Quinquenoside IV

Details

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Internal ID 28e37c99-bc48-4c52-aef1-b791601e09bf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,7S,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,7,9,11,12,13,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(C(C=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(C(O8)CO)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@H](C=C4[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]([C@H](O8)CO)O)O)O)O)O)O)C
InChI InChI=1S/C54H90O24/c1-22(2)10-9-13-53(7,78-48-44(70)40(66)37(63)28(75-48)21-71-46-42(68)38(64)34(60)25(18-55)72-46)23-11-15-52(6)33(23)24(58)16-30-51(5)14-12-32(50(3,4)29(51)17-31(59)54(30,52)8)76-49-45(41(67)36(62)27(20-57)74-49)77-47-43(69)39(65)35(61)26(19-56)73-47/h10,17,23-28,30-49,55-70H,9,11-16,18-21H2,1-8H3/t23-,24+,25+,26+,27+,28+,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 SKOMPTIDEDWVJD-GVYXYICBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H90O24
Molecular Weight 1123.30 g/mol
Exact Mass 1122.58220373 g/mol
Topological Polar Surface Area (TPSA) 398.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -3.31
H-Bond Acceptor 24
H-Bond Donor 16
Rotatable Bonds 16

Synonyms

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DTXSID401100827
(3beta,7beta,12beta)-20-[(6-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)oxy]-7,12-dihydroxydammara-5,24-dien-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
208764-54-9

2D Structure

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2D Structure of Quinquenoside IV

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7547 75.47%
Caco-2 - 0.9122 91.22%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7664 76.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8103 81.03%
OATP1B3 inhibitior - 0.2571 25.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9236 92.36%
P-glycoprotein inhibitior + 0.7485 74.85%
P-glycoprotein substrate - 0.5183 51.83%
CYP3A4 substrate + 0.7269 72.69%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9485 94.85%
CYP2C9 inhibition - 0.8767 87.67%
CYP2C19 inhibition - 0.9161 91.61%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.9112 91.12%
CYP2C8 inhibition + 0.7256 72.56%
CYP inhibitory promiscuity - 0.9421 94.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6022 60.22%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.5835 58.35%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8597 85.97%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5324 53.24%
skin sensitisation - 0.8992 89.92%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5598 55.98%
Estrogen receptor binding + 0.7782 77.82%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding + 0.5937 59.37%
Glucocorticoid receptor binding + 0.7700 77.00%
Aromatase binding + 0.6239 62.39%
PPAR gamma + 0.8088 80.88%
Honey bee toxicity - 0.6181 61.81%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9262 92.62%

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 99.03% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.26% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.24% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.84% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.35% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.69% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.60% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 90.33% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.14% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.87% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.79% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.72% 97.36%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.65% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.98% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 85.83% 91.49%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.58% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.90% 95.58%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.85% 97.14%
CHEMBL1980 Q14524 Sodium channel protein type V alpha subunit 82.82% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.33% 95.56%
CHEMBL5028 O14672 ADAM10 81.85% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 81.74% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 81.20% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 81.14% 94.73%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.94% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.50% 95.83%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.08% 96.61%

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 notoginseng
Panax quinquefolius

Cross-Links

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PubChem 10748754
NPASS NPC235981