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Record Information
Version1.0
Creation Date2014-09-11 05:21:38 UTC
Update Date2016-11-09 01:09:14 UTC
Accession NumberCHEM003860
Identification
Common NameDodecyl gallate
ClassSmall Molecule
DescriptionDodecyl gallate is an antioxidant used in foods especially oil, fats, cheeses and mashed potato. Dodecyl gallate is a permitted for use in margarine in USA. Possesses same antioxidant effects as propyl gallate but incr. alkyl chain length gives rise to greater fat solubility.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Food Additive
  • Food Toxin
  • Metabolite
  • Organic Compound
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
ValueSource
Dodecyl gallic acidGenerator
e312ChEMBL, HMDB
N-DodecylgallateChEMBL, HMDB
Dodecyl 3ChEMBL, HMDB
45-TrihydroxybenzoateChEMBL, HMDB
N-Dodecylgallic acidGenerator, HMDB
45-Trihydroxybenzoic acidGenerator, HMDB
3,4,5-Trihydroxybenzoic acid, dodecyl esterHMDB
Antioxidant e 312HMDB, MeSH
Antioxidant e-312HMDB, MeSH
Benzoic acid, 3,4,5-trihydroxy-, dodecyl esterHMDB
Dodecyl 3,4,5-trihydroxybenzoateHMDB
Dodecyl-3,4,5-trihydroxybenzoateHMDB
Dodecylester kyseliny galloveHMDB
e 312 AntioxidantHMDB, MeSH
e-312 AntioxidantHMDB, MeSH
Gallic acid lauryl esterHMDB
Gallic acid, dodecyl esterHMDB
Gallic acid, dodecyl ester (8ci)HMDB
Gallic acid, lauryl esterHMDB
Lauryl 3,4,5-trihydroxybenzoateHMDB
Lauryl gallateHMDB, MeSH
N-Dodecyl gallateHMDB
Nipagallin laHMDB
Progallin laHMDB
Dodecyl 3,4,5-trihydroxybenzoic acidGenerator
Dodecyl gallateMeSH
Chemical FormulaC19H30O5
Average Molecular Mass338.439 g/mol
Monoisotopic Mass338.209 g/mol
CAS Registry Number1166-52-5
IUPAC Namedodecyl 3,4,5-trihydroxybenzoate
Traditional Namedodecyl gallate
SMILESCCCCCCCCCCCCOC(=O)C1=CC(O)=C(O)C(O)=C1
InChI IdentifierInChI=1S/C19H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-24-19(23)15-13-16(20)18(22)17(21)14-15/h13-14,20-22H,2-12H2,1H3
InChI KeyRPWFJAMTCNSJKK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as galloyl esters. These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentGalloyl esters
Alternative Parents
Substituents
  • Galloyl ester
  • P-hydroxybenzoic acid alkyl ester
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid ester
  • Benzoate ester
  • Benzenetriol
  • Pyrogallol derivative
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Polyol
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point96 - 97 °C
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.035 g/LALOGPS
logP5.75ALOGPS
logP5.95ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)8.11ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity94.71 m³·mol⁻¹ChemAxon
Polarizability40.34 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-0udi-1900000000-9013bee22d2a1fdc9d3fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS)splash10-014i-3509030000-cb7cdef137b66db314a2View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-00bl-1900000000-c75b103603964ff92d16View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-00n0-0902000000-9eb3ea566e2af2d8f02eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-000i-0109000000-1a8b29cb1a5b44dc668dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-004i-1900000000-21a606b5cf7421bf55b4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-004u-1900000000-8ddf1c337724ccbd2e8fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-000i-0009000000-a8b8ed9c0d32ae5fc67dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0kor-2900000000-0ad35223844ad4951a9bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-d2726bca801f8d80a5bbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-7900000000-0fbf82065c40043f0a76View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0809000000-a3a58dc1d8786e45ce7eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gb9-2901000000-a342311eb37e141f86c3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufu-6900000000-e12d41892d4cb94b7a6fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0509000000-687996dac26277881689View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0901000000-bc406fe60c5bff1a949cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fvi-1900000000-05609974eb3171d1882eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0609000000-bf01634fdf350b948361View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0w2i-4943000000-736a1e240f148fe12630View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfu-9700000000-67a08a377c74810122f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0109000000-11f811352a9955dfb08aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0609000000-2a9cb72c4e25b2273e50View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3900000000-f2a5f958df648a8596e2View in MoNA
MSMass Spectrum (Electron Ionization)splash10-00di-7900000000-0334d0ae657fe7968577View in MoNA
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0038720
FooDB IDFDB018128
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDodecyl gallate
Chemspider ID13777
ChEBI IDNot Available
PubChem Compound ID14425
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.