DODECYL GALLATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H30O5
Molecular Weight	338.4385
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=RPWFJAMTCNSJKK-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C19H30O5
Molecular Weight	338.4385
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Octyl and dodecyl gallates induce oxidative stress and apoptosis in a melanoma cell line.	2011-12	21856409
Prediction of the contact sensitizing potential of chemicals using analysis of gene expression changes in human THP-1 monocytes.	2010-11-10	20713136
Determination of food grade antioxidants using microemulsion electrokinetic chromatography.	2010-07	20533329
Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2-amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes.	2010-05-12	20397726
Multifunctional modification of wool using an enzymatic process in aqueous-organic media.	2009-04-20	19428731
Anti-HSV-1 and anti-HIV-1 activity of gallic acid and pentyl gallate.	2008-08	18797755
Delayed patch test reading after 5 days: the Mayo Clinic experience.	2008-08	18513826
Contact hypersensitivity to selected excipients of dermatological topical preparations and cosmetics in patients with chronic eczema.	2008-06	18709291
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008-04	18324785
Antiviral activity of lauryl gallate against animal viruses.	2008	19043925
[Sensitization to gallates: review of 46 cases].	2007-12	18035026
Antiviral effect of octyl gallate against DNA and RNA viruses.	2007-02	16950523
Slow-binding inhibition of soybean lipoxygenase-1 by dodecyl gallate.	2007-01-24	17227078
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	18274639
Contact allergy to propylene glycol and dodecyl gallate mimicking seborrheic dermatitis.	2006-11	17026702
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Inhibition of proliferation and induction of apoptosis in human breast cancer cells by lauryl gallate.	2006-08	16624827
Effects of alkyl gallates on P-glycoprotein function.	2005-10-15	16139251
Search of chemical scaffolds for novel antituberculosis agents.	2005-04	15809316
A rapid screening method for detecting active compounds against erythromycin-resistant bacterial strains of Finnish origin.	2005	16681145
[Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations].	2004-05	15218738
Antibacterial activity of akyl gallates against Bacillus subtilis.	2004-03-10	14995100
New agents active against Mycobacterium avium complex selected by molecular topology: a virtual screening method.	2004-01	14645324
Melkersson-Rosenthal syndrome associated with allergic contact dermatitis from octyl and dodecyl gallates.	2003-11	14996058
Molecular design of multifunctional antibacterial agents against methicillin resistant Staphylococcus aureus (MRSA).	2003-09-15	12951156
Glutathione ester but not glutathione protects against cisplatin-induced ototoxicity in a rat model.	2003-04	12859137
Tumoricidal activity of lauryl gallate towards chemically induced skin tumours in mice.	2003-03-24	12644834
Non-antibiotic antibacterial activity of dodecyl gallate.	2003-02-20	12538022
Antifungal activity of octyl gallate.	2002-12-15	12371654
Anti-Salmonella activity of alkyl gallates.	2002-11-06	12405763
Antioxidant activity of dodecyl gallate.	2002-06-05	12033824
Antioxidant properties of ferulic acid and its related compounds.	2002-03-27	11902973
Anti-MRSA activity of alkyl gallates.	2002-01-21	11755333
Plasma membrane injury induced by nonyl gallate in Saccharomyces cerevisiae.	2002	12010543
Lauryl gallate inhibits the activity of protein tyrosine kinase c-Src purified from human platelets.	2001-12	12164392
[The influence of carotenoids and synthetic beta-carotene on human health].	2001-12	12026542
Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase.	2001-10-22	11591519
Green tea polyphenols as potent enhancers of glucocorticoid-induced mouse mammary tumor virus gene expression.	2001-02-16	11178969
Antifungal activity of octyl gallate: structural criteria and mode of action.	2001-02-12	11212107
Polyhydroxybenzoates inhibit ascorbic acid activation of mitochondrial glycerol-3-phosphate dehydrogenase: implications for glucose metabolism and insulin secretion.	2001-01-26	11060297
Steroid hormone activity of flavonoids and related compounds.	2000-07	10989984
Inhibition of human immunodeficiency viral replication by tannins and related compounds.	1992-05	1416904
Inhibition of herpes simplex virus infection by tannins and related compounds.	1989-06-01	2552915

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:17:39 GMT 2025` Edited by `admin` on `Mon Mar 31 19:17:39 GMT 2025`
Record UNII	45612DY463
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

E-312

Preferred Name

English

DODECYL GALLATE

Official Name

English

INS NO.312

Code

English

INS-312

Code

English

N-DODECYL (OR LAURYL) ESTER OF 3,4,5-TRIHYDROXYBENZOIC ACID

Common Name

English

DODECYL GALLATE [MART.]

Common Name

English

DODECYL GALLATE [EP MONOGRAPH]

Common Name

English

DODECYL ESTER OF GALLIC ACID

Common Name

English

DODECYL 3,4,5-TRIHYDROXYBENZOATE

Systematic Name

English

NSC-133463

Code

English

Classification Tree Code System Code

JECFA EVALUATION

INS-312