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

6-hydroxyhexanoic acid
hexanoic acid, 6-hydroxy-

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CAS Number: 1191-25-9Picture of molecule3D/inchi
Nikkaji Web:J262.001D
XlogP3:-0.40 (est)
Molecular Weight:132.15924000
Formula:C6 H12 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
Physical Properties:
Appearance:colorless to pale yellow clear liquid to solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 272.00 to 273.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.001000 mmHg @ 25.00 °C. (est)
Flash Point: 271.00 °F. TCC ( 132.90 °C. ) (est)
logP (o/w): -0.191 (est)
Soluble in:
 water, 2.287e+005 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
6-Hydroxyhexanoic Acid
For experimental / research use only.
6-Hydroxyhexanoic Acid
Santa Cruz Biotechnology
For experimental / research use only.
6-Hydroxyhexanoic acid, 95%, may cont. variable amounts of dimer ≥95%
Sigma-Aldrich: Aldrich
For experimental / research use only.
6-Hydroxycaproic acid
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
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:
natural substances and extractives
Recommendation for 6-hydroxyhexanoic acid usage levels up to:
 not for fragrance use.
Recommendation for 6-hydroxyhexanoic acid flavor usage levels up to:
 not for flavor use.
Safety References:
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 :14490
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
6-hydroxyhexanoic acid
 6-hydroxyhexanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):14490
Pubchem (sid):134980815
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
UM BBD:Search
KEGG (GenomeNet):C06103
HMDB (The Human Metabolome Database):HMDB12843
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 found in nature
 hexanoic acid, 6-hydroxy-
6-hydroxy caproic acid
6-hydroxycaproic acid
epsilon-hydroxycaproic acid


PubMed:Biodegradation of poly(ε-caprolactone) (PCL) by a new Penicillium oxalicum strain DSYD05-1.
PubMed:Growth of human fibroblasts in the presence of 6-hydroxyhexanoic acid.
PubMed:Synthesis and characterization of a novel PNIPAAm-based copolymer with hydrolysis-dependent thermosensitivity.
PubMed:Synthesis of polycaprolactone: a review.
PubMed:Cartilage tissue engineering for auricular reconstruction: in vitro evaluation of potential genotoxic and cytotoxic effects of scaffold materials.
PubMed:Origin of byproducts during the catalytic autoxidation of cyclohexane.
PubMed:The formation of byproducts in the autoxidation of cyclohexane.
PubMed:Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry with size-exclusion chromatographic fractionation for structural characterization of synthetic aliphatic copolyesters.
PubMed:Mild, solvent-free omega-hydroxy acid polycondensations catalyzed by candida antarctica lipase B.
PubMed:Qualitative and quantitative solid-phase microextraction gas chromatographic-mass spectrometric determination of the low-molecular-mass compounds released from poly(vinyl chloride)/polycaprolactone-polycarbonate during ageing.
PubMed:Microbial/enzymatic synthesis of chiral drug intermediates.
PubMed:Enzymatic synthesis of chiral intermediates for Omapatrilat, an antihypertensive drug.
PubMed:Synthesis of a novel ether-bridged GM3-lactone analogue as a target for an antibody-based cancer therapy.
PubMed:Enzymatic synthesis of L-6-hydroxynorleucine.
PubMed:Crystallization behavior and thermal properties of melt-crystallized poly[(R)-3-hydroxybutyric acid-co-6-hydroxyhexanoic acid] films.
PubMed:Metabolism of 2-ethylhexanoic acid administered orally or dermally to the female Fischer 344 rat.
PubMed:Capillary zone electrophoresis in normal or reverse polarity separation modes for the analysis of hydroxy acid oligomers in neutral phosphate buffer.
PubMed:Substrate specificities of poly(hydroxyalkanoate)-degrading bacteria and active site studies on the extracellular poly(3-hydroxyoctanoic acid) depolymerase of Pseudomonas fluorescens GK13.
PubMed:Identification of the main metabolites of 2-ethylhexanoic acid in rat urine using gas chromatography-mass spectrometry.
PubMed:Protein modification by diazotized arsanilic acid: synthesis and characterization of the phenylthiohydantoin derivatives of azobenzene arsonate-coupled tyrosine, histidine, and lysine residues and their sequential allotment in labeled peptides.
PubMed:Formation of epsilon-hydroxycaproate and epsilon-aminocaproate from N-nitrosohexamethyleneimine: evidence that microsomal alpha-hydroxylation of cyclic nitrosamines may not always involve the insertion of molecular oxygen into the substrate.
PubMed:Bacterial formation and metabolism of 6-hydroxyhexanoate: evidence of a potential role for omega-oxidation.
PubMed:Microbial production of vitamin B12 antimetabolites. IV. Isolation and identification of 4-keto-5-amino-6-hydroxyhexanoic acid.
6-Hydroxyhexanoate was identified as the immediate product of hexanoate w-hydroxylation by whole cells and was further oxidized into adipic acid and an unexpected metabolite identified as 2-tetrahydrofuranacetic acid. This same metabolite, together with adipic acid, was also detected when similarly induced cells were incubated with hexanoate or 1,6-hexanediol, but not with 6-oxohexanoate (adipic semialdehyde).Cells grown on hexanoate and incubated with 6-hydroxyhexanoate were also found to accumulate 2-tetrahydrofuranacetic acid, which was not further degraded. Utilization of 6-hydroxyhexanoate for growth was restricted to those organisms also able to utilize adipate. Similar observations were made with 1,6-hexanediol serving as the carbon source and cells obtained from one organism,Pseudomonas aeruginosa PAO, grown either on 1,6-hexanediol or 6-hydroxyhexanoate,were found to be well induced for both 6-oxohexanoate and adipate oxidation. The results indicate that 6-hydroxyhexanoate and 1,6-hexanediol are susceptible to both 1B- and w-oxidative attack; however, the former pathway appears to be of no physiological significance since it generates 2-tetrahydrofuranacetic acid as a nonmetabolizable intermediate, making w-oxidation via adipate the exclusive pathway for degradation. [HMDB]
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