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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(1R,2R,3R,4S,5R)-2,3,4-trihydroxy-5-methylcyclohexyl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,9R,11aS,11bR,12R,13aR,13bR)-12-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-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 38c44c83-bd69-4fb7-a11b-15420a89b93b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(1R,2R,3R,4S,5R)-2,3,4-trihydroxy-5-methylcyclohexyl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,9R,11aS,11bR,12R,13aR,13bR)-12-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
SMILES (Canonical) CC1CC(C(C(C1O)O)O)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC(C7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(C(O9)CO)O)O)O)C)O)C(=C)C)O)O)O)CO
SMILES (Isomeric) C[C@@H]1C[C@H]([C@@H]([C@@H]([C@H]1O)O)O)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@@H]4[C@H]6C[C@H]([C@@H]7[C@]8(CC[C@H](C([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)O)C(=C)C)O)O)O)CO
InChI InChI=1S/C55H90O22/c1-22(2)24-9-14-55(50(70)77-49-43(68)40(65)37(62)30(75-49)21-71-47-44(69)41(66)45(29(20-57)74-47)72-27-17-23(3)34(59)38(63)35(27)60)16-15-53(7)25(33(24)55)18-26(58)46-52(6)12-11-32(51(4,5)31(52)10-13-54(46,53)8)76-48-42(67)39(64)36(61)28(19-56)73-48/h23-49,56-69H,1,9-21H2,2-8H3/t23-,24+,25-,26-,27-,28-,29-,30-,31+,32-,33-,34+,35+,36-,37-,38-,39+,40+,41-,42-,43-,44-,45-,46-,47-,48+,49+,52+,53-,54-,55+/m1/s1
InChI Key XSCRAWCYQIDIKX-VMEGLPJLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H90O22
Molecular Weight 1103.30 g/mol
Exact Mass 1102.59237449 g/mol
Topological Polar Surface Area (TPSA) 365.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -1.52
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(1R,2R,3R,4S,5R)-2,3,4-trihydroxy-5-methylcyclohexyl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,9R,11aS,11bR,12R,13aR,13bR)-12-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7532 75.32%
Caco-2 - 0.8802 88.02%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7797 77.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8012 80.12%
OATP1B3 inhibitior - 0.2425 24.25%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior + 0.8497 84.97%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.5749 57.49%
CYP3A4 substrate + 0.7478 74.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8613 86.13%
CYP3A4 inhibition - 0.9192 91.92%
CYP2C9 inhibition - 0.8356 83.56%
CYP2C19 inhibition - 0.8825 88.25%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.8922 89.22%
CYP2C8 inhibition + 0.7671 76.71%
CYP inhibitory promiscuity - 0.9530 95.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6708 67.08%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9007 90.07%
Skin irritation - 0.5254 52.54%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7634 76.34%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7742 77.42%
skin sensitisation - 0.8880 88.80%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9163 91.63%
Acute Oral Toxicity (c) III 0.4753 47.53%
Estrogen receptor binding + 0.8357 83.57%
Androgen receptor binding + 0.7544 75.44%
Thyroid receptor binding + 0.5554 55.54%
Glucocorticoid receptor binding + 0.7463 74.63%
Aromatase binding + 0.6441 64.41%
PPAR gamma + 0.8227 82.27%
Honey bee toxicity - 0.5780 57.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9698 96.98%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.21% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.45% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.54% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.14% 89.05%
CHEMBL233 P35372 Mu opioid receptor 91.10% 97.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.35% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.71% 96.38%
CHEMBL1914 P06276 Butyrylcholinesterase 89.37% 95.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.32% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 89.14% 92.50%
CHEMBL2581 P07339 Cathepsin D 89.09% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.31% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 88.06% 97.79%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.75% 82.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.70% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.50% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.26% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.44% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.75% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.19% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.79% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.03% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 84.03% 91.19%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.00% 96.61%
CHEMBL5028 O14672 ADAM10 83.57% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.46% 96.47%
CHEMBL1871 P10275 Androgen Receptor 83.31% 96.43%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.03% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.84% 95.83%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.59% 92.86%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.33% 95.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.67% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 81.41% 95.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.14% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 80.88% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.16% 100.00%

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.
Eleutherococcus nodiflorus
Eleutherococcus senticosus

Cross-Links

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PubChem 23640096
LOTUS LTS0014756
wikiData Q105340950