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Details

Stereochemistry ACHIRAL
Molecular Formula C15H22O5
Molecular Weight 282.3322
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OCTYL GALLATE

SMILES

CCCCCCCCOC(=O)C1=CC(O)=C(O)C(O)=C1

InChI

InChIKey=NRPKURNSADTHLJ-UHFFFAOYSA-N
InChI=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

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Evaluation of aggregating brain cell cultures for the detection of acute organ-specific toxicity.
2013-06
Octyl and dodecyl gallates induce oxidative stress and apoptosis in a melanoma cell line.
2011-12
Antioxidant capacity of pure compounds and complex mixtures evaluated by the ORAC-pyrogallol red assay in the presence of Triton X-100 micelles.
2010-09-01
Determination of food grade antioxidants using microemulsion electrokinetic chromatography.
2010-07
Screening of phenolic antioxidants for their inhibitory activity against foodborne Staphylococcus aureus strains.
2010-06
Octyl Gallate Inhibits ATP-induced Intracellular Calcium Increase in PC12 Cells by Inhibiting Multiple Pathways.
2010-02
Mangifera indica (mango).
2010-01
Inhibitive effects of alkyl gallates on hyaluronidase and collagenase.
2009-10
Occurrence and environmental stress responses of two plastid terminal oxidases in Haematococcus pluvialis (Chlorophyceae).
2009-06
Induction of morphological changes in Ustilago maydis cells by octyl gallate.
2009-02
Anti-HSV-1 and anti-HIV-1 activity of gallic acid and pentyl gallate.
2008-08
Solubility enhancement of gluten and organic compounds by arginine.
2008-05-01
[Sensitization to gallates: review of 46 cases].
2007-12
The flavonoid luteolin worsens chemical-induced colitis in NF-kappaB(EGFP) transgenic mice through blockade of NF-kappaB-dependent protective molecules.
2007-07-04
Antiviral effect of octyl gallate against influenza and other RNA viruses.
2007-04
Evaluation of antifungal properties of octyl gallate and its synergy with cinnamaldehyde.
2007-03
Antiviral effect of octyl gallate against DNA and RNA viruses.
2007-02
Anti-inflammatory effects of flavonoids: genistein, kaempferol, quercetin, and daidzein inhibit STAT-1 and NF-kappaB activations, whereas flavone, isorhamnetin, naringenin, and pelargonidin inhibit only NF-kappaB activation along with their inhibitory effect on iNOS expression and NO production in activated macrophages.
2007
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006-11
In vivo treatment of acute Chlamydia pneumoniae infection with the flavonoids quercetin and luteolin and an alkyl gallate, octyl gallate, in a mouse model.
2005-10-15
Patch testing with patients' own cosmetics and toiletries--results of the IVDK*, 1998-2002.
2005-10
Simultaneous sodium lauryl sulphate testing improves the diagnostic validity of allergic patch tests. Results from a prospective multicentre study of the German Contact Dermatitis Research Group (Deutsche Kontaktallergie-Gruppe, DKG).
2005-04
A rapid screening method for detecting active compounds against erythromycin-resistant bacterial strains of Finnish origin.
2005
Identification of the rabbit liver UDP-glucuronosyltransferase catalyzing the glucuronidation of 4-ethoxyphenylurea (dulcin).
2004-12
Phenolic acid derivatives with potential anticancer properties--a structure-activity relationship study. Part 1: methyl, propyl and octyl esters of caffeic and gallic acids.
2004-07-01
Lipoxygenase inhibitory activity of octyl gallate.
2004-05-19
Permeability characteristics and membrane affinity of flavonoids and alkyl gallates in Caco-2 cells and in phospholipid vesicles.
2004-05-15
Modulation of beta-lactam resistance in Staphylococcus aureus by catechins and gallates.
2004-05
Antibacterial activity of akyl gallates against Bacillus subtilis.
2004-03-10
Melkersson-Rosenthal syndrome associated with allergic contact dermatitis from octyl and dodecyl gallates.
2003-11
Antioxidant properties of captopril in vitro.
2003-10-15
In vitro characterization of a plastid terminal oxidase (PTOX).
2003-09
Changes in the activity of the alternative oxidase in Orobanche seeds during conditioning and their possible physiological function.
2003-09
Biosynthesis of drug glucuronides for use as authentic standards.
2003-03-12
Patch testing with the irritant sodium lauryl sulfate (SLS) is useful in interpreting weak reactions to contact allergens as allergic or irritant.
2003-02
Antifungal activity of octyl gallate.
2002-12-15
Anti-Salmonella activity of alkyl gallates.
2002-11-06
Retinol palmitate as a model substance to test antioxidant properties in vitro on the example of captopril.
2002-09
Molecular design of antifungal agents.
2002-07-03
[Simultaneous determination of five antioxidants in food by HPLC with fluorescence detection].
2002-04
Bond dissociation enthalpies of polyphenols: the importance of cooperative effects.
2002-02-08
Effects of simple aromatic compounds and flavonoids on Ca2+ fluxes in rat pituitary GH(4)C(1) cells.
2001-03-02
In vitro test for the effectiveness of antioxidants as inhibitors of thiyl radical-induced reactions with unsaturated fatty acids.
2001-03
Antifungal activity of octyl gallate: structural criteria and mode of action.
2001-02-12
Monoclonal antibody-directed analysis of benzo[a]pyrene metabolism in rat liver and extrahepatic tissues: effect of propyl and octyl gallate.
2001
Characterization of rabbit UDP-glucuronosyltransferase UGT1A7: tertiary amine glucuronidation is catalyzed by UGT1A7 and UGT1A4.
1997-08-15
Patents
Name Type Language
E-311
Preferred Name English
OCTYL GALLATE
EP   WHO-DD  
Systematic Name English
N-OCTYL ESTER OF 3,4,5-TRIHYDROXYBENZOIC ACID
Common Name English
GALLIC ACID, OCTYL ESTER
Common Name English
INS NO.311
Code English
NSC-97419
Code English
OCTYL ESTER OF GALLIC ACID
Common Name English
Octyl gallate [WHO-DD]
Common Name English
OCTYL GALLATE [EP MONOGRAPH]
Common Name English
OCTYL 3,4,5-TRIHYDROXYBENZOATE
Systematic Name English
PPC-17
Code English
BENZOIC ACID, 3,4,5-TRIHYDROXY-, OCTYL ESTER
Systematic Name English
OCTYL GALLATE (E 311)
Common Name English
N-OCTYL GALLATE
Common Name English
INS-311
Code English
OCTIL GALLATE [MART.]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION INS-311
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
Code System Code Type Description
SMS_ID
100000080009
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
PRIMARY
NSC
97419
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
PRIMARY
CAS
1034-01-1
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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PUBCHEM
61253
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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EPA CompTox
DTXSID4040713
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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EVMPD
SUB14680MIG
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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WIKIPEDIA
OCTYL GALLATE
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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ECHA (EC/EINECS)
213-853-0
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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MESH
C016627
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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FDA UNII
079IIA2811
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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CHEBI
83631
Created by admin on Mon Mar 31 18:54:03 GMT 2025 , Edited by admin on Mon Mar 31 18:54:03 GMT 2025
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