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22Alpha-Hydroxychiisanoside

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 1709ff3c-78ff-4254-a4d0-9aae7689bf5d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,5S,6S,8R,9R,10R,12R,16R,17S,18S,21S)-6,16-dihydroxy-1,2,17-trimethyl-14-oxo-8,18-bis(prop-1-en-2-yl)-13-oxapentacyclo[10.8.1.02,10.05,9.017,21]henicosane-5-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC6(C(C4C(CC5O)C(=C)C)CC7C8C6(CCC(C8(C(CC(=O)O7)O)C)C(=C)C)C)C)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6([C@@H]([C@H]4[C@@H](C[C@@H]5O)C(=C)C)C[C@@H]7[C@H]8[C@]6(CC[C@H]([C@@]8([C@@H](CC(=O)O7)O)C)C(=C)C)C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C48H74O20/c1-18(2)21-13-28(51)48(12-11-45(6)23(30(21)48)14-24-40-46(45,7)10-9-22(19(3)4)47(40,8)27(50)15-29(52)64-24)44(61)68-43-37(59)34(56)32(54)26(66-43)17-62-41-38(60)35(57)39(25(16-49)65-41)67-42-36(58)33(55)31(53)20(5)63-42/h20-28,30-43,49-51,53-60H,1,3,9-17H2,2,4-8H3/t20-,21-,22-,23+,24+,25+,26+,27+,28-,30+,31-,32+,33+,34-,35+,36+,37+,38+,39+,40-,41+,42-,43-,45+,46+,47+,48+/m0/s1
InChI Key JRAXRVXXMWPYCA-SWOUHPEQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C48H74O20
Molecular Weight 971.10 g/mol
Exact Mass 970.47734475 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -1.32
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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CHEMBL2063166

2D Structure

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2D Structure of 22Alpha-Hydroxychiisanoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6637 66.37%
Caco-2 - 0.8813 88.13%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7297 72.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8072 80.72%
OATP1B3 inhibitior + 0.9047 90.47%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6798 67.98%
BSEP inhibitior + 0.8300 83.00%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.6965 69.65%
CYP3A4 substrate + 0.7359 73.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8829 88.29%
CYP3A4 inhibition - 0.8557 85.57%
CYP2C9 inhibition - 0.8484 84.84%
CYP2C19 inhibition - 0.8895 88.95%
CYP2D6 inhibition - 0.9510 95.10%
CYP1A2 inhibition - 0.8968 89.68%
CYP2C8 inhibition + 0.7476 74.76%
CYP inhibitory promiscuity - 0.9694 96.94%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6835 68.35%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9046 90.46%
Skin irritation + 0.5069 50.69%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.7191 71.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7420 74.20%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6602 66.02%
skin sensitisation - 0.9116 91.16%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7434 74.34%
Acute Oral Toxicity (c) I 0.4820 48.20%
Estrogen receptor binding + 0.8370 83.70%
Androgen receptor binding + 0.7481 74.81%
Thyroid receptor binding - 0.5077 50.77%
Glucocorticoid receptor binding + 0.7400 74.00%
Aromatase binding + 0.6225 62.25%
PPAR gamma + 0.8160 81.60%
Honey bee toxicity - 0.5863 58.63%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9744 97.44%

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 98.82% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.68% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.76% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.58% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.24% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.94% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 91.77% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.74% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.23% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.67% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.53% 100.00%
CHEMBL2581 P07339 Cathepsin D 88.71% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 87.86% 92.50%
CHEMBL1951 P21397 Monoamine oxidase A 84.94% 91.49%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.74% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.29% 96.77%
CHEMBL1871 P10275 Androgen Receptor 84.18% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.39% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.47% 94.00%
CHEMBL233 P35372 Mu opioid receptor 82.33% 97.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.06% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.85% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.67% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 81.25% 91.19%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.15% 89.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.56% 95.56%

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.
Eleutherococcus divaricatus
Eleutherococcus sessiliflorus

Cross-Links

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PubChem 70682278
LOTUS LTS0261017
wikiData Q105133795