3-[2-(methylamino)ethyl]-1H-indol-4-ol
| Internal ID | 6a7cdbe3-7348-41d5-982d-2f03d3188e9d |
| Taxonomy | Organoheterocyclic compounds > Indoles and derivatives > Tryptamines and derivatives |
| IUPAC Name | 3-[2-(methylamino)ethyl]-1H-indol-4-ol |
| SMILES (Canonical) | CNCCC1=CNC2=C1C(=CC=C2)O |
| SMILES (Isomeric) | CNCCC1=CNC2=C1C(=CC=C2)O |
| InChI | InChI=1S/C11H14N2O/c1-12-6-5-8-7-13-9-3-2-4-10(14)11(8)9/h2-4,7,12-14H,5-6H2,1H3 |
| InChI Key | MTJOWJUQGYWRHT-UHFFFAOYSA-N |
| Popularity | 3 references in papers |
| Molecular Formula | C11H14N2O |
| Molecular Weight | 190.24 g/mol |
| Exact Mass | 190.110613074 g/mol |
| Topological Polar Surface Area (TPSA) | 48.00 Ų |
| XlogP | 1.60 |
| Atomic LogP (AlogP) | 1.64 |
| H-Bond Acceptor | 2 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 3 |
| Norpsilocin |
| 28363-70-4 |
| 4-Hydroxy-N-methyltryptamine |
| CHEMBL4648350 |
| TL6QDJ5TMQ |
| N-Methyl-4-hydroxytryptamine |
| SCHEMBL12352648 |
| DTXSID901336988 |
| BDBM50538100 |
| AKOS022643481 |
| There are more than 10 synonyms. If you wish to see them all click here. |
![2D Structure of 3-[2-(methylamino)ethyl]-1H-indol-4-ol](https://plantaedb.com/storage/docs/compounds/2023/11/3-2-methylaminoethyl-1h-indol-4-ol.jpg "2D Structure of 3-[2-(methylamino)ethyl]-1H-indol-4-ol")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9947 | 99.47% |
| Caco-2 | + | 0.8369 | 83.69% |
| Blood Brain Barrier | + | 0.8250 | 82.50% |
| Human oral bioavailability | + | 0.5714 | 57.14% |
| Subcellular localzation | Mitochondria | 0.4024 | 40.24% |
| OATP2B1 inhibitior | - | 0.8640 | 86.40% |
| OATP1B1 inhibitior | + | 0.9297 | 92.97% |
| OATP1B3 inhibitior | + | 0.9474 | 94.74% |
| MATE1 inhibitior | - | 0.8800 | 88.00% |
| OCT2 inhibitior | + | 0.6000 | 60.00% |
| BSEP inhibitior | - | 0.9058 | 90.58% |
| P-glycoprotein inhibitior | - | 0.9803 | 98.03% |
| P-glycoprotein substrate | - | 0.5589 | 55.89% |
| CYP3A4 substrate | - | 0.5285 | 52.85% |
| CYP2C9 substrate | - | 0.8191 | 81.91% |
| CYP2D6 substrate | + | 0.5192 | 51.92% |
| CYP3A4 inhibition | - | 0.9268 | 92.68% |
| CYP2C9 inhibition | - | 0.9140 | 91.40% |
| CYP2C19 inhibition | - | 0.8914 | 89.14% |
| CYP2D6 inhibition | - | 0.5054 | 50.54% |
| CYP1A2 inhibition | - | 0.8135 | 81.35% |
| CYP2C8 inhibition | - | 0.7686 | 76.86% |
| CYP inhibitory promiscuity | - | 0.7201 | 72.01% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9600 | 96.00% |
| Carcinogenicity (trinary) | Non-required | 0.6927 | 69.27% |
| Eye corrosion | - | 0.9879 | 98.79% |
| Eye irritation | - | 0.5283 | 52.83% |
| Skin irritation | - | 0.6667 | 66.67% |
| Skin corrosion | - | 0.8267 | 82.67% |
| Ames mutagenesis | + | 0.6200 | 62.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5188 | 51.88% |
| Micronuclear | + | 0.5400 | 54.00% |
| Hepatotoxicity | - | 0.5500 | 55.00% |
| skin sensitisation | - | 0.8324 | 83.24% |
| Respiratory toxicity | + | 0.5889 | 58.89% |
| Reproductive toxicity | + | 0.8503 | 85.03% |
| Mitochondrial toxicity | + | 0.9125 | 91.25% |
| Nephrotoxicity | - | 0.6875 | 68.75% |
| Acute Oral Toxicity (c) | III | 0.5565 | 55.65% |
| Estrogen receptor binding | - | 0.5615 | 56.15% |
| Androgen receptor binding | - | 0.7336 | 73.36% |
| Thyroid receptor binding | - | 0.6776 | 67.76% |
| Glucocorticoid receptor binding | - | 0.7885 | 78.85% |
| Aromatase binding | - | 0.7724 | 77.24% |
| PPAR gamma | - | 0.6221 | 62.21% |
| Honey bee toxicity | - | 0.9442 | 94.42% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | - | 0.5000 | 50.00% |
| Fish aquatic toxicity | - | 0.8680 | 86.80% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL224 | P28223 | Serotonin 2a (5-HT2a) receptor |
8.318 nM |
EC50 |
via Super-PRED
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.17% | 91.11% |
| CHEMBL2581 | P07339 | Cathepsin D | 95.09% | 98.95% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 93.97% | 93.99% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 92.62% | 96.09% |
| CHEMBL222 | P23975 | Norepinephrine transporter | 87.22% | 96.06% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 86.87% | 94.75% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 86.52% | 97.79% |
| CHEMBL3959 | P16083 | Quinone reductase 2 | 85.52% | 89.49% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 85.09% | 94.73% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 84.09% | 94.45% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 83.05% | 95.56% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 82.29% | 91.49% |
| CHEMBL3310 | Q96DB2 | Histone deacetylase 11 | 82.25% | 88.56% |
| CHEMBL2041 | P07949 | Tyrosine-protein kinase receptor RET | 81.63% | 91.79% |
| CHEMBL255 | P29275 | Adenosine A2b receptor | 81.55% | 98.59% |
| CHEMBL3492 | P49721 | Proteasome Macropain subunit | 81.50% | 90.24% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 81.48% | 94.00% |
| CHEMBL308 | P06493 | Cyclin-dependent kinase 1 | 81.40% | 91.73% |
| CHEMBL2535 | P11166 | Glucose transporter | 81.20% | 98.75% |
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 | 14107683 |
| LOTUS | LTS0162285 |
| wikiData | Q104172048 |