Eribulin mesylateProduct ingredient for Eribulin
- Name
- Eribulin mesylate
- Drug Entry
- Eribulin
Eribulin is a microtubule inhibitor indicated for the treatment of patients with metastatic breast cancer who have previously received at least two chemotherapeutic regimens for the treatment of metastatic disease. Eribulin was isolated from the marine sponge Halichondria okadai. Eribulin is also being investigated for use in the treatment of advanced solid tumors 2.
- Accession Number
- DBSALT002427
- Structure
- Synonyms
- Eribulin mesilate / Eribulin monomethanesulfonate
- External IDs
- E-7389 / E7389
- UNII
- AV9U0660CW
- CAS Number
- 441045-17-6
- Weight
- Average: 826.01
Monoisotopic: 825.396926887 - Chemical Formula
- C41H63NO14S
- InChI Key
- QAMYWGZHLCQOOJ-WRNBYXCMSA-N
- 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
- IUPAC Name
- (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33S,35R,36S)-20-[(2S)-3-amino-2-hydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylidene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.1^{3,32}.1^{3,33}.1^{6,9}.1^{12,16}.0^{18,22}.0^{29,36}.0^{31,35}]hentetracontan-24-one; methanesulfonic acid
- SMILES
- CS(O)(=O)=O.[H][C@@]12CC(=C)[C@]([H])(CC[C@@]3([H])C[C@@H](C)C(=C)[C@@]([H])(C[C@]4([H])O[C@H](C[C@H](O)CN)[C@H](OC)[C@@]4([H])CC(=O)C[C@@]4([H])CC[C@]5([H])O[C@@]6([H])[C@H]7O[C@@]8(C[C@]7([H])O[C@@]6([H])[C@@]([H])(O8)[C@@]5([H])O4)CC1)O3)O2
- External Links
- ChemSpider
- 26386066
- ChEBI
- 70710
- ChEMBL
- CHEMBL1683544
- Wikipedia
- Eribulin
- Predicted Properties
Property Value Source Water Solubility 0.0798 mg/mL ALOGPS logP 1.26 ALOGPS logP 2.31 Chemaxon logS -4 ALOGPS pKa (Strongest Acidic) 14.82 Chemaxon pKa (Strongest Basic) 9.56 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 12 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 146.39 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 186 m3·mol-1 Chemaxon Polarizability 82.15 Å3 Chemaxon Number of Rings 9 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon