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[(3S,5R,8R,9R,10S,11R,13R,14R,17S)-3-hydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

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 255f285b-c9f1-408d-a67f-7a744dec1764
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(3S,5R,8R,9R,10S,11R,13R,14R,17S)-3-hydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(CCC2(C3(C1C4(CCC(C(C4CC3)(C)C)O)C)C)C)C5(CCC(O5)C(C)(C)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@H](CC[C@]2([C@]3([C@H]1[C@]4(CC[C@@H](C([C@@H]4CC3)(C)C)O)C)C)C)[C@@]5(CC[C@@H](O5)C(C)(C)O)C
InChI InChI=1S/C32H54O5/c1-19(33)36-22-18-21-20(32(9)17-13-25(37-32)28(4,5)35)10-15-30(21,7)31(8)16-11-23-27(2,3)24(34)12-14-29(23,6)26(22)31/h20-26,34-35H,10-18H2,1-9H3/t20-,21+,22+,23-,24-,25+,26+,29-,30+,31+,32-/m0/s1
InChI Key NBEIUEYVYOEVCL-LCYMMZRTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O5
Molecular Weight 518.80 g/mol
Exact Mass 518.39712482 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.28
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,8R,9R,10S,11R,13R,14R,17S)-3-hydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9857 98.57%
Caco-2 - 0.6347 63.47%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8199 81.99%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.8802 88.02%
OATP1B3 inhibitior + 0.8589 85.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.7054 70.54%
P-glycoprotein inhibitior - 0.4653 46.53%
P-glycoprotein substrate - 0.7492 74.92%
CYP3A4 substrate + 0.7493 74.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8475 84.75%
CYP3A4 inhibition - 0.5295 52.95%
CYP2C9 inhibition - 0.7945 79.45%
CYP2C19 inhibition - 0.7594 75.94%
CYP2D6 inhibition - 0.9509 95.09%
CYP1A2 inhibition - 0.7966 79.66%
CYP2C8 inhibition + 0.5733 57.33%
CYP inhibitory promiscuity - 0.9048 90.48%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6129 61.29%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9188 91.88%
Skin irritation - 0.5221 52.21%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6974 69.74%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8635 86.35%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7336 73.36%
Acute Oral Toxicity (c) III 0.4271 42.71%
Estrogen receptor binding + 0.6618 66.18%
Androgen receptor binding + 0.6876 68.76%
Thyroid receptor binding + 0.5599 55.99%
Glucocorticoid receptor binding + 0.7839 78.39%
Aromatase binding + 0.7296 72.96%
PPAR gamma + 0.6365 63.65%
Honey bee toxicity - 0.6258 62.58%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9816 98.16%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.00% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.23% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.42% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.21% 91.11%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.93% 89.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.27% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.67% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.26% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 87.97% 95.38%
CHEMBL1914 P06276 Butyrylcholinesterase 87.95% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.48% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.00% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.34% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.00% 96.61%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.54% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.10% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.97% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.68% 89.00%
CHEMBL204 P00734 Thrombin 82.59% 96.01%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.48% 95.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.00% 82.50%
CHEMBL5028 O14672 ADAM10 81.95% 97.50%
CHEMBL1871 P10275 Androgen Receptor 81.27% 96.43%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.11% 90.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.54% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.49% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.21% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.01% 91.07%

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.
Betula ermanii

Cross-Links

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PubChem 14587772
LOTUS LTS0271107
wikiData Q105176729