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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

Targets

Primary TargetPharmacologyConditionPotency
106.0 µM [IC50]
54.0 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

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