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methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aR,14aR,14bR)-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-8-hydroxy-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 ad854c6f-32c9-4a2e-b5e7-1bb9e999c844
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,8R,8aR,12aR,14aR,14bR)-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-8-hydroxy-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(CC4O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)OC)O)O)O)C)(C)C)O)O)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@]34CCC(C[C@@H]3C5=CC[C@@H]6[C@]7(CC[C@@H](C([C@@H]7CC[C@]6([C@@]5(C[C@H]4O)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)OC)O)O)O)C)(C)C)O)O)O)O)O
InChI InChI=1S/C48H76O18/c1-21-29(51)31(53)34(56)39(62-21)65-37-30(52)24(49)20-61-41(37)66-42(59)48-17-16-43(2,3)18-23(48)22-10-11-26-45(6)14-13-28(63-40-35(57)32(54)33(55)36(64-40)38(58)60-9)44(4,5)25(45)12-15-46(26,7)47(22,8)19-27(48)50/h10,21,23-37,39-41,49-57H,11-20H2,1-9H3/t21-,23+,24-,25-,26+,27+,28-,29-,30-,31+,32-,33-,34+,35+,36-,37+,39-,40+,41-,45-,46+,47+,48+/m0/s1
InChI Key DDDYPDPMIDMAEV-LJIPOMBRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O18
Molecular Weight 941.10 g/mol
Exact Mass 940.50316557 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 0.96
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 7

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,8R,8aR,12aR,14aR,14bR)-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-8-hydroxy-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 + 0.8713 87.13%
Caco-2 - 0.8829 88.29%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8460 84.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3721 37.21%
OATP1B3 inhibitior + 0.8647 86.47%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8612 86.12%
P-glycoprotein inhibitior + 0.7593 75.93%
P-glycoprotein substrate + 0.5327 53.27%
CYP3A4 substrate + 0.7460 74.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8736 87.36%
CYP3A4 inhibition - 0.8562 85.62%
CYP2C9 inhibition - 0.8614 86.14%
CYP2C19 inhibition - 0.9174 91.74%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.8804 88.04%
CYP2C8 inhibition + 0.7406 74.06%
CYP inhibitory promiscuity - 0.9783 97.83%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5912 59.12%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.5826 58.26%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7060 70.60%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.8194 81.94%
skin sensitisation - 0.8698 86.98%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8810 88.10%
Acute Oral Toxicity (c) III 0.5635 56.35%
Estrogen receptor binding + 0.7960 79.60%
Androgen receptor binding + 0.7322 73.22%
Thyroid receptor binding - 0.5316 53.16%
Glucocorticoid receptor binding + 0.7656 76.56%
Aromatase binding + 0.6281 62.81%
PPAR gamma + 0.8091 80.91%
Honey bee toxicity - 0.6419 64.19%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9632 96.32%

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 98.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.30% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.40% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.36% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.28% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.78% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.80% 95.56%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 87.25% 91.65%
CHEMBL5028 O14672 ADAM10 85.73% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.03% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.75% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.19% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.77% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.93% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.81% 94.33%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.08% 89.44%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.74% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.46% 92.62%

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 163083345
LOTUS LTS0055845
wikiData Q105103701