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(2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-4,5-diacetyloxy-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxycarbonyl-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

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 f10a2f6a-12af-4637-8767-8fbffa1c08e4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-4,5-diacetyloxy-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxycarbonyl-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)CO)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)C)C)(C)C)C)OC(=O)C)OC(=O)C)O)OC1C(C(CO1)(CO)O)O)OC1C(C(C(CO1)OC1C(C(C(C(O1)CO)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]([C@H](O[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)C(=O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)CO)C)OC(=O)C)OC(=O)C)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)O)O
InChI InChI=1S/C74H116O40/c1-27-51(109-59-47(90)43(86)37(23-99-59)108-60-48(91)44(87)40(83)34(20-75)105-60)53(110-65-57(94)74(98,25-79)26-100-65)50(93)62(101-27)112-56-55(104-30(4)81)52(103-29(3)80)28(2)102-64(56)114-67(97)72-15-14-68(5,6)18-32(72)31-10-11-38-69(7)19-33(82)58(71(9,66(95)96)39(69)12-13-70(38,8)73(31,24-78)17-16-72)113-63-54(46(89)42(85)36(22-77)107-63)111-61-49(92)45(88)41(84)35(21-76)106-61/h10,27-28,32-65,75-79,82-94,98H,11-26H2,1-9H3,(H,95,96)/t27-,28+,32-,33-,34+,35+,36+,37+,38+,39+,40-,41+,42+,43-,44-,45-,46-,47+,48+,49+,50+,51-,52-,53-,54+,55-,56+,57-,58-,59-,60-,61-,62-,63-,64-,65-,69+,70+,71-,72-,73-,74+/m0/s1
InChI Key RNHNSAFZAYLOBI-DYANBFMESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C74H116O40
Molecular Weight 1645.70 g/mol
Exact Mass 1644.7042885 g/mol
Topological Polar Surface Area (TPSA) 621.00 Ų
XlogP -5.00
Atomic LogP (AlogP) -7.08
H-Bond Acceptor 39
H-Bond Donor 20
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-4,5-diacetyloxy-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxycarbonyl-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8427 84.27%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7866 78.66%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9680 96.80%
P-glycoprotein inhibitior + 0.7429 74.29%
P-glycoprotein substrate + 0.7196 71.96%
CYP3A4 substrate + 0.7496 74.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition - 0.8187 81.87%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.9259 92.59%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.8020 80.20%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4689 46.89%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8960 89.60%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7582 75.82%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7459 74.59%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6312 63.12%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.5668 56.68%
Androgen receptor binding + 0.7658 76.58%
Thyroid receptor binding + 0.7495 74.95%
Glucocorticoid receptor binding + 0.8231 82.31%
Aromatase binding + 0.7221 72.21%
PPAR gamma + 0.8124 81.24%
Honey bee toxicity - 0.6252 62.52%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9692 96.92%

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 99.49% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.55% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.90% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.81% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.26% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.43% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.84% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.48% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.65% 96.09%
CHEMBL4302 P08183 P-glycoprotein 1 90.48% 92.98%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.35% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.28% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.46% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.14% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.03% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.70% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 87.51% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.05% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.57% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.45% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.20% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.39% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.41% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.63% 91.07%
CHEMBL5028 O14672 ADAM10 81.60% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.72% 96.90%
CHEMBL1914 P06276 Butyrylcholinesterase 80.38% 95.00%

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.
Polygala fallax

Cross-Links

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PubChem 102600408
LOTUS LTS0131157
wikiData Q105241348