(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,4S)-4-(acetyloxymethyl)-3,4-dihydroxyoxolan-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

Details

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Internal ID 8b46acd8-4de4-4337-8e6b-5f5c4d7d486d
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,4S)-4-(acetyloxymethyl)-3,4-dihydroxyoxolan-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)(COC(=O)C)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)(COC(=O)C)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/C76H118O41/c1-28-53(112-61-49(92)45(88)39(24-101-61)111-62-50(93)46(89)42(85)36(21-77)108-62)55(113-67-59(96)76(100,27-103-67)26-102-30(3)81)52(95)64(104-28)115-58-57(107-32(5)83)54(106-31(4)82)29(2)105-66(58)117-69(99)74-16-15-70(6,7)19-34(74)33-11-12-40-71(8)20-35(84)60(73(10,68(97)98)41(71)13-14-72(40,9)75(33,25-80)18-17-74)116-65-56(48(91)44(87)38(23-79)110-65)114-63-51(94)47(90)43(86)37(22-78)109-63/h11,28-29,34-67,77-80,84-96,100H,12-27H2,1-10H3,(H,97,98)/t28-,29+,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-,66-,67-,71+,72+,73-,74-,75-,76+/m0/s1
InChI Key KSGDUPLTLDMQQX-YKKVMYSNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C76H118O41
Molecular Weight 1687.70 g/mol
Exact Mass 1686.7148532 g/mol
Topological Polar Surface Area (TPSA) 627.00 Ų
XlogP -5.00
Atomic LogP (AlogP) -6.51
H-Bond Acceptor 40
H-Bond Donor 19
Rotatable Bonds 23

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,4S)-4-(acetyloxymethyl)-3,4-dihydroxyoxolan-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 - 0.8578 85.78%
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 + 0.7852 78.52%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9648 96.48%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.7423 74.23%
CYP3A4 substrate + 0.7512 75.12%
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 + 0.8166 81.66%
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 - 0.8957 89.57%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7471 74.71%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7584 75.84%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6708 67.08%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding - 0.4794 47.94%
Androgen receptor binding + 0.7658 76.58%
Thyroid receptor binding + 0.7622 76.22%
Glucocorticoid receptor binding + 0.8256 82.56%
Aromatase binding + 0.7539 75.39%
PPAR gamma + 0.8054 80.54%
Honey bee toxicity - 0.6201 62.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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 99.53% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.35% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.55% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.85% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.47% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.09% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.42% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.38% 96.77%
CHEMBL2581 P07339 Cathepsin D 90.88% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.87% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.43% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.94% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.38% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.16% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.03% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 86.79% 92.98%
CHEMBL5028 O14672 ADAM10 86.05% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.93% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.78% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.61% 91.24%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.16% 96.90%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.70% 86.92%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.64% 94.33%
CHEMBL1914 P06276 Butyrylcholinesterase 83.10% 95.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.05% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 81.88% 91.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.91% 95.89%

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 102600409
LOTUS LTS0170849
wikiData Q105145398