(1S,3R,5R,6R,12R,15R)-6-chloro-5-(hydroxymethyl)-15-(2-hydroxypropan-2-yl)-12-methyl-9-methylidene-2-oxatricyclo[10.3.0.01,3]pentadecan-5-ol
| Internal ID | 0a9e5805-0b6c-416f-ae74-4cebacf25178 |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids |
| IUPAC Name | (1S,3R,5R,6R,12R,15R)-6-chloro-5-(hydroxymethyl)-15-(2-hydroxypropan-2-yl)-12-methyl-9-methylidene-2-oxatricyclo[10.3.0.01,3]pentadecan-5-ol |
| SMILES (Canonical) | CC12CCC(C13C(O3)CC(C(CCC(=C)CC2)Cl)(CO)O)C(C)(C)O |
| SMILES (Isomeric) | C[C@]12CC[C@@H]([C@@]13[C@H](O3)C[C@]([C@@H](CCC(=C)CC2)Cl)(CO)O)C(C)(C)O |
| InChI | InChI=1S/C20H33ClO4/c1-13-5-6-15(21)19(24,12-22)11-16-20(25-16)14(17(2,3)23)8-10-18(20,4)9-7-13/h14-16,22-24H,1,5-12H2,2-4H3/t14-,15-,16-,18+,19-,20-/m1/s1 |
| InChI Key | OHYLVSHITHVTPB-BAIJGVNGSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C20H33ClO4 |
| Molecular Weight | 372.90 g/mol |
| Exact Mass | 372.2067372 g/mol |
| Topological Polar Surface Area (TPSA) | 73.20 Ų |
| XlogP | 2.10 |
| Atomic LogP (AlogP) | 3.16 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 2 |
| There are no found synonyms. |
![2D Structure of (1S,3R,5R,6R,12R,15R)-6-chloro-5-(hydroxymethyl)-15-(2-hydroxypropan-2-yl)-12-methyl-9-methylidene-2-oxatricyclo[10.3.0.01,3]pentadecan-5-ol](https://plantaedb.com/storage/docs/compounds/2023/11/8e43b240-85bd-11ee-8b15-ebf9966d4e57.jpg "2D Structure of (1S,3R,5R,6R,12R,15R)-6-chloro-5-(hydroxymethyl)-15-(2-hydroxypropan-2-yl)-12-methyl-9-methylidene-2-oxatricyclo[10.3.0.01,3]pentadecan-5-ol")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9703 | 97.03% |
| Caco-2 | - | 0.5241 | 52.41% |
| Blood Brain Barrier | + | 0.8000 | 80.00% |
| Human oral bioavailability | - | 0.5571 | 55.71% |
| Subcellular localzation | Mitochondria | 0.5668 | 56.68% |
| OATP2B1 inhibitior | - | 0.8566 | 85.66% |
| OATP1B1 inhibitior | + | 0.8711 | 87.11% |
| OATP1B3 inhibitior | + | 0.9246 | 92.46% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.6000 | 60.00% |
| BSEP inhibitior | - | 0.8878 | 88.78% |
| P-glycoprotein inhibitior | - | 0.8520 | 85.20% |
| P-glycoprotein substrate | - | 0.6860 | 68.60% |
| CYP3A4 substrate | + | 0.6672 | 66.72% |
| CYP2C9 substrate | - | 0.7795 | 77.95% |
| CYP2D6 substrate | - | 0.8016 | 80.16% |
| CYP3A4 inhibition | - | 0.8316 | 83.16% |
| CYP2C9 inhibition | - | 0.7149 | 71.49% |
| CYP2C19 inhibition | - | 0.7498 | 74.98% |
| CYP2D6 inhibition | - | 0.9049 | 90.49% |
| CYP1A2 inhibition | - | 0.7243 | 72.43% |
| CYP2C8 inhibition | + | 0.5556 | 55.56% |
| CYP inhibitory promiscuity | - | 0.9124 | 91.24% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.8038 | 80.38% |
| Carcinogenicity (trinary) | Non-required | 0.5970 | 59.70% |
| Eye corrosion | - | 0.9835 | 98.35% |
| Eye irritation | - | 0.9436 | 94.36% |
| Skin irritation | - | 0.6264 | 62.64% |
| Skin corrosion | - | 0.9200 | 92.00% |
| Ames mutagenesis | - | 0.6500 | 65.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5498 | 54.98% |
| Micronuclear | - | 0.7400 | 74.00% |
| Hepatotoxicity | - | 0.5199 | 51.99% |
| skin sensitisation | - | 0.8118 | 81.18% |
| Respiratory toxicity | + | 0.5667 | 56.67% |
| Reproductive toxicity | + | 0.7556 | 75.56% |
| Mitochondrial toxicity | + | 0.7125 | 71.25% |
| Nephrotoxicity | + | 0.4913 | 49.13% |
| Acute Oral Toxicity (c) | III | 0.5595 | 55.95% |
| Estrogen receptor binding | + | 0.8244 | 82.44% |
| Androgen receptor binding | + | 0.6293 | 62.93% |
| Thyroid receptor binding | + | 0.6754 | 67.54% |
| Glucocorticoid receptor binding | + | 0.7393 | 73.93% |
| Aromatase binding | + | 0.7640 | 76.40% |
| PPAR gamma | - | 0.5507 | 55.07% |
| Honey bee toxicity | - | 0.7770 | 77.70% |
| Biodegradation | - | 0.7250 | 72.50% |
| Crustacea aquatic toxicity | + | 0.5300 | 53.00% |
| Fish aquatic toxicity | + | 0.9716 | 97.16% |
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 |
|---|---|---|---|---|
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 98.21% | 97.25% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 98.10% | 91.11% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 89.87% | 97.09% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 89.09% | 95.89% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 87.13% | 94.45% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 85.55% | 95.50% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 85.22% | 97.14% |
| CHEMBL5888 | Q99558 | Mitogen-activated protein kinase kinase kinase 14 | 85.17% | 100.00% |
| CHEMBL4681 | P42330 | Aldo-keto-reductase family 1 member C3 | 85.00% | 89.05% |
| CHEMBL259 | P32245 | Melanocortin receptor 4 | 84.92% | 95.38% |
| CHEMBL5469 | Q14289 | Protein tyrosine kinase 2 beta | 84.68% | 91.03% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 84.10% | 100.00% |
| CHEMBL4581 | P52732 | Kinesin-like protein 1 | 83.45% | 93.18% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 83.02% | 92.62% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 82.74% | 96.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 81.44% | 86.33% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 81.11% | 96.21% |
| CHEMBL1977 | P11473 | Vitamin D receptor | 81.04% | 99.43% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 80.23% | 95.93% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 80.18% | 95.56% |
| CHEMBL5314 | Q06418 | Tyrosine-protein kinase receptor TYRO3 | 80.18% | 96.00% |
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 | 162847394 |
| LOTUS | LTS0059364 |
| wikiData | Q105192383 |