N-Deacetylcolchicine; (S)-form, 2-O-De-Me, N-Ac
AlkaPlorer ID: AK294455
Synonym: 2-Demethylcolchicine, 2-Desmethylcolchicine, Alkaloid L5, Alkaloid CC 6, Substance E1
IUPAC Name: N-(2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
Structure
SMILES: COC1=C(O)C(OC)=C2C(=C1)CCC(N=C(C)O)C1=CC(=O)C(OC)=CC=C12
InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(27-3)20(25)21(28-4)19(12)13-6-8-17(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)
InChIKey: DPOVAJCRYIUTBD-UHFFFAOYSA-N
Reference
Metacolchicine, a New Colchicinoid from Sandersonia aurantiaca
PubChem CID: 541033
CAS: 7336-36-9
LOTUS: LTS0202596
COCONUT: CNP0194304.2
Source
Properties Information
Molecule Weight: 385.4160000000001
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 | 15.0 | % | 10.1021/jm00115a026 |
| Bos taurus | Tubulin | ITP | 20.0 | % | 10.1021/jm00115a026 |
| Bos taurus | Tubulin | ITP | 27.0 | % | 10.1021/jm00115a026 |
| Bos taurus | Tubulin | ITP | 35.0 | % | 10.1021/jm00115a026 |
| Mus musculus | J774 | ED50 | 62.5 | uM | 10.1021/jm00115a026 |
| Mus musculus | J774 | ED50 | 140.0 | uM | 10.1021/jm00115a026 |
| Mus musculus | J774.2 | ED50 | 0.3 | uM | 10.1021/jm00115a026 |
| Mus musculus | P388 | ED50 | 0.095 | uM | 10.1021/jm00115a026 |
| Mus musculus | P388 | ED50 | 1.22 | uM | 10.1021/jm00115a026 |
| None | ADMET | tR | 3.0 | min | 10.1021/jm00115a026 |
| None | No relevant target | LogP | 0.48 | None | 10.1021/jm00115a026 |