2-ethyl-6-[(2R,4R,5S,6S)-6-[(1R,3R,5R,7R,8S,9S,10R)-5-ethyl-7-hydroxy-8,9,10-trimethyl-2,4,6-trioxatricyclo[3.3.1.13,7]decan-3-yl]-5-hydroxy-4-methyl-3-oxoheptan-2-yl]-3,5-dimethylpyran-4-one
| Internal ID | bd086b68-df68-49a3-9d07-828c64aadc21 |
| Taxonomy | Organoheterocyclic compounds > Pyrans > Pyranones and derivatives |
| IUPAC Name | 2-ethyl-6-[(2R,4R,5S,6S)-6-[(1R,3R,5R,7R,8S,9S,10R)-5-ethyl-7-hydroxy-8,9,10-trimethyl-2,4,6-trioxatricyclo[3.3.1.13,7]decan-3-yl]-5-hydroxy-4-methyl-3-oxoheptan-2-yl]-3,5-dimethylpyran-4-one |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C29H44O8/c1-11-21-13(3)22(30)15(5)25(34-21)16(6)23(31)14(4)24(32)17(7)29-20(10)28(33)19(9)26(35-29)18(8)27(12-2,36-28)37-29/h14,16-20,24,26,32-33H,11-12H2,1-10H3/t14-,16-,17-,18-,19-,20+,24-,26-,27+,28+,29+/m0/s1 |
| InChI Key | DZCOUGLKWPXZPW-YUAAGDMFSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C29H44O8 |
| Molecular Weight | 520.70 g/mol |
| Exact Mass | 520.30361836 g/mol |
| Topological Polar Surface Area (TPSA) | 112.00 Ų |
| XlogP | 4.00 |
| Atomic LogP (AlogP) | 3.98 |
| H-Bond Acceptor | 8 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 8 |
| Q57590129 |
![2D Structure of 2-ethyl-6-[(2R,4R,5S,6S)-6-[(1R,3R,5R,7R,8S,9S,10R)-5-ethyl-7-hydroxy-8,9,10-trimethyl-2,4,6-trioxatricyclo[3.3.1.13,7]decan-3-yl]-5-hydroxy-4-methyl-3-oxoheptan-2-yl]-3,5-dimethylpyran-4-one](https://plantaedb.com/storage/docs/compounds/2023/11/caloundrin-b.jpg "2D Structure of 2-ethyl-6-[(2R,4R,5S,6S)-6-[(1R,3R,5R,7R,8S,9S,10R)-5-ethyl-7-hydroxy-8,9,10-trimethyl-2,4,6-trioxatricyclo[3.3.1.13,7]decan-3-yl]-5-hydroxy-4-methyl-3-oxoheptan-2-yl]-3,5-dimethylpyran-4-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.8996 | 89.96% |
| Caco-2 | - | 0.7353 | 73.53% |
| Blood Brain Barrier | - | 0.7000 | 70.00% |
| Human oral bioavailability | - | 0.6571 | 65.71% |
| Subcellular localzation | Mitochondria | 0.7444 | 74.44% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8629 | 86.29% |
| OATP1B3 inhibitior | + | 0.9336 | 93.36% |
| MATE1 inhibitior | - | 0.8600 | 86.00% |
| OCT2 inhibitior | - | 0.9250 | 92.50% |
| BSEP inhibitior | + | 0.6169 | 61.69% |
| P-glycoprotein inhibitior | + | 0.6571 | 65.71% |
| P-glycoprotein substrate | + | 0.5609 | 56.09% |
| CYP3A4 substrate | + | 0.6248 | 62.48% |
| CYP2C9 substrate | - | 0.5900 | 59.00% |
| CYP2D6 substrate | - | 0.8513 | 85.13% |
| CYP3A4 inhibition | - | 0.9157 | 91.57% |
| CYP2C9 inhibition | - | 0.6706 | 67.06% |
| CYP2C19 inhibition | - | 0.8908 | 89.08% |
| CYP2D6 inhibition | - | 0.9496 | 94.96% |
| CYP1A2 inhibition | - | 0.8619 | 86.19% |
| CYP2C8 inhibition | + | 0.4727 | 47.27% |
| CYP inhibitory promiscuity | - | 0.8639 | 86.39% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.9413 | 94.13% |
| Carcinogenicity (trinary) | Non-required | 0.6405 | 64.05% |
| Eye corrosion | - | 0.9891 | 98.91% |
| Eye irritation | - | 0.9109 | 91.09% |
| Skin irritation | - | 0.6897 | 68.97% |
| Skin corrosion | - | 0.9042 | 90.42% |
| Ames mutagenesis | + | 0.5100 | 51.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5814 | 58.14% |
| Micronuclear | - | 0.5382 | 53.82% |
| Hepatotoxicity | + | 0.6658 | 66.58% |
| skin sensitisation | - | 0.8649 | 86.49% |
| Respiratory toxicity | + | 0.7222 | 72.22% |
| Reproductive toxicity | + | 0.7889 | 78.89% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.5583 | 55.83% |
| Acute Oral Toxicity (c) | III | 0.3633 | 36.33% |
| Estrogen receptor binding | + | 0.8036 | 80.36% |
| Androgen receptor binding | + | 0.7354 | 73.54% |
| Thyroid receptor binding | + | 0.6258 | 62.58% |
| Glucocorticoid receptor binding | + | 0.6979 | 69.79% |
| Aromatase binding | + | 0.7262 | 72.62% |
| PPAR gamma | + | 0.7685 | 76.85% |
| Honey bee toxicity | - | 0.7625 | 76.25% |
| Biodegradation | - | 0.7000 | 70.00% |
| Crustacea aquatic toxicity | - | 0.7363 | 73.63% |
| Fish aquatic toxicity | + | 0.9565 | 95.65% |
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 |
|---|---|---|---|---|
| CHEMBL4072 | P07858 | Cathepsin B | 94.95% | 93.67% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 90.38% | 96.47% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 90.28% | 96.09% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 89.43% | 89.00% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 88.13% | 97.25% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 87.93% | 91.11% |
| CHEMBL2581 | P07339 | Cathepsin D | 87.92% | 98.95% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 86.35% | 95.56% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 86.30% | 97.09% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 83.33% | 99.23% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 81.48% | 91.07% |
| CHEMBL3892 | Q99500 | Sphingosine 1-phosphate receptor Edg-3 | 80.96% | 97.29% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 80.88% | 94.45% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 80.37% | 90.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 80.32% | 99.17% |
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 | 102423708 |
| LOTUS | LTS0167964 |
| wikiData | Q57590129 |