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196497-48-0,MFCD22416644
Catalog No.:AA00ALSQ

196497-48-0 | spisulosine

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1mg
≥95%
in stock  
$168.00   $117.00
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5mg
≥95%
in stock  
$745.00   $521.00
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10mg
≥95%
in stock  
$1,319.00   $923.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00ALSQ
Chemical Name:
spisulosine
CAS Number:
196497-48-0
Molecular Formula:
C18H39NO
Molecular Weight:
285.5084
MDL Number:
MFCD22416644
SMILES:
CCCCCCCCCCCCCCC[C@H]([C@@H](N)C)O
Properties
Computed Properties
 
Complexity:
184  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
15  
XLogP3:
6.9  

Literature

Title: A phase I dose-escalating study of ES-285, a marine sphingolipid-derived compound, with repeat dose administration in patients with advanced solid tumors.

Journal: Investigational new drugs 20120201

Title: Spisulosine (ES-285) given as a weekly three-hour intravenous infusion: results of a phase I dose-escalating study in patients with advanced solid malignancies.

Journal: Cancer chemotherapy and pharmacology 20111201

Title: The debut of a rational treatment for an inherited neuropathy?

Journal: The Journal of clinical investigation 20111201

Title: Oral L-serine supplementation reduces production of neurotoxic deoxysphingolipids in mice and humans with hereditary sensory autonomic neuropathy type 1.

Journal: The Journal of clinical investigation 20111201

Title: Diastereoselective synthesis and bioactivity of long-chain anti-2-amino-3-alkanols.

Journal: European journal of medicinal chemistry 20111101

Title: Sphingolipid and glycosphingolipid metabolic pathways in the era of sphingolipidomics.

Journal: Chemical reviews 20111012

Title: Aziridines from intramolecular alkene aziridination of sulfamates: reactivity toward carbon nucleophiles. application to the synthesis of spisulosine and its fluoro analogue.

Journal: The Journal of organic chemistry 20110916

Title: Characterization of two mutations in the SPTLC1 subunit of serine palmitoyltransferase associated with hereditary sensory and autonomic neuropathy type I.

Journal: Human mutation 20110601

Title: Deoxysphingoid bases as plasma markers in diabetes mellitus.

Journal: Lipids in health and disease 20100101

Title: Phase I safety, pharmacokinetic, and pharmacogenomic trial of ES-285, a novel marine cytotoxic agent, administered to adult patients with advanced solid tumors.

Journal: Molecular cancer therapeutics 20090601

Title: Biodiversity of sphingoid bases ('sphingosines') and related amino alcohols.

Journal: Journal of lipid research 20080801

Title: Spisulosine (ES-285) induces prostate tumor PC-3 and LNCaP cell death by de novo synthesis of ceramide and PKCzeta activation.

Journal: European journal of pharmacology 20080428

Title: Compatibility and stability of the novel anticancer agent ES-285 x HCl formulated with 2-hydroxypropyl-beta-cyclodextrin in infusion devices.

Journal: Die Pharmazie 20060101

Title: Kahalalide F and ES285: potent anticancer agents from marine molluscs.

Journal: Progress in molecular and subcellular biology 20060101

Title: Pharmaceutical development of a parenteral lyophilised formulation of the investigational anticancer agent ES-285.HCl.

Journal: PDA journal of pharmaceutical science and technology 20050101

Title: Development and validation of a liquid chromatography-ultraviolet absorbance detection assay using derivatisation for the novel marine anticancer agent ES-285 x HCl [(2S,3R)-2-amino-3-octadecanol hydrochloride] and its pharmaceutical dosage form.

Journal: Journal of chromatography. A 20031212

Title: Efficient synthesis of enantiomerically pure 2-acylaziridines: Facile syntheses of N-Boc-safingol, N-Boc-D-erythro-sphinganine, and N-Boc-spisulosine from a common intermediate.

Journal: The Journal of organic chemistry 20031003

Title: Phenylisothiocyanate and dansyl chloride precolumn derivatizations for the high-performance liquid chromatography analysis of the antitumoral agent ES-285 in dog plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030705

Title: Quantitative analysis of ES-285, an investigational marine anticancer drug, in human, mouse, rat, and dog plasma using coupled liquid chromatography and tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20030501

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