Octyl gallate (CHEM003787)

Record Information
Version1.0
Creation Date2014-09-11 05:18:20 UTC
Update Date2026-08-19 12:17:41 UTC
Accession NumberCHEM003787
Identification
Common NameOctyl gallate
ClassSmall Molecule
Description
Octyl gallate is an antioxidant used in margarine Octyl gallate has been shown to exhibit anti-viral function (1).
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Food Toxin
  • Metabolite
  • Organic Compound
  • Synthetic Compound
Chemical Structure
MOLSDF3D SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Gallic acid octyl esterChEBI
N-Octyl gallateChEBI
Gallate octyl esterGenerator
N-Octyl gallic acidGenerator
Octyl gallic acidGenerator
3,4,5-Trihydroxybenzoic acid octyl esterMeSH
Octyl gallate dihydrateMeSH
Benzoic acid, 3,4,5-trihydroxy-, octyl esterHMDB
e311HMDB
GA 8HMDB
Gallic acid, octyl esterHMDB
N-Octyl ester OF 3,4,5-trihydroxybenzoic acidHMDB
N-OctylgallateHMDB
Octyl 3,4,5-trihydroxybenzoateHMDB
OctylgallateHMDB
Oktylester kyseliny galloveHMDB
Progallin OHMDB
Stabilizer ga 8HMDB
Chemical FormulaC15H22O5
Average Molecular Mass282.332 g/mol
Monoisotopic Mass282.147 g/mol
CAS Registry Number1034-01-1
IUPAC Nameoctyl 3,4,5-trihydroxybenzoate
Traditional Nameoctyl gallate
SMILESCCCCCCCCOC(=O)C1=CC(O)=C(O)C(O)=C1
InChI IdentifierInChI=1S/C15H22O5/c1-2-3-4-5-6-7-8-20-15(19)11-9-12(16)14(18)13(17)10-11/h9-10,16-18H,2-8H2,1H3
InChI KeyNRPKURNSADTHLJ-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 Descriptors
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 Point94 - 95 °C
Boiling PointNot Available
Solubility0.036 mg/mL at 20 °C
Predicted Properties
PropertyValueSource
Water Solubility0.26 g/LALOGPS
logP4.1ALOGPS
logP4.17ChemAxon
logS-3ALOGPS
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 Count9ChemAxon
Refractivity76.3 m³·mol⁻¹ChemAxon
Polarizability31.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
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
External Links
DrugBank IDNot Available
HMDB IDHMDB0033375
FooDB IDFDB011405
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkOctyl_gallate
Chemspider ID55194
ChEBI ID83631
PubChem Compound ID61253
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23675839
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23977176
3. Yamasaki H, Uozaki M, Katsuyama Y, Utsunomiya H, Arakawa T, Higuchi M, Higuti T, Koyama AH: Antiviral effect of octyl gallate against influenza and other RNA viruses. Int J Mol Med. 2007 Apr;19(4):685-8.
4. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.