leptosphaerin C
| Internal ID | 4c281164-24a7-4bac-aeb6-25d04cb7ba9f |
| Taxonomy | Organoheterocyclic compounds > Benzofurans |
| IUPAC Name | (2S,4'S,6'S)-4,4'-dihydroxy-2',6'-dimethylspiro[1-benzofuran-2,5'-cyclohex-2-ene]-1',3-dione |
| SMILES (Canonical) | CC1C(=O)C(=CC(C12C(=O)C3=C(C=CC=C3O2)O)O)C |
| SMILES (Isomeric) | C[C@@H]1C(=O)C(=C[C@@H]([C@]12C(=O)C3=C(C=CC=C3O2)O)O)C |
| InChI | InChI=1S/C15H14O5/c1-7-6-11(17)15(8(2)13(7)18)14(19)12-9(16)4-3-5-10(12)20-15/h3-6,8,11,16-17H,1-2H3/t8-,11+,15+/m1/s1 |
| InChI Key | XDGKYBXUQOUHSX-SXKNGAHQSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C15H14O5 |
| Molecular Weight | 274.27 g/mol |
| Exact Mass | 274.08412354 g/mol |
| Topological Polar Surface Area (TPSA) | 83.80 Ų |
| XlogP | 1.70 |
| Atomic LogP (AlogP) | 1.23 |
| H-Bond Acceptor | 5 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 0 |
| (2S,4'S,6'S)-4,4'-dihydroxy-2',6'-dimethylspiro(1-benzofuran-2,5'-cyclohex-2-ene)-1',3-dione |
| (2S,4'S,6'S)-4,4'-dihydroxy-2',6'-dimethylspiro[1-benzofuran-2,5'-cyclohex-2-ene]-1',3-dione |
| RefChem:152856 |
| CHEMBL1095145 |
| CHEBI:197863 |
| (2S,4'S,6'S)-4,4'-dihydroxy-2',6'-dimethylspiro[1-benzouran-2,5'-cyclohex-2-ene]-1',3-dione |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9942 | 99.42% |
| Caco-2 | + | 0.5377 | 53.77% |
| Blood Brain Barrier | - | 0.5500 | 55.00% |
| Human oral bioavailability | - | 0.6143 | 61.43% |
| Subcellular localzation | Mitochondria | 0.7914 | 79.14% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8824 | 88.24% |
| OATP1B3 inhibitior | + | 0.9508 | 95.08% |
| MATE1 inhibitior | - | 0.9600 | 96.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | - | 0.9091 | 90.91% |
| P-glycoprotein inhibitior | - | 0.9195 | 91.95% |
| P-glycoprotein substrate | - | 0.8176 | 81.76% |
| CYP3A4 substrate | + | 0.5663 | 56.63% |
| CYP2C9 substrate | - | 0.7855 | 78.55% |
| CYP2D6 substrate | - | 0.8358 | 83.58% |
| CYP3A4 inhibition | - | 0.7922 | 79.22% |
| CYP2C9 inhibition | + | 0.8535 | 85.35% |
| CYP2C19 inhibition | - | 0.5302 | 53.02% |
| CYP2D6 inhibition | - | 0.8454 | 84.54% |
| CYP1A2 inhibition | + | 0.7962 | 79.62% |
| CYP2C8 inhibition | - | 0.7485 | 74.85% |
| CYP inhibitory promiscuity | + | 0.8487 | 84.87% |
| UGT catelyzed | + | 0.7362 | 73.62% |
| Carcinogenicity (binary) | - | 0.9443 | 94.43% |
| Carcinogenicity (trinary) | Danger | 0.3692 | 36.92% |
| Eye corrosion | - | 0.9835 | 98.35% |
| Eye irritation | - | 0.8215 | 82.15% |
| Skin irritation | - | 0.5520 | 55.20% |
| Skin corrosion | - | 0.8768 | 87.68% |
| Ames mutagenesis | + | 0.5200 | 52.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.8400 | 84.00% |
| Micronuclear | + | 0.7800 | 78.00% |
| Hepatotoxicity | + | 0.5783 | 57.83% |
| skin sensitisation | - | 0.5689 | 56.89% |
| Respiratory toxicity | + | 0.6000 | 60.00% |
| Reproductive toxicity | + | 0.7111 | 71.11% |
| Mitochondrial toxicity | + | 0.6750 | 67.50% |
| Nephrotoxicity | + | 0.6399 | 63.99% |
| Acute Oral Toxicity (c) | III | 0.5055 | 50.55% |
| Estrogen receptor binding | + | 0.5488 | 54.88% |
| Androgen receptor binding | + | 0.6522 | 65.22% |
| Thyroid receptor binding | - | 0.5595 | 55.95% |
| Glucocorticoid receptor binding | + | 0.5836 | 58.36% |
| Aromatase binding | - | 0.7270 | 72.70% |
| PPAR gamma | - | 0.5055 | 50.55% |
| Honey bee toxicity | - | 0.9292 | 92.92% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | - | 0.5000 | 50.00% |
| Fish aquatic toxicity | + | 0.9870 | 98.70% |
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 |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 95.54% | 98.95% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 95.47% | 95.56% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 93.85% | 91.11% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 91.77% | 99.23% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 91.11% | 94.73% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 88.08% | 89.00% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 86.44% | 93.99% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 84.27% | 94.00% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 82.36% | 96.09% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 81.75% | 99.15% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 80.34% | 86.33% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| There are no matching plants. |
| PubChem | 46831108 |
| LOTUS | LTS0098727 |
| wikiData | Q75056845 |