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[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,6-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 2195ac56-c6d3-408d-8a96-34f658fe5eea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,6-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC(=O)NC1C(C(C(OC1OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(C(C(C6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(CO8)(CO)O)O)O)O)C)C)C)COC9C(C(C(CO9)O)O)O)O)OC1C(C(C(CO1)O)O)O
SMILES (Isomeric) CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3CC=C5[C@]4([C@H]([C@H]([C@@]6([C@H]5CC(CC6)(C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@](CO8)(CO)O)O)O)O)C)C)C)CO[C@@H]9[C@@H]([C@@H]([C@@H](CO9)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
InChI InChI=1S/C59H95NO27/c1-24(63)60-34-42(85-49-41(72)36(67)28(65)20-79-49)38(69)30(21-80-48-40(71)35(66)27(64)19-78-48)83-47(34)84-33-12-13-55(6)31(54(33,4)5)11-14-56(7)32(55)10-9-25-26-17-53(2,3)15-16-59(26,45(74)44(73)57(25,56)8)52(76)87-50-43(39(70)37(68)29(18-61)82-50)86-51-46(75)58(77,22-62)23-81-51/h9,26-51,61-62,64-75,77H,10-23H2,1-8H3,(H,60,63)/t26-,27+,28+,29+,30+,31-,32+,33-,34+,35+,36-,37+,38+,39-,40+,41+,42+,43+,44-,45+,46-,47-,48+,49-,50-,51-,55-,56+,57-,58+,59+/m0/s1
InChI Key AVNPCBIVLQQWTI-PRHRLJPMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C59H95NO27
Molecular Weight 1250.40 g/mol
Exact Mass 1249.60914675 g/mol
Topological Polar Surface Area (TPSA) 442.00 Ų
XlogP -2.30
Atomic LogP (AlogP) -4.21
H-Bond Acceptor 27
H-Bond Donor 16
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,6-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6835 68.35%
Caco-2 - 0.8686 86.86%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7459 74.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7433 74.33%
OATP1B3 inhibitior + 0.9147 91.47%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9649 96.49%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.6631 66.31%
CYP3A4 substrate + 0.7529 75.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8736 87.36%
CYP3A4 inhibition - 0.8934 89.34%
CYP2C9 inhibition - 0.8847 88.47%
CYP2C19 inhibition - 0.8986 89.86%
CYP2D6 inhibition - 0.9432 94.32%
CYP1A2 inhibition - 0.9059 90.59%
CYP2C8 inhibition + 0.7771 77.71%
CYP inhibitory promiscuity - 0.8193 81.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Danger 0.4535 45.35%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8979 89.79%
Skin irritation - 0.6970 69.70%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.5570 55.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7529 75.29%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation - 0.8553 85.53%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5855 58.55%
Acute Oral Toxicity (c) III 0.6762 67.62%
Estrogen receptor binding + 0.7121 71.21%
Androgen receptor binding + 0.7607 76.07%
Thyroid receptor binding + 0.6642 66.42%
Glucocorticoid receptor binding + 0.7981 79.81%
Aromatase binding + 0.6479 64.79%
PPAR gamma + 0.8049 80.49%
Honey bee toxicity - 0.6553 65.53%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.9407 94.07%

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 99.24% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.54% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 93.43% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.41% 96.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 92.31% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.11% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.91% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.98% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.96% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.71% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.56% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.02% 89.00%
CHEMBL5028 O14672 ADAM10 86.39% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 86.23% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.47% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.80% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 84.51% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 84.31% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 84.00% 90.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.87% 95.83%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.77% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.57% 91.07%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.49% 86.92%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.33% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.65% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.45% 97.36%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 81.39% 94.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.84% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.77% 95.71%
CHEMBL4581 P52732 Kinesin-like protein 1 80.38% 93.18%

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.
Entada rheedii

Cross-Links

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PubChem 163103421
LOTUS LTS0046900
wikiData Q104919659