loading...| Preferred Name | eribulin mesylate | |
| Synonyms |
E 7389 Halaven E7389 C41H63NO14S Eribulin mesilate 2-(3-amino-2-hydroxypropyl)hexacosahydro-3-methoxy-26-methyl-20,27-bis(methylene)11,15-18,21-24,28-triepoxy-7,9-ethano-12,15-methano-9H,15H-furo(3,2-i)furo(2',3'-5,6)pyrano(4,3-b)(1,4)dioxacyclopentacosin-5-(4H)-one methanesulfonate |
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| ID |
http://purl.obolibrary.org/obo/CHEBI_70710 |
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| Definition |
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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| has role | ||
| InChI |
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 |
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| InChIKey |
InChIKey=QAMYWGZHLCQOOJ-WRNBYXCMSA-N |
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| label |
eribulin mesylate |
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| prefixIRI |
obo2:CHEBI_70710 |
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| prefLabel |
eribulin mesylate |
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| SMILES |
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 |
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| Synonym |
E 7389 Halaven E7389 C41H63NO14S Eribulin mesilate 2-(3-amino-2-hydroxypropyl)hexacosahydro-3-methoxy-26-methyl-20,27-bis(methylene)11,15-18,21-24,28-triepoxy-7,9-ethano-12,15-methano-9H,15H-furo(3,2-i)furo(2',3'-5,6)pyrano(4,3-b)(1,4)dioxacyclopentacosin-5-(4H)-one methanesulfonate |
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| xref |
CiteXplore:22162924 CiteXplore:22514495 CiteXplore:22291464 CiteXplore:21550727 CiteXplore:21903605 CiteXplore:22694309 CiteXplore:21862415 Reaxys:11271529 CiteXplore:22829199 CiteXplore:22517020 CiteXplore:22739019 CiteXplore:22593439 ChEMBL:1173669 CiteXplore:21887501 CiteXplore:21375468 CiteXplore:22216781 CiteXplore:22803519 CiteXplore:22619477 CiteXplore:22555773 CiteXplore:22282463 KEGG DRUG:D08914 CiteXplore:21935916 CiteXplore:23010853 CiteXplore:21989327 CiteXplore:21526355 CiteXplore:22953094 CiteXplore:22198425 CASRN:441045-17-6 |
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| subClassOf |