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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,8R,9R,11aS,11bR,12R,13aR,13bS)-9,12-dihydroxy-8-(hydroxymethyl)-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 633a1d36-c9a6-477c-8e1e-6f975c792eac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,8R,9R,11aS,11bR,12R,13aR,13bS)-9,12-dihydroxy-8-(hydroxymethyl)-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) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC(C7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)O)C)O)C(=C)C)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)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)CO)O)C)O)C(=C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C48H78O19/c1-20(2)22-8-13-48(15-14-46(6)23(29(22)48)16-24(51)39-44(4)11-10-28(52)45(5,19-50)27(44)9-12-47(39,46)7)43(61)67-42-36(59)33(56)31(54)26(65-42)18-62-40-37(60)34(57)38(25(17-49)64-40)66-41-35(58)32(55)30(53)21(3)63-41/h21-42,49-60H,1,8-19H2,2-7H3/t21-,22-,23+,24+,25+,26+,27+,28+,29-,30-,31+,32+,33-,34-,35+,36+,37+,38+,39+,40+,41-,42-,44-,45-,46+,47+,48-/m0/s1
InChI Key XYDCJMKAJBEFAM-WVOVSZNYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O19
Molecular Weight 959.10 g/mol
Exact Mass 958.51373025 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -1.03
H-Bond Acceptor 19
H-Bond Donor 12
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,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,8R,9R,11aS,11bR,12R,13aR,13bS)-9,12-dihydroxy-8-(hydroxymethyl)-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 + 0.6980 69.80%
Caco-2 - 0.8851 88.51%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7315 73.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8482 84.82%
OATP1B3 inhibitior + 0.8452 84.52%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior + 0.8019 80.19%
P-glycoprotein inhibitior + 0.7391 73.91%
P-glycoprotein substrate + 0.6035 60.35%
CYP3A4 substrate + 0.7430 74.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9279 92.79%
CYP2C9 inhibition - 0.9079 90.79%
CYP2C19 inhibition - 0.9070 90.70%
CYP2D6 inhibition - 0.9472 94.72%
CYP1A2 inhibition - 0.9055 90.55%
CYP2C8 inhibition + 0.7380 73.80%
CYP inhibitory promiscuity - 0.9594 95.94%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6772 67.72%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9057 90.57%
Skin irritation + 0.5344 53.44%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7610 76.10%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9117 91.17%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8518 85.18%
Acute Oral Toxicity (c) I 0.5670 56.70%
Estrogen receptor binding + 0.8451 84.51%
Androgen receptor binding + 0.7539 75.39%
Thyroid receptor binding - 0.5151 51.51%
Glucocorticoid receptor binding + 0.6765 67.65%
Aromatase binding + 0.6461 64.61%
PPAR gamma + 0.8067 80.67%
Honey bee toxicity - 0.5804 58.04%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9592 95.92%

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 98.29% 91.11%
CHEMBL233 P35372 Mu opioid receptor 95.38% 97.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.67% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.62% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.73% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.69% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.44% 96.38%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.46% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.20% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 91.17% 95.93%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.98% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.64% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.01% 95.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.19% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.73% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 86.68% 95.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.62% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.60% 91.24%
CHEMBL1871 P10275 Androgen Receptor 86.29% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.29% 92.94%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.25% 97.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.02% 94.33%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 85.97% 91.83%
CHEMBL5255 O00206 Toll-like receptor 4 85.96% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.21% 93.04%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.16% 81.11%
CHEMBL340 P08684 Cytochrome P450 3A4 84.00% 91.19%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.87% 97.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.14% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.03% 96.77%
CHEMBL5028 O14672 ADAM10 82.88% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.65% 95.89%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.50% 96.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.04% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.03% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.74% 97.79%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.32% 97.53%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.20% 95.83%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.03% 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 trifoliatus

Cross-Links

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PubChem 162873999
LOTUS LTS0110560
wikiData Q105344432