8Alpha-hydroxy-alpha-ergokryptine
| Internal ID | 23416918-b080-4cff-a7b4-b3d05e46fec5 |
| Taxonomy | Alkaloids and derivatives > Ergoline and derivatives > Lysergic acids and derivatives > Ergopeptines |
| IUPAC Name | (6aR,9S)-9-hydroxy-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-4,6,6a,8-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C32H41N5O6/c1-17(2)12-24-27(38)36-11-7-10-25(36)32(42)37(24)29(40)31(43-32,18(3)4)34-28(39)30(41)14-21-20-8-6-9-22-26(20)19(15-33-22)13-23(21)35(5)16-30/h6,8-9,14-15,17-18,23-25,33,41-42H,7,10-13,16H2,1-5H3,(H,34,39)/t23-,24+,25+,30+,31-,32+/m1/s1 |
| InChI Key | OWMJDWNRTCJHGS-NTDBBRRHSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C32H41N5O6 |
| Molecular Weight | 591.70 g/mol |
| Exact Mass | 591.30568404 g/mol |
| Topological Polar Surface Area (TPSA) | 138.00 Ų |
| XlogP | 2.00 |
| Atomic LogP (AlogP) | 1.55 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 4 |
| Rotatable Bonds | 5 |
| (6aR,9S)-9-hydroxy-N-((1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo(7.3.0.02,6)dodecan-4-yl)-7-methyl-4,6,6a,8-tetrahydroindolo(4,3-fg)quinoline-9-carboxamide |
| (6aR,9S)-9-hydroxy-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-4,6,6a,8-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide |
| RefChem:107381 |
| CHEBI:199949 |
| (6aR,9S)-9-hydroxy-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-4,6,6a,8-tetrahydroindolo[4,3-g]quinoline-9-carboxamide |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9577 | 95.77% |
| Caco-2 | - | 0.8220 | 82.20% |
| Blood Brain Barrier | - | 0.9500 | 95.00% |
| Human oral bioavailability | - | 0.9000 | 90.00% |
| Subcellular localzation | Mitochondria | 0.3083 | 30.83% |
| OATP2B1 inhibitior | - | 0.5664 | 56.64% |
| OATP1B1 inhibitior | + | 0.8430 | 84.30% |
| OATP1B3 inhibitior | + | 0.9191 | 91.91% |
| MATE1 inhibitior | + | 0.7136 | 71.36% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | + | 0.9050 | 90.50% |
| P-glycoprotein inhibitior | + | 0.8925 | 89.25% |
| P-glycoprotein substrate | + | 0.7529 | 75.29% |
| CYP3A4 substrate | + | 0.7654 | 76.54% |
| CYP2C9 substrate | - | 0.8529 | 85.29% |
| CYP2D6 substrate | - | 0.7702 | 77.02% |
| CYP3A4 inhibition | + | 0.5468 | 54.68% |
| CYP2C9 inhibition | - | 0.9009 | 90.09% |
| CYP2C19 inhibition | - | 0.8227 | 82.27% |
| CYP2D6 inhibition | - | 0.9326 | 93.26% |
| CYP1A2 inhibition | + | 0.6553 | 65.53% |
| CYP2C8 inhibition | + | 0.5969 | 59.69% |
| CYP inhibitory promiscuity | - | 0.8894 | 88.94% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.9500 | 95.00% |
| Carcinogenicity (trinary) | Non-required | 0.4554 | 45.54% |
| Eye corrosion | - | 0.9871 | 98.71% |
| Eye irritation | - | 0.9442 | 94.42% |
| Skin irritation | - | 0.7467 | 74.67% |
| Skin corrosion | - | 0.9225 | 92.25% |
| Ames mutagenesis | - | 0.7600 | 76.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6555 | 65.55% |
| Micronuclear | + | 0.8800 | 88.00% |
| Hepatotoxicity | - | 0.7286 | 72.86% |
| skin sensitisation | - | 0.8589 | 85.89% |
| Respiratory toxicity | + | 0.9444 | 94.44% |
| Reproductive toxicity | + | 0.9889 | 98.89% |
| Mitochondrial toxicity | + | 0.9875 | 98.75% |
| Nephrotoxicity | - | 0.6926 | 69.26% |
| Acute Oral Toxicity (c) | III | 0.5781 | 57.81% |
| Estrogen receptor binding | + | 0.8303 | 83.03% |
| Androgen receptor binding | + | 0.7691 | 76.91% |
| Thyroid receptor binding | + | 0.5738 | 57.38% |
| Glucocorticoid receptor binding | + | 0.7362 | 73.62% |
| Aromatase binding | + | 0.7953 | 79.53% |
| PPAR gamma | + | 0.8084 | 80.84% |
| Honey bee toxicity | - | 0.7579 | 75.79% |
| Biodegradation | - | 0.9000 | 90.00% |
| Crustacea aquatic toxicity | + | 0.5150 | 51.50% |
| Fish aquatic toxicity | + | 0.9758 | 97.58% |
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 |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 99.89% | 98.95% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 97.27% | 91.49% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.04% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 96.55% | 91.11% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 96.47% | 97.25% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 96.22% | 95.89% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 94.62% | 93.03% |
| CHEMBL3524 | P56524 | Histone deacetylase 4 | 94.40% | 92.97% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 94.13% | 85.14% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 92.89% | 95.56% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 90.88% | 94.00% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 90.67% | 97.09% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 89.00% | 90.08% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 88.87% | 89.00% |
| CHEMBL217 | P14416 | Dopamine D2 receptor | 88.70% | 95.62% |
| CHEMBL5203 | P33316 | dUTP pyrophosphatase | 88.08% | 99.18% |
| CHEMBL4051 | P13569 | Cystic fibrosis transmembrane conductance regulator | 85.69% | 95.71% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 85.57% | 94.45% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 85.08% | 93.56% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 84.90% | 90.00% |
| CHEMBL4026 | P40763 | Signal transducer and activator of transcription 3 | 84.85% | 82.69% |
| CHEMBL3437 | Q16853 | Amine oxidase, copper containing | 83.94% | 94.00% |
| CHEMBL3351 | Q13085 | Acetyl-CoA carboxylase 1 | 83.89% | 93.04% |
| CHEMBL3430907 | Q96GD4 | Aurora kinase B/Inner centromere protein | 83.75% | 97.50% |
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 83.42% | 96.77% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 81.79% | 99.23% |
| CHEMBL2693 | Q9UIQ6 | Cystinyl aminopeptidase | 81.50% | 97.64% |
| CHEMBL3392948 | Q9NP59 | Solute carrier family 40 member 1 | 81.48% | 95.00% |
| CHEMBL5747 | Q92793 | CREB-binding protein | 81.38% | 95.12% |
| CHEMBL2553 | Q15418 | Ribosomal protein S6 kinase alpha 1 | 81.08% | 85.11% |
| CHEMBL2096618 | P11274 | Bcr/Abl fusion protein | 81.05% | 85.83% |
| CHEMBL2094135 | Q96BI3 | Gamma-secretase | 81.05% | 98.05% |
| CHEMBL2563 | Q9UQL6 | Histone deacetylase 5 | 81.02% | 89.67% |
| CHEMBL1902 | P62942 | FK506-binding protein 1A | 80.85% | 97.05% |
| CHEMBL2095226 | P05556 | Integrin alpha-5/beta-1 | 80.53% | 96.39% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 102062199 |
| LOTUS | LTS0158108 |
| wikiData | Q75068592 |