(1S,2R,5S,7S,10R,11S,14R,15R,16S,17R)-5,7-dihydroxy-10,14,17-trimethyl-18-oxapentacyclo[13.3.2.01,14.02,11.05,10]icosane-16-carbaldehyde
| Internal ID | 0527e5e3-a4e2-4ffb-add4-6f01426b37aa |
| Taxonomy | Organoheterocyclic compounds > Naphthopyrans |
| IUPAC Name | (1S,2R,5S,7S,10R,11S,14R,15R,16S,17R)-5,7-dihydroxy-10,14,17-trimethyl-18-oxapentacyclo[13.3.2.01,14.02,11.05,10]icosane-16-carbaldehyde |
| SMILES (Canonical) | CC1C(C2CCC3(C2(CCC4C3CCC5(C4(CCC(C5)O)C)O)C)O1)C=O |
| SMILES (Isomeric) | C[C@@H]1[C@H]([C@H]2CC[C@]3([C@@]2(CC[C@H]4[C@H]3CC[C@]5([C@@]4(CC[C@@H](C5)O)C)O)C)O1)C=O |
| InChI | InChI=1S/C23H36O4/c1-14-16(13-24)17-7-11-23(27-14)19-6-10-22(26)12-15(25)4-8-20(22,2)18(19)5-9-21(17,23)3/h13-19,25-26H,4-12H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21-,22+,23+/m1/s1 |
| InChI Key | JCRLDSCFBFVIJA-KZEPPJSDSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C23H36O4 |
| Molecular Weight | 376.50 g/mol |
| Exact Mass | 376.26135963 g/mol |
| Topological Polar Surface Area (TPSA) | 66.80 Ų |
| XlogP | 2.80 |
| Atomic LogP (AlogP) | 3.48 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 1 |
| There are no found synonyms. |
![2D Structure of (1S,2R,5S,7S,10R,11S,14R,15R,16S,17R)-5,7-dihydroxy-10,14,17-trimethyl-18-oxapentacyclo[13.3.2.01,14.02,11.05,10]icosane-16-carbaldehyde](https://plantaedb.com/storage/docs/compounds/2023/07/bufotricosaroide-a.jpg "2D Structure of (1S,2R,5S,7S,10R,11S,14R,15R,16S,17R)-5,7-dihydroxy-10,14,17-trimethyl-18-oxapentacyclo[13.3.2.01,14.02,11.05,10]icosane-16-carbaldehyde")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9466 | 94.66% |
| Caco-2 | + | 0.5802 | 58.02% |
| Blood Brain Barrier | + | 0.6500 | 65.00% |
| Human oral bioavailability | - | 0.5286 | 52.86% |
| Subcellular localzation | Mitochondria | 0.4966 | 49.66% |
| OATP2B1 inhibitior | - | 0.8652 | 86.52% |
| OATP1B1 inhibitior | + | 0.8665 | 86.65% |
| OATP1B3 inhibitior | + | 0.9543 | 95.43% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.7821 | 78.21% |
| BSEP inhibitior | - | 0.5471 | 54.71% |
| P-glycoprotein inhibitior | - | 0.8012 | 80.12% |
| P-glycoprotein substrate | - | 0.7192 | 71.92% |
| CYP3A4 substrate | + | 0.6691 | 66.91% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.7764 | 77.64% |
| CYP3A4 inhibition | - | 0.7386 | 73.86% |
| CYP2C9 inhibition | - | 0.8358 | 83.58% |
| CYP2C19 inhibition | - | 0.8997 | 89.97% |
| CYP2D6 inhibition | - | 0.9586 | 95.86% |
| CYP1A2 inhibition | - | 0.6046 | 60.46% |
| CYP2C8 inhibition | - | 0.7158 | 71.58% |
| CYP inhibitory promiscuity | - | 0.9677 | 96.77% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9900 | 99.00% |
| Carcinogenicity (trinary) | Non-required | 0.6824 | 68.24% |
| Eye corrosion | - | 0.9915 | 99.15% |
| Eye irritation | - | 0.9742 | 97.42% |
| Skin irritation | + | 0.5288 | 52.88% |
| Skin corrosion | - | 0.8940 | 89.40% |
| Ames mutagenesis | - | 0.5800 | 58.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.4678 | 46.78% |
| Micronuclear | - | 0.9400 | 94.00% |
| Hepatotoxicity | - | 0.5390 | 53.90% |
| skin sensitisation | - | 0.8562 | 85.62% |
| Respiratory toxicity | + | 0.6000 | 60.00% |
| Reproductive toxicity | + | 0.8778 | 87.78% |
| Mitochondrial toxicity | + | 0.9250 | 92.50% |
| Nephrotoxicity | - | 0.6299 | 62.99% |
| Acute Oral Toxicity (c) | III | 0.3773 | 37.73% |
| Estrogen receptor binding | + | 0.9162 | 91.62% |
| Androgen receptor binding | + | 0.7346 | 73.46% |
| Thyroid receptor binding | + | 0.6923 | 69.23% |
| Glucocorticoid receptor binding | + | 0.7261 | 72.61% |
| Aromatase binding | + | 0.7744 | 77.44% |
| PPAR gamma | + | 0.5487 | 54.87% |
| Honey bee toxicity | - | 0.7668 | 76.68% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | + | 0.5800 | 58.00% |
| Fish aquatic toxicity | + | 0.8723 | 87.23% |
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 |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 93.96% | 96.09% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 93.08% | 96.61% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 91.80% | 91.11% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 90.46% | 100.00% |
| CHEMBL1871 | P10275 | Androgen Receptor | 89.11% | 96.43% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 87.86% | 97.09% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 86.75% | 95.93% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 86.58% | 97.25% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 85.27% | 95.56% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 85.21% | 97.14% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 83.88% | 95.50% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 83.22% | 86.33% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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