Isorauhimbine
| Internal ID | 7af1110f-8052-47ab-bef9-7341b6397edf |
| Taxonomy | Alkaloids and derivatives > Yohimbine alkaloids |
| IUPAC Name | methyl (1R,15S,18S,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate |
| SMILES (Canonical) | COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O |
| SMILES (Isomeric) | COC(=O)[C@@H]1[C@H](CC[C@H]2[C@@H]1C[C@@H]3C4=C(CCN3C2)C5=CC=CC=C5N4)O |
| InChI | InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15+,17-,18+,19+/m1/s1 |
| InChI Key | BLGXFZZNTVWLAY-RIEHRDFOSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C21H26N2O3 |
| Molecular Weight | 354.40 g/mol |
| Exact Mass | 354.19434270 g/mol |
| Topological Polar Surface Area (TPSA) | 65.60 Ų |
| XlogP | 2.90 |
| 3-Epiisoyohimbine |
| 483-09-0 |
| 3-epi-alpha-Yohimbine |
| methyl (1R,15S,18S,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate |
| Isorauhimbin |
| Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (3beta,16beta,17alpha,20alpha)- |
| 3-Epirauwolscine; 3-epi-Rauwolscine |
| CHEMBL465600 |
| SCHEMBL20139010 |
| AKOS032962168 |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| No predicted properties yet! | |||
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL229 | P35348 | Alpha-1a adrenergic receptor |
29 nM |
Ki |
via Super-PRED
|
| CHEMBL232 | P35368 | Alpha-1b adrenergic receptor |
7.2 nM 517 nM |
Ki Ki |
via Super-PRED
via Super-PRED |
| CHEMBL223 | P25100 | Alpha-1d adrenergic receptor |
1.6 nM 253 nM 3.5 nM |
Ki Ki Ki |
via Super-PRED
via Super-PRED via Super-PRED |
| CHEMBL1867 | P08913 | Alpha-2a adrenergic receptor |
0.42 nM |
Ki |
via Super-PRED
|
| CHEMBL1942 | P18089 | Alpha-2b adrenergic receptor |
1.16 nM |
Ki |
via Super-PRED
|
| CHEMBL1916 | P18825 | Alpha-2c adrenergic receptor |
16 nM 0.5 nM |
IC50 Ki |
via Super-PRED
via Super-PRED |
| CHEMBL1293235 | P02545 | Prelamin-A/C |
89.1 nM |
Potency |
via Super-PRED
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.57% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 98.19% | 91.11% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 95.93% | 85.14% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 95.05% | 95.56% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 93.87% | 94.45% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 91.92% | 97.09% |
| CHEMBL2581 | P07339 | Cathepsin D | 91.35% | 98.95% |
| CHEMBL1914 | P06276 | Butyrylcholinesterase | 90.98% | 95.00% |
| CHEMBL2535 | P11166 | Glucose transporter | 88.62% | 98.75% |
| CHEMBL228 | P31645 | Serotonin transporter | 88.51% | 95.51% |
| CHEMBL5028 | O14672 | ADAM10 | 86.11% | 97.50% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 84.35% | 83.82% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 81.97% | 99.23% |
| CHEMBL1821 | P08173 | Muscarinic acetylcholine receptor M4 | 80.04% | 94.08% |
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.
To see more specific details click the taxa you are interested in.
| Rauvolfia serpentina |
| Rauvolfia sprucei |
| PubChem | 6452110 |
| LOTUS | LTS0050225 |
| wikiData | Q104393944 |