(2R,3R,4R,5R,6S)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-9-hydroxy-7,7,12,16-tetramethyl-14-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol
| Internal ID | 15f52f1b-9281-4fb4-823b-1f0862578d4a |
| Taxonomy | Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides |
| IUPAC Name | (2R,3R,4R,5R,6S)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-9-hydroxy-7,7,12,16-tetramethyl-14-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol |
| SMILES (Canonical) | CC1C(C(C(C(O1)OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)O)C)OC7C(C(C(CO7)O)O)O)C(C)CCC(C(C)(C)O)O)C)O)O)O |
| SMILES (Isomeric) | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]34C[C@]35CC[C@@]6([C@H]([C@H](C[C@]6([C@@H]5C[C@@H]([C@H]4C2(C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)[C@H](C)CC[C@H](C(C)(C)O)O)C)O)O)O |
| InChI | InChI=1S/C41H70O13/c1-19(9-10-25(44)37(5,6)50)27-23(53-34-31(48)29(46)22(43)17-51-34)16-39(8)24-15-21(42)33-36(3,4)26(54-35-32(49)30(47)28(45)20(2)52-35)11-12-41(33)18-40(24,41)14-13-38(27,39)7/h19-35,42-50H,9-18H2,1-8H3/t19-,20+,21+,22-,23+,24+,25-,26+,27+,28+,29+,30-,31-,32-,33+,34+,35+,38-,39+,40+,41-/m1/s1 |
| InChI Key | XXXWHHGQFAXEGO-ZPXDPTFYSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C41H70O13 |
| Molecular Weight | 771.00 g/mol |
| Exact Mass | 770.48164228 g/mol |
| Topological Polar Surface Area (TPSA) | 219.00 Ų |
| XlogP | 2.00 |
| Atomic LogP (AlogP) | 1.59 |
| H-Bond Acceptor | 13 |
| H-Bond Donor | 9 |
| Rotatable Bonds | 9 |
| There are no found synonyms. |
![2D Structure of (2R,3R,4R,5R,6S)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-9-hydroxy-7,7,12,16-tetramethyl-14-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol](https://plantaedb.com/storage/docs/compounds/2023/11/c9df3860-8112-11ee-b746-4f061149593a.jpg "2D Structure of (2R,3R,4R,5R,6S)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-9-hydroxy-7,7,12,16-tetramethyl-14-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.6632 | 66.32% |
| Caco-2 | - | 0.8636 | 86.36% |
| Blood Brain Barrier | - | 0.6000 | 60.00% |
| Human oral bioavailability | - | 0.7429 | 74.29% |
| Subcellular localzation | Mitochondria | 0.6472 | 64.72% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8381 | 83.81% |
| OATP1B3 inhibitior | + | 0.9070 | 90.70% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.7500 | 75.00% |
| BSEP inhibitior | - | 0.8148 | 81.48% |
| P-glycoprotein inhibitior | + | 0.7598 | 75.98% |
| P-glycoprotein substrate | + | 0.6386 | 63.86% |
| CYP3A4 substrate | + | 0.7267 | 72.67% |
| CYP2C9 substrate | - | 0.8019 | 80.19% |
| CYP2D6 substrate | - | 0.8229 | 82.29% |
| CYP3A4 inhibition | - | 0.9403 | 94.03% |
| CYP2C9 inhibition | - | 0.7820 | 78.20% |
| CYP2C19 inhibition | - | 0.8568 | 85.68% |
| CYP2D6 inhibition | - | 0.9523 | 95.23% |
| CYP1A2 inhibition | - | 0.8685 | 86.85% |
| CYP2C8 inhibition | + | 0.6513 | 65.13% |
| CYP inhibitory promiscuity | - | 0.9551 | 95.51% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.9700 | 97.00% |
| Carcinogenicity (trinary) | Non-required | 0.6983 | 69.83% |
| Eye corrosion | - | 0.9898 | 98.98% |
| Eye irritation | - | 0.9047 | 90.47% |
| Skin irritation | - | 0.6803 | 68.03% |
| Skin corrosion | - | 0.9443 | 94.43% |
| Ames mutagenesis | - | 0.6278 | 62.78% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6970 | 69.70% |
| Micronuclear | - | 0.8000 | 80.00% |
| Hepatotoxicity | - | 0.7154 | 71.54% |
| skin sensitisation | - | 0.9002 | 90.02% |
| Respiratory toxicity | + | 0.5444 | 54.44% |
| Reproductive toxicity | + | 0.7444 | 74.44% |
| Mitochondrial toxicity | + | 0.6250 | 62.50% |
| Nephrotoxicity | - | 0.9241 | 92.41% |
| Acute Oral Toxicity (c) | I | 0.5063 | 50.63% |
| Estrogen receptor binding | + | 0.6215 | 62.15% |
| Androgen receptor binding | + | 0.7354 | 73.54% |
| Thyroid receptor binding | - | 0.5829 | 58.29% |
| Glucocorticoid receptor binding | + | 0.5947 | 59.47% |
| Aromatase binding | + | 0.6506 | 65.06% |
| PPAR gamma | + | 0.6881 | 68.81% |
| Honey bee toxicity | - | 0.6213 | 62.13% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | - | 0.5200 | 52.00% |
| Fish aquatic toxicity | + | 0.9032 | 90.32% |
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 | 99.08% | 97.25% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 99.08% | 91.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 95.43% | 96.09% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 95.13% | 97.09% |
| CHEMBL6136 | O60341 | Lysine-specific histone demethylase 1 | 94.07% | 95.58% |
| CHEMBL284 | P27487 | Dipeptidyl peptidase IV | 93.31% | 95.69% |
| CHEMBL2581 | P07339 | Cathepsin D | 91.85% | 98.95% |
| CHEMBL240 | Q12809 | HERG | 91.71% | 89.76% |
| CHEMBL4302 | P08183 | P-glycoprotein 1 | 91.39% | 92.98% |
| CHEMBL2179 | P04062 | Beta-glucocerebrosidase | 91.35% | 85.31% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 91.28% | 92.88% |
| CHEMBL1163125 | O60885 | Bromodomain-containing protein 4 | 91.19% | 97.31% |
| CHEMBL344 | Q99705 | Melanin-concentrating hormone receptor 1 | 90.61% | 92.50% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 89.86% | 89.00% |
| CHEMBL225 | P28335 | Serotonin 2c (5-HT2c) receptor | 89.48% | 89.62% |
| CHEMBL5888 | Q99558 | Mitogen-activated protein kinase kinase kinase 14 | 89.34% | 100.00% |
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 88.95% | 96.77% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 88.78% | 92.94% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 87.06% | 89.50% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 86.90% | 91.49% |
| CHEMBL2007625 | O75874 | Isocitrate dehydrogenase [NADP] cytoplasmic | 86.67% | 99.00% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 86.52% | 97.14% |
| CHEMBL2842 | P42345 | Serine/threonine-protein kinase mTOR | 86.16% | 92.78% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 85.82% | 96.61% |
| CHEMBL4105786 | P41182 | B-cell lymphoma 6 protein | 85.57% | 92.86% |
| CHEMBL2781 | P19634 | Sodium/hydrogen exchanger 1 | 85.20% | 90.24% |
| CHEMBL1914 | P06276 | Butyrylcholinesterase | 85.17% | 95.00% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 85.14% | 100.00% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 85.09% | 86.33% |
| CHEMBL204 | P00734 | Thrombin | 84.71% | 96.01% |
| CHEMBL3746 | P80365 | 11-beta-hydroxysteroid dehydrogenase 2 | 84.63% | 94.78% |
| CHEMBL206 | P03372 | Estrogen receptor alpha | 84.23% | 97.64% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 84.21% | 95.93% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 84.18% | 95.89% |
| CHEMBL2095194 | P08709 | Coagulation factor VII/tissue factor | 83.90% | 99.17% |
| CHEMBL2959 | Q08881 | Tyrosine-protein kinase ITK/TSK | 83.66% | 95.00% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 83.63% | 90.17% |
| CHEMBL203 | P00533 | Epidermal growth factor receptor erbB1 | 83.40% | 97.34% |
| CHEMBL2094135 | Q96BI3 | Gamma-secretase | 83.26% | 98.05% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 82.85% | 100.00% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 82.81% | 91.07% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 82.67% | 97.79% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 82.38% | 92.62% |
| CHEMBL259 | P32245 | Melanocortin receptor 4 | 81.99% | 95.38% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 81.80% | 85.14% |
| CHEMBL1293316 | Q9HBX9 | Relaxin receptor 1 | 81.62% | 82.50% |
| CHEMBL1871 | P10275 | Androgen Receptor | 81.15% | 96.43% |
| CHEMBL1741186 | P51449 | Nuclear receptor ROR-gamma | 81.15% | 99.17% |
| CHEMBL1795139 | Q8IU80 | Transmembrane protease serine 6 | 81.00% | 98.33% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 80.71% | 100.00% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 80.71% | 96.47% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 80.31% | 94.75% |
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.
To see more specific details click the taxa you are interested in.
| Astragalus caspicus |
| PubChem | 163056668 |
| LOTUS | LTS0028181 |
| wikiData | Q105344265 |