D-galactosil-β1-1'-D-eritrosfingosina - Moligand™, ≥99% , CAS No.2238-90-6

CAS: 2238-90-6 Cat. No.: D130638 Peso molecular: 461.632 Número EC: 636-571-3

GRADE & PURITY Moligand™, ≥99%

Synonyms

2-amino-3-hydroxy-4-octadecenyl Galactopyranoside | AKOS037645023 | beta-D-Galactopyranoside, (2S,3R,4E)-2-amino-3-hydroxy-4-octadecenyl | (2R,3R,4S,5R,6R)-2-[(E,2S,3R)-2-amino-3-hydroxyoctadec-4-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol | (2S,3R,4E)-2-am

Storage

Conservar a -20°C

Shipped In

Hielera + almohadillas de hielo

Descripción general

La psicosina es un lisfosfingolípido catiónico endógeno de los tejidos nerviosos. Se ha descubierto que inhibe la activación de la fosfolipasa C inducida por la señalización del receptor metabotrópico alfa 1 adrenérgico en los astrocitos cerebrales de rata. Ha mostrado efectos protectores contra el metacualato.
Un lisosfingolípido catiónico que muestra efectos neuroprotectores contra el quisqualate.

Specifications

Sinónimos

2-amino-3-hydroxy-4-octadecenyl Galactopyranoside | AKOS037645023 | beta-D-Galactopyranoside, (2S, 3R, 4E)-2-amino-3-hydroxy-4-octadecenyl | (2R, 3R, 4S, 5R, 6R)-2-[(E, 2S, 3R)-2-amino-3-hydroxyoctadec-4-enoxy]-6-(hydroxymethyl)oxane-3, 4, 5-triol | (2S, 3R, 4E)-2-am

Especificaciones y pureza

Moligand™, ≥99%

Mecanismos bioquímicos y fisiológicos

Lisfosfingolípido catiónico. Inhibe la activación de la fosfolipasa C inducida por el α 1 -adrenoceptor. Se acumula durante la deficiencia de β-galactosilceramidasa. Muestra efectos neuroprotectores in vivo.

Condiciones de almacenamiento de almacenamiento

Conservar a -20°C

Enviado en

Hielera + almohadillas de hielo

Grado

Moligand™

Tipo de acción

INHIBITOR

Nota

Siempre que sea posible, prepare y utilice las soluciones el mismo día. Sin embargo, si necesita preparar soluciones madre con antelación, le recomendamos que almacene la solución como alícuotas en viales herméticamente cerrados a -20°C. Por lo general, podrán utilizarse durante un mes. Antes de su uso, y antes de abrir el vial, le recomendamos que deje que el producto se equilibre a temperatura ambiente durante al menos 1 hora. ¿Necesita más consejos sobre solubilidad, uso y manipulación? Visite nuestra página de preguntas frecuentes (FAQ) para obtener más información.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 488195208
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195208
• Sonrisas canónicas: CCCCCCCCCCCCCC=CC(C(COC1C(C(C(C(O1)CO)O)O)O)N)O
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[(E,2S,3R)-2-amino-3-hydroxyoctadec-4-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: HHJTWTPUPVQKNA-PIIMIWFASA-N
• INCHI: 1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1
• Isómeros SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)N)O
• WGK Alemania: 3
• Peso molecular: 461.632
• Reaxy-Rn: 39165941
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=39165941&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Sphingolipids
      • Subclass Glycosphingolipids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Sphingolipids
• Subclass: Glycosphingolipids
• Intermediate Tree Nodes: Not available
• Direct Parent: Glycosphingolipids
• Alternative Parents: Fatty acyl glycosides of mono- and disaccharides Hexoses Alkyl glycosides O-glycosyl compounds Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Glycosphingolipid - Fatty acyl glycoside - Fatty acyl glycoside of mono- or disaccharide - Alkyl glycoside - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Fatty acyl - Oxane - Monosaccharide - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Acetal - Polyol - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Primary aliphatic amine - Primary alcohol - Primary amine - Alcohol - Organic nitrogen compound - Amine - Hydrocarbon derivative - Organopnictogen compound - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as glycosphingolipids. These are sphingolipids containing a saccharide moiety glycosidically attached to the sphingoid base. Although saccharide moieties are mostly O-glycosidically linked to the ceramide moiety, other sphingolipids with glycosidic bonds of other types (e.g. S-,C-, or N-type) has been reported.
• External Descriptors: Sphingoid base analogs - Basic glycosphingolipids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Peso molecular: 461.600 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 18
• Exact Mass: 461.335 Da
• Monoisotopic Mass: 461.335 Da
• Topological Polar Surface Area: 146.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 479.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Referencias

1. Shi-En Chen, Shuyun Zhu, Jingwen Hu, Jing Sun, Zhenjia Zheng, Xian-En Zhao, Huwei Liu.  (2020)  8-Plex stable isotope labeling absolute quantitation strategy combined with dual-targeted recognizing function material for simultaneous separation and determination of glucosylsphingosine and galactosylsphingosine in human plasma.  ANALYTICA CHIMICA ACTA,      [PMID:32534674] [10.1016/j.aca.2020.05.032]