CHEBI:48045 - salinosporamide A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name salinosporamide A
Definition A salinosporamide in which the core (1R)-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione skeleton is substituted at positions 1, 4, and 5 by (1S)-cyclohex-2-en-1-yl(hydroxy)methyl, 2-chloroethyl, and methyl groups, respectively (the 1R,4R,5S diastereoisomer). A potent proteasome inhibitor, it has attracted interest for potential use in the treatment of various cancers.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H20ClNO4
Net Charge 0
Average Mass 313.77634
Monoisotopic Mass 313.108
InChI InChI=1S/C15H20ClNO4/c1-14-10(7-8-16)12(19)17-15(14,13(20)21-14)11(18)9-5-3-2-4-6-9/h3,5,9-11,18H,2,4,6-8H2,1H3,(H,17,19)/t9-,10+,11+,14+,15+/m1/s1
SMILES [H][C@@]1(CCCC=C1)[C@H](O)[C@@]12NC(=O)[C@H](CCCl)[C@]1(C)OC2=O
Metabolite of Species Details
Salinispora tropica (NCBI:txid168695) of strain CNB-392 See: PubMed
Roles Classification
Biological Role(s): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
(via salinosporamide )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via salinosporamide )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
proteasome inhibitor
A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing salinosporamide A (CHEBI:48045) has role antineoplastic agent (CHEBI:35610)
salinosporamide A (CHEBI:48045) has role proteasome inhibitor (CHEBI:52726)
salinosporamide A (CHEBI:48045) is a β-lactone (CHEBI:49043)
salinosporamide A (CHEBI:48045) is a γ-lactam (CHEBI:74222)
salinosporamide A (CHEBI:48045) is a organic heterobicyclic compound (CHEBI:27171)
salinosporamide A (CHEBI:48045) is a organochlorine compound (CHEBI:36683)
salinosporamide A (CHEBI:48045) is a salinosporamide (CHEBI:48046)
INNs Sources
marizomib WHO MedNet
marizomib WHO MedNet
marizomib WHO MedNet
marizomibum WHO MedNet
Synonyms Sources
(−)-salinosporamide A ChemIDplus
ML 858 ChemIDplus
NPI 0052 ChemIDplus
NPI-0052 ChemIDplus
Manual Xrefs Databases
C00040190 KNApSAcK
CPD-12674 MetaCyc
Salinosporamide_A Wikipedia
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Registry Numbers Types Sources
437742-34-2 CAS Registry Number ChemIDplus
9349224 Beilstein Registry Number Beilstein
9349224 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
08 August 2014