(3R)-5-hydroxy-1',7-bis(3-methylbut-3-en-1-ynyl)-2,3',5'-trioxospiro[1-benzofuran-3,4'-cyclopentene]-4-carbaldehyde
| Internal ID | 62cce65d-42bd-4a72-b0b3-5a6552045254 |
| Taxonomy | Organoheterocyclic compounds > Benzofurans |
| IUPAC Name | (3R)-5-hydroxy-1',7-bis(3-methylbut-3-en-1-ynyl)-2,3',5'-trioxospiro[1-benzofuran-3,4'-cyclopentene]-4-carbaldehyde |
| SMILES (Canonical) | CC(=C)C#CC1=CC(=C(C2=C1OC(=O)C23C(=O)C=C(C3=O)C#CC(=C)C)C=O)O |
| SMILES (Isomeric) | CC(=C)C#CC1=CC(=C(C2=C1OC(=O)[C@@]23C(=O)C=C(C3=O)C#CC(=C)C)C=O)O |
| InChI | InChI=1S/C23H14O6/c1-12(2)5-7-14-9-17(25)16(11-24)19-20(14)29-22(28)23(19)18(26)10-15(21(23)27)8-6-13(3)4/h9-11,25H,1,3H2,2,4H3/t23-/m0/s1 |
| InChI Key | VRWZTTOSMQFIQP-QHCPKHFHSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C23H14O6 |
| Molecular Weight | 386.40 g/mol |
| Exact Mass | 386.07903816 g/mol |
| Topological Polar Surface Area (TPSA) | 97.70 Ų |
| XlogP | 4.50 |
| Atomic LogP (AlogP) | 1.95 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 1 |
| There are no found synonyms. |
![2D Structure of (3R)-5-hydroxy-1',7-bis(3-methylbut-3-en-1-ynyl)-2,3',5'-trioxospiro[1-benzofuran-3,4'-cyclopentene]-4-carbaldehyde](https://plantaedb.com/storage/docs/compounds/2023/11/7b9c9bf0-85c1-11ee-9e1b-dda31c9d253c.jpg "2D Structure of (3R)-5-hydroxy-1',7-bis(3-methylbut-3-en-1-ynyl)-2,3',5'-trioxospiro[1-benzofuran-3,4'-cyclopentene]-4-carbaldehyde")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9892 | 98.92% |
| Caco-2 | - | 0.6966 | 69.66% |
| Blood Brain Barrier | + | 0.5250 | 52.50% |
| Human oral bioavailability | + | 0.6286 | 62.86% |
| Subcellular localzation | Mitochondria | 0.7268 | 72.68% |
| OATP2B1 inhibitior | - | 0.7140 | 71.40% |
| OATP1B1 inhibitior | + | 0.8170 | 81.70% |
| OATP1B3 inhibitior | + | 0.9337 | 93.37% |
| MATE1 inhibitior | - | 0.6800 | 68.00% |
| OCT2 inhibitior | - | 0.9250 | 92.50% |
| BSEP inhibitior | - | 0.8822 | 88.22% |
| P-glycoprotein inhibitior | - | 0.4893 | 48.93% |
| P-glycoprotein substrate | - | 0.7563 | 75.63% |
| CYP3A4 substrate | + | 0.5975 | 59.75% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8821 | 88.21% |
| CYP3A4 inhibition | - | 0.6090 | 60.90% |
| CYP2C9 inhibition | - | 0.5782 | 57.82% |
| CYP2C19 inhibition | - | 0.7458 | 74.58% |
| CYP2D6 inhibition | - | 0.9485 | 94.85% |
| CYP1A2 inhibition | - | 0.5107 | 51.07% |
| CYP2C8 inhibition | + | 0.5395 | 53.95% |
| CYP inhibitory promiscuity | - | 0.5866 | 58.66% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.8268 | 82.68% |
| Carcinogenicity (trinary) | Non-required | 0.4372 | 43.72% |
| Eye corrosion | - | 0.9503 | 95.03% |
| Eye irritation | - | 0.7200 | 72.00% |
| Skin irritation | - | 0.5383 | 53.83% |
| Skin corrosion | - | 0.8601 | 86.01% |
| Ames mutagenesis | + | 0.5456 | 54.56% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.7943 | 79.43% |
| Micronuclear | + | 0.7559 | 75.59% |
| Hepatotoxicity | + | 0.6355 | 63.55% |
| skin sensitisation | - | 0.5437 | 54.37% |
| Respiratory toxicity | + | 0.7000 | 70.00% |
| Reproductive toxicity | + | 0.5444 | 54.44% |
| Mitochondrial toxicity | + | 0.7125 | 71.25% |
| Nephrotoxicity | + | 0.7915 | 79.15% |
| Acute Oral Toxicity (c) | II | 0.4511 | 45.11% |
| Estrogen receptor binding | - | 0.4877 | 48.77% |
| Androgen receptor binding | + | 0.7321 | 73.21% |
| Thyroid receptor binding | + | 0.6065 | 60.65% |
| Glucocorticoid receptor binding | + | 0.6567 | 65.67% |
| Aromatase binding | - | 0.5499 | 54.99% |
| PPAR gamma | + | 0.6519 | 65.19% |
| Honey bee toxicity | - | 0.7547 | 75.47% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | - | 0.6700 | 67.00% |
| Fish aquatic toxicity | + | 0.9958 | 99.58% |
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 |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 96.34% | 91.11% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 96.20% | 95.56% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 95.03% | 93.40% |
| CHEMBL2581 | P07339 | Cathepsin D | 94.74% | 98.95% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 92.78% | 94.73% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 91.12% | 89.00% |
| CHEMBL1163101 | O75460 | Serine/threonine-protein kinase/endoribonuclease IRE1 | 90.85% | 98.11% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 90.66% | 91.49% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 88.20% | 86.33% |
| CHEMBL4481 | P35228 | Nitric oxide synthase, inducible | 87.54% | 94.80% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 82.68% | 94.45% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 81.07% | 94.75% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 80.06% | 99.23% |
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 | 11596160 |
| LOTUS | LTS0217134 |
| wikiData | Q105292023 |