c5-31bbfe145f40
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H66O17/c1-17(52-35-30(47)28(45)26(43)24(15-41)55-35)21-10-13-40(50)23-7-6-19-14-20(8-11-38(19,3)22(23)9-12-39(21,40)4)54-37-32(49)34(51-5)33(18(2)53-37)57-36-31(48)29(46)27(44)25(16-42)56-36/h6,17-18,20-37,41-50H,7-16H2,1-5H3/t17-,18+,20-,21+,22-,23+,24+,25+,26-,27-,28-,29-,30+,31+,32+,33-,34+,35+,36-,37-,38-,39+,40-/m0/s1
InChI Key ZIRUZIJLGKNREM-MLRGFKNPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H66O17
Molecular Weight 818.90 g/mol
Exact Mass 818.43000063 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -1.42
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-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 + 0.6883 68.83%
Caco-2 - 0.8868 88.68%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6871 68.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8798 87.98%
OATP1B3 inhibitior + 0.8726 87.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5518 55.18%
P-glycoprotein inhibitior + 0.7292 72.92%
P-glycoprotein substrate + 0.5830 58.30%
CYP3A4 substrate + 0.7160 71.60%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8459 84.59%
CYP3A4 inhibition - 0.9630 96.30%
CYP2C9 inhibition - 0.9225 92.25%
CYP2C19 inhibition - 0.9112 91.12%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.9167 91.67%
CYP2C8 inhibition + 0.6458 64.58%
CYP inhibitory promiscuity - 0.9551 95.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6001 60.01%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9170 91.70%
Skin irritation - 0.5781 57.81%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.8054 80.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7514 75.14%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9142 91.42%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8798 87.98%
Acute Oral Toxicity (c) I 0.4817 48.17%
Estrogen receptor binding + 0.8049 80.49%
Androgen receptor binding + 0.7531 75.31%
Thyroid receptor binding - 0.5832 58.32%
Glucocorticoid receptor binding + 0.5825 58.25%
Aromatase binding + 0.6746 67.46%
PPAR gamma + 0.7318 73.18%
Honey bee toxicity - 0.6806 68.06%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8242 82.42%

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 99.01% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.22% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.17% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.21% 95.89%
CHEMBL2581 P07339 Cathepsin D 91.94% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 91.42% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.23% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.35% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.65% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.58% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.07% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.31% 89.05%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.50% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.82% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.85% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.17% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.11% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162991266
LOTUS LTS0158041
wikiData Q105377431