Posted inUncategorized

Triacetin

July 21, 2017
Common Name

Triacetin Description

Triacetin is found in fruits. Triacetin is a flavouring agent, adjuvant; formliation aid, humectant, solvent and vehicle. Triacetin is present in papaya (Carica papaya) Triacetin belongs to the family of Carboxylic Acid Esters. These are carboxylic acid derivatives in which the carbo atom from the carbonyl group is atached to an alkyl or oaryl moiety through an oxygen atom (forming an ester group). Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB29592 (Triacetin)

Synonyms

Value Source 1,2,3-Propanetriol triacetateChEBI 1,2,3-Propanetriyl triacetateChEBI 1,2,3-TriacetoxypropaneChEBI 1,2,3-TriacetylglycerolChEBI 2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetateChEBI e 1518ChEBI e-1518ChEBI e1518ChEBI EnzactinChEBI Glycerin triacetateChEBI Glycerol triacetateChEBI Glyceryl triacetateChEBI TriacetinaChEBI TriacetineChEBI TriacetinumChEBI Triacetyl glycerinChEBI Triacetyl glycerineChEBI TriacetylglycerolChEBI 1,2,3-Propanetriol triacetic acidGenerator 1,2,3-Propanetriyl triacetic acidGenerator 2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetic acidGenerator Glycerin triacetic acidGenerator Glycerol triacetic acidGenerator Glyceryl triacetic acidGenerator 1,2,3-Propanetriol triacetate, 9ciHMDB 1,2,3-Propanetriol, 1,2,3-triacetateHMDB 1,2,3-Propanetriol, triacetateHMDB Acetic, 1,2,3-propanetriyl esterHMDB BlekinHMDB EnzacetinHMDB Estol 1581HMDB EuzactinHMDB FEMA 2007HMDB FungacetHMDB FungacetinHMDB Glycerol triacetate tributyrinHMDB GlypedHMDB Kesscoflex traHMDB Kodaflex triacetinHMDB MotisilHMDB Propane-1,2,3-triyl triacetateHMDB Tri-acetinHMDB Triacetin (1,2,3-propanetriol triacetate)HMDB Triacetin (glycerol triacetate)HMDB Triacetin, 8ci, ban, inn, usanHMDB Triacetyl glycerolHMDB VanayHMDB Triacetyl-glycerolMeSH

Chemical Formlia

C9H14O6 Average Molecliar Weight

218.2039 Monoisotopic Molecliar Weight

218.07903818 IUPAC Name

1,3-bis(acetyloxy)propan-2-yl acetate Traditional Name

triacetin CAS Registry Number

102-76-1 SMILES

CC(=O)OCC(COC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3

InChI Key

URAYPUMNDPQOKB-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol moleclie through ester linkages. Kingdom

Chemical entities Super Class

Organic compounds Class

Lipids and lipid-like moleclies Sub Class

Glycerolipids Direct Parent

Triacylglycerols Alternative Parents

  • Tricarboxylic acids and derivatives
  • Carboxylic acid esters
  • Organic oxides
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Triacyl-sn-glycerol
  • Tricarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound

    • Molecliar Framework

    Aliphatic acyclic compounds External Descriptors

  • triglyceride (CHEBI:9661 )
  • Triacylglycerols (LMGL03012615 )

    • Ontology Status

    Expected but not Quantified Origin

  • Endogenous

  • Food

    • Biofunction

    Not Available Application

  • Flavoring Agent
  • Laboratory Chemical

    • Cellliar locations

  • Cytoplasm
  • Extracellliar

    • Physical Properties State

    Liquid Experimental Properties

    Property Value Reference Melting Point-78 °CNot Available Boiling PointNot AvailableNot Available Water Solubility58 mg/mL at 25 °CNot Available LogP0.25Not Available

    Predicted Properties

    Property Value Source Water Solubility11.3 mg/mLALOGPS logP0.4ALOGPS logP-0.52ChemAxon logS-1.3ALOGPS pKa (Strongest Basic)-6.5ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count3ChemAxon Hydrogen Donor Count0ChemAxon Polar Surface Area78.9 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity47.97 m3·mol-1ChemAxon Polarizability20.88 Å3ChemAxon Number of Rings0ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key 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

    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

    FDB000751 KNApSAcK ID

    Not Available Chemspider ID

    13835706 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29592 Metagene Link

    HMDB29592 METLIN ID

    Not Available PubChem Compound

    5541 PDB ID

    Not Available ChEBI ID

    1013138

    Product: Galangin

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Download (PDF) General References
    1. Goembira F, Saka S: Optimization of biodiesel production by supercritical methyl acetate. Bioresour Technol. 2013 Mar;131:47-52. doi: 10.1016/j.biortech.2012.12.130. Epub 2012 Dec 27. [PubMed:23340101 ]
    2. Brault G, Shareck F, Hurtubise Y, Lepine F, Doucet N: Isolation and characterization of EstC, a new cold-active esterase from Streptomyces coelicolor A3(2). PLoS One. 2012;7(3):e32041. doi: 10.1371/journal.pone.0032041. Epub 2012 Mar 2. [PubMed:22396747 ]
    3. KARNS ME, PARKER R: The treatment of refractory fungus infections with fungacetin (triacetin). J Am Podiatry Assoc. 1959 Sep;49:411-2. [PubMed:14404545 ]
    4. Cheng M, Angkawidjaja C, Koga Y, Kanaya S: Requirement of lid2 for interfacial activation of a family I.3 lipase with unique two lid structures. FEBS J. 2012 Oct;279(19):3727-37. doi: 10.1111/j.1742-4658.2012.08734.x. Epub 2012 Aug 31. [PubMed:22863357 ]
    5. Malik B, Benaissa M: Determination of glucose concentration from near-infrared spectra using locally weighted partial least square regression. Conf Proc IEEE Eng Med Biol Soc. 2012;2012:6169-71. doi: 10.1109/EMBC.2012.6347402. [PubMed:23367337 ]
    6. Sarkar B, Ravi V, Alexandridis P: Micellization of amphiphilic block copolymers in binary and ternary solvent mixtures. J Colloid Interface Sci. 2013 Jan 15;390(1):137-46. doi: 10.1016/j.jcis.2012.09.028. Epub 2012 Sep 26. [PubMed:23099248 ]
    7. Biedermann J, Owen AJ, Schloe KT, Gassner F, Sussmuth R: Interaction between poly-3-hydroxybutyrate-co-3-hydroxyvalerate and a denitrifying Pseudomonas strain. Can J Microbiol. 1997 Jun;43(6):561-8. [PubMed:9226875 ]
    8. Radomska-Soukharev A, Wojciechowska J: Microemulsions as potential ocular drug delivery systems: phase diagrams and physical properties depending on ingredients. Acta Pol Pharm. 2005 Nov-Dec;62(6):465-71. [PubMed:16583987 ]
    9. Laino T, Tuma C, Moor P, Martin E, Stolz S, Curioni A: Mechanisms of propylene glycol and triacetin pyrolysis. J Phys Chem A. 2012 May 10;116(18):4602-9. doi: 10.1021/jp300997d. Epub 2012 Apr 30. [PubMed:22512236 ]
    10. Inal O, Kilicarslan M, Ari N, Baykara T: In vitro and in vivo transdermal studies of atenolol using iontophoresis. Acta Pol Pharm. 2008 Jan-Feb;65(1):29-36. [PubMed:18536170 ]
    11. Liu H, Venkatraman SS: Cosolvent effects on the drug release and depot swelling in injectable in situ depot-forming systems. J Pharm Sci. 2012 May;101(5):1783-93. doi: 10.1002/jps.23065. Epub 2012 Feb 8. [PubMed:22318766 ]
    12. Gao Y, Li L, Zhang J, Shu W, Gao L: Simultaneous determination of triacetin, acetic ether, butyl acetate and amorolfine hydrochloride in amorolfine liniment by HPLC. Pak J Pharm Sci. 2012 Apr;25(2):389-94. [PubMed:22459467 ]
    13. Emara LH, Taha NF, Badr RM, Mursi NM: Development of an osmotic pump system for controlled delivery of diclofenac sodium. Drug Discov Ther. 2012 Oct;6(5):269-77. [PubMed:23229148 ]
    14. Camargo JA, Sapin A, Nouvel C, Daloz D, Leonard M, Bonneaux F, Six JL, Maincent P: Injectable PLA-based in situ forming implants for controlled release of Ivermectin a BCS Class II drug: solvent selection based on physico-chemical characterization. Drug Dev Ind Pharm. 2013 Jan;39(1):146-55. doi: 10.3109/03639045.2012.660952. Epub 2012 Mar 8. [PubMed:22397675 ]
    15. Ziolek M, Burdzinski G, Douhal A: Long-living structures of photochromic salicylaldehyde azine: polarity and viscosity effects from nanoseconds to hours. Photochem Photobiol Sci. 2012 Aug;11(8):1389-400. doi: 10.1039/c2pp25081k. Epub 2012 Jun 22. [PubMed:22722683 ]
    16. CAHN MM, LEVY EJ: The use of triacetin (fungacetin) in the treatment of superficial dermatomycoses. Int Rec Med Gen Pract Clin. 1959 Jun;172(6):303-9. [PubMed:13664360 ]
    17. Vijayakumar KR, Gowda LR: Rice (Oryza sativa) lipase: molecular cloning, functional expression and substrate specificity. Protein Expr Purif. 2013 Mar;88(1):67-79. doi: 10.1016/j.pep.2012.11.011. Epub 2012 Nov 29. [PubMed:23202292 ]
    18. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 27577957

    Last updated on
    Posted inUncategorized

    Triacetin

    July 21, 2017
    Common Name

    Triacetin Description

    Triacetin is found in fruits. Triacetin is a flavouring agent, adjuvant; formliation aid, humectant, solvent and vehicle. Triacetin is present in papaya (Carica papaya) Triacetin belongs to the family of Carboxylic Acid Esters. These are carboxylic acid derivatives in which the carbo atom from the carbonyl group is atached to an alkyl or oaryl moiety through an oxygen atom (forming an ester group). Structure

    MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

    Structure for HMDB29592 (Triacetin)

    Synonyms

    Value Source 1,2,3-Propanetriol triacetateChEBI 1,2,3-Propanetriyl triacetateChEBI 1,2,3-TriacetoxypropaneChEBI 1,2,3-TriacetylglycerolChEBI 2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetateChEBI e 1518ChEBI e-1518ChEBI e1518ChEBI EnzactinChEBI Glycerin triacetateChEBI Glycerol triacetateChEBI Glyceryl triacetateChEBI TriacetinaChEBI TriacetineChEBI TriacetinumChEBI Triacetyl glycerinChEBI Triacetyl glycerineChEBI TriacetylglycerolChEBI 1,2,3-Propanetriol triacetic acidGenerator 1,2,3-Propanetriyl triacetic acidGenerator 2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetic acidGenerator Glycerin triacetic acidGenerator Glycerol triacetic acidGenerator Glyceryl triacetic acidGenerator 1,2,3-Propanetriol triacetate, 9ciHMDB 1,2,3-Propanetriol, 1,2,3-triacetateHMDB 1,2,3-Propanetriol, triacetateHMDB Acetic, 1,2,3-propanetriyl esterHMDB BlekinHMDB EnzacetinHMDB Estol 1581HMDB EuzactinHMDB FEMA 2007HMDB FungacetHMDB FungacetinHMDB Glycerol triacetate tributyrinHMDB GlypedHMDB Kesscoflex traHMDB Kodaflex triacetinHMDB MotisilHMDB Propane-1,2,3-triyl triacetateHMDB Tri-acetinHMDB Triacetin (1,2,3-propanetriol triacetate)HMDB Triacetin (glycerol triacetate)HMDB Triacetin, 8ci, ban, inn, usanHMDB Triacetyl glycerolHMDB VanayHMDB Triacetyl-glycerolMeSH

    Chemical Formlia

    C9H14O6 Average Molecliar Weight

    218.2039 Monoisotopic Molecliar Weight

    218.07903818 IUPAC Name

    1,3-bis(acetyloxy)propan-2-yl acetate Traditional Name

    triacetin CAS Registry Number

    102-76-1 SMILES

    CC(=O)OCC(COC(C)=O)OC(C)=O

    InChI Identifier

    InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3

    InChI Key

    URAYPUMNDPQOKB-UHFFFAOYSA-N Chemical Taxonomy Description

    This compound belongs to the class of chemical entities known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol moleclie through ester linkages. Kingdom

    Chemical entities Super Class

    Organic compounds Class

    Lipids and lipid-like moleclies Sub Class

    Glycerolipids Direct Parent

    Triacylglycerols Alternative Parents

  • Tricarboxylic acids and derivatives
  • Carboxylic acid esters
  • Organic oxides
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Triacyl-sn-glycerol
  • Tricarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound

    • Molecliar Framework

    Aliphatic acyclic compounds External Descriptors

  • triglyceride (CHEBI:9661 )
  • Triacylglycerols (LMGL03012615 )

    • Ontology Status

    Expected but not Quantified Origin

  • Endogenous

  • Food

    • Biofunction

    Not Available Application

  • Flavoring Agent
  • Laboratory Chemical

    • Cellliar locations

  • Cytoplasm
  • Extracellliar

    • Physical Properties State

    Liquid Experimental Properties

    Property Value Reference Melting Point-78 °CNot Available Boiling PointNot AvailableNot Available Water Solubility58 mg/mL at 25 °CNot Available LogP0.25Not Available

    Predicted Properties

    Property Value Source Water Solubility11.3 mg/mLALOGPS logP0.4ALOGPS logP-0.52ChemAxon logS-1.3ALOGPS pKa (Strongest Basic)-6.5ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count3ChemAxon Hydrogen Donor Count0ChemAxon Polar Surface Area78.9 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity47.97 m3·mol-1ChemAxon Polarizability20.88 Å3ChemAxon Number of Rings0ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key 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

    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

    FDB000751 KNApSAcK ID

    Not Available Chemspider ID

    13835706 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29592 Metagene Link

    HMDB29592 METLIN ID

    Not Available PubChem Compound

    5541 PDB ID

    Not Available ChEBI ID

    1013138

    Product: Galangin

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Download (PDF) General References
    1. Goembira F, Saka S: Optimization of biodiesel production by supercritical methyl acetate. Bioresour Technol. 2013 Mar;131:47-52. doi: 10.1016/j.biortech.2012.12.130. Epub 2012 Dec 27. [PubMed:23340101 ]
    2. Brault G, Shareck F, Hurtubise Y, Lepine F, Doucet N: Isolation and characterization of EstC, a new cold-active esterase from Streptomyces coelicolor A3(2). PLoS One. 2012;7(3):e32041. doi: 10.1371/journal.pone.0032041. Epub 2012 Mar 2. [PubMed:22396747 ]
    3. KARNS ME, PARKER R: The treatment of refractory fungus infections with fungacetin (triacetin). J Am Podiatry Assoc. 1959 Sep;49:411-2. [PubMed:14404545 ]
    4. Cheng M, Angkawidjaja C, Koga Y, Kanaya S: Requirement of lid2 for interfacial activation of a family I.3 lipase with unique two lid structures. FEBS J. 2012 Oct;279(19):3727-37. doi: 10.1111/j.1742-4658.2012.08734.x. Epub 2012 Aug 31. [PubMed:22863357 ]
    5. Malik B, Benaissa M: Determination of glucose concentration from near-infrared spectra using locally weighted partial least square regression. Conf Proc IEEE Eng Med Biol Soc. 2012;2012:6169-71. doi: 10.1109/EMBC.2012.6347402. [PubMed:23367337 ]
    6. Sarkar B, Ravi V, Alexandridis P: Micellization of amphiphilic block copolymers in binary and ternary solvent mixtures. J Colloid Interface Sci. 2013 Jan 15;390(1):137-46. doi: 10.1016/j.jcis.2012.09.028. Epub 2012 Sep 26. [PubMed:23099248 ]
    7. Biedermann J, Owen AJ, Schloe KT, Gassner F, Sussmuth R: Interaction between poly-3-hydroxybutyrate-co-3-hydroxyvalerate and a denitrifying Pseudomonas strain. Can J Microbiol. 1997 Jun;43(6):561-8. [PubMed:9226875 ]
    8. Radomska-Soukharev A, Wojciechowska J: Microemulsions as potential ocular drug delivery systems: phase diagrams and physical properties depending on ingredients. Acta Pol Pharm. 2005 Nov-Dec;62(6):465-71. [PubMed:16583987 ]
    9. Laino T, Tuma C, Moor P, Martin E, Stolz S, Curioni A: Mechanisms of propylene glycol and triacetin pyrolysis. J Phys Chem A. 2012 May 10;116(18):4602-9. doi: 10.1021/jp300997d. Epub 2012 Apr 30. [PubMed:22512236 ]
    10. Inal O, Kilicarslan M, Ari N, Baykara T: In vitro and in vivo transdermal studies of atenolol using iontophoresis. Acta Pol Pharm. 2008 Jan-Feb;65(1):29-36. [PubMed:18536170 ]
    11. Liu H, Venkatraman SS: Cosolvent effects on the drug release and depot swelling in injectable in situ depot-forming systems. J Pharm Sci. 2012 May;101(5):1783-93. doi: 10.1002/jps.23065. Epub 2012 Feb 8. [PubMed:22318766 ]
    12. Gao Y, Li L, Zhang J, Shu W, Gao L: Simultaneous determination of triacetin, acetic ether, butyl acetate and amorolfine hydrochloride in amorolfine liniment by HPLC. Pak J Pharm Sci. 2012 Apr;25(2):389-94. [PubMed:22459467 ]
    13. Emara LH, Taha NF, Badr RM, Mursi NM: Development of an osmotic pump system for controlled delivery of diclofenac sodium. Drug Discov Ther. 2012 Oct;6(5):269-77. [PubMed:23229148 ]
    14. Camargo JA, Sapin A, Nouvel C, Daloz D, Leonard M, Bonneaux F, Six JL, Maincent P: Injectable PLA-based in situ forming implants for controlled release of Ivermectin a BCS Class II drug: solvent selection based on physico-chemical characterization. Drug Dev Ind Pharm. 2013 Jan;39(1):146-55. doi: 10.3109/03639045.2012.660952. Epub 2012 Mar 8. [PubMed:22397675 ]
    15. Ziolek M, Burdzinski G, Douhal A: Long-living structures of photochromic salicylaldehyde azine: polarity and viscosity effects from nanoseconds to hours. Photochem Photobiol Sci. 2012 Aug;11(8):1389-400. doi: 10.1039/c2pp25081k. Epub 2012 Jun 22. [PubMed:22722683 ]
    16. CAHN MM, LEVY EJ: The use of triacetin (fungacetin) in the treatment of superficial dermatomycoses. Int Rec Med Gen Pract Clin. 1959 Jun;172(6):303-9. [PubMed:13664360 ]
    17. Vijayakumar KR, Gowda LR: Rice (Oryza sativa) lipase: molecular cloning, functional expression and substrate specificity. Protein Expr Purif. 2013 Mar;88(1):67-79. doi: 10.1016/j.pep.2012.11.011. Epub 2012 Nov 29. [PubMed:23202292 ]
    18. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 27577957

    Last updated on