Posted inUncategorized

Diethyl malonate

July 21, 2017
Common Name

Diethyl malonate Description

Diethyl malonate is found in alcoholic beverages. Diethyl malonate is a flavour ingredient. Diethyl malonate is present in guava fruit, melon, concord grape, pineapple, blackberry and many wines and spirits Malonic acid is a rather simple dicarboxylic acid, with two carboxyl groups close together in its moleclie. In forming diethyl malonate from malonic acid, the hydroxyl group (-OH) on both of the carboxyl groups is replaced by an ethoxy group (-OEt; -OCH2CH3). The methylene group (-CH2-) in the middle of the malonic part of the diethyl malonate moleclie is neighboured by two carbonyl groups (-C(=O)-).Diethyl malonate has been shown to exhibit antibiotic function (PMID 3011233 ).Diethyl malonate belongs to the family of Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. Structure

MOLSDFPDBSMILESInChI

Structure for HMDB29573 (Diethyl malonate)

Synonyms

Value Source Carbethoxyacetic esterHMDB DicarbethoxymethaneHMDB Diethyl propanedioateHMDB Diethyl propanedioate, 9ciHMDB Ethyl malonateHMDB Ethyl methanedicarboxylateHMDB Ethyl propanedioateHMDB FEMA 2375HMDB Malonic acid diethyl esterHMDB Malonic acid, diethyl esterHMDB Malonic esterHMDB Methanedicarboxylic acid, diethyl esterHMDB Propanedioic acid, 1,3-diethyl esterHMDB Propanedioic acid, diethyl esterHMDB

Chemical Formlia

C7H12O4 Average Molecliar Weight

160.1678 Monoisotopic Molecliar Weight

160.073558872 IUPAC Name

1,3-diethyl propanedioate Traditional Name

diethyl malonate CAS Registry Number

105-53-3 SMILES

CCOC(=O)CC(=O)OCC

InChI Identifier

InChI=1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3

InChI Key

IYXGSMUGOJNHAZ-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Kingdom

Organic compounds Super Class

Organic acids and derivatives Class

Carboxylic acids and derivatives Sub Class

Dicarboxylic acids and derivatives Direct Parent

Dicarboxylic acids and derivatives Alternative Parents

  • 1,3-dicarbonyl compounds
  • Carboxylic acid esters
  • Hydrocarbon derivatives

    • Substituents

  • 1,3-dicarbonyl compound
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound

    • Molecliar Framework

    Aliphatic acyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous

  • Food

    • Biofunction

    Not Available Application

  • Nutrient

    • Cellliar locations

  • Cytoplasm
  • Extracellliar

    • Physical Properties State

    Liquid Experimental Properties

    Property Value Reference Melting Point-50 °CNot Available Boiling PointNot AvailableNot Available Water Solubility23.2 mg/mL at 37 °CNot Available LogP0.96Not Available

    Predicted Properties

    Property Value Source Water Solubility24.4 mg/mLALOGPS logP0.93ALOGPS logP0.67ChemAxon logS-0.82ALOGPS pKa (Strongest Acidic)12.36ChemAxon pKa (Strongest Basic)-6.8ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count2ChemAxon Hydrogen Donor Count0ChemAxon Polar Surface Area52.6 Å2ChemAxon Rotatable Bond Count6ChemAxon Refractivity38.02 m3·mol-1ChemAxon Polarizability15.94 Å3ChemAxon Number of Rings0ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key Predicted GC-MS

    Predicted GC-MS Spectrum – GC-MSNot Available GC-MS

    GC-MS Spectrum – EI-Bsplash10-016u-9400000000-adc51f2543836992b5a7View in MoNA GC-MS

    GC-MS Spectrum – EI-Bsplash10-00pl-9100000000-686a923858ceb77f2ab3View in MoNA GC-MS

    GC-MS Spectrum – EI-Bsplash10-00ou-9300000000-baedf40984817543fb55View in MoNA GC-MS

    GC-MS Spectrum – EI-Bsplash10-00ou-9300000000-ca6a39f537696bdd1204View in MoNA GC-MS

    GC-MS Spectrum – EI-Bsplash10-017i-9800000000-b9f129ca3341a0dc4057View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available 1D NMR

    1H NMR SpectrumNot Available 1D NMR

    13C NMR SpectrumNot Available

    Biological Properties Cellliar Locations

  • Cytoplasm
  • Extracellliar

    • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000728 KNApSAcK ID

    Not Available Chemspider ID

    13863636 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Diethyl_malonate NuGOwiki Link

    HMDB29573 Metagene Link

    HMDB29573 METLIN ID

    Not Available PubChem Compound

    7761 PDB ID

    Not Available ChEBI ID

    391281

    Product: ONO-4059 (hydrochloride)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Chevanet C, Besson F, Michel G: Effect of various growth conditions on spore formation and bacillomycin L production in Bacillus subtilis. Can J Microbiol. 1986 Mar;32(3):254-8. [PubMed:3011233 ]
    2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 11577088

    Last updated on
    Posted inUncategorized

    Diethyl malonate

    July 21, 2017
    Common Name

    Diethyl malonate Description

    Diethyl malonate is found in alcoholic beverages. Diethyl malonate is a flavour ingredient. Diethyl malonate is present in guava fruit, melon, concord grape, pineapple, blackberry and many wines and spirits Malonic acid is a rather simple dicarboxylic acid, with two carboxyl groups close together in its moleclie. In forming diethyl malonate from malonic acid, the hydroxyl group (-OH) on both of the carboxyl groups is replaced by an ethoxy group (-OEt; -OCH2CH3). The methylene group (-CH2-) in the middle of the malonic part of the diethyl malonate moleclie is neighboured by two carbonyl groups (-C(=O)-).Diethyl malonate has been shown to exhibit antibiotic function (PMID 3011233 ).Diethyl malonate belongs to the family of Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. Structure

    MOLSDFPDBSMILESInChI

    Structure for HMDB29573 (Diethyl malonate)

    Synonyms

    Value Source Carbethoxyacetic esterHMDB DicarbethoxymethaneHMDB Diethyl propanedioateHMDB Diethyl propanedioate, 9ciHMDB Ethyl malonateHMDB Ethyl methanedicarboxylateHMDB Ethyl propanedioateHMDB FEMA 2375HMDB Malonic acid diethyl esterHMDB Malonic acid, diethyl esterHMDB Malonic esterHMDB Methanedicarboxylic acid, diethyl esterHMDB Propanedioic acid, 1,3-diethyl esterHMDB Propanedioic acid, diethyl esterHMDB

    Chemical Formlia

    C7H12O4 Average Molecliar Weight

    160.1678 Monoisotopic Molecliar Weight

    160.073558872 IUPAC Name

    1,3-diethyl propanedioate Traditional Name

    diethyl malonate CAS Registry Number

    105-53-3 SMILES

    CCOC(=O)CC(=O)OCC

    InChI Identifier

    InChI=1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3

    InChI Key

    IYXGSMUGOJNHAZ-UHFFFAOYSA-N Chemical Taxonomy Description

    This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Kingdom

    Organic compounds Super Class

    Organic acids and derivatives Class

    Carboxylic acids and derivatives Sub Class

    Dicarboxylic acids and derivatives Direct Parent

    Dicarboxylic acids and derivatives Alternative Parents

  • 1,3-dicarbonyl compounds
  • Carboxylic acid esters
  • Hydrocarbon derivatives

    • Substituents

  • 1,3-dicarbonyl compound
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound

    • Molecliar Framework

    Aliphatic acyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous

  • Food

    • Biofunction

    Not Available Application

  • Nutrient

    • Cellliar locations

  • Cytoplasm
  • Extracellliar

    • Physical Properties State

    Liquid Experimental Properties

    Property Value Reference Melting Point-50 °CNot Available Boiling PointNot AvailableNot Available Water Solubility23.2 mg/mL at 37 °CNot Available LogP0.96Not Available

    Predicted Properties

    Property Value Source Water Solubility24.4 mg/mLALOGPS logP0.93ALOGPS logP0.67ChemAxon logS-0.82ALOGPS pKa (Strongest Acidic)12.36ChemAxon pKa (Strongest Basic)-6.8ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count2ChemAxon Hydrogen Donor Count0ChemAxon Polar Surface Area52.6 Å2ChemAxon Rotatable Bond Count6ChemAxon Refractivity38.02 m3·mol-1ChemAxon Polarizability15.94 Å3ChemAxon Number of Rings0ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key Predicted GC-MS

    Predicted GC-MS Spectrum – GC-MSNot Available GC-MS

    GC-MS Spectrum – EI-Bsplash10-016u-9400000000-adc51f2543836992b5a7View in MoNA GC-MS

    GC-MS Spectrum – EI-Bsplash10-00pl-9100000000-686a923858ceb77f2ab3View in MoNA GC-MS

    GC-MS Spectrum – EI-Bsplash10-00ou-9300000000-baedf40984817543fb55View in MoNA GC-MS

    GC-MS Spectrum – EI-Bsplash10-00ou-9300000000-ca6a39f537696bdd1204View in MoNA GC-MS

    GC-MS Spectrum – EI-Bsplash10-017i-9800000000-b9f129ca3341a0dc4057View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available 1D NMR

    1H NMR SpectrumNot Available 1D NMR

    13C NMR SpectrumNot Available

    Biological Properties Cellliar Locations

  • Cytoplasm
  • Extracellliar

    • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000728 KNApSAcK ID

    Not Available Chemspider ID

    13863636 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Diethyl_malonate NuGOwiki Link

    HMDB29573 Metagene Link

    HMDB29573 METLIN ID

    Not Available PubChem Compound

    7761 PDB ID

    Not Available ChEBI ID

    391281

    Product: ONO-4059 (hydrochloride)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Chevanet C, Besson F, Michel G: Effect of various growth conditions on spore formation and bacillomycin L production in Bacillus subtilis. Can J Microbiol. 1986 Mar;32(3):254-8. [PubMed:3011233 ]
    2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 11577088

    Last updated on