Yardenone A
| Internal ID | 030eaec6-4c79-419e-b9dd-8918db7faee7 |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Triterpenoids |
| IUPAC Name | (4'S,5'R,5aR,6S,7S,9aS)-5'-[(5aS,6S,8aS)-2,2,5a,6-tetramethyl-3-oxo-5,7,8,8a-tetrahydro-4H-cyclopenta[b]oxepin-6-yl]-4'-hydroxy-2,2,5a,7-tetramethylspiro[4,5,7,8,9,9a-hexahydrobenzo[b]oxepine-6,2'-oxolane]-3-one |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C30H48O6/c1-18-9-10-22-28(7,15-12-21(33)25(2,3)34-22)30(18)17-19(31)24(36-30)29(8)16-13-23-27(29,6)14-11-20(32)26(4,5)35-23/h18-19,22-24,31H,9-17H2,1-8H3/t18-,19-,22-,23-,24-,27+,28+,29+,30-/m0/s1 |
| InChI Key | TXZQYJVCWLFJOA-ZXIRBURDSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C30H48O6 |
| Molecular Weight | 504.70 g/mol |
| Exact Mass | 504.34508925 g/mol |
| Topological Polar Surface Area (TPSA) | 82.10 Ų |
| XlogP | 4.10 |
| Atomic LogP (AlogP) | 5.17 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 1 |
| CHEMBL459186 |
| (4'S,5'R,5aR,6S,7S,9aS)-5'-[(5aS,6S,8aS)-2,2,5a,6-tetramethyl-3-oxo-5,7,8,8a-tetrahydro-4H-cyclopenta[b]oxepin-6-yl]-4'-hydroxy-2,2,5a,7-tetramethylspiro[4,5,7,8,9,9a-hexahydrobenzo[b]oxepine-6,2'-oxolane]-3-one |
| InChI=1/C30H48O6/c1-18-9-10-22-28(7,15-12-21(33)25(2,3)34-22)30(18)17-19(31)24(36-30)29(8)16-13-23-27(29,6)14-11-20(32)26(4,5)35-23/h18-19,22-24,31H,9-17H2,1-8H3/t18-,19-,22-,23-,24-,27+,28+,29+,30-/m0/s |
| rel-(4'R,5'S,5aS,6R,7R,9aR)-4'-hydroxy-2,2,5a,7-tetramethyl-5'-[(5aR,6R,8aR)-2,2,5a,6-tetramethyl-3-oxooctahydro-2H-cyclopenta[b]oxepin-6-yl]octahydro-2H,3'H-spiro[1-benzoxepine-6,2'-furan]-3(4H)-one |
| spiro[1-benzoxepin-6(2H),2'(3'H)-furan]-3(4H)-one, octahydro-4'-hydroxy-2,2,5a,7-tetramethyl-5'-[(5aS,6S,8aS)-octahydro-2,2,5a,6-tetramethyl-3-oxo-2H-cyclopent[b]oxepin-6-yl]-, (5'R,5aR,6S,7S,9aS)- |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9794 | 97.94% |
| Caco-2 | - | 0.6788 | 67.88% |
| Blood Brain Barrier | + | 0.7000 | 70.00% |
| Human oral bioavailability | + | 0.5714 | 57.14% |
| Subcellular localzation | Mitochondria | 0.7226 | 72.26% |
| OATP2B1 inhibitior | - | 0.7168 | 71.68% |
| OATP1B1 inhibitior | + | 0.8991 | 89.91% |
| OATP1B3 inhibitior | + | 0.8690 | 86.90% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.6250 | 62.50% |
| BSEP inhibitior | + | 0.7890 | 78.90% |
| P-glycoprotein inhibitior | + | 0.6024 | 60.24% |
| P-glycoprotein substrate | - | 0.7864 | 78.64% |
| CYP3A4 substrate | + | 0.6406 | 64.06% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.7662 | 76.62% |
| CYP3A4 inhibition | - | 0.7690 | 76.90% |
| CYP2C9 inhibition | - | 0.8467 | 84.67% |
| CYP2C19 inhibition | - | 0.8519 | 85.19% |
| CYP2D6 inhibition | - | 0.9614 | 96.14% |
| CYP1A2 inhibition | - | 0.7991 | 79.91% |
| CYP2C8 inhibition | - | 0.7536 | 75.36% |
| CYP inhibitory promiscuity | - | 0.9763 | 97.63% |
| UGT catelyzed | + | 0.8000 | 80.00% |
| Carcinogenicity (binary) | - | 0.9100 | 91.00% |
| Carcinogenicity (trinary) | Non-required | 0.5800 | 58.00% |
| Eye corrosion | - | 0.9855 | 98.55% |
| Eye irritation | - | 0.8999 | 89.99% |
| Skin irritation | - | 0.5440 | 54.40% |
| Skin corrosion | - | 0.8091 | 80.91% |
| Ames mutagenesis | - | 0.6700 | 67.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6442 | 64.42% |
| Micronuclear | - | 0.8800 | 88.00% |
| Hepatotoxicity | - | 0.6500 | 65.00% |
| skin sensitisation | - | 0.8334 | 83.34% |
| Respiratory toxicity | + | 0.6556 | 65.56% |
| Reproductive toxicity | + | 0.6778 | 67.78% |
| Mitochondrial toxicity | + | 0.8125 | 81.25% |
| Nephrotoxicity | + | 0.5660 | 56.60% |
| Acute Oral Toxicity (c) | III | 0.3658 | 36.58% |
| Estrogen receptor binding | + | 0.6078 | 60.78% |
| Androgen receptor binding | + | 0.7159 | 71.59% |
| Thyroid receptor binding | + | 0.5538 | 55.38% |
| Glucocorticoid receptor binding | + | 0.6597 | 65.97% |
| Aromatase binding | + | 0.7416 | 74.16% |
| PPAR gamma | + | 0.5758 | 57.58% |
| Honey bee toxicity | - | 0.8612 | 86.12% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | + | 0.5600 | 56.00% |
| Fish aquatic toxicity | + | 0.9253 | 92.53% |
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 | 96.40% | 91.11% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 93.41% | 85.14% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 91.54% | 96.09% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 90.32% | 94.75% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 89.22% | 99.23% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 87.47% | 100.00% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 86.93% | 97.09% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 86.72% | 92.94% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 86.59% | 95.56% |
| CHEMBL3351 | Q13085 | Acetyl-CoA carboxylase 1 | 84.97% | 93.04% |
| CHEMBL259 | P32245 | Melanocortin receptor 4 | 84.90% | 95.38% |
| CHEMBL2581 | P07339 | Cathepsin D | 83.80% | 98.95% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 83.34% | 94.00% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 80.90% | 86.33% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 637861 |
| LOTUS | LTS0148761 |
| wikiData | Q104250785 |