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Ardisianoside C

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 f406e1e4-ed92-42ab-be09-a4752d9240d0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(3S,4R,5R,6S)-4,5-dihydroxy-6-[[(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]oxan-3-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(OC2OC3COC(C(C3O)O)OC4CCC5(C(C4(C)C)CCC6(C5CCC78C6(CC(C9(C7CC(CC9)(C)C)CO8)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)O[C@H]4CC[C@@]5([C@H]6CC[C@@]78[C@@H]9CC(CC[C@]9(CO7)[C@@H](C[C@]8([C@@]6(CC[C@H]5C4(C)C)C)C)O)(C)C)C)CO)O)O)O)O)O
InChI InChI=1S/C47H78O16/c1-22-30(50)33(53)36(56)39(59-22)63-37-34(54)31(51)23(19-48)60-40(37)61-24-20-57-38(35(55)32(24)52)62-29-11-12-43(6)25(42(29,4)5)9-13-44(7)26(43)10-14-47-27-17-41(2,3)15-16-46(27,21-58-47)28(49)18-45(44,47)8/h22-40,48-56H,9-21H2,1-8H3/t22-,23+,24-,25-,26+,27+,28+,29-,30-,31+,32-,33+,34-,35+,36+,37+,38-,39-,40-,43-,44+,45-,46+,47-/m0/s1
InChI Key HERCSTJVHFDRGB-JTWYRERBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C47H78O16
Molecular Weight 899.10 g/mol
Exact Mass 898.52898640 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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CHEBI:65427
(3beta,16alpha)-16-hydroxy-13,28-epoxyoleanan-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-glucopyranosyl-(1->4)-alpha-L-arabinopyranoside
3beta-O-alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranosyl-(1->4)-alpha-L-arabinopyranosyl-13beta,28-epoxy-16alpha-hydroxyoleanane
3beta-O-alpha-L-Rhap-(1->2)-beta-D-Glcp-(1->4)-alpha-L-Arap-13beta,28-epoxy-16alpha-hydroxyoleanane
CHEMBL268687
Q27133872
(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(3S,4R,5R,6S)-4,5-dihydroxy-6-[[(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

2D Structure

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2D Structure of Ardisianoside C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5489 54.89%
Caco-2 - 0.8867 88.67%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6239 62.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7919 79.19%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.6035 60.35%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate - 0.5097 50.97%
CYP3A4 substrate + 0.7384 73.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8237 82.37%
CYP3A4 inhibition - 0.9474 94.74%
CYP2C9 inhibition - 0.8579 85.79%
CYP2C19 inhibition - 0.8572 85.72%
CYP2D6 inhibition - 0.9505 95.05%
CYP1A2 inhibition - 0.9122 91.22%
CYP2C8 inhibition + 0.6902 69.02%
CYP inhibitory promiscuity - 0.9632 96.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6416 64.16%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9064 90.64%
Skin irritation - 0.7052 70.52%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7428 74.28%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.9225 92.25%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8966 89.66%
Acute Oral Toxicity (c) I 0.7071 70.71%
Estrogen receptor binding + 0.7829 78.29%
Androgen receptor binding + 0.7450 74.50%
Thyroid receptor binding - 0.5677 56.77%
Glucocorticoid receptor binding + 0.6669 66.69%
Aromatase binding + 0.6705 67.05%
PPAR gamma + 0.7789 77.89%
Honey bee toxicity - 0.5588 55.88%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8283 82.83%

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 97.12% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 92.65% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.36% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.23% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.33% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.50% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 89.34% 94.75%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.23% 97.53%
CHEMBL2581 P07339 Cathepsin D 88.12% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.08% 95.50%
CHEMBL3589 P55263 Adenosine kinase 87.87% 98.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.87% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.47% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.38% 96.21%
CHEMBL4302 P08183 P-glycoprotein 1 85.99% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.94% 94.45%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.16% 97.31%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.97% 97.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.70% 86.33%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.49% 95.36%
CHEMBL233 P35372 Mu opioid receptor 83.93% 97.93%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.42% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.34% 89.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.08% 98.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.88% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.98% 91.49%
CHEMBL3714531 Q6P988 Palmitoleoyl-protein carboxylesterase NOTUM 80.98% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.68% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.56% 89.05%
CHEMBL221 P23219 Cyclooxygenase-1 80.55% 90.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.52% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.43% 95.58%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.13% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 80.12% 95.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.09% 91.24%

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 16109780
NPASS NPC171741
ChEMBL CHEMBL268687
LOTUS LTS0092219
wikiData Q27133872