3-hydroxyhexadecanoic acid
hexadecanoic acid, 3-hydroxy-
Identification
| Name | 3-hydroxyhexadecanoic acid |
| IUPAC | 3-hydroxyhexadecanoic acid |
| CAS Number | 2398-34-7 |
| FDA UNII | Search |
| Molecular Formula | C16 H32 O3 |
| Molecular Weight | 272.42864000 |
| Nikkaji Number | J297.076G |
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 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 | natural substances and extractives |
| Recommendation for 3-hydroxyhexadecanoic acid usage levels up to | not for fragrance use. |
| Recommendation for 3-hydroxyhexadecanoic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.