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Ardisianoside I

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 cc1835a8-021f-4c8d-8cf3-9aad7497a128
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2R,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-20-(hydroxymethyl)-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-23-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3COC(C(C3O)OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CCC89C7(CC(C1(C8CC(CC1)(C)CO)C(=O)O9)O)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]3CO[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@@]6([C@H]7CC[C@]89[C@@H]1C[C@@](CC[C@@]1([C@@H](C[C@]8([C@@]7(CC[C@H]6C5(C)C)C)C)O)C(=O)O9)(C)CO)C)CO)O)O)O)O)O
InChI InChI=1S/C53H86O23/c1-22-31(58)35(62)38(65)42(69-22)75-41-37(64)33(60)24(19-55)71-45(41)72-25-20-68-44(40(34(25)61)74-43-39(66)36(63)32(59)23(18-54)70-43)73-30-10-11-49(5)26(47(30,2)3)8-12-50(6)27(49)9-13-53-28-16-48(4,21-56)14-15-52(28,46(67)76-53)29(57)17-51(50,53)7/h22-45,54-66H,8-21H2,1-7H3/t22-,23+,24+,25-,26-,27+,28+,29+,30-,31-,32+,33+,34-,35+,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,48-,49-,50+,51-,52+,53-/m0/s1
InChI Key QUPKOBZUSQZXJV-KORAFSQNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C53H86O23
Molecular Weight 1091.20 g/mol
Exact Mass 1090.55598899 g/mol
Topological Polar Surface Area (TPSA) 363.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.18
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 11

Synonyms

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CHEMBL412631

2D Structure

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2D Structure of Ardisianoside I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6397 63.97%
Caco-2 - 0.8832 88.32%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7227 72.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8114 81.14%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8081 80.81%
P-glycoprotein inhibitior + 0.7459 74.59%
P-glycoprotein substrate + 0.5357 53.57%
CYP3A4 substrate + 0.7465 74.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8556 85.56%
CYP3A4 inhibition - 0.9228 92.28%
CYP2C9 inhibition - 0.8526 85.26%
CYP2C19 inhibition - 0.8627 86.27%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.9157 91.57%
CYP2C8 inhibition + 0.7089 70.89%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6545 65.45%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.6766 67.66%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7261 72.61%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7084 70.84%
skin sensitisation - 0.9229 92.29%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7117 71.17%
Acute Oral Toxicity (c) I 0.6300 63.00%
Estrogen receptor binding + 0.7917 79.17%
Androgen receptor binding + 0.7563 75.63%
Thyroid receptor binding + 0.5152 51.52%
Glucocorticoid receptor binding + 0.7176 71.76%
Aromatase binding + 0.6463 64.63%
PPAR gamma + 0.7862 78.62%
Honey bee toxicity - 0.5955 59.55%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5350 53.50%
Fish aquatic toxicity + 0.8764 87.64%

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
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.67% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.36% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.34% 98.95%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 92.80% 83.57%
CHEMBL226 P30542 Adenosine A1 receptor 91.72% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.99% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 88.73% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.63% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.42% 96.61%
CHEMBL332 P03956 Matrix metalloproteinase-1 88.15% 94.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.02% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.53% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.18% 94.00%
CHEMBL1871 P10275 Androgen Receptor 86.39% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.11% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.02% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.56% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.43% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.23% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.07% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.99% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.85% 86.33%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.10% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.97% 95.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.06% 92.88%
CHEMBL259 P32245 Melanocortin receptor 4 80.04% 95.38%

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.
Ardisia japonica

Cross-Links

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PubChem 16109777
NPASS NPC207693
LOTUS LTS0094835
wikiData Q104401558