N-Deacetylcolchicine; (S)-form, 10-O-De-Me, N-Ac
AlkaPlorer ID: AK294456
Synonym: Colchiceine, 10-Demethylcolchicine
IUPAC Name: N-(10-hydroxy-1,2,3-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
Structure
SMILES: COC1=CC2=C(C3=CC=C(O)C(=O)C=C3C(N=C(C)O)CC2)C(OC)=C1OC
InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)
InChIKey: PRGILOMAMBLWNG-UHFFFAOYSA-N
Reference
Alkaloids of the corms of Colchicum laetum
PubChem CID: 10156
CAS: 477-27-0
LOTUS: LTS0257207
COCONUT: CNP0217517.3
Source
Properties Information
Molecule Weight: 385.4160000000002
TPSA？: 97.58
MolLogP？: 3.408900000000002
Number of H-Donors: 2
Number of H-Acceptors: 6
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bos taurus | Tubulin | ITP | 24.0 | % | 10.1021/jm00115a026 |
| Bos taurus | Tubulin | ITP | 50.0 | % | 10.1021/jm00115a026 |
| Bos taurus | Tubulin | ITP | nan | None | 10.1021/jm00115a026 |
| Homo sapiens | Ataxin-2 | Potency | 7943.3 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 888.6 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 997.0 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 1834.9 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 18348.9 | nM | None |
| Homo sapiens | BJ | EC50 | 120.0 | nM | None |
| Homo sapiens | BJ | EC50 | 126.0 | nM | None |
| Homo sapiens | Cellular tumor antigen p53 | Potency | 10000.0 | nM | None |
| Homo sapiens | DNA-(apurinic or apyrimidinic site) lyase | Potency | 1.6 | nM | None |
| Homo sapiens | DNA dC->dU-editing enzyme APOBEC-3G | Potency | 1000.0 | nM | None |
| Homo sapiens | DNA polymerase iota | Potency | 89125.1 | nM | None |
| Homo sapiens | Geminin | Potency | 1636.0 | nM | None |
| Homo sapiens | Geminin | Potency | 1835.6 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 5.2 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 31622.8 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 5011.9 | nM | None |
| Homo sapiens | Muscleblind-like protein 1 | Potency | 14125.4 | nM | None |
| Homo sapiens | Nuclear factor erythroid 2-related factor 2 | Potency | 410.9 | nM | None |
| Homo sapiens | Prelamin-A/C | Potency | 891.3 | nM | None |
| Homo sapiens | Sphingomyelin phosphodiesterase | Potency | 25118.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 25.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 65.1 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 2909.3 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 5804.8 | nM | None |
| Mus musculus | J774 | ED50 | 50.0 | uM | 10.1021/jm00115a026 |
| Mus musculus | J774 | ED50 | 100.0 | uM | 10.1021/jm00115a026 |
| Mus musculus | J774.2 | ED50 | 3.1 | uM | 10.1021/jm00115a026 |
| Mus musculus | P388 | ED50 | 1.2 | uM | 10.1021/jm00115a026 |
| Mus musculus | P388 | ED50 | 10.0 | uM | 10.1021/jm00115a026 |
| None | ADMET | tR | nan | None | 10.1021/jm00115a026 |
| None | No relevant target | LogP | 1.2 | None | 10.1021/jm00115a026 |
| None | Unchecked | EC50 | 120.0 | nM | None |
| None | Unchecked | IC50 | 120.86 | nM | None |
| None | Unchecked | Potency | 41.1 | nM | None |
| None | Unchecked | Potency | 231.1 | nM | None |
| None | Unchecked | Potency | 461.1 | nM | None |
| None | Unchecked | Potency | 1000.0 | nM | None |
| None | Unchecked | Potency | 1122.0 | nM | None |
| None | Unchecked | Potency | 4466.8 | nM | None |
| None | Unchecked | Potency | 6309.6 | nM | None |
| None | Unchecked | Potency | 7943.3 | nM | None |