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8a-O-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 4-O-methyl (2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4-(hydroxymethyl)-2-methoxy-6a,6b,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

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 102e8dcf-1b09-4546-8c03-26d41a9397dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 8a-O-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 4-O-methyl (2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4-(hydroxymethyl)-2-methoxy-6a,6b,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(CO)C(=O)OC)OC8C(C(C(C(O8)CO)O)O)O)OC)C)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)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@]([C@@]5(C[C@H]4O)C)(CC[C@@H]7[C@@]6(C[C@@H]([C@@H]([C@]7(CO)C(=O)OC)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC)C)C)(C)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O
InChI InChI=1S/C59H94O29/c1-24-41(84-46-40(72)42(28(64)20-79-46)85-50-44(73)57(76,21-61)23-81-50)37(69)39(71)47(82-24)86-43-34(66)27(63)19-80-49(43)88-52(75)58-14-13-53(2,3)15-26(58)25-9-10-31-54(4)16-29(77-7)45(87-48-38(70)36(68)35(67)30(18-60)83-48)59(22-62,51(74)78-8)32(54)11-12-55(31,5)56(25,6)17-33(58)65/h9,24,26-50,60-73,76H,10-23H2,1-8H3/t24-,26-,27-,28+,29-,30+,31+,32+,33+,34-,35+,36-,37-,38+,39+,40+,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,54+,55+,56+,57+,58+,59+/m0/s1
InChI Key PASIPMWXPSWNQC-XDJWUUGESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C59H94O29
Molecular Weight 1267.40 g/mol
Exact Mass 1266.58807696 g/mol
Topological Polar Surface Area (TPSA) 448.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -4.54
H-Bond Acceptor 29
H-Bond Donor 15
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8a-O-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 4-O-methyl (2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4-(hydroxymethyl)-2-methoxy-6a,6b,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

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 - 0.8676 86.76%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8494 84.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6905 69.05%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9701 97.01%
P-glycoprotein inhibitior + 0.7441 74.41%
P-glycoprotein substrate + 0.7215 72.15%
CYP3A4 substrate + 0.7482 74.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8671 86.71%
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 + 0.7913 79.13%
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 - 0.8978 89.78%
Skin irritation - 0.5541 55.41%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.6424 64.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7955 79.55%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9023 90.23%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7120 71.20%
Acute Oral Toxicity (c) III 0.5521 55.21%
Estrogen receptor binding + 0.7342 73.42%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding + 0.6765 67.65%
Glucocorticoid receptor binding + 0.7984 79.84%
Aromatase binding + 0.6497 64.97%
PPAR gamma + 0.8315 83.15%
Honey bee toxicity - 0.6396 63.96%
Biodegradation - 0.8000 80.00%
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 99.52% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.77% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.84% 97.36%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.53% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.29% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 91.54% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 90.51% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.02% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.80% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.31% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.65% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.16% 91.07%
CHEMBL5028 O14672 ADAM10 87.44% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.33% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.13% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.11% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 86.48% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.24% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 85.50% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 85.26% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.01% 99.23%
CHEMBL2581 P07339 Cathepsin D 83.55% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.40% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.84% 86.92%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 82.26% 95.52%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.08% 89.44%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.01% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.88% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.77% 89.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.27% 92.78%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.88% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 80.27% 94.73%

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.
Platycodon grandiflorus

Cross-Links

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PubChem 162845778
LOTUS LTS0171250
wikiData Q105204706