EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

4-(methyl thio)-2-oxobutyric acid
4-(methylthio)-2-oxobutanoic acid

Supplier Sponsors

Name:4-methylsulfanyl-2-oxobutanoic acid
CAS Number: 583-92-6Picture of molecule3D/inchi
FDA UNII: 286060413U
Nikkaji Web:J39.561G
Beilstein Number:1754666
XlogP3-AA:0.30 (est)
Molecular Weight:148.18136000
Formula:C5 H8 O3 S
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:501 4-(methyl thio)-2-oxobutanoic acid
DG SANTE Food Flavourings:12.176 4-(methylthio)-2-oxobutyric acid
FEMA Number:3881 4-(methylthio)-2-oxobutanoic acid
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):583-92-6 ; 4-(METHYLTHIO)-2-OXOBUTANOIC ACID
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 252.00 to 256.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.004000 mmHg @ 25.00 °C. (est)
Flash Point: 229.00 °F. TCC ( 109.44 °C. )
logP (o/w): -0.641 (est)
Soluble in:
 alcohol
 water, 7.102e+005 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Axsyn
For experimental / research use only.
Butanoic acid,4-(methylthio)-2-oxo-
BOC Sciences
For experimental / research use only.
4-methylsulfanyl-2-oxo-butanoic acid
Parchem
4-(methyl thio)-2-oxobutyric acid
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavoring agents
Recommendation for 4-(methyl thio)-2-oxobutyric acid usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): ND (μg/capita/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 18
Click here to view publication 18
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: 0.500005.00000
chewing gum: --
condiments / relishes: 0.100005.00000
confectionery froastings: 0.100005.00000
egg products: --
fats / oils: 0.300005.00000
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: 0.500005.00000
jams / jellies: --
meat products: 0.500005.00000
milk products: 0.500005.00000
nut products: --
other grains: --
poultry: 0.300005.00000
processed fruits: --
processed vegetables: 0.100005.00000
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: 1.000005.00000
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 8 (FGE.08)[1]: Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical group 20
View page or View pdf

Flavouring Group Evaluation 8, Revision 1 (FGE.08Rev1): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 8, Revision 3 (FGE.08Rev3): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 08, Revision 4 (FGE.08Rev4): Aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :473
National Institute of Allergy and Infectious Diseases:Data
4-methylsulfanyl-2-oxobutanoic acid
Chemidplus:0000583926
 
References:
 4-methylsulfanyl-2-oxobutanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):473
Pubchem (sid):134978449
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C01180
HMDB (The Human Metabolome Database):HMDB01553
FooDB:FDB011626
YMDB (Yeast Metabolome Database):YMDB00421
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cheese
Search PMC Picture
 
Synonyms:
 butanoic acid, 4-(methylthio)-2-oxo-
 butanoic acid, 4-methylthio-2-oxo-
 butyric acid, 4-(methylthio)-2-oxo-
alpha-keto-gamma-methiol butyrate
gamma-methiol-keto-butyric acid
alpha-ketomethionine
alpha-oxomethionine
4-methyl thio-2-ketobutyric acid
4-methyl thio-2-oxobutanoate
4-methyl thio-2-oxobutanoic acid
2-keto-4-(methyl thio) butyric acid
4-(methyl thio)-2-oxobutanoic acid
2-keto-4-methyl thiobutanoic acid
2-keto-4-methyl thiobutyric acid
alpha-oxo-gamma-methyl thiobutyric acid
S-methyl-alpha-ketobutyric acid
4-methylsulfanyl-2-oxobutanoic acid
4-(methylsulfanyl)-2-oxobutanoic acid
4-methylthio-2-ketobutyric acid
4-methylthio-2-oxobutanoic acid
4-(methylthio)-2-oxo-butanoic acid
4-(methylthio)-2-oxobutanoic acid
4-(methylthio)-2-oxobutyric acid
2-keto-4-(methylthio)butyric acid
2-oxo-4-methylthiobutanoate
2-keto-4-methylthiobutanoic acid
2-oxo-4-methylthiobutanoic acid
keto-4-methylthiobutyrate
2-keto-4-methylthiobutyric acid
2-keto-4-thiomethyl butyrate
2-ketothiomethyl butyric acid
2-oxo-4-thiomethyl butyric acid
2-ketothiomethylbutyric acid
2-oxo-4-thiomethylbutyric acid
 
 
Notes:
Found in provolone cheese. Flavouring agent 4-Methylthio-2-oxobutanoic acid is the direct precursor of methional, which is a potent inducer of apoptosis in a BAF3 murine lymphoid cell line which is interleukin-3 (IL3)-dependent. (PMID 7848263)
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