(-)-Cercosporamide
| Internal ID | 94112f55-a5a3-4918-9a61-72b16e91259a |
| Taxonomy | Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives |
| IUPAC Name | 8-acetyl-1,3,7-trihydroxy-9a-methyl-9-oxodibenzofuran-4-carboxamide |
| SMILES (Canonical) | CC(=O)C1=C(C=C2C(C1=O)(C3=C(C=C(C(=C3O2)C(=O)N)O)O)C)O |
| SMILES (Isomeric) | CC(=O)C1=C(C=C2C(C1=O)(C3=C(C=C(C(=C3O2)C(=O)N)O)O)C)O |
| InChI | InChI=1S/C16H13NO7/c1-5(18)10-7(20)4-9-16(2,14(10)22)12-8(21)3-6(19)11(15(17)23)13(12)24-9/h3-4,19-21H,1-2H3,(H2,17,23) |
| InChI Key | GEWLYFZWVLXQME-UHFFFAOYSA-N |
| Popularity | 26 references in papers |
| Molecular Formula | C16H13NO7 |
| Molecular Weight | 331.28 g/mol |
| Exact Mass | 331.06920175 g/mol |
| Topological Polar Surface Area (TPSA) | 147.00 Ų |
| XlogP | 0.90 |
| Atomic LogP (AlogP) | 0.71 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 4 |
| Rotatable Bonds | 2 |
| Cercosporamide? |
| SCHEMBL13308399 |
| BS-1165 |
| Cercosporamide from Cercosporidium henningsii |
| NS00126145 |
| A937183 |
| (S)-8-Acetyl-1,3,7-trihydroxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9939 | 99.39% |
| Caco-2 | - | 0.5413 | 54.13% |
| Blood Brain Barrier | - | 0.5879 | 58.79% |
| Human oral bioavailability | + | 0.5286 | 52.86% |
| Subcellular localzation | Mitochondria | 0.5934 | 59.34% |
| OATP2B1 inhibitior | - | 0.7057 | 70.57% |
| OATP1B1 inhibitior | + | 0.7139 | 71.39% |
| OATP1B3 inhibitior | + | 0.9505 | 95.05% |
| MATE1 inhibitior | - | 0.7800 | 78.00% |
| OCT2 inhibitior | - | 0.9750 | 97.50% |
| BSEP inhibitior | - | 0.7999 | 79.99% |
| P-glycoprotein inhibitior | - | 0.9244 | 92.44% |
| P-glycoprotein substrate | - | 0.6523 | 65.23% |
| CYP3A4 substrate | + | 0.5364 | 53.64% |
| CYP2C9 substrate | - | 0.8022 | 80.22% |
| CYP2D6 substrate | - | 0.8806 | 88.06% |
| CYP3A4 inhibition | - | 0.9326 | 93.26% |
| CYP2C9 inhibition | + | 0.5435 | 54.35% |
| CYP2C19 inhibition | - | 0.7847 | 78.47% |
| CYP2D6 inhibition | - | 0.7602 | 76.02% |
| CYP1A2 inhibition | + | 0.5759 | 57.59% |
| CYP2C8 inhibition | - | 0.7299 | 72.99% |
| CYP inhibitory promiscuity | + | 0.5781 | 57.81% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.8743 | 87.43% |
| Carcinogenicity (trinary) | Danger | 0.4587 | 45.87% |
| Eye corrosion | - | 0.9885 | 98.85% |
| Eye irritation | - | 0.5000 | 50.00% |
| Skin irritation | - | 0.7942 | 79.42% |
| Skin corrosion | - | 0.9361 | 93.61% |
| Ames mutagenesis | - | 0.5454 | 54.54% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5344 | 53.44% |
| Micronuclear | + | 0.8100 | 81.00% |
| Hepatotoxicity | + | 0.6302 | 63.02% |
| skin sensitisation | - | 0.8274 | 82.74% |
| Respiratory toxicity | + | 0.7667 | 76.67% |
| Reproductive toxicity | + | 0.7222 | 72.22% |
| Mitochondrial toxicity | + | 0.7000 | 70.00% |
| Nephrotoxicity | - | 0.5555 | 55.55% |
| Acute Oral Toxicity (c) | III | 0.5697 | 56.97% |
| Estrogen receptor binding | + | 0.7498 | 74.98% |
| Androgen receptor binding | + | 0.6036 | 60.36% |
| Thyroid receptor binding | - | 0.5742 | 57.42% |
| Glucocorticoid receptor binding | + | 0.5599 | 55.99% |
| Aromatase binding | - | 0.6025 | 60.25% |
| PPAR gamma | + | 0.6175 | 61.75% |
| Honey bee toxicity | - | 0.8674 | 86.74% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | - | 0.5900 | 59.00% |
| Fish aquatic toxicity | + | 0.9242 | 92.42% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL3038469 | P24941 | CDK2/Cyclin A |
770 nM |
IC50 |
via Super-PRED
|
| CHEMBL2111389 | O60563 | CDK9/cyclin T1 |
220 nM |
IC50 |
via Super-PRED
|
| CHEMBL4204 | Q9HBH9 | MAP kinase signal-integrating kinase 2 |
11 nM |
IC50 |
via Super-PRED
|
| CHEMBL4718 | Q9BUB5 | MAP kinase-interacting serine/threonine-protein kinase MNK1 |
507 nM |
Ki |
via Super-PRED
|
| CHEMBL3045 | P05771 | Protein kinase C beta |
300 nM |
IC50 |
via Super-PRED
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 99.15% | 91.11% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 91.96% | 92.94% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 89.75% | 94.45% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.59% | 86.33% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 88.81% | 95.56% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 88.50% | 96.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 85.18% | 98.95% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 84.35% | 89.00% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 83.47% | 99.23% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 82.25% | 94.73% |
| CHEMBL5409 | Q8TDU6 | G-protein coupled bile acid receptor 1 | 81.65% | 93.65% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 10019578 |
| LOTUS | LTS0221457 |
| wikiData | Q104167099 |