ChemSpider 2D Image | Eribulin mesylate | C41H63NO14S

Eribulin mesylate

  • Molecular FormulaC41H63NO14S
  • Average mass826.002 Da
  • Monoisotopic mass825.396912 Da
  • ChemSpider ID26386066

  • defined stereocentres - 19 of 19 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(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 methanesulfonate (1:1) [ACD/IUPAC Name]
441045-17-6 [RN]
Acide méthanesulfonique - (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33R,35R,36S)-20-[(2S)-3-amino-2-hydroxypropyl]-21-méthoxy-14-méthyl-8,15-diméthylène-2,19,30,34,37,39,40,41-octaoxano ;nacyclo[24.9.2.13,32.13,33.16,9.112,16.018,22.029,36.031,35]héntétracontan-24-one (1:1) [French] [ACD/IUPAC Name]
Acide méthanesulfonique - (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,35R,36S)-20-[(2S)-3-amino-2-hydroxypropyl]-21-méthoxy-14-méthyl-8,15-diméthylène-2,19,30,34,37,39,40,41-octaoxanonacy ;clo[24.9.2.13,32.13,33.16,9.112,16.018,22.029,36.031,35]héntétracontan-24-one (1:1) [French] [ACD/IUPAC Name]
AV9U0660CW
Eribulin mesylate [USAN]
Methansulfonsäure --(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-dimethylen-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-on (1:1) [German] [ACD/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)dioxacyclopentac
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
B1939 mesylate
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

E 7389 [DBID]
E7389 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      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 p hase 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 blocka ge. ChEBI CHEBI:70710

    • Bio Activity:

      Cell Cycle/DNA Damage MedChem Express HY-13442A
      Cell Cycle/DNA Damage; MedChem Express HY-13442A
      Eribulin Mesylate (E7389 Mesylate), a synthetic analogue of halichondrin B in phase III clinical trials for breast cancer, binds to tubulin and microtubules.; Target: Microtubule/Tubulin; Eribulin sup pressed centromere dynamics at concentrations that arrest mitosis. MedChem Express HY-13442A
      Eribulin Mesylate (E7389 Mesylate), a synthetic analogue of halichondrin B in phase III clinical trials for breast cancer, binds to tubulin and microtubules.;Target: Microtubule/TubulinEribulin suppressed centromere dynamics at concentrations that arrest mitosis. At 60 nmol/L eribulin (2 x mitotic IC(50)), the relaxation rate was suppressed 21%, the time spent paused increased 67%, and dynamicity decreased 35% (but without reduction in mean centromere separation), indicating that eribulin decreased normal microtubule-dependent spindle tension at the kinetochores, preventing the signal for mitotic checkpoint passage [1]. [(3)H]eribulin binds soluble tubulin at a single site; however, this binding is complex with an overall K(d) of 46 microM, but also showing a real or apparent very high affinity (K(d) = 0.4 microM) for a subset of 25% of the tubulin. Eribulin also binds microtubules with a maximum stoichiometry of 14.7 +/- 1.3 molecules per microtubule (K(d) = 3.5 microM), strongly MedChem Express HY-13442A
      Microtubule/Tubulin MedChem Express HY-13442A

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

No predicted properties have been calculated for this compound.

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