N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid - ≥93% , CAS No.24967-27-9

CAS: 24967-27-9 Cat. No.: N463295 Molecular Weight: 291.26

GRADE & PURITY ≥93%

Synonyms

6-((2R)-1,2,3-Trihydroxypropyl)(4S,5R,6R)-5-(acetylamino)-4-hydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid | D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID, 5-ACETAMIDO-2,6-ANHYDRO-3,5-DIDEOXY- | N-Acetyl-2,3-didehydro-2-deoxyneuraminic acid | 2-Deoxy-2,3-didehydr

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Description

N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid (NADNA), a specific endogenous neuraminidase (NEU) inhibitor, may be used to study the roles of endogenous neuraminidase in the development and function of neural processes and pathways as well as other processes that depend upon sialylation-desialylation cycles.

Specifications

Synonyms

6-((2R)-1, 2, 3-Trihydroxypropyl)(4S, 5R, 6R)-5-(acetylamino)-4-hydroxy-5, 6-dihydro-4H-pyran-2-carboxylic acid | D-GLYCERO-D-GALACTO-NON-2-ENONIC ACID, 5-ACETAMIDO-2, 6-ANHYDRO-3, 5-DIDEOXY- | N-Acetyl-2, 3-didehydro-2-deoxyneuraminic acid | 2-Deoxy-2, 3-didehydr

Specifications & Purity

≥93%

Biochemical and Physiological Mechanisms

Inhibitor of bacterial, viral and animal neuraminidase (sialidase).

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥93%

Names and Identifiers

• Canonical Smiles: CC(=O)N[C@@H]1[C@@H](O)C=C(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O
• IUPAC Name: (2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
• InChIKey: JINJZWSZQKHCIP-UFGQHTETSA-N
• INCHI: 1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H](C=C(O[C@H]1[C@@H]([C@@H](CO)O)O)C(=O)O)O
• Molecular Weight: 291.26
• Reaxy-Rn: 1324941
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1324941&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Alcohols and polyols

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Alcohols and polyols
• Intermediate Tree Nodes: Not available
• Direct Parent: Secondary alcohols
• Alternative Parents: Propargyl-type 1,3-dipolar organic compounds Polyols Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidic acids Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Secondary alcohol - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Polyol - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Oxacycle - Organoheterocyclic compound - Organic nitrogen compound - Organonitrogen compound - Carbonyl group - Primary alcohol - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as secondary alcohols. These are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
• External Descriptors: N-acetylneuraminic acids

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)

NEU4 Tchem Sialidase-4 (1 Activities)

Discover Target: NEU4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NEU2 Tbio Sialidase 2 (382 Activities)

Discover Target: NEU2

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

NEU3 Tchem Sialidase 3 (398 Activities)

Discover Target: NEU3

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

NEU4 Tchem Sialidase 4 (267 Activities)

Discover Target: NEU4

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

NEU1 Tchem Sialidase 1 (236 Activities)

Discover Target: NEU1

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

Associated Targets(non-human)

NA Neuraminidase (1107 Activities)

Discover Target: NA

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

Influenza B virus (2113 Activities)

Explore this target

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

Influenza A virus (11224 Activities)

Explore this target

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

Trans-sialidase (51 Activities)

Explore this target

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

nanH Sialidase (337 Activities)

Discover Target: nanH

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

Hemagglutinin-neuraminidase (36 Activities)

Explore this target

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

nanA Sialidase A (49 Activities)

Discover Target: nanA

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

Neu1 Sialidase-1 (13 Activities)

Discover Target: Neu1

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

nanB_2 Neuraminidase C (15 Activities)

Discover Target: nanB_2

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

nanB Sialidase B (15 Activities)

Discover Target: nanB

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: soluble 50mg/mL, clear, colorless
• Sensitivity: Light sensitive
• Melt Point(°C): 134°C(lit.)
• Molecular Weight: 291.250 g/mol
• XLogP3: -2.500
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 291.095 Da
• Monoisotopic Mass: 291.095 Da
• Topological Polar Surface Area: 157.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 409.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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