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methyl (4R,4aS,6aR,6aR,6bR,7S,8aR,10S,12aS,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,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-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,7-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-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 976925ba-3d28-4cdc-9a2f-36856f348095
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl (4R,4aS,6aR,6aR,6bR,7S,8aR,10S,12aS,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,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-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,7-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C49H80O19/c1-21-31(54)33(56)36(59)40(63-21)68-39-34(57)32(55)24(19-50)64-42(39)67-38-25(20-51)65-41(37(60)35(38)58)66-30-12-13-46(6)26-11-10-22-23-17-44(2,3)18-29(53)49(23,43(61)62-9)15-14-47(22,7)48(26,8)28(52)16-27(46)45(30,4)5/h10,21,23-42,50-60H,11-20H2,1-9H3/t21-,23-,24+,25+,26+,27-,28-,29+,30-,31-,32+,33+,34-,35+,36+,37+,38+,39+,40-,41-,42-,46+,47+,48-,49-/m0/s1
InChI Key BPRBJZJTWYVIKZ-UTWOXRLNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C49H80O19
Molecular Weight 973.10 g/mol
Exact Mass 972.52938032 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -0.24
H-Bond Acceptor 19
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 methyl (4R,4aS,6aR,6aR,6bR,7S,8aR,10S,12aS,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,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-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,7-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-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 + 0.7768 77.68%
Caco-2 - 0.8878 88.78%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8363 83.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7757 77.57%
OATP1B3 inhibitior - 0.4203 42.03%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8164 81.64%
P-glycoprotein inhibitior + 0.7510 75.10%
P-glycoprotein substrate - 0.5470 54.70%
CYP3A4 substrate + 0.7282 72.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8591 85.91%
CYP3A4 inhibition - 0.9376 93.76%
CYP2C9 inhibition - 0.8801 88.01%
CYP2C19 inhibition - 0.8916 89.16%
CYP2D6 inhibition - 0.9410 94.10%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition + 0.6733 67.33%
CYP inhibitory promiscuity - 0.9714 97.14%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6190 61.90%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.6475 64.75%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7615 76.15%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.9197 91.97%
skin sensitisation - 0.8860 88.60%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.9082 90.82%
Acute Oral Toxicity (c) III 0.7315 73.15%
Estrogen receptor binding + 0.8194 81.94%
Androgen receptor binding + 0.7476 74.76%
Thyroid receptor binding - 0.5145 51.45%
Glucocorticoid receptor binding + 0.7094 70.94%
Aromatase binding + 0.6486 64.86%
PPAR gamma + 0.8038 80.38%
Honey bee toxicity - 0.6578 65.78%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8930 89.30%

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 98.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.09% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.91% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.20% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.88% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.84% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 84.78% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.39% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.19% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.11% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.82% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.16% 89.00%
CHEMBL2581 P07339 Cathepsin D 82.69% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.65% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.59% 91.65%
CHEMBL340 P08684 Cytochrome P450 3A4 82.46% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.93% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.20% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.14% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.63% 94.45%

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.
Polygonatum sibiricum

Cross-Links

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PubChem 163192042
LOTUS LTS0261224
wikiData Q104943580