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

acetone alcohol
hydroxyacetone

Supplier Sponsors

Name:1-hydroxypropan-2-one
CAS Number: 116-09-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-124-8
FDA UNII: 7I7YM0835W
Nikkaji Web:J2.470H
Beilstein Number:0605368
MDL:MFCD00004669
CoE Number:11101
XlogP3-AA:-0.70 (est)
Molecular Weight:74.07922000
Formula:C3 H6 O2
BioActivity Summary:listing
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:1945 hydroxyacetone
DG SANTE Food Flavourings:07.169 1-hydroxypropan-2-one
FEMA Number:4462 hydroxyacetone
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):116-09-6 ; HYDROXYACETONE
 
Physical Properties:
Appearance:colorless to yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.08400 to 1.09000 @ 25.00 °C.
Pounds per Gallon - (est).: 9.020 to 9.070
Refractive Index:1.42000 to 1.42600 @ 20.00 °C.
Melting Point: -17.00 °C. @ 760.00 mm Hg
Boiling Point: 145.00 to 146.00 °C. @ 760.00 mm Hg
Vapor Pressure:1.914000 mmHg @ 25.00 °C. (est)
Flash Point: 133.00 °F. TCC ( 56.11 °C. )
logP (o/w): -0.780 (est)
Soluble in:
 alcohol
 water, 1.00E+06 mg/L @ 20 °C (exp)
Similar Items:note
acetone
acetone peroxide
 
Organoleptic Properties:
Odor Type: caramellic
pungent sweet caramellic ethereal
Odor Description:at 10.00 % in dipropylene glycol. pungent sweet caramellic ethereal
Flavor Type: sweet
sweet green burnt
Taste Description: sweet slightly green burnt
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Anhui Haibei
Hydroxy Acetone
Beijing Lys Chemicals
1-Hydroxy-2-propanone (Acetol)
BOC Sciences
For experimental / research use only.
1-Hydroxyacetone
DeLong Chemicals America
1-Hydroxy-2-propanone, Kosher
Metadynea Austria
Hydroxyacetone HP
Penta International
ACETOL
Santa Cruz Biotechnology
For experimental / research use only.
Hydroxyacetone ≥90%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Hydroxyacetone technical grade, 90%
TCI AMERICA
For experimental / research use only.
Hydroxyacetone >80.0%(GC)
Tianjin Danjun International
Acetol
WholeChem
1-Hydroxy-2-propanone (Acetol)
Zanos
Hydroxyacetone
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 23 - Do not breath vapour.
S 24/25 - Avoid contact with skin and eyes.
 
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:
oral-rat LD50 2200 mg/kg
(Smyth & Carpenter, 1948)

oral-rat LD50 2200 mg/kg
Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 63, 1948.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavoring agents
Recommendation for acetone alcohol usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.22 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 1600 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
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: 24
Click here to view publication 24
 average usual ppmaverage maximum ppm
baked goods: 0.002001.50000
beverages(nonalcoholic): 2.0000010.00000
beverages(alcoholic): 4.0000020.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: 0.001000.80000
confectionery froastings: 0.002001.50000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: 4.0000020.00000
granulated sugar: --
gravies: --
hard candy: 0.002001.50000
imitation dairy: --
instant coffee / tea: 10.0000050.00000
jams / jellies: 0.001000.80000
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 0.002001.50000
snack foods: --
soft candy: 10.0000050.00000
soups: 0.000400.30000
sugar substitutes: --
sweet sauces: 0.001000.80000
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 3.0000015.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 2.0000010.00000
Edible ices, including sherbet and sorbet (03.0): 3.0000015.00000
Processed fruit (04.1): 2.0000010.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 4.0000020.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 2.0000010.00000
Bakery wares (07.0): 5.0000025.00000
Meat and meat products, including poultry and game (08.0): 1.000005.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 1.000005.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 2.0000010.00000
Foodstuffs intended for particular nutritional uses (13.0): 3.0000015.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 2.0000010.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 4.0000020.00000
Ready-to-eat savouries (15.0): 5.0000025.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 2.0000010.00000
 
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):

Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission related to - Flavouring Group Evaluation 10: Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 10, Revision 1 (FGE10 Rev1)[1] - Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 64 (FGE.64): Consideration of aliphatic acyclic diols, triols, and related substances evaluated by JECFA (57th meeting) structurally related to aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 evaluated by EFSA in FGE.10Rev1 (EFSA, 2008ab)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 92 (FGE.92): Consideration of aliphatic acyclic diols, triols, and related substances evaluated by JECFA (68th meeting) structurally related to aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones evaluated by EFSA in FGE.10Rev1 (2009)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 10, Revision 2 (FGE.10Rev2): Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 10, Revision 3 (FGE.10Rev3): Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):116-09-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8299
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1224
WGK Germany:1
1-hydroxypropan-2-one
Chemidplus:0000116096
RTECS:UC2800000 for cas# 116-09-6
 
References:
 1-hydroxypropan-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:116-09-6
Pubchem (cid):8299
Pubchem (sid):134975366
 
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
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
KEGG (GenomeNet):C05235
HMDB (The Human Metabolome Database):HMDB06961
FooDB:FDB012041
Export Tariff Code:2914.49.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
FAO:Hydroxyacetone
 
Potential Blenders and core components note
For Odor
acidic
cyclohexyl acetic acid
FL/FR
animal
methyl (E)-2-octenoate
FL/FR
balsamic
2-
acetyl furan
FL/FR
buttery
acetoin
FL/FR
acetyl propionyl
FL/FR
3,4-
hexane dione
FL/FR
caramellic
2-oxo
butyric acid
FL/FR
caramel furanone solution
FL/FR
caramel pentadione
FL/FR
cyclotene
FL/FR
cyclotene hydrate
FL/FR
alpha,alpha-
dimethyl anisyl acetone
FL/FR
ethyl 2-hydroxy-2-methyl butyrate
FL/FR
ethyl cyclopentenolone
FL/FR
ethyl furaneol
FL/FR
ethyl maltol
FL/FR
5-
ethyl-2,3,4,5-tetramethyl-2-cyclohexen-1-one
FL/FR
fenugreek absolute
FL/FR
immortelle absolute
FL/FR
levulinic acid
FL/FR
maltol
FL/FR
maltyl propionate
FL/FR
maple furanone
FL/FR
menthone lactone
FL/FR
5-
methyl furfural
FL/FR
rosefuran
FL/FR
shoyu furanone
FL/FR
strawberry furanone
FL/FR
strawberry furanone acetate
FL/FR
strawberry furanone solution
FL/FR
toffee furanone
FL/FR
coconut
gamma-
heptalactone
FL/FR
creamy
gamma-
butyrolactone
FL/FR
3-
heptyl dihydro-5-methyl-2(3H)-furanone
FL/FR
ethereal
ethyl 4-pentenoate
FL/FR
ethyl pyruvate
FL/FR
fatty
(E)-2-
octenal
FL/FR
fermented
ethyl (E)-2-crotonate
FL/FR
floral
(Z)-3-
hexen-1-yl salicylate
FL/FR
rose butanoate
FL/FR
fruity
iso
butyl 2-butenoate
FL/FR
iso
butyl isovalerate
FL/FR
ethyl 3-hexenoate
FL/FR
ethyl lactate
FL/FR
(E,E)-
ethyl sorbate
FL/FR
(E)-
ethyl tiglate
FL/FR
neryl isobutyrate
FL/FR
prenyl acetate
FL/FR
tetrahydrofurfuryl acetate
FL/FR
green
iso
amyl 3-(2-furan) propionate
FL/FR
hexyl isobutyrate
FL/FR
phenethyl tiglate
FL/FR
herbal
butyl levulinate
FL/FR
clary sage absolute
FL/FR
honey
methyl phenyl acetate
FL/FR
musty
3-
acetyl-2,5-dimethyl furan
FL/FR
ketoiso
phorone
FL/FR
nutty
2-
acetyl-3,5(or 6)-dimethyl pyrazine
FL/FR
1,2-
cyclohexane dione
FL/FR
2,3-
dimethyl pyrazine
FL/FR
nutty cyclohexenone
FL/FR
phenolic
4-
methyl-2,6-dimethoxyphenol
FL/FR
spicy
methyl heptadienone
FL/FR
(E)-
tiglic acid
FL/FR
sweet
vanilla oleoresin bali
FL/FR
vanilla
ethyl vanillin
FL/FR
vanilla oleoresin bourbon
FL/FR
vanillyl isobutyrate
FL/FR
vegetable
tetrahydrofurfuryl alcohol
FL/FR
For Flavor
No flavor group found for these
2-
acetyl-3,4,5,6-tetrahydropyridine
FL
allyl 2-furoate
FL
benzyl disulfide
FL
1,2-
cyclohexane dione
FL/FR
2,5-
diethyl tetrahydrofuran
FL
alpha,alpha-
dimethyl anisyl acetone
FL/FR
ethyl 2-hydroxy-2-methyl butyrate
FL/FR
ethyl 4-pentenoate
FL/FR
5-
ethyl-2,3,4,5-tetramethyl-2-cyclohexen-1-one
FL/FR
furfuryl acetone
FL
menthone lactone
FL/FR
rosefuran
FL/FR
strawberry furanone ethyl ether
FL
iso
amyl 3-(2-furan) propionate
FL/FR
acidic
acidic
levulinic acid
FL/FR
dextro,laevo-
tartaric acid
FL
bready
mango furanone
FL
brown
2-oxo
butyric acid
FL/FR
5-
methyl furfural
FL/FR
tetrahydrofurfuryl acetate
FL/FR
(E)-
tiglic acid
FL/FR
burnt
furfuryl alcohol
FL
buttery
diacetyl
FL
3,4-
hexane dione
FL/FR
caramellic
caramel dione
FL
caramel furanone
FL
caramel furanone solution
FL/FR
caramel pentadione
FL/FR
cyclotene
FL/FR
cyclotene hydrate
FL/FR
ethyl furaneol
FL/FR
ethyl maltol
FL/FR
5-
ethyl-3,4,5,6-tetramethyl cyclohexen-2-one
FL
fenugreek absolute
FL/FR
maltol
FL/FR
maltyl propionate
FL/FR
maple furanone
FL/FR
3-
methyl butyl 2-furyl butyrate
FL
pyruvaldehyde
FL
shoyu furanone
FL/FR
strawberry furanone
FL/FR
strawberry furanone acetate
FL/FR
strawberry furanone solution
FL/FR
toffee furanone
FL/FR
citrus
ketoiso
phorone
FL/FR
coffee
2-
thiophene thiol
FL
creamy
acetoin
FL/FR
2-
propanoyl thiophene
FL
fatty
(E)-2-
octenal
FL/FR
(E,E)-2,4-
undecadienal
FL
2,4-
undecadienal
FL
floral
methyl phenyl acetate
FL/FR
rosa canina seed extract
FL
fruity
ethyl 3-hexenoate
FL/FR
ethyl 3-oxohexanoate
FL
ethyl lactate
FL/FR
(E,E)-
ethyl sorbate
FL/FR
(E)-
ethyl tiglate
FL/FR
furfuryl valerate
FL
3-
heptyl dihydro-5-methyl-2(3H)-furanone
FL/FR
methyl (E)-2-octenoate
FL/FR
neryl isobutyrate
FL/FR
2-
pentanoyl furan
FL
prenyl acetate
FL/FR
rose butanoate
FL/FR
green
iso
butyl 2-butenoate
FL/FR
iso
butyl isovalerate
FL/FR
2-
furyl acetone
FL
(E)-2-
heptenal
FL
(Z)-3-
hexen-1-yl salicylate
FL/FR
hexyl isobutyrate
FL/FR
immortelle absolute
FL/FR
methyl heptadienone
FL/FR
phenethyl tiglate
FL/FR
2-
propyl pyrazine
FL
2-
vinyl pyrazine
FL
herbal
butyl levulinate
FL/FR
clary sage absolute
FL/FR
5-
hydroxymethyl furfural
FL
jammy
ethyl cyclopentenolone
FL/FR
lactonic
gamma-
heptalactone
FL/FR
malty
hordeum vulgare extract (cereal grass)
FL
milky
gamma-
butyrolactone
FL/FR
mushroom
methional diethyl acetal
FL
musty
ethyl (E)-2-crotonate
FL/FR
nutty
2-
acetyl furan
FL/FR
3-
acetyl-2,5-dimethyl furan
FL/FR
2-
acetyl-3,5(or 6)-dimethyl pyrazine
FL/FR
2,3-
dimethyl pyrazine
FL/FR
nutty cyclohexenone
FL/FR
peanut oxazole
FL
tetrahydrofurfuryl alcohol
FL/FR
phenolic
4-
methyl-2,6-dimethoxyphenol
FL/FR
roasted
acer spicatum bark extract
FL
rummy
ethyl pyruvate
FL/FR
sweet
cyclohexyl acetic acid
FL/FR
honey distillates
FL
vanilla oleoresin bali
FL/FR
toasted
acetyl propionyl
FL/FR
vanilla
ethyl vanillin
FL/FR
vanilla oleoresin bourbon
FL/FR
vanillyl isobutyrate
FL/FR
waxy
furfuryl octanoate
FL
 
Potential Uses:
FLabsinthe
FLbarley
FLbutterscotch
FLcappuccino
FLcaramel
FLchicory root
FLcoffee
FL/FRfenugreek
FRgingerbread
FLgraham cracker
FL/FRimmortelle
FLmalt
FLmaple
FLmolasses
FLpraline
FLtoffee
FRwormwood oil replacer
 
Occurrence (nature, food, other):note
 coffee - up to 4 mg/kg
Search PMC Picture
 pepper bell pepper fruit
Search Trop Picture
 rice cakes
PbMd Search PMC Picture
 strawberry fruit
Search Trop Picture
 wood smoke
Search Picture
 
Synonyms:
 acetol
 acetol natural
 acetol natural 1% in ethyl alcohol
 acetol natural 5% in ethyl alcohol
 acetomethanol
 acetone, 1-hydroxy-
 acetyl carbinol
 acetyl methanol
 acetylcarbinol
 acetylmethanol
1-hydroxy-2-propanone
1-hydroxy-2-propanone (acetol)
1-hydroxy-propan-2-one
 hydroxyacetone
1-hydroxyacetone
a-hydroxyacetone
 hydroxymethyl methyl ketone
1-hydroxypropan-2-one
 hydroxypropanone
 methylketol
1-oxidanylpropan-2-one
2-oxopropan-1-ol
2-oxopropanol
2-propanone, 1-hydroxy-
2-ketopropyl alcohol
2-oxopropyl alcohol
 pyruvic alcohol
 pyruvinalcohol
 rongal 5242
 

Articles:

Info:Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
US Patents:3,952,024 - Furfurylthioacetone
PubMed:Aspirin
US Patents:Certain 2,5-dimethyl-3-thiopyrazines
PubMed:(13)C metabolic flux analysis-guided metabolic engineering of Escherichia coli for improved acetol production from glycerol
PubMed:Production of acetol from glycerol using engineered Escherichia coli
PubMed:Measurement of acetol in serum
PubMed:Isopropanol poisoning
PubMed:Metabolic engineering of Escherichia coli to enhance acetol production from glycerol
PubMed:Risk evaluation of impurities in topical excipients: The acetol case
PubMed:Identification of ethanol-inducible P-450 isozyme 3a as the acetone and acetol monooxygenase of rabbit microsomes
PubMed:New ideas, old problems? Heated tobacco products - a systematic review
PubMed:The quantitative determination of acetol
PubMed:Conversion of methylglyoxal to acetol by Escherichia coli aldo-keto reductases
PubMed:Imidazole acetol phosphate aminotransferase in Zymomonas mobilis: molecular genetic, biochemical, and evolutionary analyses
PubMed:The metabolism of acetol phosphate. II. 1,2-Propanediol-1-phosphate dehydrogenase
PubMed:Acetone and acetol inhibition of insulin-stimulated glucose oxidation in adipose tissue and isolated adipocytes
PubMed:The anticonvulsant activity of acetone, the major ketone body in the ketogenic diet, is not dependent on its metabolites acetol, 1,2-propanediol, methylglyoxal, or pyruvic acid
PubMed:The metabolism of acetone in rat
PubMed:Organocatalytic synthesis of carbohydrates
PubMed:Mechanisms non-enzymatic browning in orange juice during storage
PubMed:Synthesis of Karrikinolide Using the Aldol-Type Acetal Addition Reaction
PubMed:Monitoring carbonyl-amine reaction and enolization of 1-hydroxy-2-propanone (Acetol) by FTIR spectroscopy
PubMed:HUMAN'S BREATH DURING MODELED PROLONGED HYPODYNAMIA
PubMed:Quantitation of acetol in common pharmaceutical excipients using LC-MS
PubMed:The phosphorylation of acetol
PubMed:Observations on blood acetol after administration of acetol, methyl alcohol, and formaldehyde to rabbits
PubMed:Reduction of trioses by NADPH-dependent aldo-keto reductases. Aldose reductase, methylglyoxal, and diabetic complications
PubMed:Thermal Cracking of Sugars for the Production of Glycolaldehyde and Other Small Oxygenates
PubMed:Genome Scale Metabolic Model of the versatile methanotroph Methylocella silvestris
PubMed:Molybdenum Dopped Copper Ferrites as Active Catalysts for Alcohols Oxidative Coupling
PubMed:Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones
PubMed:Evolution of a Metal-Organic Framework into a Br?nsted Acid Catalyst for Glycerol Dehydration to Acrolein
PubMed:The enzymatic oxidation of 1,2-propanediol phosphate to acetol phosphate
PubMed:Catalytic function of the mycobacterial binuclear iron monooxygenase in acetone metabolism
PubMed:Metabolism of methylglyoxal in microorganisms
PubMed:Valorization of pyrolysis water: a biorefinery side stream, for 1,2-propanediol production with engineered Corynebacterium glutamicum
PubMed:Emissions from Electronic Cigarettes: Key Parameters Affecting the Release of Harmful Chemicals
PubMed:The in vitro production of a yellow-brown melanin-like pigment in the organic matrix of noncarious human tooth crowns by methylglyoxal and acetol
PubMed:Metabolomic analysis of lung cancer patients with chronic obstructive pulmonary disease using gas chromatography-mass spectrometry
PubMed:Actinobacterial Degradation of 2-Hydroxyisobutyric Acid Proceeds via Acetone and Formyl-CoA by Employing a Thiamine-Dependent Lyase Reaction
PubMed:Controlling reaction pathways of selective C-O bond cleavage of glycerol
PubMed:Activation of alternative metabolic pathways diverts carbon flux away from isobutanol formation in an engineered Escherichia coli strain
PubMed:Ketosis leads to increased methylglyoxal production on the Atkins diet
PubMed:Microbial formation, biotechnological production and applications of 1,2-propanediol
PubMed:Hydroxyacetone: A Glycerol-Based Platform for Electrocatalytic Hydrogenation and Hydrodeoxygenation Processes
PubMed:METHYL KETONE METABOLISM IN HYDROCARBON-UTILIZING MYCOBACTERIA
PubMed:Catalytic cracking of model compounds of bio-oil over HZSM-5 and the catalyst deactivation
PubMed:Bis(isopropyl-triphenyl-phospho-nium) di-?-iodido-bis-[iodidocopper(I)]
PubMed:YqhD: a broad-substrate range aldehyde reductase with various applications in production of biorenewable fuels and chemicals
PubMed:Reactive carbonyl species as key control point for optimization of reaction flavors
PubMed:The production of 1,2-propanediol in ethanol treated rats
PubMed:Alpha-hydroxyketones as inhibitors of urease
PubMed:Production of 1,2-propanediol in photoautotrophic Synechocystis is linked to glycogen turn-over
PubMed:[On the participation of acetol phosphate in the photo-phosphorylation in pea chloroplasts]
PubMed:[On participation of acetol phosphate in fixation of carbon dioxide]
PubMed:Structures and reaction mechanisms of glycerol dehydration over H-ZSM-5 zeolite: a density functional theory study
PubMed:Ethanol oxidation and toxicity: role of alcohol P-450 oxygenase
PubMed:A review of constituents identified in e-cigarette liquids and aerosols
PubMed:Oxidations of p-alkoxyacylanilides catalyzed by human cytochrome P450 1A2: structure-activity relationships and simulation of rate constants of individual steps in catalysis
PubMed:Up-regulation of aldolase A and methylglyoxal production in adipocytes
PubMed:Lactobacillus demonstrate thiol-independent metabolism of methylglyoxal: Implications toward browning prevention in Parmesan cheese
PubMed:Synthesis of orthogonally protected (2S)-2-amino-adipic acid (à-AAA) and (2S,4R)-2-amino-4-hydroxyadipic acid (Ahad)
PubMed:Screening of genes related to methylglyoxal susceptibility
PubMed:Vibrational analysis of hydroxyacetone
PubMed:What makes P450s work? Searches for answers with known and new P450s
PubMed:[Methylglyoxal--test for biological dysfunctions of homeostasis and endoecology, low cytosolic glucose level, and gluconeogenesis from fatty acids]
PubMed:Synthesis and antiviral activity of C-fluoro-branched cyclopropyl nucleosides
PubMed:The production of formaldehyde and hydroxyacetone in methacrolein photooxidation: New insights into mechanism and effects of water vapor
PubMed:Enantioselective and solvent-controlled diastereoselective Mannich reaction of isatin imines with hydroxyacetone: synthesis of 3-substituted 3-aminooxindoles
PubMed:Methylglyoxal resistance in Bacillus subtilis: contributions of bacillithiol-dependent and independent pathways
PubMed:Measurement of atmospheric hydroxyacetone, glycolaldehyde, and formaldehyde
PubMed:[Quantitative determination of acetol, with special reference to its formation in alkaline sugar decomposition]
PubMed:Characterization of the key aroma compounds in pork soup stock by using an aroma extract dilution analysis
PubMed:Metabolomics approach reveals annual metabolic variation in roots of Cyathula officinalis Kuan based on gas chromatography-mass spectrum
PubMed:Engineering a cyanobacterium as the catalyst for the photosynthetic conversion of CO2 to 1,2-propanediol
PubMed:Molecular cloning and characterization of the Schizosaccharomyces pombe his3 gene for use as a selectable marker
PubMed:Increased osmolal gap in alcoholic acidosis
PubMed:Organocatalytic asymmetric aldol reaction of hydroxyacetone with ?,?-unsaturated à-keto esters: facile access to chiral tertiary alcohols
PubMed:Non-invasive assessment of culture media from goat cloned embryos associated with subjective morphology by gas chromatography - mass spectroscopy-based metabolomic analysis
PubMed:Mechanisms of acrylamide formation: Maillard-induced transformation of asparagine
PubMed:Stability of intermediates in the glycerol hydrogenolysis on transition metal catalysts from first principles
PubMed:Interaction of acetone, hydroxyacetone, acetaldehyde and benzaldehyde with the surface of water ice and HNO3ú3H2O ice
PubMed:Citric acid inhibits development of cataracts, proteinuria and ketosis in streptozotocin (type 1) diabetic rats
PubMed:Combination treatment of epilepsy with ketogenic diet and concurrent pharmacological inhibition of cytochrome P450 2E1
PubMed:Rate-determining steps in phenacetin oxidations by human cytochrome P450 1A2 and selected mutants
PubMed:N(delta)-(5-hydroxy-4,6-dimethylpyrimidine-2-yl)-l-ornithine, a novel methylglyoxal-arginine modification in beer
PubMed:Determination of Chemical Compounds Generated from Second-generation E-cigarettes Using a Sorbent Cartridge Followed by a Two-step Elution Method
PubMed:The metabolism of acetol phosphate. I. Synthesis, properties and enzymic reduction
PubMed:Mixed-function supraoperons that exhibit overall conservation, albeit shuffled gene organization, across wide intergenomic distances within eubacteria
PubMed:Mechanism of formation of sulphur aroma compounds from l-ascorbic acid and l-cysteine during the Maillard reaction
PubMed:Furfural from Pine Needle Extract Inhibits the Growth of a Plant Pathogenic Fungus, Alternaria mali
PubMed:Purification and properties of a NAD-linked 1,2-propanediol dehydrogenase from propane-grown Pseudomonas fluorescens NRRL B-1244
PubMed:Understanding non-enzymatic aminophospholipid glycation and its inhibition. Polar head features affect the kinetics of Schiff base formation
PubMed:An amine: hydroxyacetone aminotransferase from Moraxella lacunata WZ34 for alaninol synthesis
PubMed:Biosynthesis of terpenes. Preparation of (E)-1-hydroxy-2-methyl-but-2-enyl 4-diphosphate, an intermediate of the deoxyxylulose phosphate pathway
PubMed:Structural studies of the catalytic reaction pathway of a hyperthermophilic histidinol-phosphate aminotransferase
PubMed:Acetone metabolism in humans during diabetic ketoacidosis
PubMed:Preparation of (R)- and (S)-propylene glycol with baker's yeast
PubMed:Valorization of Rhizoclonium sp. algae via pyrolysis and catalytic pyrolysis
PubMed:Phosphoenolpyruvate- and ATP-dependent dihydroxyacetone kinases: covalent substrate-binding and kinetic mechanism
PubMed:Absolute rate coefficient of the gas-phase reaction between hydroxyl radical (OH) and hydroxyacetone: investigating the effects of temperature and pressure
PubMed:Reductive metabolism of AGE precursors: a metabolic route for preventing AGE accumulation in cardiovascular tissue
PubMed:Inactivation of cellular enzymes by carbonyls and protein-bound glycation/glycoxidation products
PubMed:Production and interconversion of 1,2-propanediol and hydroxyacetone by Escherichia coli
PubMed:Oxo-vanadium as a spin probe for the investigation of the metal coordination environment of imidazole glycerol phosphate dehydratase
PubMed:L-Aspartate semialdehyde and a 6-deoxy-5-ketohexose 1-phosphate are the precursors to the aromatic amino acids in Methanocaldococcus jannaschii
PubMed:The metabolism of N-nitrosobis(2-oxopropyl)amine by microsomes and hepatocytes from Fischer 344 rats
PubMed:Methylglyoxal production in vascular smooth muscle cells from different metabolic precursors
PubMed:Acetone catabolism by cytochrome P450 2E1: studies with CYP2E1-null mice
PubMed:Glucose formation from methylglyoxal in hepatocytes from streptozotocin-induced diabetic mice: the effect of insulin
PubMed:Methylglyoxal and the polyol pathway. Three-carbon compounds are substrates for sheep liver sorbitol dehydrogenase
PubMed:Divergent metabolic pathways for propane and propionate utilization by a soil isolate
PubMed:Amidic and acetonic cryoprotectants improve cryopreservation of volvocine green algae
PubMed:In-depth mechanistic study on the formation of acrylamide and other vinylogous compounds by the maillard reaction
PubMed:Thermal decomposition of specifically phosphorylated D-glucoses and their role in the control of the Maillard reaction
PubMed:NMR-spectroscopy-based metabonomic approach to the analysis of Bay41-4109, a novel anti-HBV compound, induced hepatotoxicity in rats
PubMed:Carbohydrate and amino acid degradation pathways in L-methionine/D-[13C] glucose model systems
PubMed:Reactivity of epicatechin in aqueous glycine and glucose maillard reaction models: quenching of C2, C3, and C4 sugar fragments
PubMed:Understanding the Reaction Mechanism of Glycerol Hydrogenolysis over a CuCr(2) O(4) Catalyst
PubMed:Copolymer-supported heterogeneous organocatalyst for asymmetric aldol addition in aqueous medium
PubMed:Hydroxylation of deoxyguanosine at the C-8 position by ascorbic acid and other reducing agents
PubMed:Formation of flavor components by the reaction of amino acid and carbonyl compounds in mild conditions
PubMed:Hydroxylation of acetone by ethanol- and acetone-inducible cytochrome P-450 in liver microsomes and reconstituted membranes
PubMed:Structures of Escherichia coli histidinol-phosphate aminotransferase and its complexes with histidinol-phosphate and N-(5'-phosphopyridoxyl)-L-glutamate: double substrate recognition of the enzyme
PubMed:Volatile composition of peppermint (Mentha piperita L.) commercial teas through solid phase extraction
PubMed:Synthesis, binding properties, and 18F labeling of fluorocarazolol, a high-affinity beta-adrenergic receptor antagonist
PubMed:Activity of bilobalide, a sesquiterpene from Ginkgo biloba, on Pneumocystis carinii
PubMed:Amino acid catalyzed direct asymmetric aldol reactions: a bioorganic approach to catalytic asymmetric carbon-carbon bond-forming reactions
PubMed:Net glucose production from acetone in isolated murine hepatocytes. The effect of different pretreatments of mice
PubMed:Formation of the reduced form of furaneol? (2,5-dimethyl-4-hydroxy-tetrahydrofuran-3-one) during the Maillard reaction through catalysis of amino acid metal salts
PubMed:Selective production of 1,2-propylene glycol from Jerusalem artichoke tuber using Ni-W(2) C/AC catalysts
PubMed:Hydrogen-driven asymmetric reduction of hydroxyacetone to (R)-1,2-propanediol by Ralstonia eutropha transformant expressing alcohol dehydrogenase from Kluyveromyces lactis
PubMed:Influence of inorganic salts on the primary pyrolysis products of cellulose
PubMed:Purification and characterization of the imidazoleglycerol-phosphate dehydratase of Saccharomyces cerevisiae from recombinant Escherichia coli
PubMed:Overexpression of glyoxalase-I in bovine endothelial cells inhibits intracellular advanced glycation endproduct formation and prevents hyperglycemia-induced increases in macromolecular endocytosis
PubMed:Cellulose conversion with tungstated-alumina-based catalysts: influence of the presence of platinum and mechanistic studies
PubMed:[Methylglyoxal--a test for impaired biological functions of exotrophy and endoecology, low glucose level in the cytosol and gluconeogenesis from fatty acids (a lecture)]
PubMed:Yeast fermentation of carboxylic acids obtained from pyrolytic aqueous phases for lipid production
PubMed:Secondary organic aerosol formation during evaporation of droplets containing atmospheric aldehydes, amines, and ammonium sulfate
PubMed:The metabolism of acetone in the pregnant rat
PubMed:Assignment of the Fundamental Modes of Hydroxyacetone Using Gas-Phase Infrared, Far-Infrared, Raman, and ab Initio Methods: Band Strengths for Atmospheric Measurements
PubMed:Pyrolysis of inulin, glucose, and fructose
PubMed:What is the antiseizure activity of acetone due to?
PubMed:Molecular characterization and expression study of a histidine auxotrophic mutant (his1-) of Nicotiana plumbaginifolia
PubMed:Biochemical origins of lactaldehyde and hydroxyacetone in Methanocaldococcus jannaschii
PubMed:Reactivity of 1-deoxy-D-erythro-hexo-2,3-diulose: a key intermediate in the maillard chemistry of hexoses
PubMed:Utilization of acetic acid-rich pyrolytic bio-oil by microalga Chlamydomonas reinhardtii: reducing bio-oil toxicity and enhancing algal toxicity tolerance
PubMed:The anticonvulsant activity of acetone does not depend upon its metabolites
PubMed:Redox activation of galactose oxidase: thin-layer electrochemical study
PubMed:Enzymatic metabolism of 3-deoxyglucosone, a Maillard intermediate
PubMed:Characterization of primary thermal degradation features of lignocellulosic biomass after removal of inorganic metals by diverse solvents
PubMed:Asymmetric self- and cross-aldol reactions of glycolaldehyde catalyzed by D-fructose-6-phosphate aldolase
PubMed:Evidence for a male-produced pheromone in Tetropium fuscum (F.) and Tetropium cinnamopterum (Kirby) (Coleoptera: Cerambycidae)
PubMed:Kinetic characteristics of ZENECA ZD5522, a potent inhibitor of human and bovine lens aldose reductase
PubMed:A probable mixed-function supraoperon in Pseudomonas exhibits gene organization features of both intergenomic conservation and gene shuffling
PubMed:Experimental evolution of a novel pathway for glycerol dissimilation in Escherichia coli
PubMed:Small peptides catalyze highly enantioselective direct aldol reactions of aldehydes with hydroxyacetone: unprecedented regiocontrol in aqueous media
PubMed:A comparison of the electrophilic reactivities of Zn2+ and acetic acid as catalysts of enolization: imperatives for enzymatic catalysis of proton transfer at carbon
PubMed:Origin of carbohydrate degradation products in L-Alanine/D-[(13)C]glucose model systems
PubMed:Two-directional elaboration of hydroxyacetone under thermodynamically controlled conditions: allylation or 2-propynylation and aldol reaction
PubMed:Determination of optimum conditions for the analysis of volatile components in pine needles by double-shot pyrolysis-gas chromatography-mass spectrometry
PubMed:Oxyradical production results from the Fe3(+)-doxorubicin complex undergoing self-reduction by its alpha-ketol group
PubMed:Reaction of HO with hydroxyacetone (HOCH2C(O)CH3): rate coefficients (233-363 K) and mechanism
PubMed:[Sigmoid sinus thrombosis as a complication of otitis media]
PubMed:Reduction of methylglyoxal in Escherichia coli K12 by an aldehyde reductase and alcohol dehydrogenase
PubMed:Approaches to wine aroma: release of aroma compounds from reactions between cysteine and carbonyl compounds in wine
PubMed:Purification and characterization of NADPH-dependent 2-oxoaldehyde reductase from porcine liver. A self-defence enzyme preventing the advanced stage of the Maillard reaction
PubMed:An enzyme common to histidine and aromatic amino acid biosynthesis in Bacillus subtilis
PubMed:Mutagenicity of methylglyoxal in coffee
PubMed:Isotope effect studies of the chemical mechanism of pig heart NADP isocitrate dehydrogenase
PubMed:Asymmetric syn-selective direct aldol reaction of protected hydroxyacetone catalyzed by primary amino acid derived bifunctional organocatalyst in the presence of water
PubMed:Desmutagenic effect of alpha-dicarbonyl and alpha-hydroxycarbonyl compounds against mutagenic heterocyclic amines
PubMed:Identification of hexose hydrolysis products in metabolic flux analytes: a case study of levulinic acid in plant protein hydrolysate
PubMed:Matrix-isolation study and ab initio calculations of the structure and spectra of hydroxyacetone
PubMed:Responses to insulin by two forms of rat hepatic microsomal cytochrome P-450 that undergo major (RLM6) and minor (RLM5b) elevations in diabetes
PubMed:Purification and characterization of an enzyme that has dihydroxyacetone-reducing activity from methanol-grown Hansenula ofunaensis
PubMed:First synthesis and anti-HIV evaluation of 4'-methyl-cyclopentanyl 9-deazaadenosine
PubMed:A highly purified enrichment culture couples the reductive dechlorination of tetrachloroethene to growth
PubMed:Modulation of CD3- large granular lymphocyte functions by agonist and antagonists of protein kinase C: effects on NK and lymphokine-activated killer activity and production of IFN-gamma
PubMed:Immunochemical quantitation of thymine glycol in oxidized and X-irradiated DNA
 
Notes:
Present in beer, tobacco and honey Hydroxyacetone is an intermediate in glycine, serine and threonine metabolism (KEGG: C05235). It is generated from methylglyoxal via the oxidoreductases [EC 1.1.1.-].
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