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

(R)-(-)-pantolactone
2(3H)-furanone, dihydro-3-hydroxy-4,4-dimethyl-, (3R)-

Supplier Sponsors

CAS Number: 599-04-2Picture of molecule3D/inchi
Other(deleted CASRN):16562-48-4
ECHA EINECS - REACH Pre-Reg:209-963-3
FDA UNII: J288D7O0JS
Nikkaji Web:J13.798G
Beilstein Number:080957
MDL:MFCD00005392
XlogP3-AA:0.50 (est)
Molecular Weight:130.14330000
Formula:C6 H10 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:humectants
 
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
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
Melting Point: 92.00 °C. @ 760.00 mm Hg
Boiling Point: 224.61 °C. @ 760.00 mm Hg (est)
Flash Point: 210.00 °F. TCC ( 99.00 °C. ) (est)
logP (o/w): -0.800 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor Description:cotton candy
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: humectants
 
Suppliers:
BOC Sciences
For experimental / research use only.
(R)-3-Hydroxy-4,4-dimethyldihydrofuran-2(3H)-one
Glentham Life Sciences
D-(-)-Pantolactone
Santa Cruz Biotechnology
For experimental / research use only.
D-(-)-Pantolactone
Sigma-Aldrich: Aldrich
For experimental / research use only.
D-(-)-Pantolactone 99%
sds
TCI AMERICA
For experimental / research use only.
D-(-)-Pantolactone >98.0%(T)
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:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
humectants
Recommendation for (R)-(-)-pantolactone usage levels up to:
 not for fragrance use.
 
Recommendation for (R)-(-)-pantolactone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):599-04-2
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :439368
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(3R)-3-hydroxy-4,4-dimethyloxolan-2-one
Chemidplus:0000599042
 
References:
 (3R)-3-hydroxy-4,4-dimethyloxolan-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:599-04-2
Pubchem (cid):439368
Pubchem (sid):134976193
Flavornet:599-04-2
Pherobase:View
 
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
Metabolomics Database:Search
KEGG (GenomeNet):C01012
HMDB (The Human Metabolome Database):HMDB59876
FooDB:FDB029751
YMDB (Yeast Metabolome Database):YMDB00796
Export Tariff Code:2932.20.5050
ChemSpider:View
Wikipedia:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
(3R)-dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone
2(3H)-furanone, dihydro-3-hydroxy-4,4-dimethyl-, (3R)-
(3R)-hydroxy-4,4-dimethyloxolan-2-one
alpha-hydroxy-beta,beta-dimethyl-gamma-butyrolactone
 pantolactone
 pantoyl lactone
 

Articles:

PubMed:Elucidation of key aroma compounds in traditional dry fermented sausages using different extraction techniques.
PubMed:Total synthesis of an anticancer norsesquiterpene alkaloid isolated from the fungus Flammulina velutipes.
PubMed:Effect of alcohol aggregation on the retention factors of chiral solutes with an amylose-based sorbent: modeling and implications for the adsorption mechanism.
PubMed:Biochemical studies on a versatile esterase that is most catalytically active with polyaromatic esters.
PubMed:Chiral recognition mechanism of acyloin-containing chiral solutes by amylose tris[(S)-α-methylbenzylcarbamate].
PubMed:Structure of conjugated polyketone reductase from Candida parapsilosis IFO 0708 reveals conformational changes for substrate recognition upon NADPH binding.
PubMed:PanG, a new ketopantoate reductase involved in pantothenate synthesis.
PubMed:LplR, a repressor belonging to the TetR family, regulates expression of the L-pantoyl lactone dehydrogenase gene in Rhodococcus erythropolis.
PubMed:L-pantoyl lactone dehydrogenase from Rhodococcus erythropolis: genetic analyses and application to the stereospecific oxidation of L-pantoyl lactone.
PubMed:Production of Quorum Sensing Inhibitors in Growing Onion Bulbs Infected with Pseudomonas aeruginosa E (HQ324110).
PubMed:Total synthesis of isofregenedadiol.
PubMed:Synthesis of molluscicidal agent cyanolide a macrolactone from D-(-)-pantolactone.
PubMed:A striking exception to the chelate model for acyclic diastereocontrol: efficient access to a versatile propargyl alcohol for chemical synthesis.
PubMed:Asymmetric histidine-catalyzed cross-aldol reactions of enolizable aldehydes: access to defined configured quaternary stereogenic centers.
PubMed:Biocatalytic properties of a recombinant Fusarium proliferatum lactonase with significantly enhanced production by optimal expression in Escherichia coli.
PubMed:Catalyzed addition of diazoacetoacetates to imines: synthesis of highly functionalized aziridines.
PubMed:Synthesis and absolute configuration of novel N,O-psiconucleosides using (R)-N-phenylpantolactam as a resolution agent.
PubMed:[Studies on chemical constituents of Ranunculus ternatus].
PubMed:Enantiomer-selective carbamoylation of racemic alpha-hydroxy gamma-lactones with chiral Cu(II) Catalysts: an example of a highly active Lewis acid catalyzed reaction.
PubMed:Enantioselective interactions at the solid-liquid interface of an HPLC column under working conditions.
PubMed:Isolation and properties of a levo-lactonase from Fusarium proliferatum ECU2002: a robust biocatalyst for production of chiral lactones.
PubMed:Total synthesis and antitumor activity of ZK-EPO: the first fully synthetic epothilone in clinical development.
PubMed:Directed evolution and characterization of a novel D-pantonohydrolase from Fusarium moniliforme.
PubMed:Novel, potent P2-P3 pyrrolidine derivatives of ketoamide-based cathepsin K inhibitors.
PubMed:[Directed evolution of D-lactonohydrolase by error prone PCR and DNA shuffling].
PubMed:Total synthesis of polycavernoside A, a lethal toxin of the red alga Polycavernosa tsudai.
PubMed:Practical resolution system for DL-pantoyl lactone using the lactonase from Fusarium oxysporum.
PubMed:Oxoester oxidoreductase activities in new isolates of Pichia anomala from apple, grape and cane juices.
PubMed:Exogenous supply of pantoyl lactone to excised leaves increases their pantothenate levels.
PubMed:Modular synthesis of pantetheine and phosphopantetheine.
PubMed:Theoretical study of the stereoselective additions of chiral alcohols to ketenes.
PubMed:Changes in volatile compounds and aromatic series in sherry wine with high gluconic acid levels subjected to aging by submerged flor yeast cultures.
PubMed:A formal synthesis of (-)-mycalamide A.
PubMed:Optical rotation of noncovalent aggregates.
PubMed:Gene cloning and overexpression of two conjugated polyketone reductases, novel aldo-keto reductase family enzymes, of Candida parapsilosis.
PubMed:Novel use of N-benzoyl-N,O-acetals as N-acylimine equivalents in asymmetric heterocycloaddition: an extended enantioselective pathway to beta-benzamido aldehydes.
PubMed:Practical asymmetric synthesis of a potent Cathepsin K inhibitor. Efficient palladium removal following Suzuki coupling.
PubMed:[Production of D-pantolactone hydrolase by Fusarium moniliforme SW-902].
PubMed:(R)-2,4-Dihydroxybutyramide seco-pseudonucleosides: new versatile homochiral synthons for synthesis of modified oligonucleotides.
PubMed:The synthesis of deoxyfusapyrone. 1. An approach to the pyrone moiety.
PubMed:A general method for the enantioselective synthesis of pantolactone derivatives.
PubMed:Synthesis of (+/-)-5-epi-citreoviral and (+/-)-citreoviral and the kinetic resolution of an allylic silane by a [3 + 2] annulation.
PubMed:A screening system for enantioselective enzymes based on differential cell growth.
PubMed:Double diastereoselective intramolecular cyclopropanation to P-chiral [3.1.0]-bicyclic phosphonates.
PubMed:Asymmetric Synthesis of 2,3-Dihydrofurans by Reaction of Rhodium-Stabilized Vinylcarbenoids with Vinyl Ethers.
PubMed:An Enantioselective Synthesis of Cis Perhydroisoquinoline LY235959.
PubMed:Lactone-ring-cleaving enzymes of microorganisms: their diversity and applications.
PubMed:Synthesis of diastereomerically enriched 2-bromoesters and their reaction with nucleophiles.
PubMed:Enantioselective synthesis of (S)-(+)-pantolactone
PubMed:Microbial enzymes: new industrial applications from traditional screening methods.
PubMed:Pantothenol protects rats against some deleterious effects of gamma radiation.
PubMed:Optical resolution of pantolactone by a novel fungal enzyme, lactonohydrolase.
PubMed:Investigation of Dienophile-TiCl(4) Complexation by Means of X-ray Absorption and (13)C-NMR Spectroscopies.
PubMed:Potentially prebiotic syntheses of condensed phosphates.
PubMed:A possible prebiotic synthesis of pantetheine, a precursor to coenzyme A.
PubMed:Effect of cyclodextrin on improvement of enantioselectivity in the reduction of ketopantolactone with baker's yeast.
PubMed:Prebiotic syntheses of vitamin coenzymes: II. Pantoic acid, pantothenic acid, and the composition of coenzyme A.
PubMed:Pantothenases from pseudomonads produce either pantoyl lactone or pantoic acid.
PubMed:Separation and determination of the enantiomers of pantolactone by gas-liquid chromatography.
PubMed:[Quantitative gas chromatographic determination of pantolactone].
PubMed:Apparent antimutagenic effect of ultraviolet irradiation.
PubMed:Effects of pantolactone and butyrolactone on the pleiotropic phenotypes of lon mutants and on thermal induction of the SOS phenomena in a tif mutant of Escherichia coli K12.
PubMed:[Effect of pantoyl lactone on the growth of Mycobacterium lepraemurium in cell-free liquid medium (author's transl)].
PubMed:Analysis of stereochemistry of enzymically formed pantoyl lactone or pantoic acid by gas chromatography and circular dichroism.
PubMed:Chemicals which promote survival of ultraviolet-irradiated lon and ruv mutants of Escherichia coli K12.
PubMed:Modification of cell membrane lipids in Micrococcus lysodeikticus induced by pantoyl lactone.
PubMed:D-pantolactone as a circular dichromism (CD) calibration.
PubMed:[Improvement of the determination of pantothenates by photocolorimetry of pantolactone].
PubMed:Synthesis of pantolactone phosphate and its effect on growth of microorganisms.
PubMed:Antagonism of Salicylate by Pantoyltaurine.
PubMed:The biological activity of pantolactone and pantoic acid.
PubMed:Observations on the effects of gamma-valero-lactone upon experimental animals.
 
Notes:
Flavouring compound [Flavornet]
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