Tubulosine; 1'-Epimer
AlkaPlorer ID: AK316897
Synonym: Isotubulosine
IUPAC Name: 1-[(3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl)methyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-6-ol
Structure
SMILES: CCC1CN2CCC3=CC(OC)=C(OC)C=C3C2CC1CC1NCCC2=C1NC1=CC=C(O)C=C21
InChI: InChI=1S/C29H37N3O3/c1-4-17-16-32-10-8-18-13-27(34-2)28(35-3)15-22(18)26(32)12-19(17)11-25-29-21(7-9-30-25)23-14-20(33)5-6-24(23)31-29/h5-6,13-15,17,19,25-26,30-31,33H,4,7-12,16H2,1-3H3
InChIKey: JRVWIILYWSBUMC-UHFFFAOYSA-N
Reference
Two <i>Alangium</i> Alkaloids from <i>Alangium </i><i>l</i><i>amarckii</i>
PubChem CID: 604599
CAS: 5610-39-9
LOTUS: LTS0026749
COCONUT: CNP0325007.3
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 475.63300000000027
TPSA？: 69.75
MolLogP？: 5.1131000000000055
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis (strain 168) | ATP-dependent Clp protease proteolytic subunit | Potency | 31622.8 | nM | None |
| Homo sapiens | Ataxin-2 | Potency | 133.7 | nM | None |
| Homo sapiens | Geminin | Potency | 819.9 | nM | None |
| Homo sapiens | Glutaminase kidney isoform, mitochondrial | Potency | 15848.9 | nM | None |
| Homo sapiens | Guanine nucleotide-binding protein G(s), subunit alpha | Potency | 7943.3 | nM | None |
| Homo sapiens | HEK293 | Potency | 501.2 | nM | None |
| Homo sapiens | HepG2 | Inhibition | 45.0 | % | 10.1038/nature09107 |
| Homo sapiens | Importin subunit beta-1/Snurportin-1 | Potency | 14125.4 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 410.9 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4A | Potency | 15848.9 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 18.4 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 36.6 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 89.1 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 4109.5 | nM | None |
| Homo sapiens | Nuclear factor erythroid 2-related factor 2 | Potency | 517.4 | nM | None |
| Homo sapiens | Paired box protein Pax-8 | AC50 | 260.0 | nM | None |
| Homo sapiens | Rac GTPase-activating protein 1 | IC50 | 70190.0 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 82.0 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 145.8 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Inhibition | 0.0 | % | 10.1038/nature09107 |
| Plasmodium falciparum | Plasmodium falciparum | Inhibition | 99.0 | % | 10.1038/nature09107 |
| Plasmodium falciparum | Plasmodium falciparum | Inhibition | 100.0 | % | 10.1038/nature09107 |
| Plasmodium falciparum | Plasmodium falciparum | XC50 | 102.9 | nM | 10.1038/nature09107 |
| Pseudomonas aeruginosa | Beta Lactamase | IC50 | 49796.0 | nM | None |
| None | NON-PROTEIN TARGET | AC50 | 75.0 | nM | None |
| None | NON-PROTEIN TARGET | AC50 | 153.0 | nM | None |
| None | NON-PROTEIN TARGET | AC50 | 601.0 | nM | None |
| None | NON-PROTEIN TARGET | CC50 | 1606.0 | nM | None |
| None | Unchecked | AC50 | 209.0 | nM | None |
| None | Unchecked | AC50 | 219.0 | nM | None |
| None | Unchecked | AC50 | 260.0 | nM | None |
| None | Unchecked | AC50 | 471.0 | nM | None |
| None | Unchecked | AC50 | 658.0 | nM | None |
| None | Unchecked | AC50 | 7260.0 | nM | None |
| None | Unchecked | AC50 | 18020.0 | nM | None |
| None | Unchecked | IC50 | 49796.0 | nM | None |
| None | Unchecked | IC50 | 100000.0 | nM | None |
| None | Unchecked | IFI | 11.11 | % | 10.1038/nature09107 |
| None | Unchecked | Potency | 183.6 | nM | None |
| None | Unchecked | Potency | 223.9 | nM | None |
| None | Unchecked | Potency | 316.2 | nM | None |
| None | Unchecked | Potency | 1032.3 | nM | None |
| None | Unchecked | Potency | 1158.2 | nM | None |
| None | Unchecked | Potency | 3981.1 | nM | None |
| None | Unchecked | Potency | 5623.4 | nM | None |