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[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-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-3-yl]oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-but-2-enoate

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 b54c38d2-301a-4cf3-8879-2a826e57ec0c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-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-3-yl]oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-but-2-enoate
SMILES (Canonical) CC=CC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5(C4CC(C6C5(CCC6C(C)(CCC=C(C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)O)C)C)CO)O)O)O)O)O
SMILES (Isomeric) C/C=C/C(=O)OC[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]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4C[C@H]([C@H]6[C@]5(CC[C@@H]6[C@](C)(CCC=C(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)C)O)C)C)CO)O)O)O)O)O
InChI InChI=1S/C58H96O24/c1-10-12-36(62)74-24-31-40(65)43(68)47(72)51(78-31)81-49-45(70)39(64)30(23-60)77-53(49)80-35-16-18-55(6)33(54(35,4)5)15-20-56(7)34(55)21-28(61)37-27(14-19-57(37,56)8)58(9,17-11-13-26(2)3)82-52-48(73)44(69)41(66)32(79-52)25-75-50-46(71)42(67)38(63)29(22-59)76-50/h10,12-13,27-35,37-53,59-61,63-73H,11,14-25H2,1-9H3/b12-10+/t27-,28+,29+,30+,31+,32+,33-,34+,35-,37-,38+,39+,40+,41+,42-,43-,44-,45-,46+,47+,48+,49+,50+,51-,52-,53-,55-,56+,57+,58-/m0/s1
InChI Key QOGHAXHWJGZEST-XEUUVMKCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C58H96O24
Molecular Weight 1177.40 g/mol
Exact Mass 1176.62915392 g/mol
Topological Polar Surface Area (TPSA) 383.00 Ų
XlogP 1.10
Atomic LogP (AlogP) -1.08
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 18

Synonyms

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1346522-89-1
orb1942447
CHEMBL3357161
HY-N12015
CS-0890589

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-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-3-yl]oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-but-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7719 77.19%
Caco-2 - 0.8876 88.76%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8134 81.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7846 78.46%
OATP1B3 inhibitior - 0.2428 24.28%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9461 94.61%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate - 0.5868 58.68%
CYP3A4 substrate + 0.7454 74.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8952 89.52%
CYP3A4 inhibition - 0.9469 94.69%
CYP2C9 inhibition - 0.8637 86.37%
CYP2C19 inhibition - 0.9118 91.18%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.9069 90.69%
CYP2C8 inhibition + 0.7444 74.44%
CYP inhibitory promiscuity - 0.9514 95.14%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6516 65.16%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8992 89.92%
Skin irritation - 0.5512 55.12%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7880 78.80%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6392 63.92%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.5995 59.95%
Acute Oral Toxicity (c) I 0.4409 44.09%
Estrogen receptor binding + 0.7629 76.29%
Androgen receptor binding + 0.7565 75.65%
Thyroid receptor binding + 0.6127 61.27%
Glucocorticoid receptor binding + 0.7980 79.80%
Aromatase binding + 0.6433 64.33%
PPAR gamma + 0.8236 82.36%
Honey bee toxicity - 0.5550 55.50%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9413 94.13%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.40% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.36% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.94% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.66% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.79% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.24% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.72% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 89.50% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.52% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.46% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.40% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.17% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.12% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 86.81% 95.93%
CHEMBL5028 O14672 ADAM10 85.65% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.13% 91.24%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.49% 82.69%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.49% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.43% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.65% 94.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.63% 93.04%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.53% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.82% 92.94%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.34% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.71% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.94% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.70% 99.17%

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 quinquefolius

Cross-Links

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PubChem 118721997
NPASS NPC135369