7-hydroxy-5-[(2R,3R)-3-hydroxybutan-2-yl]-6-methyl-3-(2-methyl-4-oxo-2,3-dihydropyran-6-yl)chromen-2-one
| Internal ID | f5fa7461-1bdb-492c-95f9-909506e3cb7d |
| Taxonomy | Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins |
| IUPAC Name | 7-hydroxy-5-[(2R,3R)-3-hydroxybutan-2-yl]-6-methyl-3-(2-methyl-4-oxo-2,3-dihydropyran-6-yl)chromen-2-one |
| SMILES (Canonical) | CC1CC(=O)C=C(O1)C2=CC3=C(C=C(C(=C3C(C)C(C)O)C)O)OC2=O |
| SMILES (Isomeric) | CC1CC(=O)C=C(O1)C2=CC3=C(C=C(C(=C3[C@@H](C)[C@@H](C)O)C)O)OC2=O |
| InChI | InChI=1S/C20H22O6/c1-9-5-13(22)6-17(25-9)15-7-14-18(26-20(15)24)8-16(23)11(3)19(14)10(2)12(4)21/h6-10,12,21,23H,5H2,1-4H3/t9?,10-,12+/m0/s1 |
| InChI Key | GLPFFVIGRLDBSW-OJBNZGHXSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C20H22O6 |
| Molecular Weight | 358.40 g/mol |
| Exact Mass | 358.14163842 g/mol |
| Topological Polar Surface Area (TPSA) | 93.10 Ų |
| XlogP | 2.40 |
| Atomic LogP (AlogP) | 3.01 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 3 |
| There are no found synonyms. |
![2D Structure of 7-hydroxy-5-[(2R,3R)-3-hydroxybutan-2-yl]-6-methyl-3-(2-methyl-4-oxo-2,3-dihydropyran-6-yl)chromen-2-one](https://plantaedb.com/storage/docs/compounds/2023/11/21c403b0-8428-11ee-a80f-19541ada6d9c.jpg "2D Structure of 7-hydroxy-5-[(2R,3R)-3-hydroxybutan-2-yl]-6-methyl-3-(2-methyl-4-oxo-2,3-dihydropyran-6-yl)chromen-2-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9785 | 97.85% |
| Caco-2 | + | 0.5624 | 56.24% |
| Blood Brain Barrier | - | 0.8000 | 80.00% |
| Human oral bioavailability | + | 0.5857 | 58.57% |
| Subcellular localzation | Mitochondria | 0.7949 | 79.49% |
| OATP2B1 inhibitior | - | 0.8606 | 86.06% |
| OATP1B1 inhibitior | + | 0.8648 | 86.48% |
| OATP1B3 inhibitior | + | 0.9147 | 91.47% |
| MATE1 inhibitior | - | 0.8400 | 84.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | + | 0.6470 | 64.70% |
| P-glycoprotein inhibitior | - | 0.5887 | 58.87% |
| P-glycoprotein substrate | - | 0.5202 | 52.02% |
| CYP3A4 substrate | + | 0.5807 | 58.07% |
| CYP2C9 substrate | + | 0.8168 | 81.68% |
| CYP2D6 substrate | - | 0.8483 | 84.83% |
| CYP3A4 inhibition | - | 0.8586 | 85.86% |
| CYP2C9 inhibition | + | 0.5613 | 56.13% |
| CYP2C19 inhibition | - | 0.8383 | 83.83% |
| CYP2D6 inhibition | - | 0.9404 | 94.04% |
| CYP1A2 inhibition | - | 0.8853 | 88.53% |
| CYP2C8 inhibition | - | 0.7560 | 75.60% |
| CYP inhibitory promiscuity | - | 0.7033 | 70.33% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.9713 | 97.13% |
| Carcinogenicity (trinary) | Danger | 0.4986 | 49.86% |
| Eye corrosion | - | 0.9932 | 99.32% |
| Eye irritation | - | 0.8783 | 87.83% |
| Skin irritation | - | 0.7143 | 71.43% |
| Skin corrosion | - | 0.9568 | 95.68% |
| Ames mutagenesis | - | 0.6600 | 66.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6876 | 68.76% |
| Micronuclear | + | 0.7300 | 73.00% |
| Hepatotoxicity | + | 0.5302 | 53.02% |
| skin sensitisation | - | 0.8354 | 83.54% |
| Respiratory toxicity | + | 0.6444 | 64.44% |
| Reproductive toxicity | + | 0.8222 | 82.22% |
| Mitochondrial toxicity | + | 0.6750 | 67.50% |
| Nephrotoxicity | - | 0.8639 | 86.39% |
| Acute Oral Toxicity (c) | I | 0.3298 | 32.98% |
| Estrogen receptor binding | + | 0.6053 | 60.53% |
| Androgen receptor binding | + | 0.7861 | 78.61% |
| Thyroid receptor binding | - | 0.6012 | 60.12% |
| Glucocorticoid receptor binding | + | 0.7741 | 77.41% |
| Aromatase binding | + | 0.6255 | 62.55% |
| PPAR gamma | + | 0.6686 | 66.86% |
| Honey bee toxicity | - | 0.7990 | 79.90% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | - | 0.7300 | 73.00% |
| Fish aquatic toxicity | + | 0.9926 | 99.26% |
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 |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 97.52% | 98.95% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.20% | 91.11% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 96.53% | 91.49% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 95.63% | 89.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 93.61% | 95.56% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 91.38% | 90.71% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 90.91% | 99.23% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 90.51% | 99.15% |
| CHEMBL4302 | P08183 | P-glycoprotein 1 | 90.01% | 92.98% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 85.93% | 85.14% |
| CHEMBL5409 | Q8TDU6 | G-protein coupled bile acid receptor 1 | 84.63% | 93.65% |
| CHEMBL4803 | P29474 | Nitric-oxide synthase, endothelial | 84.53% | 86.00% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 83.11% | 100.00% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 81.95% | 97.25% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 81.89% | 94.00% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 81.63% | 83.82% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 81.24% | 96.21% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 81.20% | 90.00% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 80.91% | 93.03% |
| CHEMBL2535 | P11166 | Glucose transporter | 80.49% | 98.75% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 10570358 |
| LOTUS | LTS0221825 |
| wikiData | Q105011146 |