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Eribulin

CAT: 0013-GTR19204345-01Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0013-GTR19204345-01Size:500 µg
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Description
Eribulin (B1939) is a synthetic microtubule dynamics inhibitor that suppresses microtubule polymerization, halting the growth and shrinkage phases essential for cell division. It is widely used in preclinical research for metastatic breast cancer and various solid tumors, with applications in both in vitro cytotoxicity assays and in vivo xenograft models.
CAS Number
253128-41-5
Product Name Alternative
ER086526, ER-086526, Eribulin, ER 086526, MicrotubuleAssociated, Microtubule Associated, microtubule, B 1939, B-1939, B1939, ADCCytotoxin, ADC Cytotoxin, E7389, E-7389, E 7389
Field of Research
Cell Biology, Pharmacology & Drug Discovery, Signal Transduction
Purity
99.59% (May vary between batches)
Solubility
DMSO:100 mg/mL (137.01 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:5 mg/mL (6.85 mM)
Smiles
[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@@]7 ([H]) O[C@@]8 (C[C@@]7 ([H]) O[C@@]6 ([H]) [C@@] ([H]) (O8) [C@@]5 ([H]) O4) CC1) O3) O2
Molecular Formula
C40H59NO11
Molecular Weight
729.90
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Eribulin

Eribulin is 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. It has a role as an antineoplastic agent and a microtubule-destabilising agent. It is a polycyclic ether, a cyclic ketone, a polyether, a primary amino compound, a macrocycle and a cyclic ketal. It is a conjugate base of an eribulin(1+).

CAS Number253128-41-5
PubChem CID11354606
IUPAC Name(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-methoxy-14-methyl-8,15-dimethylidene-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
Molecular FormulaC40H59NO11
Molecular Weight729.9
XLogP1.1
Topological Polar Surface Area146
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Heavy Atom Count52
Formal Charge0
Complexity1380
SMILES
C[C@@H]1C[C@@H]2CC[C@H]3C(=C)C[C@@H](O3)CC[C@]45C[C@@H]6[C@H](O4)[C@H]7[C@@H](O6)[C@@H](O5)[C@@H]8[C@@H](O7)CC[C@@H](O8)CC(=O)C[C@H]9[C@H](C[C@H](C1=C)O2)O[C@@H]([C@@H]9OC)C[C@@H](CN)O
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
Chemical Structure
2D Structure
2D structure of Eribulin
CAS: 253128-41-5
CID: 11354606
Formula: C40H59NO11
MW: 729.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight729.9
XLogP31.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Exact Mass729.40881170
Monoisotopic Mass729.40881170
Topological Polar Surface Area146 Ų
Heavy Atom Count52
Formal Charge0
Complexity1380
Isotope Atom Count0
Defined Atom Stereocenter Count19
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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