Quinquenoside Jb

Details

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Internal ID 21c33717-ad73-4d6b-b14d-49987b72d06c
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,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-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(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)COC9C(C(C(O9)CO)O)O)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(CC[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)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]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O)O)O)O)O)O)O)C
InChI InChI=1S/C59H100O27/c1-24(2)10-9-14-59(8,86-53-48(76)43(71)40(68)31(83-53)23-78-51-46(74)42(70)39(67)30(82-51)22-77-50-45(73)38(66)29(21-62)79-50)25-11-16-58(7)35(25)26(63)18-33-56(5)15-13-34(55(3,4)32(56)12-17-57(33,58)6)84-54-49(44(72)37(65)28(20-61)81-54)85-52-47(75)41(69)36(64)27(19-60)80-52/h10,25-54,60-76H,9,11-23H2,1-8H3/t25-,26+,27+,28+,29-,30+,31+,32-,33+,34-,35-,36+,37+,38-,39+,40+,41-,42-,43-,44-,45+,46+,47+,48+,49+,50+,51+,52-,53-,54-,56-,57+,58+,59-/m0/s1
InChI Key BFGKEENXZSRHPS-XECTVSIDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H100O27
Molecular Weight 1241.40 g/mol
Exact Mass 1240.64519791 g/mol
Topological Polar Surface Area (TPSA) 436.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -3.74
H-Bond Acceptor 27
H-Bond Donor 17
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Quinquenoside Jb

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7395 73.95%
Caco-2 - 0.9056 90.56%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8060 80.60%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9050 90.50%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate - 0.7449 74.49%
CYP3A4 substrate + 0.7285 72.85%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.6809 68.09%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8992 89.92%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8520 85.20%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.7446 74.46%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6089 60.89%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.7932 79.32%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.5969 59.69%
Glucocorticoid receptor binding + 0.7651 76.51%
Aromatase binding + 0.6731 67.31%
PPAR gamma + 0.8057 80.57%
Honey bee toxicity - 0.5470 54.70%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9306 93.06%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3038455 P54646 AMPK alpha2/beta1/gamma1 16.8 nM
EC50
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.79% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.69% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.95% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.37% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.47% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.17% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.04% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.03% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.98% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.18% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.98% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.01% 96.61%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.03% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 85.42% 97.79%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.23% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.22% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.10% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.16% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.12% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.80% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.44% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.06% 94.75%
CHEMBL2581 P07339 Cathepsin D 82.00% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.79% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.42% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.38% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 81.30% 95.38%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.04% 95.83%
CHEMBL5028 O14672 ADAM10 80.79% 97.50%
CHEMBL1977 P11473 Vitamin D receptor 80.64% 99.43%
CHEMBL5255 O00206 Toll-like receptor 4 80.47% 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 quinquefolius

Cross-Links

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PubChem 102347096
NPASS NPC282193