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(2R,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 b30112d6-51f0-4940-b849-39e50c10b28d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CC4(C(CC(C5C4(CCC5C(C)(CCC=C(C)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)O)C8(C3C(C(CC8)O)(C)C)C)C)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3C[C@@]4([C@H](C[C@H]([C@H]5[C@]4(CC[C@@H]5[C@](C)(CCC=C(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)C)O)[C@@]8([C@@H]3C([C@H](CC8)O)(C)C)C)C)CO)O)O)O)O)O
InChI InChI=1S/C54H92O23/c1-22(2)11-10-14-54(9,77-48-43(69)39(65)36(62)29(75-48)21-70-46-41(67)38(64)34(60)27(19-55)73-46)24-12-16-52(7)32(24)25(57)17-30-51(6)15-13-31(58)50(4,5)45(51)26(18-53(30,52)8)72-49-44(40(66)35(61)28(20-56)74-49)76-47-42(68)37(63)33(59)23(3)71-47/h11,23-49,55-69H,10,12-21H2,1-9H3/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+,51+,52+,53+,54-/m0/s1
InChI Key BKQLBIWHYYCPJF-APSPEGEISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C54H92O23
Molecular Weight 1109.30 g/mol
Exact Mass 1108.60293918 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -2.20
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 (2R,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 - 0.8995 89.95%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8308 83.08%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7744 77.44%
P-glycoprotein inhibitior + 0.7528 75.28%
P-glycoprotein substrate + 0.5199 51.99%
CYP3A4 substrate + 0.7359 73.59%
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 + 0.7192 71.92%
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 - 0.9024 90.24%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7754 77.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8166 81.66%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6000 60.00%
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 - 0.7616 76.16%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.8028 80.28%
Androgen receptor binding + 0.7428 74.28%
Thyroid receptor binding + 0.5440 54.40%
Glucocorticoid receptor binding + 0.7491 74.91%
Aromatase binding + 0.6399 63.99%
PPAR gamma + 0.8137 81.37%
Honey bee toxicity - 0.5544 55.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.04% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.26% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 96.37% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.51% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.38% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.52% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.92% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.76% 95.50%
CHEMBL1914 P06276 Butyrylcholinesterase 91.14% 95.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.63% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.53% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.11% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.43% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 88.21% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 87.92% 91.49%
CHEMBL259 P32245 Melanocortin receptor 4 85.28% 95.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.25% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.15% 89.00%
CHEMBL1977 P11473 Vitamin D receptor 84.53% 99.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.70% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.44% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.09% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.99% 95.58%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.90% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.89% 95.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.54% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.26% 100.00%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.12% 92.86%

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 japonicus

Cross-Links

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PubChem 162880993
LOTUS LTS0018487
wikiData Q104937728