dimethyl (1S,4S,5R,6S,7R,8S,10R,12S,14S,15S,16R,18S,19R,22S,23R,25S,26R)-7,12,14,25-tetrahydroxy-6,16-dimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacosane-4,22-dicarboxylate
| Internal ID | ad7ca1fe-1f06-40db-afed-6c35934bd215 |
| Taxonomy | Organoheterocyclic compounds > Naphthofurans |
| IUPAC Name | dimethyl (1S,4S,5R,6S,7R,8S,10R,12S,14S,15S,16R,18S,19R,22S,23R,25S,26R)-7,12,14,25-tetrahydroxy-6,16-dimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacosane-4,22-dicarboxylate |
| SMILES (Canonical) | CC=C(C)C(=O)OC1CC(C23COC(C2C4(C(C5C3C1(CO5)C(=O)OC)OC6(C4(C7CC6C8(CC(OC8O7)O)O)O)C)C)C(=O)OC)O |
| SMILES (Isomeric) | C/C=C(\C)/C(=O)O[C@@H]1C[C@@H]([C@]23CO[C@@H]([C@H]2[C@]4([C@@H]([C@H]5[C@H]3[C@@]1(CO5)C(=O)OC)O[C@]6([C@@]4([C@@H]7C[C@H]6[C@]8(C[C@H](O[C@H]8O7)O)O)O)C)C)C(=O)OC)O |
| InChI | InChI=1S/C33H44O15/c1-7-13(2)24(36)45-16-9-15(34)30-11-44-20(25(37)41-5)21(30)28(3)23(19-22(30)31(16,12-43-19)26(38)42-6)48-29(4)14-8-17(33(28,29)40)46-27-32(14,39)10-18(35)47-27/h7,14-23,27,34-35,39-40H,8-12H2,1-6H3/b13-7+/t14-,15+,16-,17+,18+,19-,20+,21+,22-,23-,27-,28+,29-,30-,31+,32+,33+/m1/s1 |
| InChI Key | IXRAKNFCTKZAEY-IJBWGQTNSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C33H44O15 |
| Molecular Weight | 680.70 g/mol |
| Exact Mass | 680.26802069 g/mol |
| Topological Polar Surface Area (TPSA) | 206.00 Ų |
| XlogP | -1.00 |
| Atomic LogP (AlogP) | -0.90 |
| H-Bond Acceptor | 15 |
| H-Bond Donor | 4 |
| Rotatable Bonds | 4 |
| There are no found synonyms. |
![2D Structure of dimethyl (1S,4S,5R,6S,7R,8S,10R,12S,14S,15S,16R,18S,19R,22S,23R,25S,26R)-7,12,14,25-tetrahydroxy-6,16-dimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacosane-4,22-dicarboxylate](https://plantaedb.com/storage/docs/compounds/2023/11/4b0dc320-82b0-11ee-a634-a18ad205d3b6.jpg "2D Structure of dimethyl (1S,4S,5R,6S,7R,8S,10R,12S,14S,15S,16R,18S,19R,22S,23R,25S,26R)-7,12,14,25-tetrahydroxy-6,16-dimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacosane-4,22-dicarboxylate")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.8956 | 89.56% |
| Caco-2 | - | 0.8470 | 84.70% |
| Blood Brain Barrier | - | 0.5500 | 55.00% |
| Human oral bioavailability | - | 0.6286 | 62.86% |
| Subcellular localzation | Mitochondria | 0.6533 | 65.33% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8499 | 84.99% |
| OATP1B3 inhibitior | + | 0.9680 | 96.80% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | + | 0.8687 | 86.87% |
| P-glycoprotein inhibitior | + | 0.7150 | 71.50% |
| P-glycoprotein substrate | + | 0.7617 | 76.17% |
| CYP3A4 substrate | + | 0.7406 | 74.06% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8877 | 88.77% |
| CYP3A4 inhibition | - | 0.9159 | 91.59% |
| CYP2C9 inhibition | - | 0.9144 | 91.44% |
| CYP2C19 inhibition | - | 0.9122 | 91.22% |
| CYP2D6 inhibition | - | 0.9435 | 94.35% |
| CYP1A2 inhibition | - | 0.9224 | 92.24% |
| CYP2C8 inhibition | + | 0.7335 | 73.35% |
| CYP inhibitory promiscuity | - | 0.9487 | 94.87% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 1.0000 | 100.00% |
| Carcinogenicity (trinary) | Non-required | 0.5767 | 57.67% |
| Eye corrosion | - | 0.9878 | 98.78% |
| Eye irritation | - | 0.9140 | 91.40% |
| Skin irritation | - | 0.6556 | 65.56% |
| Skin corrosion | - | 0.9368 | 93.68% |
| Ames mutagenesis | + | 0.6200 | 62.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.4857 | 48.57% |
| Micronuclear | - | 0.6200 | 62.00% |
| Hepatotoxicity | - | 0.5500 | 55.00% |
| skin sensitisation | - | 0.8539 | 85.39% |
| Respiratory toxicity | + | 0.5778 | 57.78% |
| Reproductive toxicity | + | 0.9222 | 92.22% |
| Mitochondrial toxicity | + | 0.7500 | 75.00% |
| Nephrotoxicity | + | 0.7000 | 70.00% |
| Acute Oral Toxicity (c) | I | 0.6177 | 61.77% |
| Estrogen receptor binding | + | 0.7484 | 74.84% |
| Androgen receptor binding | + | 0.7549 | 75.49% |
| Thyroid receptor binding | - | 0.5368 | 53.68% |
| Glucocorticoid receptor binding | + | 0.6935 | 69.35% |
| Aromatase binding | + | 0.7220 | 72.20% |
| PPAR gamma | + | 0.7423 | 74.23% |
| Honey bee toxicity | - | 0.6429 | 64.29% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | + | 0.5800 | 58.00% |
| Fish aquatic toxicity | + | 0.9309 | 93.09% |
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 |
|---|---|---|---|---|
| CHEMBL240 | Q12809 | HERG | 98.06% | 89.76% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.53% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 96.57% | 91.11% |
| CHEMBL284 | P27487 | Dipeptidyl peptidase IV | 94.54% | 95.69% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 92.24% | 91.07% |
| CHEMBL3267 | P48736 | PI3-kinase p110-gamma subunit | 90.83% | 95.71% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 89.69% | 94.45% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 89.62% | 91.19% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 88.67% | 96.61% |
| CHEMBL4005 | P42336 | PI3-kinase p110-alpha subunit | 88.01% | 97.47% |
| CHEMBL2243 | O00519 | Anandamide amidohydrolase | 87.96% | 97.53% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 86.72% | 92.94% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 86.69% | 89.00% |
| CHEMBL1907601 | P11802 | Cyclin-dependent kinase 4/cyclin D1 | 86.62% | 98.99% |
| CHEMBL335 | P18031 | Protein-tyrosine phosphatase 1B | 86.54% | 95.17% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 86.50% | 89.34% |
| CHEMBL1293316 | Q9HBX9 | Relaxin receptor 1 | 86.09% | 82.50% |
| CHEMBL3145 | P42338 | PI3-kinase p110-beta subunit | 86.04% | 98.75% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 85.73% | 97.09% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 85.45% | 89.50% |
| CHEMBL3807 | P17706 | T-cell protein-tyrosine phosphatase | 85.26% | 93.00% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 85.07% | 91.24% |
| CHEMBL2111367 | P27986 | PI3-kinase p110-alpha/p85-alpha | 84.81% | 94.33% |
| CHEMBL2815 | P04629 | Nerve growth factor receptor Trk-A | 84.53% | 87.16% |
| CHEMBL5888 | Q99558 | Mitogen-activated protein kinase kinase kinase 14 | 84.41% | 100.00% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 83.61% | 92.62% |
| CHEMBL5469 | Q14289 | Protein tyrosine kinase 2 beta | 83.56% | 91.03% |
| CHEMBL4302 | P08183 | P-glycoprotein 1 | 83.19% | 92.98% |
| CHEMBL3437 | Q16853 | Amine oxidase, copper containing | 82.16% | 94.00% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 82.16% | 96.00% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 81.76% | 97.14% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 81.12% | 99.17% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 81.12% | 95.56% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 80.79% | 86.33% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 80.70% | 100.00% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 80.51% | 99.23% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 80.24% | 97.25% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 80.00% | 95.50% |
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.
| Azadirachta indica |
| PubChem | 162920427 |
| LOTUS | LTS0272451 |
| wikiData | Q105122431 |