D-galactosyl-β1-1'-D-erythro-sphingosine - Moligand™, ≥98% , CAS No.2238-90-6

CAS: 2238-90-6 Cat. No.: D489881 Peso molecular: 461.632 Número EC: 636-571-3

GRADE & PURITY Moligand™, ≥98%

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

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Psychosine is a cationic lysosphingolipid endogenous to nervous tissues. It has been found to inhibit metabotropic alpha 1-adrenergic receptor signaling-induced phospholipase C activation in rat brain astrocytes. It has shown protective effects against quisqualate.
A cationic lysosphingolipid that displays neuroprotective effects against 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™, ≥98%

Mecanismos bioquímicos y fisiológicos

Cationic lysosphingolipid. Inhibits α 1 -adrenoceptor-induced phospholipase C activation. Accumulates during β-galactosylceramidase deficiency. Shows neuroprotective effects in vivo.

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504763303
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763303
• 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]