(2R)-3-[[(2R,5S)-3-[(2S,5S)-3-acetamido-5-[(2S,5S)-3-acetamido-5-[(2R,5R)-6-carbamoyl-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-[[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-carbamoyl-4-carbamoyloxy-5-hydroxy-5-methyloxan-2-yl]oxy-hydroxyphosphoryl]oxy-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylidenenonadeca-2,6,13,17-tetraenoxy]propanoic acid
| Internal ID | 7eaca50f-972f-47a9-ba2f-b6dcd3694aa5 |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides |
| IUPAC Name | (2R)-3-[[(2R,5S)-3-[(2S,5S)-3-acetamido-5-[(2S,5S)-3-acetamido-5-[(2R,5R)-6-carbamoyl-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-[[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-carbamoyl-4-carbamoyloxy-5-hydroxy-5-methyloxan-2-yl]oxy-hydroxyphosphoryl]oxy-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylidenenonadeca-2,6,13,17-tetraenoxy]propanoic acid |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C64H104N5O33P/c1-28(2)14-13-16-29(3)17-18-31(5)19-22-63(8,9)21-12-11-15-30(4)20-23-90-37(56(84)85)27-92-103(88,89)102-61-51(52(101-62(67)86)64(10,87)53(100-61)55(66)83)99-58-39(69-33(7)73)42(76)49(36(95-58)26-91-59-46(80)43(77)40(74)34(24-70)93-59)96-57-38(68-32(6)72)41(75)48(35(25-71)94-57)97-60-47(81)44(78)45(79)50(98-60)54(65)82/h12,14,17,20-21,34-53,57-61,70-71,74-81,87H,5,11,13,15-16,18-19,22-27H2,1-4,6-10H3,(H2,65,82)(H2,66,83)(H2,67,86)(H,68,72)(H,69,73)(H,84,85)(H,88,89)/b21-12+,29-17+,30-20-/t34?,35?,36?,37-,38?,39?,40-,41?,42?,43?,44?,45-,46?,47?,48-,49-,50?,51?,52?,53?,57+,58+,59-,60-,61-,64+/m1/s1 |
| InChI Key | KAAWOHMZUNSRKJ-GRVPXTILSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C64H104N5O33P |
| Molecular Weight | 1502.50 g/mol |
| Exact Mass | 1501.6351178 g/mol |
| Topological Polar Surface Area (TPSA) | 605.00 Ų |
| XlogP | -2.60 |
| Atomic LogP (AlogP) | -3.82 |
| H-Bond Acceptor | 31 |
| H-Bond Donor | 18 |
| Rotatable Bonds | 37 |
| There are no found synonyms. |
![2D Structure of (2R)-3-[[(2R,5S)-3-[(2S,5S)-3-acetamido-5-[(2S,5S)-3-acetamido-5-[(2R,5R)-6-carbamoyl-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-[[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-carbamoyl-4-carbamoyloxy-5-hydroxy-5-methyloxan-2-yl]oxy-hydroxyphosphoryl]oxy-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylidenenonadeca-2,6,13,17-tetraenoxy]propanoic acid](https://plantaedb.com/storage/docs/compounds/2023/11/0f1c94d0-7f27-11ee-b922-c39db162a204.jpg "2D Structure of (2R)-3-[[(2R,5S)-3-[(2S,5S)-3-acetamido-5-[(2S,5S)-3-acetamido-5-[(2R,5R)-6-carbamoyl-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-[[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-carbamoyl-4-carbamoyloxy-5-hydroxy-5-methyloxan-2-yl]oxy-hydroxyphosphoryl]oxy-2-[(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylidenenonadeca-2,6,13,17-tetraenoxy]propanoic acid")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.7507 | 75.07% |
| Caco-2 | - | 0.8582 | 85.82% |
| Blood Brain Barrier | - | 0.7750 | 77.50% |
| Human oral bioavailability | - | 0.8286 | 82.86% |
| Subcellular localzation | Mitochondria | 0.6635 | 66.35% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8044 | 80.44% |
| OATP1B3 inhibitior | + | 0.9277 | 92.77% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.8526 | 85.26% |
| BSEP inhibitior | + | 0.9352 | 93.52% |
| P-glycoprotein inhibitior | + | 0.7423 | 74.23% |
| P-glycoprotein substrate | + | 0.7985 | 79.85% |
| CYP3A4 substrate | + | 0.7508 | 75.08% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8627 | 86.27% |
| CYP3A4 inhibition | - | 0.6137 | 61.37% |
| CYP2C9 inhibition | - | 0.7721 | 77.21% |
| CYP2C19 inhibition | - | 0.7299 | 72.99% |
| CYP2D6 inhibition | - | 0.8853 | 88.53% |
| CYP1A2 inhibition | - | 0.7800 | 78.00% |
| CYP2C8 inhibition | + | 0.8134 | 81.34% |
| CYP inhibitory promiscuity | - | 0.8989 | 89.89% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.9000 | 90.00% |
| Carcinogenicity (trinary) | Non-required | 0.5240 | 52.40% |
| Eye corrosion | - | 0.9780 | 97.80% |
| Eye irritation | - | 0.8958 | 89.58% |
| Skin irritation | - | 0.7535 | 75.35% |
| Skin corrosion | - | 0.9139 | 91.39% |
| Ames mutagenesis | - | 0.5300 | 53.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7355 | 73.55% |
| Micronuclear | + | 0.7700 | 77.00% |
| Hepatotoxicity | - | 0.5700 | 57.00% |
| skin sensitisation | - | 0.8219 | 82.19% |
| Respiratory toxicity | + | 0.7333 | 73.33% |
| Reproductive toxicity | + | 0.8111 | 81.11% |
| Mitochondrial toxicity | + | 0.8625 | 86.25% |
| Nephrotoxicity | - | 0.6709 | 67.09% |
| Acute Oral Toxicity (c) | III | 0.5902 | 59.02% |
| Estrogen receptor binding | + | 0.5507 | 55.07% |
| Androgen receptor binding | + | 0.7498 | 74.98% |
| Thyroid receptor binding | + | 0.7454 | 74.54% |
| Glucocorticoid receptor binding | + | 0.8141 | 81.41% |
| Aromatase binding | + | 0.7487 | 74.87% |
| PPAR gamma | + | 0.8102 | 81.02% |
| Honey bee toxicity | - | 0.5665 | 56.65% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | - | 0.5200 | 52.00% |
| Fish aquatic toxicity | + | 0.9828 | 98.28% |
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 | 98.37% | 91.11% |
| CHEMBL3892 | Q99500 | Sphingosine 1-phosphate receptor Edg-3 | 96.90% | 97.29% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 96.67% | 96.09% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 95.90% | 97.25% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 95.06% | 89.34% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 94.65% | 99.17% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 94.49% | 94.73% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 93.40% | 96.47% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 93.30% | 96.61% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 93.27% | 94.45% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 92.69% | 89.50% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 92.27% | 91.19% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 92.17% | 85.14% |
| CHEMBL233 | P35372 | Mu opioid receptor | 91.78% | 97.93% |
| CHEMBL1293316 | Q9HBX9 | Relaxin receptor 1 | 91.17% | 82.50% |
| CHEMBL2111367 | P27986 | PI3-kinase p110-alpha/p85-alpha | 90.41% | 94.33% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 89.69% | 96.21% |
| CHEMBL3976 | Q9UHL4 | Dipeptidyl peptidase II | 89.62% | 92.29% |
| CHEMBL5163 | Q9NY46 | Sodium channel protein type III alpha subunit | 89.06% | 96.90% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 89.00% | 96.00% |
| CHEMBL1293294 | P51151 | Ras-related protein Rab-9A | 88.75% | 87.67% |
| CHEMBL2581 | P07339 | Cathepsin D | 88.19% | 98.95% |
| CHEMBL3437 | Q16853 | Amine oxidase, copper containing | 86.61% | 94.00% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 85.71% | 89.00% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 85.48% | 92.50% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 84.99% | 95.50% |
| CHEMBL2072 | P35499 | Sodium channel protein type IV alpha subunit | 84.58% | 92.32% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 84.46% | 93.56% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 84.19% | 100.00% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 83.64% | 90.17% |
| CHEMBL1293277 | O15118 | Niemann-Pick C1 protein | 83.37% | 81.11% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 83.30% | 91.24% |
| CHEMBL3230 | O95977 | Sphingosine 1-phosphate receptor Edg-6 | 83.06% | 94.01% |
| CHEMBL288 | Q08499 | Phosphodiesterase 4D | 82.58% | 97.50% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 81.60% | 95.89% |
| CHEMBL3286 | P00749 | Urokinase-type plasminogen activator | 81.60% | 97.88% |
| CHEMBL3476 | O15111 | Inhibitor of nuclear factor kappa B kinase alpha subunit | 81.05% | 95.83% |
| CHEMBL4005 | P42336 | PI3-kinase p110-alpha subunit | 81.01% | 97.47% |
| CHEMBL4581 | P52732 | Kinesin-like protein 1 | 80.04% | 93.18% |
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.
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| There are no matching plants. |
| PubChem | 162820861 |
| LOTUS | LTS0251795 |
| wikiData | Q105137760 |