3-hydroxyhexadecanoic acid

hexadecanoic acid, 3-hydroxy-

CAS: 2398-34-7 C16 H32 O3 MW: 272.42864000

Identification

Name3-hydroxyhexadecanoic acid
IUPAC3-hydroxyhexadecanoic acid
CAS Number2398-34-7
FDA UNIISearch
Molecular FormulaC16 H32 O3
Molecular Weight272.42864000
Nikkaji NumberJ297.076G

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 405.00 °C. @ 760.00 mm Hg (est)
Flash Point 415.00 °F. TCC ( 212.90 °C. ) (est)
logP (o/w) 5.240 (est)
Soluble in water, 1.799 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 3-hydroxyhexadecanoic acid usage levels up tonot for fragrance use.
Recommendation for 3-hydroxyhexadecanoic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

hexadecanoic acid, 3-hydroxy- beta- hydroxyhexadecanoic acid beta- hydroxypalmitate 3- hydroxypalmitic acid beta- hydroxypalmitic 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: Energetics of intermolecular hydrogen bonds in a hydrophobic protein cavity. PubMed: Non-methylene interrupted and hydroxy fatty acids in polar lipids of the alga Grateloupia turuturu over the four seasons. PubMed: Heterologously expressed β-hydroxyl fatty acids from a metagenomic library of a marine sponge. PubMed: Derivatization of chiral carboxylic acids with (S)-anabasine for increasing detectability and enantiomeric separation in LC/ESI-MS/MS. PubMed: Long-chain 3-hydroxy fatty acids accumulating in LCHAD and MTP deficiencies induce oxidative stress in rat brain. PubMed: Exploitation of inexpensive substrates for production of a novel SCL-LCL-PHA co-polymer by Pseudomonas aeruginosa MTCC 7925. PubMed: Rapidithrix thailandica gen. nov., sp. nov., a marine gliding bacterium isolated from samples collected from the Andaman sea, along the southern coastline of Thailand. PubMed: Purification and characterization of a novel esterase (beta-hydroxypalmitate methyl ester hydrolase) and prevention of the expression of virulence by Ralstonia solanacearum. PubMed: Structural heterogeneity and environmentally regulated remodeling of Francisella tularensis subspecies novicida lipid A characterized by tandem mass spectrometry. PubMed: Biosynthesis of poly-beta-hydroxyalkanoates by Sphingopyxis chilensis S37 and Wautersia sp. PZK cultured in cellulose pulp mill effluents containing 2,4,6-trichlorophenol. PubMed: Novel modification of lipid A of Francisella tularensis. PubMed: Analysis of isomeric long-chain hydroxy fatty acids by tandem mass spectrometry: application to the diagnosis of long-chain 3-hydroxyacyl CoA dehydrogenase deficiency. PubMed: Bioprospecting for novel hydroxyoxylipins in fungi: presence of 3-hydroxy palmitic acid in Saccharomycopsis malanga. PubMed: Chemical structure and biological activity of a lipid A component from Helicobacter pylori strain 206. PubMed: Characterization of a novel lipid A containing D-galacturonic acid that replaces phosphate residues. The structure of the lipid a of the lipopolysaccharide from the hyperthermophilic bacterium Aquifex pyrophilus. PubMed: Evidence that Ralstonia eutropha (Alcaligenes eutrophus) contains a functional homologue of the Ralstonia solanacearum Phc cell density sensing system. PubMed: Quantitative immunofluorescence of regulated eps gene expression in single cells of Ralstonia solanacearum. PubMed: Importance of Xanthobacter autotrophicus in toluene biodegradation within a contaminated stream. PubMed: An RpoS (sigmaS) homologue regulates acylhomoserine lactone-dependent autoinduction in Ralstonia solanacearum. PubMed: Identification of 3-hydroxypalmitic acid methyl ester as a novel autoregulator controlling virulence in Ralstonia solanacearum. PubMed: Hierarchical autoinduction in Ralstonia solanacearum: control of acyl-homoserine lactone production by a novel autoregulatory system responsive to 3-hydroxypalmitic acid methyl ester. PubMed: Structural characterization of the lipid A component of Helicobacter pylori rough- and smooth-form lipopolysaccharides. PubMed: Outer membrane proteins of Methylococcus capsulatus (Bath). PubMed: A two-component system in Ralstonia (Pseudomonas) solanacearum modulates production of PhcA-regulated virulence factors in response to 3-hydroxypalmitic acid methyl ester. PubMed: Differential Expression of Virulence Genes and Motility in Ralstonia (Pseudomonas) solanacearum during Exponential Growth. PubMed: [Study on surfactin, a cyclic depsipeptide. I. Isolation and structure of eight surfuctin analogs produced by Bacillus natto KMD 2311]. PubMed: Structural study on the free lipid A isolated from lipopolysaccharide of Porphyromonas gingivalis. PubMed: Extraction and characterization of lipopolysaccharide from Pseudomonas pseudomallei. PubMed: Metabolic origin of urinary 3-hydroxy dicarboxylic acids. PubMed: Structural characterization of the lipid A component of Bacteroides fragilis strain NCTC 9343 lipopolysaccharide. PubMed: Cellular fatty acid composition of Campylobacter pylori from primates and ferrets compared with those of other campylobacters. PubMed: Polar lipids and fatty acids of Pseudomonas cepacia. PubMed: Ornithine-containing lipids of some Pseudomonas species. PubMed: Differentiation of Campylobacter and Campylobacter-like organisms by cellular fatty acid composition. PubMed: Chemical composition and biological properties of a lipopolysaccharide from Bacteroides intermedius. PubMed: Characteristic cellular fatty acid composition and an ornithine-containing lipid as a new type of hemagglutinin in Bordetella pertussis. PubMed: The lipopolysaccharide of a chloridazon-degrading bacterium. PubMed: Ornithine-containing lipid of Bordetella pertussis, a new type of hemagglutinin. PubMed: Ornithine-containing lipid of Bordetella pertussis that carries hemagglutinating activity. PubMed: Chemical structure of the lipid A component of lipopolysaccharides from Fusobacterium nucleatum. PubMed: Sphingolipid metabolism in Bacteroideaceae. PubMed: Synthesis and characterization of 3-ketohexadecanoic acid-1-14-C, DL-3-hydroxyhexadecanoic acid-1-14-C, and trans-2-hexadecenoic acid-1-14-C.