Chloropestolide B
| Internal ID | bb60c557-8436-4403-b647-544280cf6445 |
| Taxonomy | Organoheterocyclic compounds > Oxepanes |
| IUPAC Name | methyl (1'S,2R,4'R,5'S)-4'-chloro-5'-[2-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]ethenyl]-5-hydroxy-3'-methoxy-5',7-dimethyl-4,8'-dioxospiro[1,3-benzodioxine-2,7'-bicyclo[2.2.2]oct-2-ene]-1'-carboxylate |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C33H35ClO11/c1-16(2)7-10-31-24(37)18(13-20(36)25(31)44-31)8-9-29(4)15-30(28(40)42-6)14-22(41-5)32(29,34)27(39)33(30)43-21-12-17(3)11-19(35)23(21)26(38)45-33/h7,9,11-12,14,20,24-25,35-37H,10,13,15H2,1-6H3/t8?,20-,24+,25-,29+,30-,31+,32+,33-/m0/s1 |
| InChI Key | WNDQDJWJVKECHL-VDOBOWPVSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C33H35ClO11 |
| Molecular Weight | 643.10 g/mol |
| Exact Mass | 642.1867896 g/mol |
| Topological Polar Surface Area (TPSA) | 161.00 Ų |
| XlogP | 3.10 |
| Atomic LogP (AlogP) | 3.31 |
| H-Bond Acceptor | 11 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 5 |
| methyl (1'S,2R,4'R,5'S)-4'-chloro-5'-[2-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]ethenyl]-5-hydroxy-3'-methoxy-5',7-dimethyl-4,8'-dioxospiro[1,3-benzodioxine-2,7'-bicyclo[2.2.2]oct-2-ene]-1'-carboxylate |
| methyl (1'S,2R,4'R,5'S)-4'-chloro-5'-(2-((1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo(4.1.0)heptan-3-ylidene)ethenyl)-5-hydroxy-3'-methoxy-5',7-dimethyl-4,8'-dioxospiro(1,3-benzodioxine-2,7'-bicyclo(2.2.2)oct-2-ene)-1'-carboxylate |
| Methyl (1's,2R,4'r,8's)-4'-chloro-8'-(2-((1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-en-1-yl)-7-oxabicyclo(4.1.0)heptan-3-ylidene)ethenyl)-5-hydroxy-5'-methoxy-7,8'-dimethyl-3',4-dioxo-4H-spiro(1,3-benzodioxine-2,2'-bicyclo(2.2.2)octan)-5'-ene-1'-carboxylic acid |
| Methyl (1's,2R,4'r,8's)-4'-chloro-8'-{2-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-en-1-yl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]ethenyl}-5-hydroxy-5'-methoxy-7,8'-dimethyl-3',4-dioxo-4H-spiro[1,3-benzodioxine-2,2'-bicyclo[2.2.2]octan]-5'-ene-1'-carboxylic acid |
| RefChem:125471 |
| CHEBI:206318 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9845 | 98.45% |
| Caco-2 | - | 0.8320 | 83.20% |
| Blood Brain Barrier | + | 0.6000 | 60.00% |
| Human oral bioavailability | - | 0.5857 | 58.57% |
| Subcellular localzation | Mitochondria | 0.5413 | 54.13% |
| OATP2B1 inhibitior | - | 0.5686 | 56.86% |
| OATP1B1 inhibitior | + | 0.8308 | 83.08% |
| OATP1B3 inhibitior | + | 0.8137 | 81.37% |
| MATE1 inhibitior | - | 0.8600 | 86.00% |
| OCT2 inhibitior | - | 0.8500 | 85.00% |
| BSEP inhibitior | + | 0.9660 | 96.60% |
| P-glycoprotein inhibitior | + | 0.7911 | 79.11% |
| P-glycoprotein substrate | + | 0.7255 | 72.55% |
| CYP3A4 substrate | + | 0.7265 | 72.65% |
| CYP2C9 substrate | - | 0.6051 | 60.51% |
| CYP2D6 substrate | - | 0.8522 | 85.22% |
| CYP3A4 inhibition | - | 0.7885 | 78.85% |
| CYP2C9 inhibition | - | 0.6819 | 68.19% |
| CYP2C19 inhibition | - | 0.6612 | 66.12% |
| CYP2D6 inhibition | - | 0.8655 | 86.55% |
| CYP1A2 inhibition | - | 0.7291 | 72.91% |
| CYP2C8 inhibition | + | 0.7876 | 78.76% |
| CYP inhibitory promiscuity | - | 0.7838 | 78.38% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.8438 | 84.38% |
| Carcinogenicity (trinary) | Non-required | 0.5004 | 50.04% |
| Eye corrosion | - | 0.9866 | 98.66% |
| Eye irritation | - | 0.9171 | 91.71% |
| Skin irritation | - | 0.7184 | 71.84% |
| Skin corrosion | - | 0.9217 | 92.17% |
| Ames mutagenesis | + | 0.5600 | 56.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7344 | 73.44% |
| Micronuclear | - | 0.6100 | 61.00% |
| Hepatotoxicity | + | 0.5927 | 59.27% |
| skin sensitisation | - | 0.7951 | 79.51% |
| Respiratory toxicity | + | 0.7444 | 74.44% |
| Reproductive toxicity | + | 0.9444 | 94.44% |
| Mitochondrial toxicity | + | 0.8000 | 80.00% |
| Nephrotoxicity | + | 0.8986 | 89.86% |
| Acute Oral Toxicity (c) | III | 0.3988 | 39.88% |
| Estrogen receptor binding | + | 0.8047 | 80.47% |
| Androgen receptor binding | + | 0.7799 | 77.99% |
| Thyroid receptor binding | + | 0.6374 | 63.74% |
| Glucocorticoid receptor binding | + | 0.7444 | 74.44% |
| Aromatase binding | + | 0.6891 | 68.91% |
| PPAR gamma | + | 0.7527 | 75.27% |
| Honey bee toxicity | - | 0.7061 | 70.61% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | + | 0.5400 | 54.00% |
| Fish aquatic toxicity | + | 0.9965 | 99.65% |
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 | 99.84% | 91.11% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 98.53% | 85.14% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 98.32% | 94.45% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 96.34% | 96.09% |
| CHEMBL301 | P24941 | Cyclin-dependent kinase 2 | 95.11% | 91.23% |
| CHEMBL2581 | P07339 | Cathepsin D | 95.10% | 98.95% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 94.63% | 91.07% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 94.63% | 94.73% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 93.96% | 90.00% |
| CHEMBL4224 | P49759 | Dual specificty protein kinase CLK1 | 93.15% | 85.30% |
| CHEMBL4481 | P35228 | Nitric oxide synthase, inducible | 92.14% | 94.80% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 91.76% | 89.34% |
| CHEMBL4793 | Q86TI2 | Dipeptidyl peptidase IX | 91.12% | 96.95% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 91.02% | 95.56% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 89.02% | 91.19% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 87.84% | 91.24% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 87.51% | 94.75% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 86.92% | 86.33% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 86.26% | 95.89% |
| CHEMBL2094127 | P06493 | Cyclin-dependent kinase 1/cyclin B | 85.39% | 96.00% |
| CHEMBL5469 | Q14289 | Protein tyrosine kinase 2 beta | 85.18% | 91.03% |
| CHEMBL2069156 | Q14145 | Kelch-like ECH-associated protein 1 | 85.14% | 82.38% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 84.95% | 93.99% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 84.83% | 96.00% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 83.85% | 97.14% |
| CHEMBL5028 | O14672 | ADAM10 | 83.68% | 97.50% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 82.95% | 94.00% |
| CHEMBL5163 | Q9NY46 | Sodium channel protein type III alpha subunit | 82.86% | 96.90% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 82.79% | 92.88% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 82.15% | 99.17% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 81.64% | 89.00% |
| CHEMBL2535 | P11166 | Glucose transporter | 81.11% | 98.75% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 80.56% | 92.62% |
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 | 71659165 |
| LOTUS | LTS0247755 |
| wikiData | Q77479588 |