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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 de449ff2-0610-4f65-9d52-85b7bd9dc271
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)O)O)C
InChI InChI=1S/C53H90O23/c1-22(2)10-9-13-53(8,76-47-42(68)38(64)36(62)29(73-47)21-70-45-40(66)33(59)26(58)20-69-45)23-11-15-51(6)32(23)24(56)16-30-50(5)14-12-31(49(3,4)44(50)25(57)17-52(30,51)7)74-48-43(39(65)35(61)28(19-55)72-48)75-46-41(67)37(63)34(60)27(18-54)71-46/h10,23-48,54-68H,9,11-21H2,1-8H3/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-,50+,51+,52+,53-/m0/s1
InChI Key JCFOXVKGSJUKTN-LJCGQYBJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O23
Molecular Weight 1095.30 g/mol
Exact Mass 1094.58728911 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.59
H-Bond Acceptor 23
H-Bond Donor 15
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6877 68.77%
Caco-2 - 0.9250 92.50%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8162 81.62%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8597 85.97%
P-glycoprotein inhibitior + 0.7523 75.23%
P-glycoprotein substrate - 0.5226 52.26%
CYP3A4 substrate + 0.7381 73.81%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.7269 72.69%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8641 86.41%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.7359 73.59%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7690 76.90%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7998 79.98%
Androgen receptor binding + 0.7434 74.34%
Thyroid receptor binding + 0.5548 55.48%
Glucocorticoid receptor binding + 0.7549 75.49%
Aromatase binding + 0.6615 66.15%
PPAR gamma + 0.7982 79.82%
Honey bee toxicity - 0.5490 54.90%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9172 91.72%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.72% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.69% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.65% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.35% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 93.73% 95.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.49% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.98% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.11% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.49% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.96% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.26% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.95% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.85% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 87.74% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.94% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.56% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.29% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.60% 95.58%
CHEMBL220 P22303 Acetylcholinesterase 84.42% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.42% 96.90%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.63% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.21% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 82.93% 95.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.91% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.88% 89.00%
CHEMBL2581 P07339 Cathepsin D 82.44% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.99% 92.88%
CHEMBL2996 Q05655 Protein kinase C delta 81.82% 97.79%
CHEMBL1871 P10275 Androgen Receptor 81.31% 96.43%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.17% 95.83%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.18% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 80.00% 92.50%

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.
Panax ginseng

Cross-Links

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PubChem 163089508
LOTUS LTS0264644
wikiData Q105124774