TMCA
AlkaPlorer ID: AK009687
Synonym: 'MLS002702986', 'COLCHICINE, N-DEACETYL-,L-TARTRATE(1:1), HYDRATE', 'Desacetylcolchicine d-tartrate', 'NCI 1136', 'Colchicine, deacetyl-, L-tartrate', 'TRIMETHYLCOLCHICINIC ACID', 'Trimethylcolchicinic acid, methyl ether, L-tartrate', 'TMCA', 'SKF 250', 'MLS000766202', 'SMR000528836', 'Desacetylcolchicine D-tartrate', 'MLSMR', 'SMR001566795'
IUPAC Name: (7S)-7-amino-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one
Structure
SMILES: COC1=C(OC)C(OC)=C2C(=C1)CC[C@H](N)C1=CC(=O)C(OC)=CC=C12
InChI: InChI=1S/C20H23NO5/c1-23-16-8-6-12-13(10-15(16)22)14(21)7-5-11-9-17(24-2)19(25-3)20(26-4)18(11)12/h6,8-10,14H,5,7,21H2,1-4H3/t14-/m0/s1
InChIKey: HFPMXDMZJUJZBX-AWEZNQCLSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Apis cerana | Apis | Apidae | Hymenoptera | Insecta | Arthropoda | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 357.40600000000006
TPSA？: 80.01
MolLogP？: 2.6942000000000013
Number of H-Donors: 1
Number of H-Acceptors: 6
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bos taurus | Tubulin beta chain | IC50 | 3000.0 | nM | 10.1021/jm00164a015 |
| Homo sapiens | A549 | IC50 | 36.0 | nM | 10.1021/ml100287y |
| Homo sapiens | H9 | EC50 | 200.0 | nM | 10.1021/np50074a052 |
| Homo sapiens | HBL-100 | IC50 | 45.0 | nM | 10.1016/j.bmc.2012.05.072 |
| Homo sapiens | HT-29 | IC50 | 25.0 | nM | 10.1021/ml100287y |
| Homo sapiens | HUVEC | IC50 | 34.0 | nM | 10.1021/ml100287y |
| Homo sapiens | HUVEC | Ratio IC50 | 1.4 | None | 10.1021/ml100287y |
| Homo sapiens | Tubulin | Tubulin binding | 51.0 | % | 10.1021/jm00135a005 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | IC50 | 200.0 | nM | 10.1021/np50074a052 |
| Mus musculus | Mus musculus | Log 1/LD50 | 3.71 | None | 10.1021/jm00137a031 |
| Mus musculus | Mus musculus | Toxicity | 28.0 | mg kg-1 | 10.1021/jm00164a015 |
| Mus musculus | Mus musculus | Toxicity | 28.0 | uM kg-1 | 10.1021/jm00135a005 |
| Mus musculus | Mus musculus | Toxicity | 137.0 | uM kg-1 | 10.1021/jm00135a005 |
| Mus musculus | P388 | Log 1/C | 4.69 | None | 10.1021/jm00135a004 |
| Mus musculus | P388 | Potency | nan | None | 10.1021/jm00135a005 |
| None | No relevant target | LogP | 1.1 | None | 10.1021/jm00135a004 |
| None | No relevant target | LogP | 1.1 | None | 10.1021/jm00137a031 |
| None | Unchecked | IC50 | 3000.0 | nM | 10.1021/np50070a044 |
| None | Unchecked | INH | 0.17 | mole fraction | 10.1016/j.bmc.2012.05.072 |