(1S,2R,3S,4R,5R)-5-[(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2R,5S)-5-hydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-2,3,4-trihydroxycyclohexane-1-carboxylic acid
| Internal ID | 1e471c0a-c51f-49d3-9b43-5950df41c204 |
| Taxonomy | Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides |
| IUPAC Name | (1S,2R,3S,4R,5R)-5-[(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2R,5S)-5-hydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-2,3,4-trihydroxycyclohexane-1-carboxylic acid |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C48H80O19/c1-20(8-9-28(53)44(4,5)67-41-37(60)36(59)34(57)26(17-49)65-41)30-23(51)16-46(7)27-15-22(50)39-43(2,3)29(10-11-48(39)19-47(27,48)13-12-45(30,46)6)66-42-38(32(55)24(52)18-63-42)64-25-14-21(40(61)62)31(54)35(58)33(25)56/h20-39,41-42,49-60H,8-19H2,1-7H3,(H,61,62)/t20-,21+,22+,23+,24-,25-,26-,27+,28+,29+,30+,31-,32+,33+,34-,35+,36+,37-,38-,39+,41+,42+,45-,46+,47+,48-/m1/s1 |
| InChI Key | DPABWLZGXPAAFH-FWYQYESASA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C48H80O19 |
| Molecular Weight | 961.10 g/mol |
| Exact Mass | 960.52938032 g/mol |
| Topological Polar Surface Area (TPSA) | 326.00 Ų |
| XlogP | 0.50 |
| Atomic LogP (AlogP) | -0.86 |
| H-Bond Acceptor | 18 |
| H-Bond Donor | 13 |
| Rotatable Bonds | 13 |
| There are no found synonyms. |
![2D Structure of (1S,2R,3S,4R,5R)-5-[(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2R,5S)-5-hydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-2,3,4-trihydroxycyclohexane-1-carboxylic acid](https://plantaedb.com/storage/docs/compounds/2023/11/dc6c9eb0-86aa-11ee-b215-d7942411c425.jpg "2D Structure of (1S,2R,3S,4R,5R)-5-[(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2R,5S)-5-hydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-2,3,4-trihydroxycyclohexane-1-carboxylic acid")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.6078 | 60.78% |
| Caco-2 | - | 0.8860 | 88.60% |
| Blood Brain Barrier | - | 0.6250 | 62.50% |
| Human oral bioavailability | - | 0.8286 | 82.86% |
| Subcellular localzation | Mitochondria | 0.6939 | 69.39% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8085 | 80.85% |
| OATP1B3 inhibitior | + | 0.8998 | 89.98% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.6500 | 65.00% |
| BSEP inhibitior | + | 0.5688 | 56.88% |
| P-glycoprotein inhibitior | + | 0.7496 | 74.96% |
| P-glycoprotein substrate | + | 0.6531 | 65.31% |
| CYP3A4 substrate | + | 0.7448 | 74.48% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8745 | 87.45% |
| CYP3A4 inhibition | - | 0.9251 | 92.51% |
| CYP2C9 inhibition | - | 0.7950 | 79.50% |
| CYP2C19 inhibition | - | 0.8502 | 85.02% |
| CYP2D6 inhibition | - | 0.9519 | 95.19% |
| CYP1A2 inhibition | - | 0.8924 | 89.24% |
| CYP2C8 inhibition | + | 0.7197 | 71.97% |
| CYP inhibitory promiscuity | - | 0.9717 | 97.17% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9900 | 99.00% |
| Carcinogenicity (trinary) | Non-required | 0.6989 | 69.89% |
| Eye corrosion | - | 0.9902 | 99.02% |
| Eye irritation | - | 0.9031 | 90.31% |
| Skin irritation | - | 0.6948 | 69.48% |
| Skin corrosion | - | 0.9469 | 94.69% |
| Ames mutagenesis | - | 0.6148 | 61.48% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7494 | 74.94% |
| Micronuclear | - | 0.8000 | 80.00% |
| Hepatotoxicity | - | 0.6749 | 67.49% |
| skin sensitisation | - | 0.9134 | 91.34% |
| Respiratory toxicity | + | 0.6333 | 63.33% |
| Reproductive toxicity | + | 0.7667 | 76.67% |
| Mitochondrial toxicity | - | 0.5500 | 55.00% |
| Nephrotoxicity | - | 0.8325 | 83.25% |
| Acute Oral Toxicity (c) | I | 0.5431 | 54.31% |
| Estrogen receptor binding | + | 0.7850 | 78.50% |
| Androgen receptor binding | + | 0.7582 | 75.82% |
| Thyroid receptor binding | - | 0.5357 | 53.57% |
| Glucocorticoid receptor binding | + | 0.7370 | 73.70% |
| Aromatase binding | + | 0.6628 | 66.28% |
| PPAR gamma | + | 0.7831 | 78.31% |
| Honey bee toxicity | - | 0.6044 | 60.44% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | - | 0.6300 | 63.00% |
| Fish aquatic toxicity | + | 0.8557 | 85.57% |
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 | 99.21% | 97.25% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.04% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.04% | 91.11% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 95.85% | 97.09% |
| CHEMBL220 | P22303 | Acetylcholinesterase | 95.53% | 94.45% |
| CHEMBL6136 | O60341 | Lysine-specific histone demethylase 1 | 93.61% | 95.58% |
| CHEMBL2581 | P07339 | Cathepsin D | 93.44% | 98.95% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 93.26% | 94.45% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 90.09% | 96.47% |
| CHEMBL204 | P00734 | Thrombin | 89.87% | 96.01% |
| CHEMBL335 | P18031 | Protein-tyrosine phosphatase 1B | 89.84% | 95.17% |
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 89.09% | 96.77% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 89.04% | 85.14% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 88.58% | 91.24% |
| CHEMBL1293316 | Q9HBX9 | Relaxin receptor 1 | 88.58% | 82.50% |
| CHEMBL1821 | P08173 | Muscarinic acetylcholine receptor M4 | 88.53% | 94.08% |
| CHEMBL3145 | P42338 | PI3-kinase p110-beta subunit | 88.27% | 98.75% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 87.68% | 100.00% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 87.23% | 100.00% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 87.21% | 96.21% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 87.04% | 97.14% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 86.73% | 94.62% |
| CHEMBL2781 | P19634 | Sodium/hydrogen exchanger 1 | 86.36% | 90.24% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 86.11% | 91.19% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 85.45% | 89.00% |
| CHEMBL284 | P27487 | Dipeptidyl peptidase IV | 85.40% | 95.69% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 85.14% | 91.07% |
| CHEMBL3807 | P17706 | T-cell protein-tyrosine phosphatase | 84.87% | 93.00% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 84.81% | 92.88% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 84.79% | 96.61% |
| CHEMBL2514 | O95665 | Neurotensin receptor 2 | 84.72% | 100.00% |
| CHEMBL4581 | P52732 | Kinesin-like protein 1 | 84.27% | 93.18% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 84.08% | 89.50% |
| CHEMBL5888 | Q99558 | Mitogen-activated protein kinase kinase kinase 14 | 83.28% | 100.00% |
| CHEMBL4246 | P42680 | Tyrosine-protein kinase TEC | 82.57% | 82.05% |
| CHEMBL4051 | P13569 | Cystic fibrosis transmembrane conductance regulator | 82.53% | 95.71% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 81.97% | 95.89% |
| CHEMBL3267 | P48736 | PI3-kinase p110-gamma subunit | 81.83% | 95.71% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 81.36% | 100.00% |
| CHEMBL237 | P41145 | Kappa opioid receptor | 81.26% | 98.10% |
| CHEMBL5028 | O14672 | ADAM10 | 80.92% | 97.50% |
| CHEMBL2095194 | P08709 | Coagulation factor VII/tissue factor | 80.77% | 99.17% |
| CHEMBL2842 | P42345 | Serine/threonine-protein kinase mTOR | 80.61% | 92.78% |
| CHEMBL2007625 | O75874 | Isocitrate dehydrogenase [NADP] cytoplasmic | 80.03% | 99.00% |
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 amblolepis |
| PubChem | 162884895 |
| LOTUS | LTS0239612 |
| wikiData | Q104986351 |