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[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-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 c1d3d0a6-77dd-47b7-b1f6-99535ad633c1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-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/C47H76O19/c1-20-29(52)32(55)35(58)38(61-20)66-41(60)47-13-12-42(2,3)14-22(47)21-8-9-27-43(4)15-23(51)37(59)44(5,19-50)26(43)10-11-45(27,6)46(21,7)16-28(47)64-40-36(33(56)30(53)24(17-48)63-40)65-39-34(57)31(54)25(18-49)62-39/h8,20,22-40,48-59H,9-19H2,1-7H3/t20-,22-,23-,24+,25+,26+,27+,28+,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,39-,40-,43-,44-,45+,46+,47+/m0/s1
InChI Key KUKLNNIHAPISQE-INAXVGCPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O19
Molecular Weight 945.10 g/mol
Exact Mass 944.49808019 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -1.28
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,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-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 - 0.8797 87.97%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7881 78.81%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7755 77.55%
P-glycoprotein inhibitior + 0.7476 74.76%
P-glycoprotein substrate - 0.6085 60.85%
CYP3A4 substrate + 0.7228 72.28%
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 + 0.6803 68.03%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.8370 83.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7421 74.21%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8227 82.27%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7907 79.07%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7355 73.55%
Androgen receptor binding + 0.7491 74.91%
Thyroid receptor binding - 0.5775 57.75%
Glucocorticoid receptor binding + 0.6576 65.76%
Aromatase binding + 0.6183 61.83%
PPAR gamma + 0.7585 75.85%
Honey bee toxicity - 0.6935 69.35%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5650 56.50%
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 98.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.79% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.25% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.99% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.72% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.02% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.67% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.16% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.66% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.17% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.07% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.05% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.00% 86.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.36% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 83.26% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.08% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.82% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.64% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.62% 95.50%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 80.94% 91.65%
CHEMBL5255 O00206 Toll-like receptor 4 80.49% 92.50%

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 101612412
LOTUS LTS0118331
wikiData Q105146195