Scopoletin
| Internal ID | dee3d7b2-ca05-4b27-9c22-3751d2a56e8e |
| Taxonomy | Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins |
| IUPAC Name | 7-hydroxy-6-methoxychromen-2-one |
| SMILES (Canonical) | COC1=C(C=C2C(=C1)C=CC(=O)O2)O |
| SMILES (Isomeric) | COC1=C(C=C2C(=C1)C=CC(=O)O2)O |
| InChI | InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3 |
| InChI Key | RODXRVNMMDRFIK-UHFFFAOYSA-N |
| Popularity | 2,820 references in papers |
| Molecular Formula | C10H8O4 |
| Molecular Weight | 192.17 g/mol |
| Exact Mass | 192.04225873 g/mol |
| Topological Polar Surface Area (TPSA) | 55.80 Ų |
| XlogP | 1.50 |
| Atomic LogP (AlogP) | 1.51 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 1 |
| 92-61-5 |
| Gelseminic acid |
| 7-Hydroxy-6-methoxy-2H-chromen-2-one |
| 6-Methylesculetin |
| Chrysatropic acid |
| Murrayetin |
| Scopoletine |
| Scopoletol |
| 7-Hydroxy-6-methoxycoumarin |
| Escopoletin |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9730 | 97.30% |
| Caco-2 | + | 0.6688 | 66.88% |
| Blood Brain Barrier | - | 0.8000 | 80.00% |
| Human oral bioavailability | + | 0.7000 | 70.00% |
| Subcellular localzation | Mitochondria | 0.6806 | 68.06% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9413 | 94.13% |
| OATP1B3 inhibitior | + | 0.9915 | 99.15% |
| MATE1 inhibitior | - | 0.8200 | 82.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | - | 0.8769 | 87.69% |
| P-glycoprotein inhibitior | - | 0.9525 | 95.25% |
| P-glycoprotein substrate | - | 0.9229 | 92.29% |
| CYP3A4 substrate | - | 0.6368 | 63.68% |
| CYP2C9 substrate | - | 0.8431 | 84.31% |
| CYP2D6 substrate | - | 0.8139 | 81.39% |
| CYP3A4 inhibition | - | 0.7933 | 79.33% |
| CYP2C9 inhibition | - | 0.9071 | 90.71% |
| CYP2C19 inhibition | - | 0.7862 | 78.62% |
| CYP2D6 inhibition | - | 0.9230 | 92.30% |
| CYP1A2 inhibition | + | 0.9106 | 91.06% |
| CYP2C8 inhibition | - | 0.7417 | 74.17% |
| CYP inhibitory promiscuity | - | 0.6876 | 68.76% |
| UGT catelyzed | + | 0.9000 | 90.00% |
| Carcinogenicity (binary) | - | 0.9900 | 99.00% |
| Carcinogenicity (trinary) | Non-required | 0.5260 | 52.60% |
| Eye corrosion | - | 0.9431 | 94.31% |
| Eye irritation | + | 0.9865 | 98.65% |
| Skin irritation | + | 0.4950 | 49.50% |
| Skin corrosion | - | 0.9810 | 98.10% |
| Ames mutagenesis | - | 0.6800 | 68.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.7763 | 77.63% |
| Micronuclear | + | 0.9059 | 90.59% |
| Hepatotoxicity | - | 0.8875 | 88.75% |
| skin sensitisation | - | 0.9369 | 93.69% |
| Respiratory toxicity | - | 0.7333 | 73.33% |
| Reproductive toxicity | + | 0.8667 | 86.67% |
| Mitochondrial toxicity | + | 0.6625 | 66.25% |
| Nephrotoxicity | - | 0.6123 | 61.23% |
| Acute Oral Toxicity (c) | III | 0.8059 | 80.59% |
| Estrogen receptor binding | + | 0.7114 | 71.14% |
| Androgen receptor binding | - | 0.5940 | 59.40% |
| Thyroid receptor binding | - | 0.7361 | 73.61% |
| Glucocorticoid receptor binding | + | 0.5419 | 54.19% |
| Aromatase binding | - | 0.5000 | 50.00% |
| PPAR gamma | - | 0.5189 | 51.89% |
| Honey bee toxicity | - | 0.9432 | 94.32% |
| Biodegradation | - | 0.5000 | 50.00% |
| Crustacea aquatic toxicity | - | 0.5749 | 57.49% |
| Fish aquatic toxicity | + | 0.8914 | 89.14% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL1293255 | P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD+] |
12589.3 nM 22387.2 nM 3548.1 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
| CHEMBL3577 | P00352 | Aldehyde dehydrogenase 1A1 |
3548.1 nM 3162.3 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL2524 | P06280 | Alpha-galactosidase A |
35481.3 nM 44668.4 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293236 | P46063 | ATP-dependent DNA helicase Q1 |
31622.8 nM |
Potency |
via CMAUP
|
| CHEMBL261 | P00915 | Carbonic anhydrase I |
10560 nM |
Ki |
PMID: 22892213
|
| CHEMBL3594 | Q16790 | Carbonic anhydrase IX |
960 nM 960 nM |
Ki Ki |
via Super-PRED
PMID: 22892213 |
| CHEMBL2326 | P43166 | Carbonic anhydrase VII |
8710 nM |
Ki |
PMID: 22892213
|
| CHEMBL3242 | O43570 | Carbonic anhydrase XII |
4050 nM |
Ki |
PMID: 22892213
|
| CHEMBL3912 | Q8N1Q1 | Carbonic anhydrase XIII |
17800 nM |
Ki |
PMID: 22892213
|
| CHEMBL4801 | P29466 | Caspase-1 |
3981.1 nM 5011.9 nM 1995.3 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
| CHEMBL3468 | P55210 | Caspase-7 |
1258.9 nM 5011.9 nM 3981.1 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
| CHEMBL3356 | P05177 | Cytochrome P450 1A2 |
5011.87 nM |
AC50 |
via CMAUP
|
| CHEMBL4159 | Q99714 | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein |
5011.9 nM 6309.6 nM 3162.3 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
| CHEMBL1741189 | P55789 | FAD-linked sulfhydryl oxidase ALR |
4403 nM |
AC50 |
via CMAUP
|
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha |
12589.3 nM 12589.3 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293226 | B2RXH2 | Lysine-specific demethylase 4D-like |
28183.8 nM 631 nM 631 nM |
Potency Potency Potency |
via CMAUP
via Super-PRED via CMAUP |
| CHEMBL2608 | P10253 | Lysosomal alpha-glucosidase |
35481.3 nM 44668.4 nM |
Potency Potency |
via CMAUP
via CMAUP |
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 96.87% | 91.11% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 94.64% | 94.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 90.26% | 95.56% |
| CHEMBL2581 | P07339 | Cathepsin D | 88.85% | 98.95% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 85.10% | 99.23% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 84.91% | 86.33% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 84.56% | 90.71% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 82.44% | 99.17% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 81.96% | 90.00% |
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.
To see more specific details click the taxa you are interested in.
| PubChem | 5280460 |
| NPASS | NPC76336 |
| ChEMBL | CHEMBL71851 |
| LOTUS | LTS0193112 |
| wikiData | Q2472366 |