CHEBI:63587 - eribulin

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ChEBI Name eribulin ChEBI ID CHEBI:63587 Definition 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 Stars This entity has been manually annotated by the ChEBI Team. Submitter Anonymous Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C40H59NO11 Net Charge 0 Average Mass 729.89660 Monoisotopic Mass 729.40881 InChI InChI=1S/C40H59NO11/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/h19,23-39,43H,2-3,5-18,41H2,1,4H3/t19-,23+,24+,25-,26+,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39+,40+/m1/s1 InChIKey UFNVPOGXISZXJD-JBQZKEIOSA-N SMILES [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 Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): microtubule-destabilising agent Any substance that interacts with tubulin to inhibit polymerisation of microtubules. Application(s): antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. View more via ChEBI Ontology ChEBI Ontology Outgoing eribulin (CHEBI:63587) has role antineoplastic agent (CHEBI:35610) eribulin (CHEBI:63587) has role microtubule-destabilising agent (CHEBI:61951) eribulin (CHEBI:63587) is a cyclic ketal (CHEBI:59779) eribulin (CHEBI:63587) is a cyclic ketone (CHEBI:3992) eribulin (CHEBI:63587) is a macrocycle (CHEBI:51026) eribulin (CHEBI:63587) is a polycyclic ether (CHEBI:36468) eribulin (CHEBI:63587) is a polyether (CHEBI:46774) eribulin (CHEBI:63587) is a primary amino compound (CHEBI:50994) eribulin (CHEBI:63587) is conjugate base of eribulin(1+) (CHEBI:70711) Incoming eribulin(1+) (CHEBI:70711) is conjugate acid of eribulin (CHEBI:63587) IUPAC Name 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 Synonym Source (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[(2S)-3-amino-2-hydroxypropyl]-21-methoxy-14-methyl-8,15-bis(methylene)-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.13,32.13,33.16,9.112,16.018,22.029,36.031,35]hentetracontan-24-one IUPAC Manual Xrefs Databases 4171 DrugCentral Eribulin Wikipedia View more database links Registry Numbers Types Sources 253128-41-5 CAS Registry Number ChemIDplus 9893060 Reaxys Registry Number Reaxys Last Modified 22 February 2017