Propyl gallate

Propyl gallate
IUPAC name	Propyl 3,4,5-trihydroxybenzoate
Other names	Gallic acid, propyl ester N-Propyl gallate E310
Identifiers
CAS number	121-79-9 Y
PubChem	4947
EC number	204-498-2
MeSH	Propyl+Gallate
SMILES	CCCOC(=O)C1=CC(=C(C(=C1)O)O)O
Properties
Molecular formula	C10H12O5
Molar mass	212.20 g/mol
Appearance	White crystalline powder
Melting point	150 °C
Boiling point	Decomposes
Y (what is this?)  (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Propyl gallate, or propyl 3,4,5-trihydroxybenzoate is an ester formed by the condensation of gallic acid and propanol. Since 1948, this antioxidant has been added to foods containing oils and fats to prevent oxidation.^[1] As a food additive, it is used under the E number E310.

Description

Propyl gallate is an anti-oxidant. It protects against oxidation by hydrogen peroxide and oxygen free radicals.

Uses

Propyl gallate is used to protect oils and fats in products from oxidation.

It is used in foods, cosmetics, hair products, adhesives, and lubricants.

It is used as a triplet quencher in fluorescence microscopy.

Biological effects

A recent study found that propyl gallate acts as an estrogen antagonist.^[2]

References

1. ^ "Final Report on the Amended Safety Assessment of Propyl Gallate". International Journal of Toxicology 26 (suppl. 3): 89-118. 2007. doi:10.1080/10915810701663176. ISSN 1091-5818. 
2. ^ Alessio Amadasi, Andrea Mozzarelli, Clara Meda, Adriana Maggi and Pietro Cozzini (2009). "Identification of Xenoestrogens in Food Additives by an Integrated in Silico and in Vitro Approach". Chem. Res. Toxicol. 22 (1): 52–63. doi:10.1021/tx800048m.