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eribulin mesylate
A methanesulfonate salt obtained by reaction of eribulin with one equivalent of methanesulfonic acid. A fully synthetic macrocyclic ketone analogue of marine sponge natural products. Inhibits growth phase of microtubules via tubulin-based antimitotic mechanism, which leads to G2/M cell-cycle block, disruption of mitotic spindles, and, ultimately, apoptotic cell death after prolonged mitotic blockage.


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03. Biological Effects of Specific Chemicals: pharmacological uses [CHEBI:52210] > tubulin modulator [CHEBI:60832] > microtubule-destabilising agent [CHEBI:61951] > eribulin mesylate [CHEBI:70710]
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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) 
 eribulin mesylate [CHEBI:70710] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 eribulin mesylate [CHEBI:70710] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 sulfur molecular entity [CHEBI:26835] (1541) 
 organosulfur compound [CHEBI:33261] (1005) 
 methanesulfonates [CHEBI:48544] (33) 
 methanesulfonate salt [CHEBI:38037] (28) 
 eribulin mesylate [CHEBI:70710] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organosulfur compound [CHEBI:33261] (1005) 
 methanesulfonates [CHEBI:48544] (33) 
 methanesulfonate salt [CHEBI:38037] (28) 
 eribulin mesylate [CHEBI:70710] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organosulfur compound [CHEBI:33261] (1005) 
 methanesulfonates [CHEBI:48544] (33) 
 methanesulfonate salt [CHEBI:38037] (28) 
 eribulin mesylate [CHEBI:70710] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 salt [CHEBI:24866] (931) 
 organic salt [CHEBI:24868] (775) 
 organosulfonate salt [CHEBI:64382] (37) 
 methanesulfonate salt [CHEBI:38037] (28) 
 eribulin mesylate [CHEBI:70710] (1)
ChEBI Compound Accession Identifier  [CHEBI:70710]
ChEBI Compound Description  A methanesulfonate salt obtained by reaction of eribulin with one equivalent of methanesulfonic acid. A fully synthetic macrocyclic ketone analogue of marine sponge natural products. Inhibits growth phase of microtubules via tubulin-based antimitotic mechanism, which leads to G2/M cell-cycle block, disruption of mitotic spindles, and, ultimately, apoptotic cell death after prolonged mitotic blockage.
ChEBI Compound Identification Number  70710
ChEBI InChI Value  "InChI=1S/C40H59NO11.CH4O3S/c1-19-11-24-5-7-28-20(2)12-26(45-28)9-10-40-17-33-36(51-40)37-38(50-33)39(52-40)35-29(49-37)8-6-25(47-35)13-22(42)14-27-31(16-30(46-24)21(19)3)48-32(34(27)44-4)15-23(43)18-41;1-5(2,3)4/h19,23-39,43H,2-3,5-18,41H2,1,4H3;1H3,(H,2,3,4)/t19-,23+,24+,25-,26+,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39+,40+;/m1./s1"
ChEBI InChIKey Value  QAMYWGZHLCQOOJ-WRNBYXCMSA-N
ChEBI Compound Name  eribulin mesylate
ChEBI SMILES Value  CS(O)(=O)=O.[H][C@@]12CC[C@]3([H])O[C@@]([H])(CC[C@@]45C[C@]6([H])O[C@]7([H])[C@@]([H])(O[C@@]8([H])CC[C@]([H])(CC(=O)C[C@]9([H])[C@@H](OC)[C@@H](C[C@H](O)CN)O[C@@]9([H])C[C@@]([H])(O1)C(=C)[C@H](C)C2)O[C@]8([H])[C@]7([H])O4)[C@H]6O5)CC3=C
ChEBI Substance ID  160646022
ChEBI URL  ChEBI:70710
ChemSpider ID  26386066
Ontomatica Chemical Accession Key (OnChAKey)  QAMYWGZHLCQOOJ_WRNBYXCMSA_N_000_000000
PubChem Compound ID  17755248