O-Methylakuammine
| Internal ID | 3863f93f-5e41-4a53-a2e8-c335975e3a6a |
| Taxonomy | Alkaloids and derivatives > Corynanthean-type alkaloids |
| IUPAC Name | methyl (1S,9S,14E,15S,16R,19S)-14-ethylidene-6-methoxy-2-methyl-18-oxa-2,12-diazahexacyclo[13.3.2.01,9.03,8.09,16.012,19]icosa-3(8),4,6-triene-16-carboxylate |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C23H28N2O4/c1-5-14-12-25-9-8-22-17-10-15(27-3)6-7-18(17)24(2)23(22)19(25)11-16(14)21(22,13-29-23)20(26)28-4/h5-7,10,16,19H,8-9,11-13H2,1-4H3/b14-5-/t16-,19-,21-,22-,23+/m0/s1 |
| InChI Key | GZMZLMNWBHZXGD-PEILEPMMSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C23H28N2O4 |
| Molecular Weight | 396.50 g/mol |
| Exact Mass | 396.20490738 g/mol |
| Topological Polar Surface Area (TPSA) | 51.20 Ų |
| XlogP | 1.80 |
| Atomic LogP (AlogP) | 2.32 |
| H-Bond Acceptor | 6 |
| H-Bond Donor | 0 |
| Rotatable Bonds | 2 |
| O-Methylvincamajoridine |
| (-)-O-Methylakuammine |
| Akuammine methyl ether [MI] |
| UNII-MKJ05C90DS |
| MKJ05C90DS |
| 36101-52-7 |
| 2H,12H-12a,2,7a-(Epoxyethanylylidene)indolo(2,3-a)quinolizine-15-carboxylic acid, 3-ethylidene-1,3,4,6,7,12b-hexahydro-9-methoxy-12-methyl-, methyl ester, (2S-(2alpha,3E,7aalpha,12aalpha,12bbeta,15S*))- |
| Q27284083 |
| 2H,12H-12A,2,7A-(EPOXYETHANYLYLIDENE)INDOLO(2,3-A)QUINOLIZINE-15-CARBOXYLIC ACID, 3-ETHYLIDENE-1,3,4,6,7,12B-HEXAHYDRO-9-METHOXY-12-METHYL-, METHYL ESTER, (2S-(2.ALPHA.,3E,7A.ALPHA.,12A.ALPHA.,12B.BETA.,15S*))- |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9537 | 95.37% |
| Caco-2 | + | 0.7780 | 77.80% |
| Blood Brain Barrier | + | 0.8250 | 82.50% |
| Human oral bioavailability | - | 0.6286 | 62.86% |
| Subcellular localzation | Mitochondria | 0.4023 | 40.23% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8496 | 84.96% |
| OATP1B3 inhibitior | + | 0.9382 | 93.82% |
| MATE1 inhibitior | - | 0.8800 | 88.00% |
| OCT2 inhibitior | - | 0.7500 | 75.00% |
| BSEP inhibitior | + | 0.7096 | 70.96% |
| P-glycoprotein inhibitior | + | 0.6469 | 64.69% |
| P-glycoprotein substrate | + | 0.6914 | 69.14% |
| CYP3A4 substrate | + | 0.6893 | 68.93% |
| CYP2C9 substrate | - | 0.7752 | 77.52% |
| CYP2D6 substrate | + | 0.4491 | 44.91% |
| CYP3A4 inhibition | - | 0.5256 | 52.56% |
| CYP2C9 inhibition | - | 0.7808 | 78.08% |
| CYP2C19 inhibition | - | 0.7759 | 77.59% |
| CYP2D6 inhibition | - | 0.8548 | 85.48% |
| CYP1A2 inhibition | - | 0.6971 | 69.71% |
| CYP2C8 inhibition | + | 0.4483 | 44.83% |
| CYP inhibitory promiscuity | - | 0.6492 | 64.92% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.9300 | 93.00% |
| Carcinogenicity (trinary) | Non-required | 0.6234 | 62.34% |
| Eye corrosion | - | 0.9852 | 98.52% |
| Eye irritation | - | 0.9643 | 96.43% |
| Skin irritation | - | 0.7901 | 79.01% |
| Skin corrosion | - | 0.9362 | 93.62% |
| Ames mutagenesis | - | 0.6300 | 63.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7513 | 75.13% |
| Micronuclear | + | 0.6300 | 63.00% |
| Hepatotoxicity | - | 0.5447 | 54.47% |
| skin sensitisation | - | 0.8543 | 85.43% |
| Respiratory toxicity | + | 0.8333 | 83.33% |
| Reproductive toxicity | + | 0.9000 | 90.00% |
| Mitochondrial toxicity | + | 0.8750 | 87.50% |
| Nephrotoxicity | - | 0.7345 | 73.45% |
| Acute Oral Toxicity (c) | III | 0.6188 | 61.88% |
| Estrogen receptor binding | + | 0.8671 | 86.71% |
| Androgen receptor binding | + | 0.8018 | 80.18% |
| Thyroid receptor binding | + | 0.6750 | 67.50% |
| Glucocorticoid receptor binding | + | 0.7730 | 77.30% |
| Aromatase binding | + | 0.5740 | 57.40% |
| PPAR gamma | - | 0.5305 | 53.05% |
| Honey bee toxicity | - | 0.7640 | 76.40% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | - | 0.5500 | 55.00% |
| Fish aquatic toxicity | + | 0.9591 | 95.91% |
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 |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.58% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.73% | 91.11% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 93.39% | 90.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 92.91% | 95.56% |
| CHEMBL2581 | P07339 | Cathepsin D | 90.24% | 98.95% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 88.63% | 86.33% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 88.21% | 94.00% |
| CHEMBL5469 | Q14289 | Protein tyrosine kinase 2 beta | 85.63% | 91.03% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 84.94% | 95.93% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 84.85% | 91.19% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 84.40% | 90.71% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 83.91% | 91.07% |
| CHEMBL5028 | O14672 | ADAM10 | 82.57% | 97.50% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 82.20% | 97.09% |
| CHEMBL240 | Q12809 | HERG | 82.11% | 89.76% |
| CHEMBL2243 | O00519 | Anandamide amidohydrolase | 80.77% | 97.53% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 80.59% | 95.89% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 80.27% | 95.89% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| There are no matching plants. |
| PubChem | 90478409 |
| LOTUS | LTS0035068 |
| wikiData | Q27284083 |