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(2S,3S,4S,5R,6S)-6-[(1R,2R,5S,6R,9R,10R,11S,14R,15R,19S,21R)-10,21-bis(hydroxymethyl)-2,5,6,10,14-pentamethyl-22-oxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

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 7c03a858-8dcb-4cc8-b521-c48fe871ef79
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6S)-6-[(1R,2R,5S,6R,9R,10R,11S,14R,15R,19S,21R)-10,21-bis(hydroxymethyl)-2,5,6,10,14-pentamethyl-22-oxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H74O19/c1-20-28(52)30(54)34(58)40(62-20)67-38-31(55)29(53)24(17-49)63-41(38)66-36-32(56)33(57)37(39(59)60)65-35(36)22-9-11-44(3)25(45(22,4)18-50)10-12-47(6)26(44)8-7-21-23-15-48(19-51)16-27(64-42(48)61)43(23,2)13-14-46(21,47)5/h7,20,22-38,40-41,49-58H,8-19H2,1-6H3,(H,59,60)/t20-,22+,23-,24+,25+,26+,27+,28-,29-,30+,31-,32-,33-,34+,35-,36+,37-,38+,40-,41-,43+,44-,45-,46+,47+,48+/m0/s1
InChI Key NKZDBRKNWSHFJY-MTKWKVGXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H74O19
Molecular Weight 955.10 g/mol
Exact Mass 954.48243013 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.50
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6S)-6-[(1R,2R,5S,6R,9R,10R,11S,14R,15R,19S,21R)-10,21-bis(hydroxymethyl)-2,5,6,10,14-pentamethyl-22-oxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8275 82.75%
Caco-2 - 0.8929 89.29%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8595 85.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8337 83.37%
OATP1B3 inhibitior + 0.8928 89.28%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7102 71.02%
P-glycoprotein inhibitior + 0.7476 74.76%
P-glycoprotein substrate + 0.5057 50.57%
CYP3A4 substrate + 0.7351 73.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8852 88.52%
CYP3A4 inhibition - 0.8956 89.56%
CYP2C9 inhibition - 0.8496 84.96%
CYP2C19 inhibition - 0.8899 88.99%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.8702 87.02%
CYP2C8 inhibition + 0.7554 75.54%
CYP inhibitory promiscuity - 0.9077 90.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5484 54.84%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.5659 56.59%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7017 70.17%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8651 86.51%
Acute Oral Toxicity (c) I 0.6125 61.25%
Estrogen receptor binding + 0.8137 81.37%
Androgen receptor binding + 0.7428 74.28%
Thyroid receptor binding - 0.5814 58.14%
Glucocorticoid receptor binding + 0.7153 71.53%
Aromatase binding + 0.6572 65.72%
PPAR gamma + 0.8012 80.12%
Honey bee toxicity - 0.6812 68.12%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9803 98.03%

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 96.89% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.85% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.51% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.87% 93.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.73% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.72% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.21% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.79% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.56% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.14% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.97% 97.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.91% 94.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.26% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.25% 100.00%

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 101228936
LOTUS LTS0272515
wikiData Q105181219