3-hydroxydodecanoic acid
b-hydroxylauric acid
Identification
| Name | 3-hydroxydodecanoic acid |
| IUPAC | 3-hydroxydodecanoic acid |
| CAS Number | 1883-13-2 |
| FDA UNII | Search |
| Molecular Formula | C12 H24 O3 |
| Molecular Weight | 216.32088000 |
| MDL Number | MFCD00133279 |
| Nikkaji Number | J111.042J |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 348.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 353.00 °F. TCC ( 178.40 °C. ) (est) |
| logP (o/w) | 3.110 (est) |
| Soluble in | water, 321.3 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for 3-hydroxydodecanoic acid usage levels up to | not for fragrance use. |
| Recommendation for 3-hydroxydodecanoic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
dodecanoic acid, 3-hydroxy-
b-
hydroxylauric acid
beta-
hydroxylauric acid
PubMed:
Mitochondrial bioenergetics deregulation caused by long-chain 3-hydroxy fatty acids accumulating in LCHAD and MTP deficiencies in rat brain: a possible role of mPTP opening as a pathomechanism in these disorders?
PubMed:
Analysis of polyhydroxyalkanoate (PHA) synthase gene and PHA-producing bacteria in activated sludge that produces PHA containing 3-hydroxydodecanoate.
PubMed:
Production of medium-chain-length 3-hydroxyalkanoic acids by β-oxidation and phaC operon deleted Pseudomonas entomophila harboring thioesterase gene.
PubMed:
The Burkholderia cenocepacia BDSF quorum sensing fatty acid is synthesized by a bifunctional crotonase homologue having both dehydratase and thioesterase activities.
PubMed:
Functional characterization of an NADPH dependent 2-alkyl-3-ketoalkanoic acid reductase involved in olefin biosynthesis in Stenotrophomonas maltophilia.
PubMed:
Role of pagL and lpxO in Bordetella bronchiseptica lipid A biosynthesis.
PubMed:
Disturbance of mitochondrial energy homeostasis caused by the metabolites accumulating in LCHAD and MTP deficiencies in rat brain.
PubMed:
Structural basis for the sugar nucleotide and acyl-chain selectivity of Leptospira interrogans LpxA.
PubMed:
Microbial production of 3-hydroxydodecanoic acid by pha operon and fadBA knockout mutant of Pseudomonas putida KT2442 harboring tesB gene.
PubMed:
Up-cycling of PET (polyethylene terephthalate) to the biodegradable plastic PHA (polyhydroxyalkanoate).
PubMed:
Pseudomonas japonica sp. nov., a novel species that assimilates straight chain alkylphenols.
PubMed:
Production of polyhydroxyalkanoates with high 3-hydroxydodecanoate monomer content by fadB and fadA knockout mutant of Pseudomonas putida KT2442.
PubMed:
The evaluation of the role of beta-hydroxy fatty acids on chronic inflammation and insulin resistance.
PubMed:
Complete lipopolysaccharide of Plesiomonas shigelloides O74:H5 (strain CNCTC 144/92). 2. Lipid A, its structural variability, the linkage to the core oligosaccharide, and the biological activity of the lipopolysaccharide.
PubMed:
[Analysis of the impurity of bacterium source of standard endotoxin by gas chromatography/mass spectrometry].
PubMed:
Biosynthesis of medium-chain-length poly(hydroxyalkanoates) from soy molasses.
PubMed:
Pseudomonas lutea sp. nov., a novel phosphate-solubilizing bacterium isolated from the rhizosphere of grasses.
PubMed:
Pseudomonas rhizosphaerae sp. nov., a novel species that actively solubilizes phosphate in vitro.
PubMed:
Structural determination of lipid A of the lipopolysaccharide from Pseudomonas reactans. A pathogen of cultivated mushrooms.
PubMed:
Analysis of 3-hydroxydodecanedioic acid for studies of fatty acid metabolic disorders: preparation of stable isotope standards.
PubMed:
Production of chiral R-3-hydroxyalkanoic acids and R-3-hydroxyalkanoic acid methylesters via hydrolytic degradation of polyhydroxyalkanoate synthesized by pseudomonads.
PubMed:
Accumulation of free 3-hydroxy fatty acids in the culture media of fibroblasts from patients deficient in long-chain l-3-hydroxyacyl-CoA dehydrogenase: a useful diagnostic aid.
PubMed:
A new extraction method for Acinetobacter species ODB-L2 rough form lipopolysaccharide from culture broth.
PubMed:
Absolute configuration of aflastatin A, a specific inhibitor of aflatoxin production by Aspergillus parasiticus.
PubMed:
Production of polyhydroxyalkanoic acids by Ralstonia eutropha and Pseudomonas oleovorans from an oil remaining from biotechnological rhamnose production.
PubMed:
Outer membrane changes in a toluene-sensitive mutant of toluene-tolerant Pseudomonas putida IH-2000.
PubMed:
A taxonomic study of bacteria isolated from grasses: a proposed new species Pseudomonas graminis sp. nov.
PubMed:
Incorporation of 2-hydroxyl fatty acids by Acinetobacter calcoaceticus RAG-1 to tailor emulsan structure.
PubMed:
Arthrichitin. A New Cell Wall Active Metabolite from Arthrinium phaeospermum.
PubMed:
General strategy for structural analysis of the oligosaccharide region of lipooligosaccharides. Structure of the oligosaccharide component of Pseudomonas aeruginosa IATS serotype 06 mutant R5 rough-type lipopolysaccharide.
PubMed:
Characterization of the lipopolysaccharide of Moraxella catarrhalis. Structural analysis of the lipid A from M. catarrhalis serotype A lipopolysaccharide.
PubMed:
Identification, isolation, and structural studies of the outer membrane lipopolysaccharide of Caulobacter crescentus.
PubMed:
Characterization of lipid A from Pseudomonas aeruginosa O-antigenic B band lipopolysaccharide by 1D and 2D NMR and mass spectral analysis.
PubMed:
Structural characterization of the lipid A component of pathogenic Neisseria meningitidis.
PubMed:
Structural characterization of the lipid A component of Pseudomonas aeruginosa wild-type and rough mutant lipopolysaccharides.
PubMed:
Structural studies of lipid A from Pseudomonas aeruginosa PAO1: occurrence of 4-amino-4-deoxyarabinose.
PubMed:
The structure of syringomycins A1, E and G.
PubMed:
Studies on the antigenic S-type lipopolysaccharides of Brucella abortus strains 7 and Mustapha.
PubMed:
Differentiation of Campylobacter and Campylobacter-like organisms by cellular fatty acid composition.
PubMed:
Biosynthesis of 3-hydroxy fatty acids, the pheromone components of female mallard ducks, by cell-free preparations from the uropygial gland.
PubMed:
Structural studies on the core oligosaccharide of Phenylobacterium immobile strain K2 lipopolysaccharide. Chemical synthesis of 3-hydroxy-5c-dodecenoic acid.
PubMed:
The lipopolysaccharide of a chloridazon-degrading bacterium.
PubMed:
Lipopolysaccharides from Pseudomonas maltophilia. Structural studies of the side-chain, core, and lipid-A regions of the lipopolysaccharide from strain NCTC 10257.
PubMed:
Characteristic lipids of Bordetella pertussis: simple fatty acid composition, hydroxy fatty acids, and an ornithine-containing lipid.
PubMed:
Isolation of a relatively pure outer membrane fraction of Moraxella nonliquefaciens and a comparison of its characteristics with the cytoplasmic membrane-containing material.
PubMed:
Lipids and fatty acids of a moderately halophilic bacterium, No. 101.
PubMed:
The purification and chemical composition of the lipopolysaccharide of Pseudomonas alcaligenes.
PubMed:
The chemical composition of the lipopolyacarideof Pseudomonas aeruginosa.