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eribulin

CHEBI: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

Chemical Information

Molecular Formula
C40H59NO11
Molecular Mass
729.89660
Charge
0
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
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

Alternative Names

  • 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
  • (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[24.9.2.1(3,32).1(3,33).1(6,9).1(12,16).0(18,22).0(29,36).0(31,35)]hentetracontan-24-one

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:63587
DRON_00010000
1045453
oboInOwl#hasDbXref
Wikipedia:Eribulin

Additional References

Wikipedia:Eribulin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

core#notation
CHEBI:63587
rxcui
1045460
pharm_class
Microtubule Inhibition [PE]
package_marketing_start_date
30-NOV-21
active_ingredient_strength
1 kg/kg
active_ingredient_name
ERIBULIN MESYLATE
package_description
1 VIAL, SINGLE-DOSE in 1 CARTON (68083-592-01) / 2 mL in 1 VIAL, SINGLE-DOSE
manufacturer_name
BSP Pharmaceuticals SpA
unii
AV9U0660CW
spl_set_id
f57835e2-4c53-4e93-b54b-7d7a5000ae3d
upc
0368083592011
package_ndc
10019-080-01
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_5701
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_106436
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect30460
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_70711
owl#annotatedSource
t262303
owl#someValuesFrom
t3000454
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
1045453
oboInOwl#hasDbXref
Wikipedia:Eribulin
oboInOwl#id
CHEBI:63587
generic_name
eribulin mesylate
brand_name
Halaven
brand_name_base
Halaven
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
dosage_form
INJECTION, SOLUTION
marketing_start_date
20101115
route
INTRAVENOUS
labeler_name
BSP Pharmaceuticals SpA
product_ndc
68083-592
spl_id
5db5b24e-3893-4985-a658-731cb840eb76
application_number
ANDA218047
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_61951
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_70711