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[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 ab139dfd-b981-4023-bd8b-5e9a98bda6db
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H74O19/c1-41(2)11-12-46(40(59)65-38-34(57)31(54)25(17-48)61-38)21(13-41)20-7-8-27-42(3)14-22(50)36(58)43(4,19-49)26(42)9-10-44(27,5)45(20,6)15-28(46)63-39-35(32(55)30(53)24(16-47)62-39)64-37-33(56)29(52)23(51)18-60-37/h7,21-39,47-58H,8-19H2,1-6H3/t21-,22-,23+,24+,25+,26+,27+,28+,29+,30+,31+,32-,33-,34-,35+,36-,37-,38-,39-,42-,43-,44+,45+,46+/m0/s1
InChI Key FKKGDGXJQJGEHD-PKKJEMCSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H74O19
Molecular Weight 931.10 g/mol
Exact Mass 930.48243013 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -1.67
H-Bond Acceptor 19
H-Bond Donor 12
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)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8593 85.93%
Caco-2 - 0.8814 88.14%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7853 78.53%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7509 75.09%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate - 0.6038 60.38%
CYP3A4 substrate + 0.7269 72.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.6696 66.96%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7294 72.94%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7477 74.77%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7280 72.80%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7530 75.30%
Androgen receptor binding + 0.7491 74.91%
Thyroid receptor binding - 0.5717 57.17%
Glucocorticoid receptor binding + 0.6606 66.06%
Aromatase binding + 0.6183 61.83%
PPAR gamma + 0.7578 75.78%
Honey bee toxicity - 0.6997 69.97%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9565 95.65%

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 98.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.37% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.16% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.19% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.56% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.77% 97.25%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.92% 86.92%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.16% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.95% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.25% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.90% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.54% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.42% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.83% 94.75%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.50% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.41% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 83.28% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.22% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.14% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.77% 86.33%
CHEMBL5028 O14672 ADAM10 81.67% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.12% 92.94%

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.
There are no matching plants.

Cross-Links

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PubChem 101616175
LOTUS LTS0254650
wikiData Q104996656