ContaminantDB: Dodecyl gallate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (4)XML

Record Information

Version

1.0

Creation Date

2014-09-11 05:21:38 UTC

Update Date

2026-04-16 22:19:26 UTC

Accession Number

CHEM003860

Identification

Common Name

Dodecyl gallate

Class

Small Molecule

Description

Dodecyl 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dodecyl gallic acid	Generator
e312	ChEMBL, HMDB
N-Dodecylgallate	ChEMBL, HMDB
Dodecyl 3	ChEMBL, HMDB
45-Trihydroxybenzoate	ChEMBL, HMDB
N-Dodecylgallic acid	Generator, HMDB
45-Trihydroxybenzoic acid	Generator, HMDB
3,4,5-Trihydroxybenzoic acid, dodecyl ester	HMDB
Antioxidant e 312	HMDB, MeSH
Antioxidant e-312	HMDB, MeSH
Benzoic acid, 3,4,5-trihydroxy-, dodecyl ester	HMDB
Dodecyl 3,4,5-trihydroxybenzoate	HMDB
Dodecyl-3,4,5-trihydroxybenzoate	HMDB
Dodecylester kyseliny gallove	HMDB
e 312 Antioxidant	HMDB, MeSH
e-312 Antioxidant	HMDB, MeSH
Gallic acid lauryl ester	HMDB
Gallic acid, dodecyl ester	HMDB
Gallic acid, dodecyl ester (8ci)	HMDB
Gallic acid, lauryl ester	HMDB
Lauryl 3,4,5-trihydroxybenzoate	HMDB
Lauryl gallate	HMDB, MeSH
N-Dodecyl gallate	HMDB
Nipagallin la	HMDB
Progallin la	HMDB
Dodecyl 3,4,5-trihydroxybenzoic acid	Generator
Dodecyl gallate	MeSH

Chemical Formula

C₁₉H₃₀O₅

Average Molecular Mass

338.439 g/mol

Monoisotopic Mass

338.209 g/mol

CAS Registry Number

1166-52-5

IUPAC Name

dodecyl 3,4,5-trihydroxybenzoate

Traditional Name

dodecyl gallate

SMILES

CCCCCCCCCCCCOC(=O)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=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 Key

RPWFJAMTCNSJKK-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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Galloyl 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 Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	96 - 97 °C
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	5.75	ALOGPS
logP	5.95	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.11	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	94.71 m³·mol⁻¹	ChemAxon
Polarizability	40.34 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1900000000-9013bee22d2a1fdc9d3f	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-014i-3509030000-cb7cdef137b66db314a2	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-00bl-1900000000-c75b103603964ff92d16	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-00n0-0902000000-9eb3ea566e2af2d8f02e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-000i-0109000000-1a8b29cb1a5b44dc668d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-004i-1900000000-21a606b5cf7421bf55b4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-004u-1900000000-8ddf1c337724ccbd2e8f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-000i-0009000000-a8b8ed9c0d32ae5fc67d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0kor-2900000000-0ad35223844ad4951a9b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1900000000-d2726bca801f8d80a5bb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-7900000000-0fbf82065c40043f0a76	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0809000000-a3a58dc1d8786e45ce7e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0gb9-2901000000-a342311eb37e141f86c3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ufu-6900000000-e12d41892d4cb94b7a6f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0509000000-687996dac26277881689	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0901000000-bc406fe60c5bff1a949c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fvi-1900000000-05609974eb3171d1882e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0609000000-bf01634fdf350b948361	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0w2i-4943000000-736a1e240f148fe12630	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfu-9700000000-67a08a377c74810122f1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0109000000-11f811352a9955dfb08a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0609000000-2a9cb72c4e25b2273e50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3900000000-f2a5f958df648a8596e2	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-7900000000-0334d0ae657fe7968577	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0038720

FooDB ID

FDB018128

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Dodecyl gallate

Chemspider ID

13777

ChEBI ID

Not Available

PubChem Compound ID

14425

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Dodecyl gallate (CHEM003860)

Structure for CHEM003860: Dodecyl gallate