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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12O5
Molecular Weight 212.1993
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Propyl gallate

SMILES

CCCOC(=O)C1=CC(O)=C(O)C(O)=C1

InChI

InChIKey=ZTHYODDOHIVTJV-UHFFFAOYSA-N
InChI=1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3

HIDE SMILES / InChI

Description

Propyl Gallate is the n-propyl ester of gallic acid (3,4,5-trihydroxybenzoic acid). It is soluble in ethanol, ethyl ether, oil, lard, and aqueous solutions of polyethylene glycol (PEG) ethers of cetyl alcohol, but only slightly soluble in water. Propyl Gallate currently is used as an antioxidant in a reported 167 cosmetic products at maximum concentrations of 0.1%. Propyl Gallate is a generally recognized as safe (GRAS) antioxidant to protect fats, oils, and fat-containing food from rancidity that results from the formation of peroxides. The biological activity of Propyl Gallate is consistent with its free-radical scavenging ability, with effects that include antimicrobial activity, enzyme inhibition, inhibition of biosynthetic processes, inhibition of the formation of nitrosamines, anesthesia, inhibition of neuromuscular response to chemicals, ionizing/ultraviolet (UV) radiation protection, chemoprotection, antimutagenesis, anticarcinogenesis and antitumorigenesis, antiteratogenesis, and anticariogenesis. Propyl gallate has being shown to be a hepatoprotector in vitro and in vivo.

Approval Year

1964
102
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 106.0 µM [IC50]
Antagonist
2778
 54.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Interaction of 1-hydroxyethyl radical with antioxidant enzymes.
1999 Dec 15
Antioxidant function of phenethyl-5-bromo-pyridyl thiourea compounds with potent anti-HIV activity.
2000 Jan 3
Activation of heat shock factor 1 by pyrrolidine dithiocarbamate is mediated by its activities as pro-oxidant and thiol modulator.
2001 Feb 23
Effect of dietary treatment with n-propyl gallate or vitamin E on the survival of mice exposed to phosgene.
2001 Jan-Feb
Monoparameter sensors for the determination of the antioxidants butylated hydroxyanisole and n-propyl gallate in foods and cosmetics by flow injection spectrophotometry.
2001 Jun
Inhibitory effects of nitric oxide on oxidative phosphorylation in plant mitochondria.
2001 Jun
The role of 15-lipoxygenase in disruption of the peroxisomal membrane and in programmed degradation of peroxisomes in normal rat liver.
2001 May
Thrombin-induced platelet microparticles improved the aggregability of cryopreserved platelets.
2002 Apr
Addition of a propyl gallate-based procoagulant to a fibrin bandage improves hemostatic performance in a swine arterial bleeding model.
2002 Dec 15
Anti-Salmonella activity of alkyl gallates.
2002 Nov 6
Purification and characterization of tannin acyl hydrolase from Aspergillus niger MTCC 2425.
2003
Synthesis of antioxidant propyl gallate using tannase from Aspergillus niger van Teighem in nonaqueous media.
2003 Feb 10
Endostatin induces autophagic cell death in EAhy926 human endothelial cells.
2003 Jul
Scavenging of reactive oxygen species by a novel glucurinated flavonoid antioxidant isolated and purified from spinach.
2003 Mar
The galloyl moiety of green tea catechins is the critical structural feature to inhibit fatty-acid synthase.
2003 Nov 15
Antioxidant evaluation in dessert spices compared with common food additives. Influence of irradiation procedure.
2004 Apr 7
Antipsoriatic drug anthralin induces EGF receptor phosphorylation in keratinocytes: requirement for H(2)O(2) generation.
2004 Feb
Alternative oxidase reduces the sensitivity of Mycosphaerella graminicola to QOI fungicides.
2004 Jan
A study of molecular complex formation between propyl gallate and ascorbic acid in the microemulsion phase of sodium dodecyl sulfate, pentanol and water system.
2004 Jun 1
Antibacterial activity of akyl gallates against Bacillus subtilis.
2004 Mar 10
[Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations].
2004 May
Modulation of beta-lactam resistance in Staphylococcus aureus by catechins and gallates.
2004 May
[Slide platelet aggregation test used as a monitor for patient treated with anti-pletelet drugs].
2005 Apr
Anti-oxidants reduce the acute adverse effects of residual oil fly ash on the frog palate mucociliary epithelium.
2005 Jul
Patents

Patents

JP1031722A
1
JP2002533379A
53
JP2002536984A
7
JP2002538173A
6
JP2002543053A
6
JP2003105268A
3
JP2004115758A
1
JP2004506656A
8
JP2004534057A
12
JP2007512333A
1
JP2010521566A
4
JP4370072B2
48
JPH03246215A
1
JPH0632715A
1
JPH0632716A
1
JPH1179980A
1
JPS63255203A
1

Sample Use Guides

In Vivo Use Guide
The examination of the urine of a man who had ingested propyl gallate at a dose of 7-10 mg/kg bw/day for 6 consecutive days revealed no evidence of kidney damage, with urine being negative for albumin, abnormal sedimentation contents, red blood cells, and casts.
Route of Administration: Oral
In Vitro Use Guide
Propyl Gallate showed antioxidant activity in SOR assay with IC₅₀ value of 106.0 ± 1.7 umol
Name Type Language
Propyl gallate
EP   FCC   FHFI   HSDB   II   INCI   MART.   MI   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
ANHYDROUS PROPYL GALLATE (E 310)
Common Name English
INS NO.310
Code English
NSC-2626
Code English
PROPYL GALLATE (E 310)
Common Name English
GALLIC ACID, PROPYL ESTER
Common Name English
INS-310
Code English
FEMA NO. 2947
Code English
PROPYL GALLATE [USP-RS]
Common Name English
PROPYL GALLATE [II]
Common Name English
PROPYL GALLATE [FCC]
Common Name English
PROPYL GALLATE [MI]
Common Name English
PROPYL GALLATE [EP MONOGRAPH]
Common Name English
N-PROPYL ESTER OF 3,4,5- TRIHYDROXYBENZOIC ACID
Common Name English
BENZOIC ACID, 3,4,5-TRIHYDROXY-, PROPYL ESTER
Common Name English
PROPYL GALLATE [INCI]
Common Name English
PROPYL GALLATE [FHFI]
Common Name English
PROPYL 3,4,5-TRIHYDROXYBENZOATE
Systematic Name English
PROPYL GALLATE [HSDB]
Common Name English
PROPYL GALLATE [MART.]
Common Name English
Propyl gallate [WHO-DD]
Common Name English
E-310
Code English
PROPYL GALLATE [VANDF]
Common Name English
Classification Tree Code System Code
DSLD 3267 (Number of products:1)
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
JECFA EVALUATION INS-310
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-310
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
CFR 21 CFR 184.1660
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
Code System Code Type Description
PUBCHEM
4947
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
CAS
121-79-9
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
HSDB
591
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID5021201
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
RS_ITEM_NUM
1576800
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
FDA UNII
8D4SNN7V92
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-498-2
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
SMS_ID
100000078879
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL7983
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
DAILYMED
8D4SNN7V92
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
WIKIPEDIA
PROPYL GALLATE
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
NCI_THESAURUS
C76728
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
MERCK INDEX
m9241
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY Merck Index
MESH
D011435
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
RXCUI
1311134
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY RxNorm
EVMPD
SUB15028MIG
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
NSC
2626
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
CONCEPT Industrial Aid
EVMPD
SUB69737
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
DRUG BANK
DB12450
Created by admin on Fri Dec 15 15:02:34 GMT 2023 , Edited by admin on Fri Dec 15 15:02:34 GMT 2023
PRIMARY
SUBSTANCE RECORD
Structure of Propyl gallate
NIH
NCATS
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