N-Acetylphytosphingosine (NAPS) - ≥98% , CAS No.21830-28-4

CAS: 21830-28-4 Cat. No.: A275214 Molecular Weight: 359.55

GRADE & PURITY ≥98%

Synonyms

ACETYLPHYTOSPHINGOSINE | CCG-208163 | Enamine_005139 | 1-(pyridin-2-yl)acetone | C2 Phytoceramide (t18:0/2:0) | Acetamide, N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]- | UNII-RZ4494XR10 | ACETYLPHYTOSPHINGOSINE [INCI] | N-02:0 Phytosphingosin

Storage

Store at -20°C,Argon charged,Desiccated

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

ACETYLPHYTOSPHINGOSINE | CCG-208163 | Enamine_005139 | 1-(pyridin-2-yl)acetone | C2 Phytoceramide (t18:0/2:0) | Acetamide, N-[(1S, 2S, 3R)-2, 3-dihydroxy-1-(hydroxymethyl)heptadecyl]- | UNII-RZ4494XR10 | ACETYLPHYTOSPHINGOSINE [INCI] | N-02:0 Phytosphingosin

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Sphingolipid ceramide derivative. Induces caspase-dependent apoptosis. Anticancer agent. Potential NF-κB and JAK/STAT signaling inhibitor. Active in vitro and potentially in vivo .

Storage

Store at -20°C, Argon charged, Desiccated

Shipped In

Ice chest + Ice pads

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

Note

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.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCC(C(C(CO)NC(=O)C)O)O
• IUPAC Name: N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]acetamide
• InChIKey: SZUJJDLBXJCDNT-ZCNNSNEGSA-N
• INCHI: 1S/C20H41NO4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-19(24)20(25)18(16-22)21-17(2)23/h18-20,22,24-25H,3-16H2,1-2H3,(H,21,23)/t18-,19+,20-/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)NC(=O)C)O)O
• Molecular Weight: 359.55
• Reaxy-Rn: 2418854
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2418854&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Sphingolipids
      • Subclass Ceramides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Sphingolipids
• Subclass: Ceramides
• Intermediate Tree Nodes: Not available
• Direct Parent: Phytoceramides
• Alternative Parents: Acetamides Secondary carboxylic acid amides Secondary alcohols Polyols Primary alcohols Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: N-acyl-4-hydroxysphinganine - Acetamide - Carboxamide group - Secondary alcohol - Secondary carboxylic acid amide - Carboxylic acid derivative - Polyol - Primary alcohol - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Alcohol - Organic nitrogen compound - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine.
• External Descriptors: Not available

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)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol and in DMSO (with warming)
• Molecular Weight: 359.500 g/mol
• XLogP3: 4.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 359.304 Da
• Monoisotopic Mass: 359.304 Da
• Topological Polar Surface Area: 89.800 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 312.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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