Wakodecaline A
| Internal ID | c45ba58a-03de-4c38-b35a-6b02d9d54fb8 |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Diterpenoids |
| IUPAC Name | (2R)-2-[[(2S,3R,3aS,5aR,7S,9aS,9bR)-3-[(E,3S)-3-hydroxybut-1-enyl]-4,7,9b-trimethyl-1-oxo-3,3a,5a,6,7,8,9,9a-octahydro-2H-cyclopenta[a]naphthalene-2-carbonyl]-methylamino]-3-hydroxypropanoic acid |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C25H37NO6/c1-13-6-9-18-16(10-13)11-14(2)21-17(8-7-15(3)28)20(22(29)25(18,21)4)23(30)26(5)19(12-27)24(31)32/h7-8,11,13,15-21,27-28H,6,9-10,12H2,1-5H3,(H,31,32)/b8-7+/t13-,15-,16+,17-,18-,19+,20-,21+,25+/m0/s1 |
| InChI Key | JDXAKDFLLVKKOO-UDDRCHRDSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C25H37NO6 |
| Molecular Weight | 447.60 g/mol |
| Exact Mass | 447.26208790 g/mol |
| Topological Polar Surface Area (TPSA) | 115.00 Ų |
| XlogP | 2.10 |
| Atomic LogP (AlogP) | 2.28 |
| H-Bond Acceptor | 5 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 6 |
| (2R)-2-[[(2S,3R,3aS,5aR,7S,9aS,9bR)-3-[(E,3S)-3-hydroxybut-1-enyl]-4,7,9b-trimethyl-1-oxo-3,3a,5a,6,7,8,9,9a-octahydro-2H-cyclopenta[a]naphthalene-2-carbonyl]-methylamino]-3-hydroxypropanoic acid |
| (2R)-2-(((2S,3R,3aS,5aR,7S,9aS,9bR)-3-((E,3S)-3-hydroxybut-1-enyl)-4,7,9b-trimethyl-1-oxo-3,3a,5a,6,7,8,9,9a-octahydro-2H-cyclopenta(a)naphthalene-2-carbonyl)-methylamino)-3-hydroxypropanoic acid |
| (2R)-2-(1-((2S,3R,3as,5ar,7S,9as,9BR)-3-((1E,3S)-3-hydroxybut-1-en-1-yl)-4,7,9b-trimethyl-1-oxo-1H,2H,3H,3ah,5ah,6H,7H,8H,9H,9ah,9BH-cyclopenta(a)naphthalen-2-yl)-N-methylformamido)-3-hydroxypropanoate |
| (2R)-2-{1-[(2S,3R,3as,5ar,7S,9as,9BR)-3-[(1E,3S)-3-hydroxybut-1-en-1-yl]-4,7,9b-trimethyl-1-oxo-1H,2H,3H,3ah,5ah,6H,7H,8H,9H,9ah,9BH-cyclopenta[a]naphthalen-2-yl]-N-methylformamido}-3-hydroxypropanoate |
| RefChem:194738 |
| CHEBI:226587 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9461 | 94.61% |
| Caco-2 | - | 0.6015 | 60.15% |
| Blood Brain Barrier | - | 0.5000 | 50.00% |
| Human oral bioavailability | - | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.7075 | 70.75% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8408 | 84.08% |
| OATP1B3 inhibitior | + | 0.9177 | 91.77% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.7602 | 76.02% |
| BSEP inhibitior | - | 0.4613 | 46.13% |
| P-glycoprotein inhibitior | - | 0.5645 | 56.45% |
| P-glycoprotein substrate | + | 0.5156 | 51.56% |
| CYP3A4 substrate | + | 0.7020 | 70.20% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8643 | 86.43% |
| CYP3A4 inhibition | - | 0.8899 | 88.99% |
| CYP2C9 inhibition | - | 0.7749 | 77.49% |
| CYP2C19 inhibition | - | 0.8252 | 82.52% |
| CYP2D6 inhibition | - | 0.8945 | 89.45% |
| CYP1A2 inhibition | - | 0.8013 | 80.13% |
| CYP2C8 inhibition | - | 0.6726 | 67.26% |
| CYP inhibitory promiscuity | - | 0.7023 | 70.23% |
| UGT catelyzed | - | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9700 | 97.00% |
| Carcinogenicity (trinary) | Non-required | 0.5847 | 58.47% |
| Eye corrosion | - | 0.9877 | 98.77% |
| Eye irritation | - | 0.9771 | 97.71% |
| Skin irritation | - | 0.7389 | 73.89% |
| Skin corrosion | - | 0.9339 | 93.39% |
| Ames mutagenesis | - | 0.5307 | 53.07% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6537 | 65.37% |
| Micronuclear | + | 0.6500 | 65.00% |
| Hepatotoxicity | - | 0.5990 | 59.90% |
| skin sensitisation | - | 0.8648 | 86.48% |
| Respiratory toxicity | + | 0.7333 | 73.33% |
| Reproductive toxicity | + | 0.8556 | 85.56% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.8279 | 82.79% |
| Acute Oral Toxicity (c) | III | 0.6329 | 63.29% |
| Estrogen receptor binding | + | 0.6488 | 64.88% |
| Androgen receptor binding | + | 0.6569 | 65.69% |
| Thyroid receptor binding | - | 0.5680 | 56.80% |
| Glucocorticoid receptor binding | + | 0.6430 | 64.30% |
| Aromatase binding | - | 0.5000 | 50.00% |
| PPAR gamma | + | 0.6206 | 62.06% |
| Honey bee toxicity | - | 0.7718 | 77.18% |
| Biodegradation | - | 0.9250 | 92.50% |
| Crustacea aquatic toxicity | - | 0.6553 | 65.53% |
| Fish aquatic toxicity | + | 0.9652 | 96.52% |
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 |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.49% | 96.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 95.64% | 98.95% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 92.68% | 95.56% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 88.96% | 96.47% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 87.25% | 91.11% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 85.00% | 97.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 83.84% | 86.33% |
| CHEMBL3807 | P17706 | T-cell protein-tyrosine phosphatase | 83.14% | 93.00% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 82.36% | 100.00% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 82.17% | 83.82% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 81.71% | 93.56% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 80.93% | 90.17% |
| CHEMBL5028 | O14672 | ADAM10 | 80.90% | 97.50% |
| CHEMBL3492 | P49721 | Proteasome Macropain subunit | 80.89% | 90.24% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 80.77% | 97.25% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 80.71% | 95.89% |
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 | 139589497 |
| LOTUS | LTS0160429 |
| wikiData | Q105125823 |