Demecolcine (BioDeep_00000395806)
Main id: BioDeep_00000003607
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C21H25NO5 (371.173264)
中文名称: 秋水仙胺, 秋水仙碱
谱图信息:
最多检出来源 Viridiplantae(plant) 14.81%
分子结构信息
SMILES: CNC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
InChI: 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
描述信息
(-)-demecolcine is 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. It has a role as an antineoplastic agent and a microtubule-destabilising agent. It is an alkaloid and a secondary amino compound.
Demecolcine is a natural product found in Colchicum arenarium, Colchicum crocifolium, and other organisms with data available.
Demecolcine is a colchicine analog with potential antimitotic and antineoplastic activities. Demecolcine acid binds to the colchicine-binding site of tubulin, inhibiting its polymerization into microtubules, causing cell cycle arrest at metaphase and preventing cell division.
An alkaloid isolated from Colchicum autumnale L. and used as an antineoplastic.
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01C - Plant alkaloids and other natural products > L01CC - Colchicine derivatives
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C273 - Antimitotic Agent
D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators
D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents
ATC code: L01CC01
Origin: Plant; SubCategory_DNP: Isoquinoline alkaloids, Phenethylisoquinoline alkaloids, Colchicine alkaloids
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.681
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.679
Colcemid (Demecolcine) is a potent mitotic inhibitor with an IC50 value of 2.4 μM for inhibition of tubulin polymerization. Colcemid (Demecolcine) can interact with tubulin dimers to induce anti-mitotic action and inhibit microtubule growth. Colcemid (Demecolcine) can be used for inflammatory disorders and cancer research[1][2].
Colcemid (Demecolcine) is a potent mitotic inhibitor with an IC50 value of 2.4 μM for inhibition of tubulin polymerization. Colcemid (Demecolcine) can interact with tubulin dimers to induce anti-mitotic action and inhibit microtubule growth. Colcemid (Demecolcine) can be used for inflammatory disorders and cancer research[1][2].
同义名列表
70 个代谢物同义名
(7S)-7-(methylamino)-1,2,3,10-tetrakis(methyloxy)-6,7-dihydrobenzo[a]heptalen-9(5H)-one; 1,2,3,10-Tetramethoxy-7-methylamino-6,7-dihydro-5H-benzo[a]heptalen-9-one (Demecolcine); Benzo[a]heptalen-9(5H)-one, 6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (S)-; Benzo(a)heptalen-9(5H)-one, 6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (S)-; Benzo[a]heptalen-9(5H)-one,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-, (S)-; (7S)-1,2,3,10-tetramethoxy-7-(methylamino)-6,7-dihydrobenzo[a]heptalen-9(5H)-one; 6,7-Dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-benzo(alpha)heptalen-9(5H)-one; (7S)-1,2,3,10-tetramethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one; (S)-1,2,3,10-Tetramethoxy-7-(methylamino)-6,7-dihydrobenzo[a]heptalen-9(5H)-one; 1,2,3,10-Tetramethoxy-7-(methylamino)-6,7-dihydrobenzo[a]heptalen-9(5H)-one #; (S)-1,2,3,10-tetramethoxy-7-methylamino-6,7-dihydro-5H-benzo[a]heptalen-9-one; 6,7-Dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-benzo(a)heptalen-9(5H)-one; Demecolcine, Hybri-Max(TM), powder, gamma-irradiated, hybridoma tested; 6,2,3,10-tetramethoxy-7-(methylamino)-benzo[.alpha.]heptalen-9(5H)-one; Demecolcine, >=98.0\\% (sum of enantiomers, HPLC); 4-Amino-furazan-3-carboxylicacidmethylamide; Colchicine, 7-deacetamido-7-(methylamino)-; Colcemid;Colchamin;Desmecolcine;Kolchamin; Colcemid, N-methyl-N-deacetyl-colchicine; Alkaloid H 3, from colchicum antumnale; Colchicine, N-deacetyl-N-methyl-; N-Methyl-N-desacetylcolchicine; N-Desacetyl-N-methylcolchicine; Colchicine, deacetyl-N-methyl-; Colchine, N-deacetyl-N-methyl; N-Methyl-N-deacetylcolchicine; N-Deacetyl-N-methylcolchicine; NNJPGOLRFBJNIW-HNNXBMFYSA-N; Deacetyl-N-methylcolchicine; N-Desacetylmethylcolchicine; Demecolcine, >=98\\% (HPLC); Demecolcine [INN:BAN:DCF]; Demecolcina [INN-Spanish]; Desacetylmethylcolchicine; Demecolcine, (+-)-Isomer; Demecolcinum [INN-Latin]; Deacetylmethylcolchicine; DEMECOLCINE [WHO-DD]; Santavys substance F; DEMECOLCINE [INN]; Kolchicin [Czech]; DEMECOLCINE [MI]; BCBcMAP01_000022; Methylcolchicine; UNII-Z01IVE25KI; (-)-Demecolcine; (-)-Colchamine; Reichsteins F; Desmecolchine; Tox21_112296; Alkaloid H 3; Demecolcinum; Desmecolcine; Demecolcina; Demicolcine; Substance F; SMP1_000076; Demecolcine; Demecolcin; Z01IVE25KI; Colchamine; Kolchamin; Colcemide; Colchamin; Kolchicin; Kolkamin; Colcemid; Omaine; Omain; LON
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:4393
- KEGG: C11250
- PubChem: 220401
- DrugBank: DB13318
- ChEMBL: CHEMBL312862
- Wikipedia: Demecolcine
- MeSH: Demecolcine
- ChemIDplus: 0000477305
- KNApSAcK: C00027138
- CAS: 477-30-5
- MoNA: NGA00564
- MoNA: NGA00563
- MoNA: NGA00562
- MoNA: NGA00561
- MoNA: CB000122
- MoNA: BML81072
- MoNA: BML81070
- MoNA: BML01026
- MoNA: BML01018
- MoNA: BML01010
- medchemexpress: HY-N0282
- PubChem: 13427
- NIKKAJI: J9.231B
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
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Journal of virology.
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