Compounds > 2-hydroxyhexadecanoic acid
Page last updated: 2024-12-07

2-hydroxyhexadecanoic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-Hydroxyhexadecanoic acid (2-OH-C16:0) is a saturated fatty acid with a hydroxyl group at the 2-position. It is a component of various lipids, including sphingolipids and phospholipids, and plays a role in cellular signaling and membrane structure. 2-OH-C16:0 is synthesized through a complex pathway involving the elongation of palmitate and the hydroxylation of the 2-position. Studies have shown that 2-OH-C16:0 is involved in various cellular processes, including inflammation, apoptosis, and cell growth. It is also found in high concentrations in certain tissues, such as the brain and the heart. The importance of 2-OH-C16:0 lies in its contribution to the structural integrity of cell membranes and its role in various cellular signaling pathways. Researchers study 2-OH-C16:0 to understand its role in health and disease, particularly its potential involvement in neurodegenerative disorders, cardiovascular diseases, and inflammatory responses.'

2-hydroxyhexadecanoic acid: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2-hydroxyhexadecanoic acid : A 2-hydroxy fatty acid comprising a C16 straight chain carrying a hydroxy substituent at position 2. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID92836
CHEBI ID65101
SCHEMBL ID22842
MeSH IDM0083215

Synonyms (43)

Synonym
2-hydroxyhexadecanoic acid
nsc2097
nsc-2097
764-67-0
2-hydroxypalmitic acid
2-hydroxyhexadecanoic acid, >=98% (capillary gc)
LMFA01050047
2-hydroxy-hexadecanoic acid
2-hydroxy palmitic acid
dl-alpha-hydroxypalmitic acid
H-7076
H0403
2-oxidanylhexadecanoic acid
A845894
einecs 212-129-1
b5r9pi06kd ,
nsc 2097
unii-b5r9pi06kd
AKOS016007457
FT-0612630
CHEBI:65101
.alpha.-hydroxyhexadecanoic acid
(+/-)-.alpha.-hydroxypalmitic acid
hexadecanoic acid, 2-hydroxy-
dl-2-hydroxypalmitic acid
dl-2-hydroxyhexadecanoic acid
.alpha.-hydroxypalmitic acid
(+/-)-2-hydroxyhexadecanoic acid
SCHEMBL22842
alpha-hydroxypalmiticacid
alpha-hydroxypalmitic acid
10067-06-8
c16h32o3
mfcd00014343
AS-58714
2-hydroxyhexadecanoicacid
hexadecanoic acid,2-hydroxy-
Q27133653
A855546
D84003
CS-0138075
HY-N7814
PD060926
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
2-hydroxy fatty acidAny fatty acid with a hydroxy functional group in the alpha- or 2-position.
hydroxypalmitic acidA hydroxy fatty acid that is palmitic (hexadecanoic) acid substituted with one hydroxy group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (4)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of lipids500463
Fatty acid metabolism113203
Peroxisomal lipid metabolism2552

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (37.50)18.7374
1990's2 (25.00)18.2507
2000's1 (12.50)29.6817
2010's2 (25.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.94

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index19.94 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.62 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.94)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
gamma-aminobutyric acid
gamma-Aminobutyric Acid: The most common inhibitory neurotransmitter in the central nervous system.. gamma-aminobutyric acid : A gamma-amino acid that is butanoic acid with the amino substituent located at C-4.		2.0310amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule
5-aminovaleric acid
5-aminovaleric acid: from red fox anal secretion; RN given refers to parent cpd. 5-aminopentanoic acid : A delta-amino acid comprising pentanoic acid with an amino substituent at C-5; a methylene homologue of gamma-aminobutyric acid (GABA) that is a weak GABA agonist.		2.0310amino acid zwitterion;
delta-amino acid;
omega-amino fatty acid		human metabolite
palmitic acid
Palmitic Acid: A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.. hexadecanoic acid : A straight-chain, sixteen-carbon, saturated long-chain fatty acid.		1.9610long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor;
plant metabolite
cellobiose
beta-cellobiose : A cellobiose with beta configuration at the reducing-end glucose residue.		2.0610cellobioseepitope
2-bromopalmitate
2-bromopalmitate: inhibitor of fatty acid oxidation; RN given refers to parent cpd. 2-bromohexadecanoic acid : A bromo fatty acid that is hexadecanoic (palmitic) acid carrying a single bromo substituent at position 2.		1.97102-bromocarboxylic acid;
bromo fatty acid;
long-chain fatty acid;
straight-chain fatty acid		fatty acid oxidation inhibitor
valerates
Valerates: Derivatives of valeric acid, including its salts and esters.		2.0310short-chain fatty acid anion;
straight-chain saturated fatty acid anion		plant metabolite
phytosphingosine
phytosphingosine: differ with an additional hydroxyl at C-4 & no double bond between C-4 & C-5		2.110amino alcohol;
sphingoid;
triol		mouse metabolite;
Saccharomyces cerevisiae metabolite
ricinoleic acid
ricinoleic acid: RN given refers to (R-(Z))-isomer; structure in Merck Index, 9th ed, #8005. ricinoleic acid : A (9Z)-12-hydroxyoctadec-9-enoic acid in which the 12-hydroxy group has R-configuration..		1.9710(9Z)-12-hydroxyoctadec-9-enoic acid
5-doxylstearate
[no description available]		1.9710aminoxyls
fumonisin b1
fumonisin B1: isolated from Fusarium moniliforme MRC 826; structure given in first source; has cancer-promoting activity; inhibits ceramide synthase. fumonisin B1 : A diester that results from the condensation of the 1-carboxy groups of two molecules of propane-1,2,3-tricarboxylic acid with hydroxy groups at positions 14 and 15 of (2S,3S,5R,10R,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,5,10,14,15-pentol.		1.9810diester;
fumonisin;
primary amino compound;
triol		carcinogenic agent;
metabolite
safingol
safingol: RN given refers to the (R-(R*,S*))-isomer		1.9710amino alcohol
sphingosine
sphing-4-enine : A sphingenine in which the C=C double bond is located at the 4-position.. sphingenine : A 2-aminooctadecene-1,3-diol having (2S,3R)-configuration.. sphingoid : Sphinganine, its homologs and stereoisomers, and the hydroxy and unsaturated derivatives of these compounds.. 2-aminooctadec-4-ene-1,3-diol : A 2-aminooctadecene-1,3-diol having its double bond at position 4.		2.4120sphing-4-eninehuman metabolite;
mouse metabolite
i(3)so3-galactosylceramide
Sulfoglycosphingolipids: GLYCOSPHINGOLIPIDS with a sulfate group esterified to one of the sugar groups.. 1-(3-O-sulfo-beta-D-galactosyl)-N-tetracosanoylsphingosine : A D-galactosyl-N-acylsphingosine having a sulfo group at the 3-position on the galactose ring and tetracosanoyl as the N-acyl group.		1.9610galactosylceramide sulfate;
N-acyl-beta-D-galactosylsphingosine
glycolipids
[no description available]		2.4220
ConditionIndicatedRelationship StrengthStudiesTrials
Experimental Neoplasms
[description not available]		01.9910
Papilloma, Squamous Cell
[description not available]		01.9910
Cancer of Skin
[description not available]		01.9910
Papilloma
A circumscribed benign epithelial tumor projecting from the surrounding surface; more precisely, a benign epithelial neoplasm consisting of villous or arborescent outgrowths of fibrovascular stroma covered by neoplastic cells. (Stedman, 25th ed)		01.9910
Skin Neoplasms
Tumors or cancer of the SKIN.		01.9910