1-deoxysphinganine (m18:0) - ≥99% , CAS No.196497-48-0

CAS: 196497-48-0 Cat. No.: D130607 Molecular Weight: 285.508

GRADE & PURITY ≥99%

Synonyms

1-deoxysphinganine | 1-deoxy-sphinganine | DoxSA cpd | AS-65840 | Tartrazine B | (2S,3R)-2-amino-3-hydroxyoctadecane | 1-deoxysphinganine, 1-deoxysphinganine (m18:0), powder | BDBM50496601 | Spisulosine | UNII-ZX5D253CYY | i17:0 | (2S, 3R)-2-amino-3-octad

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

1-deoxysphinganine is synthesized by the condensation of palmitic acid with alanine or glycine in the presence of enzyme serine palmitoyltransferase (SPT). It is metabolized to 1-deoxyceramides.

Application

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.

Specifications

Synonyms

1-deoxysphinganine | 1-deoxy-sphinganine | DoxSA cpd | AS-65840 | Tartrazine B | (2S, 3R)-2-amino-3-hydroxyoctadecane | 1-deoxysphinganine, 1-deoxysphinganine (m18:0), powder | BDBM50496601 | Spisulosine | UNII-ZX5D253CYY | i17:0 | (2S, 3R)-2-amino-3-octad

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

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

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ACTIVATOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCC(C(C)N)O
• IUPAC Name: (2S,3R)-2-aminooctadecan-3-ol
• InChIKey: YRYJJIXWWQLGGV-ZWKOTPCHSA-N
• 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
• Isomeric SMILES: CCCCCCCCCCCCCCC[C@H]([C@H](C)N)O
• Molecular Weight: 285.508
• Reaxy-Rn: 1763489
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1763489&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Amines
        • Level5 Alkanolamines
          • Level6 1,2-aminoalcohols

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Amines
• Intermediate Tree Nodes: Alkanolamines
• Direct Parent: 1,2-aminoalcohols
• Alternative Parents: Secondary alcohols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Secondary alcohol - 1,2-aminoalcohol - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organooxygen compound - Primary aliphatic amine - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.
• External Descriptors: Sphingoid base analogs

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

Associated Targets(Human)

CSNK2A1 Tchem Casein kinase II alpha (3512 Activities)

Discover Target: CSNK2A1

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CSNK1G1 Tchem Casein kinase I gamma 1 (2496 Activities)

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CSNK1D Tchem Casein kinase I delta (4546 Activities)

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SPHK2 Tchem Sphingosine kinase 2 (1579 Activities)

Discover Target: SPHK2

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CSNK1E Tclin Casein kinase I epsilon (1412 Activities)

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CSNK1G2 Tchem Casein kinase I gamma 2 (2539 Activities)

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CSNK1A1 Tchem Casein kinase I alpha (2581 Activities)

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SPHK1 Tchem Sphingosine kinase 1 (1990 Activities)

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CSNK2A2 Tchem Casein kinase II alpha (prime) (1587 Activities)

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DLD-1 (17511 Activities)

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HL-60 (67320 Activities)

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PC-3 (62116 Activities)

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T47D (39041 Activities)

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HCT-116 (91556 Activities)

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WiDr (1835 Activities)

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KB (17409 Activities)

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LNCaP (8286 Activities)

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HeLa (62764 Activities)

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SW1573 (1008 Activities)

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CSNK1G3 Tchem Casein kinase I isoform gamma-3 (2408 Activities)

Discover Target: CSNK1G3

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 285.500 g/mol
• XLogP3: 6.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 285.303 Da
• Monoisotopic Mass: 285.303 Da
• Topological Polar Surface Area: 46.300 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 184.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1