PlantaeDB Logo
Login Sign-up

(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-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

Top
Internal ID 28d4af6c-7ca3-4b31-99c5-6a496e585764
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,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-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/C48H78O17/c1-22-30(52)32(54)34(56)39(60-22)64-37-24(19-49)62-40(35(57)33(37)55)65-38-31(53)23(2)61-41(36(38)58)63-29-11-12-43(5)25(44(29,6)20-50)9-13-45(7)26(43)10-14-48-27-17-42(3,4)15-16-47(27,21-59-48)28(51)18-46(45,48)8/h10,14,22-41,49-58H,9,11-13,15-21H2,1-8H3/t22-,23+,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 QTIUWFGQCNZUSP-QPTVLPJYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H78O17
Molecular Weight 927.10 g/mol
Exact Mass 926.52390102 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.63
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
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,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6441 64.41%
Caco-2 - 0.8824 88.24%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6663 66.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8182 81.82%
P-glycoprotein inhibitior + 0.7481 74.81%
P-glycoprotein substrate + 0.5513 55.13%
CYP3A4 substrate + 0.7280 72.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.8634 86.34%
CYP2C19 inhibition - 0.8659 86.59%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9115 91.15%
CYP2C8 inhibition + 0.7020 70.20%
CYP inhibitory promiscuity - 0.9473 94.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6210 62.10%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9047 90.47%
Skin irritation - 0.6612 66.12%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7618 76.18%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6814 68.14%
skin sensitisation - 0.9108 91.08%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7965 79.65%
Acute Oral Toxicity (c) I 0.7129 71.29%
Estrogen receptor binding + 0.7985 79.85%
Androgen receptor binding + 0.7554 75.54%
Thyroid receptor binding - 0.5209 52.09%
Glucocorticoid receptor binding + 0.6830 68.30%
Aromatase binding + 0.6632 66.32%
PPAR gamma + 0.7941 79.41%
Honey bee toxicity - 0.6356 63.56%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9152 91.52%

Targets

Top

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 97.35% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.18% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.61% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.78% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.74% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.65% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.77% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.86% 95.50%
CHEMBL1914 P06276 Butyrylcholinesterase 88.15% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.29% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.20% 89.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.68% 97.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.30% 96.38%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.93% 97.53%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.92% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.44% 92.62%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 83.39% 98.99%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.16% 92.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.51% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.37% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.31% 97.86%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.20% 93.04%

Plants that contains it

Top
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

Top
PubChem 101933145
LOTUS LTS0190608
wikiData Q105227745