Basic information
- CAS
1034-01-1- Standard SMILES
CCCCCCCCOC(=O)c1cc(O)c(O)c(O)c1- InChIKey
NRPKURNSADTHLJ-UHFFFAOYSA-N- Molecular formula
- C15H22O5
- Average molar mass
- 282.33 g/mol
- Monoisotopic mass
- 282.1467238
Overview
Octyl gallate is a gallate ester obtained by condensation of the carboxy group of gallic acid with the hydroxy group of octanol. It has a role as a hypoglycemic agent, a plant metabolite and a food antioxidant.
Names & identifiers
- Preferred name
- Octyl Gallate
- IUPAC
- octyl 3,4,5-trihydroxybenzoate
- English name
- Octyl gallate
- Molecular formula
- C15H22O5
- Molecular weight
- 282.33
Names & synonyms
Show more names
Database identifiers
- CAS
1034-01-1- PubChem CID
- 61253
- DTXSID
DTXSID4040713- ChEMBL
CHEMBL277346- ChEBI
CHEBI:83631- UNII
- 079IIA2811
- EC Number
- 213-853-0
- Nikkaji
- J12.253J
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 87 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 9
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 269
Experimental & physicochemical properties
LogP
3.66
3.66
Solubility
Insoluble in water, freely soluble in ethanol, ether and propane-1,2-diol
0.036 mg/mL at 20 °C
Melting Point
Between 99 °C and 102 °C after drying at 90 °C for six hours
94 - 95 °C
Physical Description
White to creamy-white odourless solid
Solid
Physicochemical properties
- Melting point
- 101 · 101-104 °C(lit.)
- Boiling point
- 262.5 °C · 262.5°C (estimate)
- Density
- 1.0984 · 1.0984 (rough estimate)
- refractive index
- 1.62 · 1.6200 (estimate)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 2.5 %, · soluble2.5%, clear, colorless (AcOH (MEOH))
- form
- Solid
- pka
- 7.94 · 7.94±0.25(Predicted)
- color
- White to Off-White
- Water Solubility
- 20 mg/L · 20mg/L(29.99 ºC)
- BRN
- 2132305 · 2132305
- Major Application
- cleaning productscosmeticsfood and beveragespersonal care
- Cosmetics Ingredients Functions
- ANTIOXIDANT
- InChI
- 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
- InChIKey
- NRPKURNSADTHLJ-UHFFFAOYSA-N
- SMILES
- C(OCCCCCCCC)(=O)C1=CC(O)=C(O)C(O)=C1
- LogP
- 3.66 · 3.660
- CAS DataBase Reference
- 1034 · 1034-01-1(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- OCTYL GALLATE
- EWG's Food Scores
- 1 · 1-2
- FDA UNII
- 79 IIA2811 · 079IIA2811
- EPA Substance Registry System
- 3 · Benzoic acid, 3,4,5-trihydroxy-, octyl ester (1034-01-1)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H317
- Precautionary statements
- 280 · P280-P301+P312+P330-P302+P352
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-43
- Safety Statements
- 24 · 24-37
- WGK Germany
- 1 · 1
- RTECS
- 8225000 · LW8225000
- TSCA
- TSCA listed
- HS Code
- 2918 · 2918 29 00
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralSkin · Acute Tox. 4 OralSkin Sens. 1
- Toxicity
- 50 orally · LD50 orally in Rabbit: 1960 mg/kg
Safety & regulation
GHS classification
GHS Classification
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 13.4% (11 of 82) of reports.
Warning
H302 (86.6%): Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory Information
Chemical: Benzoic acid, 3,4,5-trihydroxy-, octyl ester
Regulation (EC) No 1333/2008 (amended)
Octyl Gallate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and Categories
Acute Tox. 4 (86.6%)
Acute toxicity - category 4
Acute Tox. 4 *
Toxicology
Safety data
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- LW8225000
- hs_code
- 2918 29 00
- Toxicity
- LD50 orally in Rabbit: 1960 mg/kg
- risk_code
- 22-43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 24-37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H317
- Hazard Classifications
- Acute Tox. 4 OralSkin Sens. 1
- Precautionary statements
- P280-P301+P312+P330-P302+P352
Chemistry & industry
Pharmacology
Uses & manufacturing
Use Classification
Food additives
Food Additives -> ANTIOXIDANT -> JECFA Functional Classes
Applications
DescriptionOctyl gallate is the ester formed by 1-octanol and gallic acid. It can be used as an antioxidant and preservative to be supplemented to the food. It has been demonstrated to be an effective fungicide being capable of inhibiting the growth of S. cerevisiae and Z. bailii as it can inhibit the fluidity of the cell membrane through acting as a nonionic surface-active agent. It is also capable of killing both DNA and RNA viruses with a relatively moderate cytotoxicity. For example, it has the potential to treat influenza. Octyl gallate also has certain bactericidal activity, being capable of treating the infections associated with enterococci.
DescriptionDuring the 1940s, propyl gallate and several other alkyl gallates were allowed for use in foods in a number of countries. Since gallic acid contains three phenolic hydroxyl groups, it is a rather potent antioxidant; however, the propyl ester has a significant degree of water solubility. As a consequence, propyl gallate tends to partition into any water phase which may be present and to complex with iron salts to give bluish black colors. Also, its relatively poor resistance to heat degradation makes it ineffective for baking and frying applications. The higher alkyl gallates (butyl and octyl) are more fat soluble.
UsesUsed in treatment of alcohol dependence.
UsesOctyl gallate is an antioxidant that is used as a preservation agent in a wide variety of foods, oils, and cosmetics.
UsesOctyl gallate is an antioxidant for use in cosmetic and pharmaceutical products and in food products, such as margarine and peanut butter.
General DescriptionOctyl gallate is an ester of gallic acid which is generally used as an antioxidant in food and pharmaceutical industries. It can act against the oxidative damage caused by reactive oxygen species (ROS) in the form of hydroxyl radicals or hydrogen peroxides, and reactive sulfur species (RSS)
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Additional notes
DefinitionChEBI: A gallate ester obtained by condensation of the carboxy group of gallic acid with the hydroxy group of octanol.
Related reactions
Compound notes
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