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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,8S,9R,11aS,11bR,12R,13aR,13bR)-8-formyl-9,12-dihydroxy-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-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 754ba53c-44aa-47e4-b361-3fb5051a2267
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,8S,9R,11aS,11bR,12R,13aR,13bR)-8-formyl-9,12-dihydroxy-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-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=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)O)C)O)C(=C)C)O)O)O)CO
InChI InChI=1S/C49H78O18/c1-21(2)23-8-13-49(15-14-47(6)24(31(23)49)17-25(52)41-45(4)11-10-30(53)46(5,20-51)29(45)9-12-48(41,47)7)44(62)67-43-38(60)36(58)34(56)28(66-43)19-63-42-39(61)37(59)40(27(18-50)65-42)64-26-16-22(3)32(54)35(57)33(26)55/h20,22-43,50,52-61H,1,8-19H2,2-7H3/t22-,23+,24-,25-,26-,27-,28-,29-,30-,31-,32+,33+,34-,35-,36+,37-,38-,39-,40-,41-,42-,43+,45+,46+,47-,48-,49+/m1/s1
InChI Key OSNLFVWCEHCNTJ-CNRMNOSNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H78O18
Molecular Weight 955.10 g/mol
Exact Mass 954.51881563 g/mol
Topological Polar Surface Area (TPSA) 303.00 Ų
XlogP 1.20
Atomic LogP (AlogP) -0.16
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 10

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,8S,9R,11aS,11bR,12R,13aR,13bR)-8-formyl-9,12-dihydroxy-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-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 + 0.6584 65.84%
Caco-2 - 0.8821 88.21%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7734 77.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8223 82.23%
OATP1B3 inhibitior + 0.8845 88.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6298 62.98%
BSEP inhibitior + 0.8702 87.02%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.6406 64.06%
CYP3A4 substrate + 0.7440 74.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8497 84.97%
CYP2C9 inhibition - 0.9019 90.19%
CYP2C19 inhibition - 0.9180 91.80%
CYP2D6 inhibition - 0.9525 95.25%
CYP1A2 inhibition - 0.9138 91.38%
CYP2C8 inhibition + 0.7598 75.98%
CYP inhibitory promiscuity - 0.9681 96.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6641 66.41%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9053 90.53%
Skin irritation + 0.5458 54.58%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7849 78.49%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7170 71.70%
skin sensitisation - 0.9206 92.06%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9121 91.21%
Acute Oral Toxicity (c) I 0.4943 49.43%
Estrogen receptor binding + 0.8480 84.80%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding - 0.5056 50.56%
Glucocorticoid receptor binding + 0.7549 75.49%
Aromatase binding + 0.6351 63.51%
PPAR gamma + 0.8219 82.19%
Honey bee toxicity - 0.5947 59.47%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9713 97.13%

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 98.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.24% 96.09%
CHEMBL233 P35372 Mu opioid receptor 95.79% 97.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.11% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.73% 96.38%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.74% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.77% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.48% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.91% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.45% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.43% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.97% 96.77%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.97% 97.33%
CHEMBL2581 P07339 Cathepsin D 88.53% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.47% 92.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.56% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.40% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.40% 96.61%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 86.88% 91.83%
CHEMBL5255 O00206 Toll-like receptor 4 86.55% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.54% 91.24%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.46% 82.50%
CHEMBL5028 O14672 ADAM10 85.70% 97.50%
CHEMBL4302 P08183 P-glycoprotein 1 85.44% 92.98%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.25% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.47% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.39% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.29% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.52% 95.89%
CHEMBL4072 P07858 Cathepsin B 82.47% 93.67%
CHEMBL340 P08684 Cytochrome P450 3A4 82.33% 91.19%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.13% 95.83%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.56% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.55% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.54% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.49% 96.90%
CHEMBL1871 P10275 Androgen Receptor 80.32% 96.43%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.27% 95.64%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.03% 92.94%

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 23640097
LOTUS LTS0000960
wikiData Q105199127