Structure via PubChem · Public domain (PubChem)
marizomib
Sign in to saveAlso known as ML 858, NPI-0052, NPI 0052, (-)-salinosporamide A, Salinosporamide A
chemical compound
Chemical data
- Formula
- C15H20ClNO4
- Molecular weight
- 313.77 g/mol
- IUPAC name
- (1R,4R,5S)-4-(2-chloroethyl)-1-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
- SMILES
- C[C@]12[C@H](C(=O)N[C@]1(C(=O)O2)[C@H]([C@H]3CCCC=C3)O)CCCl
- InChIKey
- NGWSFRIPKNWYAO-SHTIJGAHSA-N
- XLogP
- 1.8
- Polar surface area
- 75.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- lymphoma, multiple myeloma, glioblastoma multiforme, ependymoma
via ChEMBL · EBI
Research
198 papers- Marizomib for patients with newly diagnosed glioblastoma: A randomized phase 3 trial.Neuro-oncology · 2024
- Marizomib, a potent second generation proteasome inhibitor from natural origin.Anti-cancer agents in medicinal chemistry · 2015
- Marizomib in the therapy of brain tumors-how far did we go and where do we stand?Pharmacological reports : PR · 2025
- Marizomib suppresses triple-negative breast cancer via proteasome and oxidative phosphorylation inhibition.Theranostics · 2020
- Marizomib, a proteasome inhibitor for all seasons: preclinical profile and a framework for clinical trials.Current cancer drug targets · 2011
via PubMed
Wikidata facts
- Subclass of
- alkaloid
- Mass
- 313.108
Show 5 more facts
- chemical formula
- C₁₅H₂₀ClNO₄
- Commons category
- Salinosporamides
- isomeric SMILES
- C[C@]12[C@H](C(=O)N[C@]1(C(=O)O2)[C@H]([C@H]3CCCC=C3)O)CCCl
- canonical SMILES
- CC12C(C(=O)NC1(C(=O)O2)C(C3CCCC=C3)O)CCCl
- World Health Organisation international non-proprietary name
- marizomib
Sources (2)
via Wikidata · CC0