6-Hydroxymetatacarboline D
| Internal ID | fb08895e-c641-46bf-89b8-26d7ed84e5f1 |
| Taxonomy | Alkaloids and derivatives > Harmala alkaloids |
| IUPAC Name | (2S)-1-[3-[3-[[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C24H26N4O8/c1-11(29)20(24(35)36)27-22(32)17-10-14-13-9-12(30)4-5-15(13)26-21(14)16(25-17)6-7-19(31)28-8-2-3-18(28)23(33)34/h4-5,9-11,18,20,26,29-30H,2-3,6-8H2,1H3,(H,27,32)(H,33,34)(H,35,36)/t11-,18+,20+/m1/s1 |
| InChI Key | HYBYPROKTWYUIQ-PEECDGGASA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C24H26N4O8 |
| Molecular Weight | 498.50 g/mol |
| Exact Mass | 498.17506380 g/mol |
| Topological Polar Surface Area (TPSA) | 193.00 Ų |
| XlogP | 0.80 |
| Atomic LogP (AlogP) | 0.99 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 6 |
| Rotatable Bonds | 8 |
| (2S)-1-(3-(3-(((1S,2R)-1-carboxy-2-hydroxypropyl)carbamoyl)-6-hydroxy-9H-pyrido(3,4-b)indol-1-yl)propanoyl)pyrrolidine-2-carboxylic acid |
| (2S)-1-[3-[3-[[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid |
| RefChem:104824 |
| CHEMBL2334878 |
| CHEBI:200042 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.5167 | 51.67% |
| Caco-2 | - | 0.9111 | 91.11% |
| Blood Brain Barrier | - | 0.7750 | 77.50% |
| Human oral bioavailability | - | 0.7143 | 71.43% |
| Subcellular localzation | Mitochondria | 0.8008 | 80.08% |
| OATP2B1 inhibitior | - | 0.8588 | 85.88% |
| OATP1B1 inhibitior | + | 0.8281 | 82.81% |
| OATP1B3 inhibitior | + | 0.9269 | 92.69% |
| MATE1 inhibitior | - | 0.9409 | 94.09% |
| OCT2 inhibitior | - | 0.7750 | 77.50% |
| BSEP inhibitior | + | 0.8820 | 88.20% |
| P-glycoprotein inhibitior | - | 0.4441 | 44.41% |
| P-glycoprotein substrate | + | 0.8175 | 81.75% |
| CYP3A4 substrate | + | 0.6707 | 67.07% |
| CYP2C9 substrate | - | 0.8021 | 80.21% |
| CYP2D6 substrate | - | 0.8310 | 83.10% |
| CYP3A4 inhibition | - | 0.9375 | 93.75% |
| CYP2C9 inhibition | - | 0.8575 | 85.75% |
| CYP2C19 inhibition | - | 0.8856 | 88.56% |
| CYP2D6 inhibition | - | 0.9164 | 91.64% |
| CYP1A2 inhibition | - | 0.9185 | 91.85% |
| CYP2C8 inhibition | + | 0.4949 | 49.49% |
| CYP inhibitory promiscuity | - | 0.7702 | 77.02% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9800 | 98.00% |
| Carcinogenicity (trinary) | Non-required | 0.6552 | 65.52% |
| Eye corrosion | - | 0.9934 | 99.34% |
| Eye irritation | - | 0.9694 | 96.94% |
| Skin irritation | - | 0.8082 | 80.82% |
| Skin corrosion | - | 0.9523 | 95.23% |
| Ames mutagenesis | - | 0.5600 | 56.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5670 | 56.70% |
| Micronuclear | + | 0.8200 | 82.00% |
| Hepatotoxicity | + | 0.6175 | 61.75% |
| skin sensitisation | - | 0.9192 | 91.92% |
| Respiratory toxicity | + | 0.8889 | 88.89% |
| Reproductive toxicity | + | 0.9222 | 92.22% |
| Mitochondrial toxicity | + | 0.8750 | 87.50% |
| Nephrotoxicity | - | 0.8866 | 88.66% |
| Acute Oral Toxicity (c) | III | 0.6286 | 62.86% |
| Estrogen receptor binding | + | 0.6222 | 62.22% |
| Androgen receptor binding | + | 0.6428 | 64.28% |
| Thyroid receptor binding | - | 0.5255 | 52.55% |
| Glucocorticoid receptor binding | - | 0.5479 | 54.79% |
| Aromatase binding | + | 0.5457 | 54.57% |
| PPAR gamma | - | 0.5388 | 53.88% |
| Honey bee toxicity | - | 0.8528 | 85.28% |
| Biodegradation | - | 0.8000 | 80.00% |
| Crustacea aquatic toxicity | - | 0.6500 | 65.00% |
| Fish aquatic toxicity | + | 0.7708 | 77.08% |
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 |
|---|---|---|---|---|
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 98.86% | 94.45% |
| CHEMBL2581 | P07339 | Cathepsin D | 98.67% | 98.95% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 98.13% | 85.14% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 97.69% | 83.82% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 96.91% | 96.09% |
| CHEMBL220 | P22303 | Acetylcholinesterase | 94.38% | 94.45% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 93.45% | 90.71% |
| CHEMBL213 | P08588 | Beta-1 adrenergic receptor | 92.10% | 95.56% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 91.90% | 91.11% |
| CHEMBL5203 | P33316 | dUTP pyrophosphatase | 91.88% | 99.18% |
| CHEMBL2107 | P61073 | C-X-C chemokine receptor type 4 | 91.25% | 93.10% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 90.50% | 97.25% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 90.33% | 90.00% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 90.11% | 99.23% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 90.09% | 99.17% |
| CHEMBL1944495 | P28065 | Proteasome subunit beta type-9 | 89.89% | 97.50% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 88.95% | 93.56% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 88.05% | 95.89% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 85.41% | 97.09% |
| CHEMBL2535 | P11166 | Glucose transporter | 85.11% | 98.75% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 85.01% | 95.56% |
| CHEMBL4073 | P09237 | Matrix metalloproteinase 7 | 82.61% | 97.56% |
| CHEMBL1795139 | Q8IU80 | Transmembrane protease serine 6 | 82.31% | 98.33% |
| CHEMBL1781 | P11387 | DNA topoisomerase I | 80.81% | 97.00% |
| CHEMBL3155 | P34969 | Serotonin 7 (5-HT7) receptor | 80.54% | 90.71% |
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 | 71578715 |
| LOTUS | LTS0048712 |
| wikiData | Q75068961 |