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(-)-demecolcine
A secondary amino compound that is (S)-colchicine in which the N-acetyl group is replaced by an N-methyl group. Isolable from the autumn crocus, Colchicum autumnale, it is less toxic than colchicine and is used as an antineoplastic.


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03. Biological Effects of Specific Chemicals: pharmacological uses [CHEBI:52210] > tubulin modulator [CHEBI:60832]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 tubulin modulator [CHEBI:60832] (12) 
 microtubule-destabilising agent [CHEBI:61951] (9) 
 (-)-demecolcine [CHEBI:4393] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 (-)-demecolcine [CHEBI:4393] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 (-)-demecolcine [CHEBI:4393] (1)
 organic amino compound [CHEBI:50047] (2472) 
 secondary amino compound [CHEBI:50995] (110) 
 (-)-demecolcine [CHEBI:4393] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 (-)-demecolcine [CHEBI:4393] (1)
 organic amino compound [CHEBI:50047] (2472) 
 secondary amino compound [CHEBI:50995] (110) 
 (-)-demecolcine [CHEBI:4393] (1)
 organic amino compound [CHEBI:50047] (2472) 
 secondary amino compound [CHEBI:50995] (110) 
 (-)-demecolcine [CHEBI:4393] (1)
ChEBI Compound Accession Identifier  [CHEBI:4393]
ChEBI Compound Description  A secondary amino compound that is (S)-colchicine in which the N-acetyl group is replaced by an N-methyl group. Isolable from the autumn crocus, Colchicum autumnale, it is less toxic than colchicine and is used as an antineoplastic.
ChEBI Compound Identification Number  4393
ChEBI InChI Value  InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1
ChEBI InChIKey Value  NNJPGOLRFBJNIW-HNNXBMFYSA-N
ChEBI Compound Name  (-)-demecolcine
ChEBI SMILES Value  CN[C@H]1CCc2cc(OC)c(OC)c(OC)c2-c2ccc(OC)c(=O)cc12
ChEBI Substance ID  135610167
ChEBI URL  ChEBI:4393
ChemSpider ID  191135
Ontomatica Chemical Accession Key (OnChAKey)  NNJPGOLRFBJNIW_HNNXBMFYSA_N_000_000000
PubChem Compound ID  220401