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S-lipoate
1,2-dithiolane-3-pentanoic acid, (S)-

Supplier Sponsors

Name:5-[(3S)-dithiolan-3-yl]pentanoic acid
CAS Number: 1077-27-6Picture of molecule3D/inchi
Other(deleted CASRN):127254-35-7
FDA UNII: J2Y905FQ57
Nikkaji Web:J231.967E
Beilstein Number:0081852
MDL:MFCD01863481
XlogP3-AA:1.70 (est)
Molecular Weight:206.32798000
Formula:C8 H14 O2 S2
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
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
Boiling Point: 362.50 °C. @ 760.00 mm Hg (est)
Flash Point: 343.00 °F. TCC ( 173.00 °C. ) (est)
logP (o/w): 2.160 (est)
Soluble in:
 water, 126.6 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.
5-[(3S)-Dithiolan-3-yl]pentanoic acid >98.0%(GC)(T)
Odor: characteristic
Use: A fat-metabolism stimulator
Carbosynth
For experimental / research use only.
(S)-(-)-a-Lipoic acid
Santa Cruz Biotechnology
For experimental / research use only.
(S)-(-)-a-Lipoate
Sigma-Aldrich: Sigma
For experimental / research use only.
(S)-(-)-a-Lipoic acid ≥97% (HPLC)
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:
information only not used for fragrances or flavors
Recommendation for S-lipoate usage levels up to:
 not for fragrance use.
 
Recommendation for S-lipoate flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :445125
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
5-[(3S)-dithiolan-3-yl]pentanoic acid
Chemidplus:0001077276
 
References:
 5-[(3S)-dithiolan-3-yl]pentanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):445125
Pubchem (sid):135247044
 
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
HMDB (The Human Metabolome Database):Search
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
5-[(3S)-dithiolan-3-yl]pentanoic acid
5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid
(S)-1,2-dithiolane-3-pentanoic acid
1,2-dithiolane-3-pentanoic acid, (S)-
(S)-lipoic acid
(S)-(-)-lipoic acid
S-(-)-alpha-lipoic acid
(-)-thioctic acid
(S)-thioctic acid
L-thioctic acid
 thioctic acid L-form
 thioctic acid laevo-form
 

Articles:

PubMed:R-α lipoic acid γ-cyclodextrin complex increases energy expenditure: a 4-month feeding study in mice.
PubMed:Lipoic acid prevents fructose-induced changes in liver carbohydrate metabolism: role of oxidative stress.
PubMed:Lipoic acid prevents liver metabolic changes induced by administration of a fructose-rich diet.
PubMed:Age and gender dependent bioavailability of R- and R,S-α-lipoic acid: a pilot study.
PubMed:Kinetic resolution of alpha-lipoic acid via enzymatic differentiation of a remote stereocenter.
PubMed:Coenzyme Q(10) and alpha-lipoic acid supplementation in diabetic rats: conduction velocity distributions.
PubMed:(r)-, but not (s)-alpha lipoic acid stimulates deficient brain pyruvate dehydrogenase complex in vascular dementia, but not in Alzheimer dementia.
PubMed:Effect of single and combined supply of glutamine, glycine, N-acetylcysteine, and R,S-alpha-lipoic acid on glutathione content of myelomonocytic cells.
PubMed:Purification, characterization, and cDNA cloning of lipoate-activating enzyme from bovine liver.
PubMed:Engagement of the insulin-sensitive pathway in the stimulation of glucose transport by alpha-lipoic acid in 3T3-L1 adipocytes.
PubMed:Inhibition of L-homocysteic acid and buthionine sulphoximine-mediated neurotoxicity in rat embryonic neuronal cultures with alpha-lipoic acid enantiomers.
PubMed:Enantioselective high-performance liquid chromatography assay of (+)R- and (-)S-alpha-lipoic acid in human plasma.
PubMed:Cytosolic and mitochondrial systems for NADH- and NADPH-dependent reduction of alpha-lipoic acid.
PubMed:Stereospecific effects of R-lipoic acid on buthionine sulfoximine-induced cataract formation in newborn rats.
PubMed:Antioxidant inhibition of skin inflammation induced by reactive oxidants: evaluation of the redox couple dihydrolipoate/lipoate.
PubMed:2-ketoacid dehydrogenase complexes of Escherichia coli: stereospecificities of the three components for (R)-lipoate.
PubMed:[Kinetics of 35S-lipoate binding in vitro by plasma proteins and formed elements of the blood].
PubMed:Studies of energy-linked reactions. Net synthesis of adenosine triphosphate by isolated adenosine triphosphate synthase preparations: a role for lipoic acid and unsaturated fatty acids.
 
Notes:
None found
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