2-Deoxy-D-glucose - ≥98% , CAS No.154-17-6

CAS: 154-17-6 Cat. No.: D109194 Molecular Weight: 164.16 Beilstein Registry Number: 1723331 EC Number: 205-823-0

GRADE & PURITY ≥98%

Synonyms

5CFA0332-FB70-485D-A064-6C4C39E7CBA1 | 2 Deoxy D glucose | 2-DEOXY-D-GLUCOSE [HSDB] | EINECS 205-823-0 | 2-Deoxy-D-mannose | 2-Deoxy-D-arabino-hexose;D-Arabino-2-deoxyhexose | 3,3-bis(4-hydroxy-2-methyl-5-propan-2-ylphenyl)-2-benzouran-1-one | D-2-Deoxygl

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

2-Deoxy-D-glucose is used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress.

Specifications

Synonyms

5CFA0332-FB70-485D-A064-6C4C39E7CBA1 | 2 Deoxy D glucose | 2-DEOXY-D-GLUCOSE [HSDB] | EINECS 205-823-0 | 2-Deoxy-D-mannose | 2-Deoxy-D-arabino-hexose;D-Arabino-2-deoxyhexose | 3, 3-bis(4-hydroxy-2-methyl-5-propan-2-ylphenyl)-2-benzouran-1-one | D-2-Deoxygl

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its action on hexokinase, the rate limiting step of glycolysis. It is phosphorylated by hexokinase to 2-DG-P which can not be further metabolized by phosphoglucose isomera

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Action Type

INHIBITOR

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

• Pubchem Sid: 488187422
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187422
• Canonical Smiles: C(C=O)C(C(C(CO)O)O)O
• IUPAC Name: (3R,4S,5R)-3,4,5,6-tetrahydroxyhexanal
• InChIKey: VRYALKFFQXWPIH-PBXRRBTRSA-N
• INCHI: 1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1
• Isomeric SMILES: C(C=O)[C@H]([C@@H]([C@@H](CO)O)O)O
• WGK Germany: 3
• RTECS: MQ3325000
• Molecular Weight: 164.16
• Beilstein: 1723331
• Reaxy-Rn: 2041872
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2041872&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty alcohols

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty alcohols
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty alcohols
• Alternative Parents: Medium-chain aldehydes Beta-hydroxy aldehydes Alpha-hydrogen aldehydes Secondary alcohols Polyols Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty alcohol - Medium-chain aldehyde - Beta-hydroxy aldehyde - Alpha-hydrogen aldehyde - Secondary alcohol - Polyol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Carbonyl group - Aldehyde - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
• 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)

SLC16A1 Tchem Monocarboxylate transporter 1 (146 Activities)

Discover Target: SLC16A1

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 water.
• Specific Rotation[α]: 46.5 ° (C=1, H2O)
• Melt Point(°C): 146-147°C
• Molecular Weight: 164.160 g/mol
• XLogP3: -2.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 164.068 Da
• Monoisotopic Mass: 164.068 Da
• Topological Polar Surface Area: 98.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 116.000
• 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

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