(23S)-1beta-[[2-O-[3-O-(beta-D-Glucopyranosyl)-alpha-L-rhamnopyranosyl]-alpha-L-arabinopyranosyl]oxy]-23-(beta-D-glucopyranosyloxy)spirosta-5,25(27)-diene-3beta-ol
| Internal ID | 9f1c5334-c353-4a0e-af20-bd28ee34aa1c |
| Taxonomy | Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins |
| IUPAC Name | (2S,3R,4S,5S,6R)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-16-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3'-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
| SMILES (Canonical) | CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)OC19C(CC(=C)CO9)OC1C(C(C(C(O1)CO)O)O)O |
| SMILES (Isomeric) | C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)O[C@]19[C@H](CC(=C)CO9)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O |
| InChI | InChI=1S/C50H78O23/c1-18-10-31(70-44-39(61)37(59)35(57)28(14-51)67-44)50(65-16-18)19(2)32-27(73-50)13-25-23-7-6-21-11-22(53)12-30(49(21,5)24(23)8-9-48(25,32)4)69-47-43(34(56)26(54)17-64-47)72-46-41(63)42(33(55)20(3)66-46)71-45-40(62)38(60)36(58)29(15-52)68-45/h6,19-20,22-47,51-63H,1,7-17H2,2-5H3/t19-,20-,22+,23+,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34-,35+,36+,37-,38-,39+,40+,41+,42+,43+,44-,45-,46-,47-,48-,49-,50-/m0/s1 |
| InChI Key | ZUIHTONUBRNOOZ-QXXLDRJZSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C50H78O23 |
| Molecular Weight | 1047.10 g/mol |
| Exact Mass | 1046.49338873 g/mol |
| Topological Polar Surface Area (TPSA) | 355.00 Ų |
| XlogP | -2.70 |
| Atomic LogP (AlogP) | -3.46 |
| H-Bond Acceptor | 23 |
| H-Bond Donor | 13 |
| Rotatable Bonds | 10 |
| There are no found synonyms. |
![2D Structure of (23S)-1beta-[[2-O-[3-O-(beta-D-Glucopyranosyl)-alpha-L-rhamnopyranosyl]-alpha-L-arabinopyranosyl]oxy]-23-(beta-D-glucopyranosyloxy)spirosta-5,25(27)-diene-3beta-ol](https://plantaedb.com/storage/docs/compounds/2023/07/76582ec0-251b-11ee-9c47-dbf0e17601c6.jpg "2D Structure of (23S)-1beta-[[2-O-[3-O-(beta-D-Glucopyranosyl)-alpha-L-rhamnopyranosyl]-alpha-L-arabinopyranosyl]oxy]-23-(beta-D-glucopyranosyloxy)spirosta-5,25(27)-diene-3beta-ol")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.7345 | 73.45% |
| Caco-2 | - | 0.8871 | 88.71% |
| Blood Brain Barrier | - | 0.6750 | 67.50% |
| Human oral bioavailability | - | 0.7000 | 70.00% |
| Subcellular localzation | Mitochondria | 0.6911 | 69.11% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8426 | 84.26% |
| OATP1B3 inhibitior | + | 0.8909 | 89.09% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.6000 | 60.00% |
| BSEP inhibitior | + | 0.8860 | 88.60% |
| P-glycoprotein inhibitior | + | 0.7417 | 74.17% |
| P-glycoprotein substrate | + | 0.6850 | 68.50% |
| CYP3A4 substrate | + | 0.7563 | 75.63% |
| CYP2C9 substrate | - | 0.8054 | 80.54% |
| CYP2D6 substrate | - | 0.8216 | 82.16% |
| CYP3A4 inhibition | - | 0.9006 | 90.06% |
| CYP2C9 inhibition | - | 0.9010 | 90.10% |
| CYP2C19 inhibition | - | 0.9027 | 90.27% |
| CYP2D6 inhibition | - | 0.9335 | 93.35% |
| CYP1A2 inhibition | - | 0.8983 | 89.83% |
| CYP2C8 inhibition | + | 0.7869 | 78.69% |
| CYP inhibitory promiscuity | - | 0.9325 | 93.25% |
| UGT catelyzed | + | 0.9000 | 90.00% |
| Carcinogenicity (binary) | - | 0.9900 | 99.00% |
| Carcinogenicity (trinary) | Non-required | 0.5433 | 54.33% |
| Eye corrosion | - | 0.9884 | 98.84% |
| Eye irritation | - | 0.9054 | 90.54% |
| Skin irritation | + | 0.5100 | 51.00% |
| Skin corrosion | - | 0.9400 | 94.00% |
| Ames mutagenesis | - | 0.7424 | 74.24% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.8165 | 81.65% |
| Micronuclear | - | 0.8800 | 88.00% |
| Hepatotoxicity | - | 0.6754 | 67.54% |
| skin sensitisation | - | 0.9094 | 90.94% |
| Respiratory toxicity | + | 0.7222 | 72.22% |
| Reproductive toxicity | + | 0.9111 | 91.11% |
| Mitochondrial toxicity | + | 0.5625 | 56.25% |
| Nephrotoxicity | - | 0.8631 | 86.31% |
| Acute Oral Toxicity (c) | I | 0.5214 | 52.14% |
| Estrogen receptor binding | + | 0.8361 | 83.61% |
| Androgen receptor binding | + | 0.7496 | 74.96% |
| Thyroid receptor binding | + | 0.5259 | 52.59% |
| Glucocorticoid receptor binding | + | 0.7092 | 70.92% |
| Aromatase binding | + | 0.6749 | 67.49% |
| PPAR gamma | + | 0.7919 | 79.19% |
| Honey bee toxicity | - | 0.5676 | 56.76% |
| Biodegradation | - | 0.7500 | 75.00% |
| Crustacea aquatic toxicity | - | 0.5300 | 53.00% |
| Fish aquatic toxicity | + | 0.9570 | 95.70% |
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 | 98.51% | 91.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.79% | 96.09% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 96.05% | 95.93% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 95.63% | 86.33% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 94.44% | 100.00% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 92.45% | 97.09% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 89.99% | 94.75% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 89.57% | 97.25% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 89.28% | 89.00% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 88.81% | 94.45% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 88.49% | 95.89% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 86.78% | 92.94% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 84.60% | 92.88% |
| CHEMBL1871 | P10275 | Androgen Receptor | 84.37% | 96.43% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 84.18% | 96.61% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 84.16% | 95.89% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 82.50% | 94.00% |
| CHEMBL332 | P03956 | Matrix metalloproteinase-1 | 82.50% | 94.50% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 82.34% | 91.24% |
| CHEMBL2581 | P07339 | Cathepsin D | 81.41% | 98.95% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 81.40% | 92.50% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 81.29% | 96.00% |
| CHEMBL4618 | P09960 | Leukotriene A4 hydrolase | 81.28% | 97.86% |
| CHEMBL5028 | O14672 | ADAM10 | 80.20% | 97.50% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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