3-Indoleglyoxylic acid - ≥97% , CAS No.1477-49-2

CAS: 1477-49-2 Cat. No.: I124803 Molecular Weight: 189.17 EC Number: 216-029-9

GRADE & PURITY ≥97%

Synonyms

BIDD:GT0374 | 1H-indol-3-yl(oxo)acetic acid [ | 3-Indolylglyoxylic acid | AC-2262 | Microval | UNII-34U8W7RF8Q | 1H-Indole-3-acetic acid, alpha-oxo- | U-14743 | DTXSID2074536 | A26803 | Antioxidant 4020 | 1,1'-(1,2-Ethanediyldi-4,1-phenylene)bisethanone |

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

3-Indoleglyoxylic acid is a chemical used for synthesizing many things, particularly analogs of pyhtoalexins as anticancer agents. It is also a reactant to synthesize fenbufen and ethacrynic acid derivatives. It is also used to synthesize tertiary amides and fuconojirimycin derivatives as inhibitors of α-Fucosidases. Perhaps the most useful is the synthesis of oxazinin-3, oxazinin-2, and oxazinin-1 via intramolecular addition and cyclization reactions.
A chemical used for synthesizing many things, particularly analogs of pyhtoalexins as anticancer agents

Specifications

Synonyms

BIDD:GT0374 | 1H-indol-3-yl(oxo)acetic acid [ | 3-Indolylglyoxylic acid | AC-2262 | Microval | UNII-34U8W7RF8Q | 1H-Indole-3-acetic acid, alpha-oxo- | U-14743 | DTXSID2074536 | A26803 | Antioxidant 4020 | 1, 1'-(1, 2-Ethanediyldi-4, 1-phenylene)bisethanone |

Specifications & Purity

≥97%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504754746
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754746
• Canonical Smiles: C1=CC=C2C(=C1)C(=CN2)C(=O)C(=O)O
• IUPAC Name: 2-(1H-indol-3-yl)-2-oxoacetic acid
• InChIKey: DWLVFWDCSFTDOD-UHFFFAOYSA-N
• INCHI: 1S/C10H7NO3/c12-9(10(13)14)7-5-11-8-4-2-1-3-6(7)8/h1-5,11H,(H,13,14)
• Isomeric SMILES: C1=CC=C2C(=C1)C(=CN2)C(=O)C(=O)O
• WGK Germany: 3
• Molecular Weight: 189.17
• Reaxy-Rn: 147035
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=147035&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolyl carboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolyl carboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indole-3-acetic acid derivatives
• Alternative Parents: Indoles Aryl ketones Substituted pyrroles Benzenoids Alpha-keto acids and derivatives Vinylogous amides Heteroaromatic compounds Alpha-hydroxy ketones Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole-3-acetic acid derivative - Indole - Aryl ketone - Alpha-keto acid - Keto acid - Benzenoid - Substituted pyrrole - Alpha-hydroxy ketone - Heteroaromatic compound - Vinylogous amide - Pyrrole - Ketone - Carboxylic acid derivative - Carboxylic acid - Azacycle - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indole-3-acetic acid derivatives. These are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
• 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(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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Proteus vulgaris (5823 Activities)

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Salmonella typhimurium (15756 Activities)

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Micrococcus luteus (7463 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Bacillus subtilis (32866 Activities)

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ICL1 Isocitrate lyase (219 Activities)

Discover Target: ICL1

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Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 217°C
• Molecular Weight: 189.170 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 189.043 Da
• Monoisotopic Mass: 189.043 Da
• Topological Polar Surface Area: 70.200 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 264.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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