Chaunolidine B
| Internal ID | 3fda68c5-5389-48bc-b6c1-c385c0665d81 |
| Taxonomy | Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids |
| IUPAC Name | (5S)-3-[(2S,4S)-1,8-dihydroxy-2,4-dimethyloct-6-enylidene]-5-[(S)-hydroxy-(4-hydroxyphenyl)methyl]pyrrolidine-2,4-dione |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C21H27NO6/c1-12(5-3-4-10-23)11-13(2)18(25)16-20(27)17(22-21(16)28)19(26)14-6-8-15(24)9-7-14/h3-4,6-9,12-13,17,19,23-26H,5,10-11H2,1-2H3,(H,22,28)/t12-,13-,17-,19-/m0/s1 |
| InChI Key | QFEJULSIWXZMTR-AZINGDEXSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C21H27NO6 |
| Molecular Weight | 389.40 g/mol |
| Exact Mass | 389.18383758 g/mol |
| Topological Polar Surface Area (TPSA) | 127.00 Ų |
| XlogP | 2.10 |
| Atomic LogP (AlogP) | 1.91 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 5 |
| Rotatable Bonds | 8 |
| (5S)-3-[(2S,4S)-1,8-dihydroxy-2,4-dimethyloct-6-enylidene]-5-[(S)-hydroxy-(4-hydroxyphenyl)methyl]pyrrolidine-2,4-dione |
| (3Z,5S)-3-((E,2S,4S)-1,8-dihydroxy-2,4-dimethyloct-6-enylidene)-5-((S)-hydroxy-(4-hydroxyphenyl)methyl)pyrrolidine-2,4-dione |
| (3Z,5S)-3-[(E,2S,4S)-1,8-dihydroxy-2,4-dimethyloct-6-enylidene]-5-[(S)-hydroxy-(4-hydroxyphenyl)methyl]pyrrolidine-2,4-dione |
| (5S)-3-((2S,4S)-1,8-dihydroxy-2,4-dimethyloct-6-enylidene)-5-((S)-hydroxy-(4-hydroxyphenyl)methyl)pyrrolidine-2,4-dione |
| RefChem:125077 |
| CHEBI:211212 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9216 | 92.16% |
| Caco-2 | - | 0.7611 | 76.11% |
| Blood Brain Barrier | - | 0.6379 | 63.79% |
| Human oral bioavailability | - | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.7805 | 78.05% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8037 | 80.37% |
| OATP1B3 inhibitior | + | 0.9439 | 94.39% |
| MATE1 inhibitior | - | 0.8600 | 86.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | - | 0.6200 | 62.00% |
| P-glycoprotein inhibitior | - | 0.7028 | 70.28% |
| P-glycoprotein substrate | - | 0.5161 | 51.61% |
| CYP3A4 substrate | + | 0.5172 | 51.72% |
| CYP2C9 substrate | - | 0.8018 | 80.18% |
| CYP2D6 substrate | - | 0.8799 | 87.99% |
| CYP3A4 inhibition | - | 0.9166 | 91.66% |
| CYP2C9 inhibition | - | 0.7871 | 78.71% |
| CYP2C19 inhibition | - | 0.8026 | 80.26% |
| CYP2D6 inhibition | - | 0.8647 | 86.47% |
| CYP1A2 inhibition | - | 0.6988 | 69.88% |
| CYP2C8 inhibition | - | 0.7206 | 72.06% |
| CYP inhibitory promiscuity | - | 0.7537 | 75.37% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.8643 | 86.43% |
| Carcinogenicity (trinary) | Non-required | 0.6354 | 63.54% |
| Eye corrosion | - | 0.9905 | 99.05% |
| Eye irritation | - | 0.9793 | 97.93% |
| Skin irritation | - | 0.7905 | 79.05% |
| Skin corrosion | - | 0.9400 | 94.00% |
| Ames mutagenesis | - | 0.6800 | 68.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.8044 | 80.44% |
| Micronuclear | + | 0.7700 | 77.00% |
| Hepatotoxicity | - | 0.5103 | 51.03% |
| skin sensitisation | - | 0.8245 | 82.45% |
| Respiratory toxicity | + | 0.6778 | 67.78% |
| Reproductive toxicity | + | 0.8333 | 83.33% |
| Mitochondrial toxicity | + | 0.8250 | 82.50% |
| Nephrotoxicity | - | 0.7710 | 77.10% |
| Acute Oral Toxicity (c) | III | 0.5949 | 59.49% |
| Estrogen receptor binding | + | 0.5797 | 57.97% |
| Androgen receptor binding | + | 0.5919 | 59.19% |
| Thyroid receptor binding | - | 0.5985 | 59.85% |
| Glucocorticoid receptor binding | + | 0.7691 | 76.91% |
| Aromatase binding | + | 0.5478 | 54.78% |
| PPAR gamma | + | 0.6810 | 68.10% |
| Honey bee toxicity | - | 0.9007 | 90.07% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | - | 0.7700 | 77.00% |
| Fish aquatic toxicity | + | 0.9182 | 91.82% |
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 | 98.58% | 98.95% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 94.25% | 95.56% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 92.86% | 91.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 92.58% | 96.09% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 92.43% | 94.45% |
| CHEMBL242 | Q92731 | Estrogen receptor beta | 87.91% | 98.35% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 87.14% | 83.82% |
| CHEMBL216 | P11229 | Muscarinic acetylcholine receptor M1 | 86.22% | 94.23% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 83.22% | 94.75% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 82.72% | 93.56% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 82.52% | 94.62% |
| CHEMBL1821 | P08173 | Muscarinic acetylcholine receptor M4 | 82.36% | 94.08% |
| CHEMBL5966 | P55899 | IgG receptor FcRn large subunit p51 | 82.09% | 90.93% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 82.05% | 90.71% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 80.73% | 90.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 80.28% | 99.17% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 80.09% | 99.15% |
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 | 139585843 |
| LOTUS | LTS0227691 |
| wikiData | Q77493018 |