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methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-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 5ffad375-a3d7-4b6a-a074-6e42830b5986
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)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-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) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(C(O8)C(=O)OC)O)O)O)C)(C)C)O)O)O)OC9C(C(CO9)(CO)O)O)OC1C(C(C(CO1)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)OC)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)O)O)O)O[C@H]9[C@@H]([C@](CO9)(CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
InChI InChI=1S/C58H92O25/c1-25-40(79-46-37(66)33(62)28(60)21-74-46)41(80-50-44(69)58(72,23-59)24-76-50)39(68)48(77-25)82-43-34(63)29(61)22-75-49(43)83-51(71)57-18-16-52(2,3)20-27(57)26-10-11-31-54(6)14-13-32(78-47-38(67)35(64)36(65)42(81-47)45(70)73-9)53(4,5)30(54)12-15-56(31,8)55(26,7)17-19-57/h10,25,27-44,46-50,59-69,72H,11-24H2,1-9H3/t25-,27-,28+,29-,30-,31+,32-,33-,34-,35-,36-,37+,38+,39+,40-,41-,42-,43+,44-,46-,47+,48-,49-,50-,54-,55+,56+,57-,58+/m0/s1
InChI Key NSXUKCSWMZTRNS-CNSUBNAHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H92O25
Molecular Weight 1189.30 g/mol
Exact Mass 1188.59276842 g/mol
Topological Polar Surface Area (TPSA) 378.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -1.08
H-Bond Acceptor 25
H-Bond Donor 12
Rotatable Bonds 12

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)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-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 + 0.8368 83.68%
Caco-2 - 0.8705 87.05%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8494 84.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7503 75.03%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9317 93.17%
P-glycoprotein inhibitior + 0.7462 74.62%
P-glycoprotein substrate + 0.6060 60.60%
CYP3A4 substrate + 0.7519 75.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8783 87.83%
CYP3A4 inhibition - 0.8339 83.39%
CYP2C9 inhibition - 0.8434 84.34%
CYP2C19 inhibition - 0.9102 91.02%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.9134 91.34%
CYP2C8 inhibition + 0.8002 80.02%
CYP inhibitory promiscuity - 0.9550 95.50%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4615 46.15%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.5541 55.41%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7550 75.50%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9023 90.23%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7549 75.49%
Acute Oral Toxicity (c) III 0.5521 55.21%
Estrogen receptor binding + 0.7110 71.10%
Androgen receptor binding + 0.7498 74.98%
Thyroid receptor binding + 0.6247 62.47%
Glucocorticoid receptor binding + 0.8140 81.40%
Aromatase binding + 0.6733 67.33%
PPAR gamma + 0.8354 83.54%
Honey bee toxicity - 0.6391 63.91%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9433 94.33%

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 98.55% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.80% 95.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.00% 96.77%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.21% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.91% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.14% 97.09%
CHEMBL4302 P08183 P-glycoprotein 1 91.31% 92.98%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.79% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.56% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.85% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.59% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.14% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.93% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.02% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.17% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.77% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.76% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.62% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.27% 96.90%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.15% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.95% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.91% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 82.69% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.02% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.76% 99.17%

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 15173198
LOTUS LTS0084563
wikiData Q105185298