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

4-hydroxy-6-methyl-2-pyrone
4H-pyran-4-one, 2-hydroxy-6-methyl-

Supplier Sponsors

Name:4-hydroxy-6-methylpyran-2-one
CAS Number: 675-10-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:211-619-2
FDA UNII: S1S883S4EE
Nikkaji Web:J86H
Beilstein Number:0113815
MDL:MFCD00006641
XlogP3-AA:0.50 (est)
Molecular Weight:126.11142000
Formula:C6 H6 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 2.996e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
4-Hydroxy-6-methyl-2-pyrone 98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
4-Hydroxy-6-methyl-2-pyrone 98%
sds
TCI AMERICA
For experimental / research use only.
4-Hydroxy-6-methyl-2-pyrone >98.0%(GC)
sds
 
Safety Information:
Preferred SDS: View
 
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:
subcutaneous-mouse LD50 3200 mg/kg
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 128, Pg. 126, 1960.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for 4-hydroxy-6-methyl-2-pyrone usage levels up to:
 not for fragrance use.
 
Recommendation for 4-hydroxy-6-methyl-2-pyrone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):675-10-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :54675757
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
4-hydroxy-6-methylpyran-2-one
Chemidplus:0000675105
RTECS:UQ1000000 for cas# 675-10-5
 
References:
 4-hydroxy-6-methylpyran-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):54675757
Pubchem (sid):134978316
 
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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C02752
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2932.20.4500
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
4-hydroxy-6-methyl-2H-pyran-2-one
2-hydroxy-6-methyl-4H-pyran-4-one
 hydroxy-6-methylpyran-2-one
4H-pyran-4-one, 2-hydroxy-6-methyl-
 triacetic acid lactone
 

Articles:

PubMed:Triacetic acid lactone production in industrial Saccharomyces yeast strains.
PubMed:Mitochondrial 3-hydroxy-3-methylglutaryl-CoA synthase deficiency: urinary organic acid profiles and expanded spectrum of mutations.
PubMed:Engineering catalyst microenvironments for metal-catalyzed hydrogenation of biologically derived platform chemicals.
PubMed:Metabolic engineering of Saccharomyces cerevisiae for the production of triacetic acid lactone.
PubMed:k-OptForce: integrating kinetics with flux balance analysis for strain design.
PubMed:Screening for enhanced triacetic acid lactone production by recombinant Escherichia coli expressing a designed triacetic acid lactone reporter.
PubMed:Mechanistic insights into ring-opening and decarboxylation of 2-pyrones in liquid water and tetrahydrofuran.
PubMed:Polyketide derivatives active against Botrytis cinerea in Gerbera hybrida.
PubMed:Synthesis and biological evaluation of (+/-)-dinemasone C and analogues.
PubMed:Synthesis and in-vitro cytotoxic evaluation of novel pyridazin-4-one derivatives.
PubMed:Crystallization and preliminary X-ray diffraction studies of polyketide synthase-1 (PKS-1) from Cannabis sativa.
PubMed:Convenient replacement of the hydroxy by an amino group in 4 hydroxycoumarin and 4-hydroxy-6-methyl-2-pyrone under microwave irradiation.
PubMed:Active site residues governing substrate selectivity and polyketide chain length in aloesone synthase.
PubMed:Microbial synthesis of triacetic acid lactone.
PubMed:A unique highly oxygenated pyrano[4,3-c][2]benzopyran-1,6-dione derivative with antioxidant and cytotoxic activities from the fungus Phellinus igniarius.
PubMed:Rational pathway engineering of type I fatty acid synthase allows the biosynthesis of triacetic acid lactone from D-glucose in vivo.
PubMed:Direct asymmetric Michael reactions of cyclic 1,3-dicarbonyl compounds and enamines catalyzed by chiral bisoxazoline-copper(II) complexes.
PubMed:Aromatic and pyrone polyketides synthesized by a stilbene synthase from Rheum tataricum.
PubMed:Deoxygenation of polyhydroxybenzenes: an alternative strategy for the benzene-free synthesis of aromatic chemicals.
PubMed:Pyrone and pyridone compounds in the liquid culture of Physisporinus sanguinolentus.
PubMed:Tolerance and specificity of recombinant 6-methylsalicyclic acid synthase.
PubMed:A facile and convenient synthesis of 3-alkylamino-5-arylthiophenes with a variety of substituents at C-2 and studies of reaction mechanisms
PubMed:Effect of NADPH-associated keto-reducing domain on substrate entry into 6-hydroxymellein synthase, a multifunctional polyketide synthetic enzyme involved in phytoalexin biosynthesis in carrot.
PubMed:Dissociation of dimeric 6-hydroxymellein synthase, a polyketide biosynthetic enzyme in carrot cell extracts, with loss of keto-reducing activity.
PubMed:Purification and properties of 6-methylsalicylic acid synthase from Penicillium patulum.
PubMed:Derailment product in NADPH-dependent synthesis of a dihydroisocoumarin 6-hydroxymellein by elicitor-treated carrot cell extracts.
PubMed:Decarboxylation of malonyl-CoA by lactating bovine mammary fatty acid synthase.
PubMed:Evidence that the coenzyme A requirement for avian fatty acid synthase is not for the termination reaction.
PubMed:Synthesis of acetoacetyl-CoA by bovine mammary fatty acid synthase.
PubMed:Kinetic analysis of the malonyl coenzyme A decarboxylation and the condensation reaction of fatty acid synthesis. Application to the study of malonyl coenzyme A inactivated chicken liver fatty acid synthetase.
PubMed:Irreversible inactivation of chicken liver fatty acid synthetase by its substrates acetyl and malonyl CoA. Effect of temperature and NADP n fatty acid and triacetic acid lactone synthesis.
PubMed:Fatty acid synthetase. A steady state kinetic analysis of the reaction catalyzed by the enzyme from pigeon liver.
PubMed:Further characterization and cellular localization of an ATP: triacetic acid lactone lyase in pigeon liver.
PubMed:ATP-dependent enzymic splitting of mesitene lactone and triacetic acid lactone.
PubMed:Triacetic acid lactone, a derailment product of fatty acid biosynthesis.
PubMed:Synthesis of triacetic acid lactone by the pigeon liver fatty acid synthetase complex.
PubMed:The isolation of triacetic acid lactone from cultures of Penicillium patulum.
PubMed:Enzymatic degradation of triacetic acid lactone determined by a spectrophotometric method.
 
Notes:
None found
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