Keramamine C
| Internal ID | cea0dac2-d53f-4ce6-941b-ad860efcd003 |
| Taxonomy | Alkaloids and derivatives > Harmala alkaloids |
| IUPAC Name | (1R)-1-[2-[(6Z)-1-azacycloundec-6-en-1-yl]ethyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C23H33N3/c1-2-4-6-10-17-26(16-9-5-3-1)18-14-22-23-20(13-15-24-22)19-11-7-8-12-21(19)25-23/h1-2,7-8,11-12,22,24-25H,3-6,9-10,13-18H2/b2-1-/t22-/m1/s1 |
| InChI Key | DHONBOQKWNCGKC-QWSMJGIRSA-N |
| Popularity | 4 references in papers |
| Molecular Formula | C23H33N3 |
| Molecular Weight | 351.50 g/mol |
| Exact Mass | 351.267448065 g/mol |
| Topological Polar Surface Area (TPSA) | 31.10 Ų |
| XlogP | 4.50 |
| Atomic LogP (AlogP) | 4.96 |
| H-Bond Acceptor | 2 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 3 |
| (1R)-1-[2-[(6Z)-1-azacycloundec-6-en-1-yl]ethyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9728 | 97.28% |
| Caco-2 | - | 0.5202 | 52.02% |
| Blood Brain Barrier | + | 0.9000 | 90.00% |
| Human oral bioavailability | - | 0.6714 | 67.14% |
| Subcellular localzation | Mitochondria | 0.4155 | 41.55% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8804 | 88.04% |
| OATP1B3 inhibitior | + | 0.9461 | 94.61% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.5500 | 55.00% |
| BSEP inhibitior | + | 0.9718 | 97.18% |
| P-glycoprotein inhibitior | + | 0.7664 | 76.64% |
| P-glycoprotein substrate | + | 0.5243 | 52.43% |
| CYP3A4 substrate | + | 0.5986 | 59.86% |
| CYP2C9 substrate | + | 0.5852 | 58.52% |
| CYP2D6 substrate | + | 0.6443 | 64.43% |
| CYP3A4 inhibition | - | 0.7977 | 79.77% |
| CYP2C9 inhibition | - | 0.8885 | 88.85% |
| CYP2C19 inhibition | - | 0.8668 | 86.68% |
| CYP2D6 inhibition | + | 0.8466 | 84.66% |
| CYP1A2 inhibition | - | 0.5879 | 58.79% |
| CYP2C8 inhibition | - | 0.7159 | 71.59% |
| CYP inhibitory promiscuity | - | 0.5911 | 59.11% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.9800 | 98.00% |
| Carcinogenicity (trinary) | Non-required | 0.7380 | 73.80% |
| Eye corrosion | - | 0.9923 | 99.23% |
| Eye irritation | - | 0.9802 | 98.02% |
| Skin irritation | - | 0.7095 | 70.95% |
| Skin corrosion | - | 0.9344 | 93.44% |
| Ames mutagenesis | - | 0.5400 | 54.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.9276 | 92.76% |
| Micronuclear | + | 0.7400 | 74.00% |
| Hepatotoxicity | - | 0.5750 | 57.50% |
| skin sensitisation | - | 0.8764 | 87.64% |
| Respiratory toxicity | + | 0.8889 | 88.89% |
| Reproductive toxicity | + | 0.9444 | 94.44% |
| Mitochondrial toxicity | + | 0.9125 | 91.25% |
| Nephrotoxicity | - | 0.9056 | 90.56% |
| Acute Oral Toxicity (c) | III | 0.7323 | 73.23% |
| Estrogen receptor binding | + | 0.6368 | 63.68% |
| Androgen receptor binding | - | 0.5074 | 50.74% |
| Thyroid receptor binding | + | 0.5239 | 52.39% |
| Glucocorticoid receptor binding | - | 0.7300 | 73.00% |
| Aromatase binding | - | 0.6062 | 60.62% |
| PPAR gamma | + | 0.5216 | 52.16% |
| Honey bee toxicity | - | 0.8808 | 88.08% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | + | 0.6200 | 62.00% |
| Fish aquatic toxicity | + | 0.8078 | 80.78% |
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 |
|---|---|---|---|---|
| CHEMBL3155 | P34969 | Serotonin 7 (5-HT7) receptor | 95.99% | 90.71% |
| CHEMBL228 | P31645 | Serotonin transporter | 94.07% | 95.51% |
| CHEMBL2581 | P07339 | Cathepsin D | 93.89% | 98.95% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 93.73% | 96.09% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 93.57% | 93.99% |
| CHEMBL3310 | Q96DB2 | Histone deacetylase 11 | 91.74% | 88.56% |
| CHEMBL1914 | P06276 | Butyrylcholinesterase | 91.64% | 95.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 91.48% | 95.56% |
| CHEMBL240 | Q12809 | HERG | 91.11% | 89.76% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 89.90% | 91.11% |
| CHEMBL255 | P29275 | Adenosine A2b receptor | 89.81% | 98.59% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 89.30% | 90.08% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 89.21% | 97.09% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 88.55% | 97.25% |
| CHEMBL238 | Q01959 | Dopamine transporter | 85.87% | 95.88% |
| CHEMBL3476 | O15111 | Inhibitor of nuclear factor kappa B kinase alpha subunit | 84.03% | 95.83% |
| CHEMBL3105 | P09874 | Poly [ADP-ribose] polymerase-1 | 82.60% | 93.90% |
| CHEMBL3902 | P09211 | Glutathione S-transferase Pi | 82.54% | 93.81% |
| CHEMBL2096618 | P11274 | Bcr/Abl fusion protein | 82.35% | 85.83% |
| CHEMBL3227 | P41594 | Metabotropic glutamate receptor 5 | 81.95% | 96.42% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 81.40% | 90.00% |
| CHEMBL2140 | P48775 | Tryptophan 2,3-dioxygenase | 81.12% | 98.46% |
| CHEMBL2693 | Q9UIQ6 | Cystinyl aminopeptidase | 81.04% | 97.64% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 80.89% | 91.71% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 80.51% | 94.45% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 80.27% | 93.40% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 80.20% | 95.89% |
| CHEMBL5805 | Q9NR97 | Toll-like receptor 8 | 80.17% | 96.25% |
| CHEMBL2095226 | P05556 | Integrin alpha-5/beta-1 | 80.09% | 96.39% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 71523874 |
| LOTUS | LTS0127187 |
| wikiData | Q104389475 |