Prugosene B2
| Internal ID | de0f3ec5-34f2-4915-974f-69fe9c1c4f58 |
| Taxonomy | Organoheterocyclic compounds > Pyrans |
| IUPAC Name | methyl (2S)-2-[(2R,3R,4S)-3-[(1E,3E,5E,7E,9E)-10-[(2R,5S,6S)-5-hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl]undeca-1,3,5,7,9-pentaenyl]-3,4-dimethyl-5-oxooxolan-2-yl]propanoate |
| SMILES (Canonical) | CC1C(=O)OC(C1(C)C=CC=CC=CC=CC=C(C)C2C(=CC(C(O2)C)(C)O)C)C(C)C(=O)OC |
| SMILES (Isomeric) | C[C@@H]1C(=O)O[C@@H]([C@]1(C)/C=C/C=C/C=C/C=C/C=C(\C)/[C@@H]2C(=C[C@]([C@@H](O2)C)(C)O)C)[C@H](C)C(=O)OC |
| InChI | InChI=1S/C29H40O6/c1-19(24-20(2)18-29(7,32)23(5)34-24)16-14-12-10-9-11-13-15-17-28(6)22(4)27(31)35-25(28)21(3)26(30)33-8/h9-18,21-25,32H,1-8H3/b10-9+,13-11+,14-12+,17-15+,19-16+/t21-,22+,23-,24+,25+,28+,29-/m0/s1 |
| InChI Key | OSMGLBXNQSXIGQ-RKRQUAHGSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C29H40O6 |
| Molecular Weight | 484.60 g/mol |
| Exact Mass | 484.28248899 g/mol |
| Topological Polar Surface Area (TPSA) | 82.10 Ų |
| XlogP | 5.30 |
| Atomic LogP (AlogP) | 5.02 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 8 |
| methyl (2S)-2-[(2R,3R,4S)-3-[(1E,3E,5E,7E,9E)-10-[(2R,5S,6S)-5-hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl]undeca-1,3,5,7,9-pentaenyl]-3,4-dimethyl-5-oxooxolan-2-yl]propanoate |
| methyl (2S)-2-((2R,3R,4S)-3-((1E,3E,5E,7E,9E)-10-((2R,5S,6S)-5-hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl)undeca-1,3,5,7,9-pentaenyl)-3,4-dimethyl-5-oxooxolan-2-yl)propanoate |
| RefChem:176759 |
| CHEBI:221695 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9139 | 91.39% |
| Caco-2 | - | 0.6988 | 69.88% |
| Blood Brain Barrier | + | 0.6250 | 62.50% |
| Human oral bioavailability | - | 0.5714 | 57.14% |
| Subcellular localzation | Mitochondria | 0.7871 | 78.71% |
| OATP2B1 inhibitior | - | 0.8608 | 86.08% |
| OATP1B1 inhibitior | + | 0.8706 | 87.06% |
| OATP1B3 inhibitior | + | 0.9176 | 91.76% |
| MATE1 inhibitior | - | 0.9600 | 96.00% |
| OCT2 inhibitior | - | 0.9250 | 92.50% |
| BSEP inhibitior | + | 0.8904 | 89.04% |
| P-glycoprotein inhibitior | + | 0.7426 | 74.26% |
| P-glycoprotein substrate | - | 0.5428 | 54.28% |
| CYP3A4 substrate | + | 0.6710 | 67.10% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.9043 | 90.43% |
| CYP3A4 inhibition | - | 0.8229 | 82.29% |
| CYP2C9 inhibition | - | 0.9566 | 95.66% |
| CYP2C19 inhibition | - | 0.8348 | 83.48% |
| CYP2D6 inhibition | - | 0.9440 | 94.40% |
| CYP1A2 inhibition | - | 0.8960 | 89.60% |
| CYP2C8 inhibition | - | 0.7940 | 79.40% |
| CYP inhibitory promiscuity | - | 0.8289 | 82.89% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9028 | 90.28% |
| Carcinogenicity (trinary) | Danger | 0.5269 | 52.69% |
| Eye corrosion | - | 0.9539 | 95.39% |
| Eye irritation | - | 0.9400 | 94.00% |
| Skin irritation | - | 0.6590 | 65.90% |
| Skin corrosion | - | 0.9426 | 94.26% |
| Ames mutagenesis | - | 0.6200 | 62.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6960 | 69.60% |
| Micronuclear | + | 0.5600 | 56.00% |
| Hepatotoxicity | + | 0.6657 | 66.57% |
| skin sensitisation | - | 0.7952 | 79.52% |
| Respiratory toxicity | + | 0.6889 | 68.89% |
| Reproductive toxicity | + | 0.5444 | 54.44% |
| Mitochondrial toxicity | - | 0.5375 | 53.75% |
| Nephrotoxicity | + | 0.5452 | 54.52% |
| Acute Oral Toxicity (c) | III | 0.5241 | 52.41% |
| Estrogen receptor binding | + | 0.7927 | 79.27% |
| Androgen receptor binding | + | 0.6924 | 69.24% |
| Thyroid receptor binding | + | 0.7010 | 70.10% |
| Glucocorticoid receptor binding | + | 0.6826 | 68.26% |
| Aromatase binding | + | 0.6493 | 64.93% |
| PPAR gamma | + | 0.6798 | 67.98% |
| Honey bee toxicity | - | 0.8160 | 81.60% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | - | 0.5400 | 54.00% |
| Fish aquatic toxicity | + | 0.6960 | 69.60% |
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 |
|---|---|---|---|---|
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 97.95% | 94.45% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 94.88% | 91.11% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 89.91% | 83.82% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 86.57% | 91.24% |
| CHEMBL2581 | P07339 | Cathepsin D | 85.87% | 98.95% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 85.85% | 99.23% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 85.41% | 86.33% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 85.34% | 91.07% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 84.65% | 96.09% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 84.15% | 95.56% |
| CHEMBL3830 | Q2M2I8 | Adaptor-associated kinase | 83.90% | 83.10% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 83.67% | 94.73% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 83.62% | 89.00% |
| CHEMBL4224 | P49759 | Dual specificty protein kinase CLK1 | 81.92% | 85.30% |
| CHEMBL4481 | P35228 | Nitric oxide synthase, inducible | 81.65% | 94.80% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 81.14% | 91.19% |
| CHEMBL2964 | P36507 | Dual specificity mitogen-activated protein kinase kinase 2 | 80.64% | 80.00% |
| CHEMBL5028 | O14672 | ADAM10 | 80.50% | 97.50% |
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 | 139587618 |
| LOTUS | LTS0107082 |
| wikiData | Q77570419 |