(1R,4R,5S,6R,9S,10S,13R,16S)-6-hydroxy-5,9,13-trimethyl-16-[(E)-2-methylbut-2-enoyl]oxytetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid
| Internal ID | 6d65da7a-b508-47aa-a0ce-d9e51aaaf2cd |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Diterpenoids |
| IUPAC Name | (1R,4R,5S,6R,9S,10S,13R,16S)-6-hydroxy-5,9,13-trimethyl-16-[(E)-2-methylbut-2-enoyl]oxytetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid |
| SMILES (Canonical) | CC=C(C)C(=O)OC1C2(CCC3C1(CCC4C3(CCC(C4(C)C(=O)O)O)C)C=C2)C |
| SMILES (Isomeric) | C/C=C(\C)/C(=O)O[C@H]1[C@@]2(CC[C@@H]3[C@@]1(CC[C@@H]4[C@]3(CC[C@H]([C@@]4(C)C(=O)O)O)C)C=C2)C |
| InChI | InChI=1S/C25H36O5/c1-6-15(2)19(27)30-20-22(3)10-7-17-23(4)11-9-18(26)24(5,21(28)29)16(23)8-12-25(17,20)14-13-22/h6,13-14,16-18,20,26H,7-12H2,1-5H3,(H,28,29)/b15-6+/t16-,17+,18-,20+,22-,23-,24+,25-/m1/s1 |
| InChI Key | IALKHVRHBAMIIV-VPQFORCFSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C25H36O5 |
| Molecular Weight | 416.50 g/mol |
| Exact Mass | 416.25627424 g/mol |
| Topological Polar Surface Area (TPSA) | 83.80 Ų |
| XlogP | 5.50 |
| Atomic LogP (AlogP) | 4.50 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 3 |
| There are no found synonyms. |
![2D Structure of (1R,4R,5S,6R,9S,10S,13R,16S)-6-hydroxy-5,9,13-trimethyl-16-[(E)-2-methylbut-2-enoyl]oxytetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid](https://plantaedb.com/storage/docs/compounds/2023/11/d29fca40-8709-11ee-9d9e-7faa110baf37.jpg "2D Structure of (1R,4R,5S,6R,9S,10S,13R,16S)-6-hydroxy-5,9,13-trimethyl-16-[(E)-2-methylbut-2-enoyl]oxytetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9806 | 98.06% |
| Caco-2 | - | 0.5624 | 56.24% |
| Blood Brain Barrier | - | 0.5000 | 50.00% |
| Human oral bioavailability | - | 0.5143 | 51.43% |
| Subcellular localzation | Mitochondria | 0.7290 | 72.90% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8906 | 89.06% |
| OATP1B3 inhibitior | - | 0.2295 | 22.95% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.7624 | 76.24% |
| BSEP inhibitior | + | 0.9628 | 96.28% |
| P-glycoprotein inhibitior | - | 0.5087 | 50.87% |
| P-glycoprotein substrate | - | 0.7867 | 78.67% |
| CYP3A4 substrate | + | 0.6558 | 65.58% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8981 | 89.81% |
| CYP3A4 inhibition | - | 0.8393 | 83.93% |
| CYP2C9 inhibition | - | 0.7003 | 70.03% |
| CYP2C19 inhibition | - | 0.8550 | 85.50% |
| CYP2D6 inhibition | - | 0.9578 | 95.78% |
| CYP1A2 inhibition | - | 0.7394 | 73.94% |
| CYP2C8 inhibition | - | 0.7641 | 76.41% |
| CYP inhibitory promiscuity | - | 0.9307 | 93.07% |
| UGT catelyzed | + | 0.9000 | 90.00% |
| Carcinogenicity (binary) | - | 1.0000 | 100.00% |
| Carcinogenicity (trinary) | Non-required | 0.6226 | 62.26% |
| Eye corrosion | - | 0.9938 | 99.38% |
| Eye irritation | - | 0.9424 | 94.24% |
| Skin irritation | + | 0.6416 | 64.16% |
| Skin corrosion | - | 0.9380 | 93.80% |
| Ames mutagenesis | - | 0.6900 | 69.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6479 | 64.79% |
| Micronuclear | - | 0.7100 | 71.00% |
| Hepatotoxicity | - | 0.6584 | 65.84% |
| skin sensitisation | - | 0.7983 | 79.83% |
| Respiratory toxicity | + | 0.5111 | 51.11% |
| Reproductive toxicity | + | 0.9889 | 98.89% |
| Mitochondrial toxicity | + | 0.9875 | 98.75% |
| Nephrotoxicity | - | 0.7670 | 76.70% |
| Acute Oral Toxicity (c) | I | 0.4327 | 43.27% |
| Estrogen receptor binding | + | 0.8501 | 85.01% |
| Androgen receptor binding | + | 0.6174 | 61.74% |
| Thyroid receptor binding | + | 0.6985 | 69.85% |
| Glucocorticoid receptor binding | + | 0.8255 | 82.55% |
| Aromatase binding | + | 0.7900 | 79.00% |
| PPAR gamma | + | 0.6320 | 63.20% |
| Honey bee toxicity | - | 0.7358 | 73.58% |
| Biodegradation | - | 0.7500 | 75.00% |
| Crustacea aquatic toxicity | - | 0.7400 | 74.00% |
| Fish aquatic toxicity | + | 0.9959 | 99.59% |
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 |
|---|---|---|---|---|
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 97.62% | 90.17% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 94.95% | 96.09% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 92.76% | 83.82% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 89.82% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 88.94% | 94.45% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 86.92% | 91.19% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 85.51% | 89.00% |
| CHEMBL5028 | O14672 | ADAM10 | 81.89% | 97.50% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 81.59% | 100.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 81.57% | 95.56% |
| CHEMBL4224 | P49759 | Dual specificty protein kinase CLK1 | 81.48% | 85.30% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 80.11% | 95.89% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| There are no matching plants. |
| PubChem | 163098431 |
| LOTUS | LTS0094422 |
| wikiData | Q105036184 |