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(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 f3e155fb-1cdc-4ea1-93e2-ab3f258b6b30
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H78O16/c1-23-30(51)32(53)34(55)39(59-23)63-37-25(20-49)61-40(35(56)33(37)54)64-38-31(52)24(2)60-41(36(38)57)62-29-11-12-43(5)26(44(29,6)21-50)9-13-45(7)27(43)10-14-48-28-19-42(3,4)15-17-47(28,22-58-48)18-16-46(45,48)8/h10,14,23-41,49-57H,9,11-13,15-22H2,1-8H3/t23-,24+,25+,26+,27+,28+,29-,30-,31-,32+,33+,34+,35+,36+,37+,38-,39-,40-,41-,43-,44-,45+,46-,47+,48-/m0/s1
InChI Key MSPJNJBJTCZYFP-RUTZNTMZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O16
Molecular Weight 911.10 g/mol
Exact Mass 910.52898640 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 - 0.4770 47.70%
Caco-2 - 0.8813 88.13%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6761 67.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8478 84.78%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.6865 68.65%
P-glycoprotein inhibitior + 0.7478 74.78%
P-glycoprotein substrate + 0.5145 51.45%
CYP3A4 substrate + 0.7255 72.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.9643 96.43%
CYP2C9 inhibition - 0.8867 88.67%
CYP2C19 inhibition - 0.8552 85.52%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.8934 89.34%
CYP2C8 inhibition + 0.6936 69.36%
CYP inhibitory promiscuity - 0.8998 89.98%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5985 59.85%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.6912 69.12%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7692 76.92%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7689 76.89%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7832 78.32%
Acute Oral Toxicity (c) I 0.5519 55.19%
Estrogen receptor binding + 0.8003 80.03%
Androgen receptor binding + 0.7546 75.46%
Thyroid receptor binding - 0.5335 53.35%
Glucocorticoid receptor binding + 0.6744 67.44%
Aromatase binding + 0.6635 66.35%
PPAR gamma + 0.7909 79.09%
Honey bee toxicity - 0.6533 65.33%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9317 93.17%

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 98.34% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.50% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 96.12% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.97% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.01% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.57% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.04% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.72% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.30% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 87.29% 92.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.30% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.17% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.11% 93.04%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.48% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.26% 91.07%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.31% 97.47%
CHEMBL1937 Q92769 Histone deacetylase 2 82.30% 94.75%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.21% 97.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.99% 94.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.87% 98.99%
CHEMBL325 Q13547 Histone deacetylase 1 80.19% 95.92%

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.
Verbascum sinaiticum

Cross-Links

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PubChem 101933144
LOTUS LTS0164993
wikiData Q105171320