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methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-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 bc6295fd-9285-4932-9466-27b42d72afca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H86O22/c1-23-31(56)34(59)39(64)45(71-23)75-42-36(61)33(58)27(22-70-44-38(63)32(57)26(55)21-69-44)72-47(42)76-48(67)54-18-16-49(2,3)20-25(54)24-10-11-29-51(6)14-13-30(73-46-40(65)35(60)37(62)41(74-46)43(66)68-9)50(4,5)28(51)12-15-53(29,8)52(24,7)17-19-54/h10,23,25-42,44-47,55-65H,11-22H2,1-9H3/t23-,25-,26+,27+,28-,29+,30-,31-,32-,33+,34+,35-,36-,37-,38+,39+,40+,41-,42+,44-,45-,46+,47-,51-,52+,53+,54-/m0/s1
InChI Key OTQJYUMTKDYFDV-PWYDHRAPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C54H86O22
Molecular Weight 1087.20 g/mol
Exact Mass 1086.56107437 g/mol
Topological Polar Surface Area (TPSA) 340.00 Ų
XlogP 1.50
Atomic LogP (AlogP) -0.19
H-Bond Acceptor 22
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7916 79.16%
Caco-2 - 0.8791 87.91%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8519 85.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7865 78.65%
OATP1B3 inhibitior - 0.2254 22.54%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9239 92.39%
P-glycoprotein inhibitior + 0.7505 75.05%
P-glycoprotein substrate - 0.5154 51.54%
CYP3A4 substrate + 0.7443 74.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8736 87.36%
CYP3A4 inhibition - 0.9031 90.31%
CYP2C9 inhibition - 0.8720 87.20%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9471 94.71%
CYP1A2 inhibition - 0.9099 90.99%
CYP2C8 inhibition + 0.7629 76.29%
CYP inhibitory promiscuity - 0.9766 97.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5939 59.39%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.6231 62.31%
Skin corrosion - 0.9428 94.28%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7336 73.36%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8847 88.47%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9477 94.77%
Acute Oral Toxicity (c) III 0.6869 68.69%
Estrogen receptor binding + 0.7872 78.72%
Androgen receptor binding + 0.7377 73.77%
Thyroid receptor binding + 0.5736 57.36%
Glucocorticoid receptor binding + 0.8084 80.84%
Aromatase binding + 0.6492 64.92%
PPAR gamma + 0.8350 83.50%
Honey bee toxicity - 0.6335 63.35%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.21% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.42% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.20% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.99% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.91% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.70% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.02% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 90.05% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.39% 86.33%
CHEMBL5028 O14672 ADAM10 84.83% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.63% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.23% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.13% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.71% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.62% 96.90%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.30% 100.00%
CHEMBL1871 P10275 Androgen Receptor 81.93% 96.43%
CHEMBL5255 O00206 Toll-like receptor 4 81.73% 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 162925499
LOTUS LTS0262115
wikiData Q105199757