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196497-48-0

196497-48-0 Structure

196497-48-0 Structure
IdentificationBack Directory
[Name]

spisulosine
[CAS]

196497-48-0
[Synonyms]

ES 285
spisulosine
Spisulosine 285
1-deoxysphinganine
2S-Amino-3R-octadecanol
1-deoxysphinganine (M18:0)
3-Octadecanol, 2-amino-, (2S,3R)-
1-DEOXYSPHINGANINE (M18:0);1-DEOXYSPHINGANINE
[Molecular Formula]

C18H39NO
[MOL File]

196497-48-0.mol
[Molecular Weight]

285.51
Chemical PropertiesBack Directory
[Melting point ]

115-116 °C
[Boiling point ]

405.3±18.0 °C(Predicted)
[density ]

0.871±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 10 mg/ml; DMSO: 2 mg/ml; Ethanol: miscible
[form ]

A crystalline solid
[pka]

12.90±0.45(Predicted)
[color ]

White to off-white
[InChI]

1S/C18H39NO/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(20)17(2)19/h17-18,20H,3-16,19H2,1-2H3/t17-,18+/m0/s1
[InChIKey]

YRYJJIXWWQLGGV-ZWKOTPCHSA-N
[SMILES]

C[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCCC
Safety DataBack Directory
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

1-deoxysphinganine may be used for the complex preparation with bovine serum albumin for cytotoxicity testing in MN9D dopaminergic neuroblastoma cell line. It is also suitable for use as a neurotoxic agent in human CD8+ T cells.
[Definition]

ChEBI: 1-deoxysphinganine is a bioactive sphingoid, sphinganine, in which the terminal hydroxy group has been replaced by a hydrogen. It has a role as an antineoplastic agent. It is a sphingoid and an amino alcohol. It is functionally related to a sphinganine. It is a conjugate base of a 1-deoxysphinganine(1+).
[Biological Activity]

1-deoxysphinganine elicits cytotoxicity towards dorsal root ganglion (DRG) neurons by disrupting the neuronal cytoskeleton formation. High levels of 1-deoxysphinganine in diabetic patients may contribute to the reduction of pancreatic β cell functionality. In hereditary sensory and autonomic neuropathy type Imutation in the serine palmitoyltransferase gene results in altered substrate specificityresulting in the accumulation of 1-deoxysphinganine.
[IC 50]

PKCζ
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