Compounds > 10-hydroxystearic acid
Page last updated: 2024-12-11

10-hydroxystearic acid

Description

## 10-Hydroxystearic Acid: A Versatile Molecule in Research

**What is it?**

10-Hydroxystearic acid (10-HSA) is a fatty acid with a hydroxyl group attached to the 10th carbon atom in its long hydrocarbon chain. It's naturally found in some plant oils, but it can also be synthesized.

**Why is it important for research?**

10-HSA exhibits a diverse range of properties that make it interesting for various research fields:

**1. Biomedical Research:**

* **Anti-inflammatory and anti-proliferative effects:** Studies have shown 10-HSA to have potential as an anti-inflammatory agent, inhibiting the production of inflammatory mediators like prostaglandins. It also exhibits anti-proliferative activity, potentially hindering tumor cell growth.
* **Lipid metabolism modulation:** 10-HSA can affect the lipid metabolism, potentially lowering cholesterol levels and improving cardiovascular health.
* **Potential anti-diabetic properties:** Some studies suggest 10-HSA could improve insulin sensitivity and reduce blood glucose levels, making it a potential candidate for diabetes management.
* **Wound healing:** 10-HSA has shown promise in promoting wound healing by stimulating collagen production and angiogenesis (formation of new blood vessels).
* **Neuroprotection:** Preliminary research suggests 10-HSA might offer neuroprotective effects against neuronal damage caused by various factors.

**2. Material Science:**

* **Surfactant properties:** 10-HSA's unique structure makes it a good surfactant, which can be useful in formulations for cosmetics, detergents, and other applications.
* **Biocompatible materials:** Due to its biocompatibility, 10-HSA can be incorporated into various biomaterials like hydrogels and biodegradable polymers, potentially used in drug delivery, tissue engineering, and other bio-related applications.

**3. Food Science:**

* **Functional food ingredient:** 10-HSA could be used as a functional food ingredient due to its potential health benefits and its ability to influence food texture and stability.
* **Food preservation:** 10-HSA exhibits antimicrobial properties, which could potentially contribute to food preservation.

**Areas of active research:**

Currently, research on 10-HSA focuses on:

* **Mechanism of action:** Understanding how 10-HSA exerts its effects on cellular processes and biological systems.
* **Dosage and efficacy:** Determining the optimal dosage and delivery methods for achieving desired therapeutic outcomes.
* **Safety and toxicity:** Ensuring the safe use of 10-HSA for human health.
* **Novel applications:** Exploring new applications of 10-HSA in various fields, such as drug delivery, cosmetics, and agriculture.

**Overall, 10-hydroxystearic acid is a versatile molecule with potential applications in various fields. Its unique structure and properties make it an exciting subject for further research and development.**

10-hydroxystearic acid: structure given in first source; see also record for 10(9)-hydroxystearic acid [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

10-hydroxyoctadecanoic acid : A hydroxy fatty acid that is octadecanoic acid carrying a hydroxy group at position 10. [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 CID9561835
CHEBI ID143095
SCHEMBL ID240199
MeSH IDM0191683

Synonyms (36)

Synonym
unii-384m5b7ifl
nsc 79060
ai3-26309
384m5b7ifl ,
nsc-79060
octadecanoic acid, 10-hydroxy-
b 190696
10-hydroxystearic acid
usda 10-hydroxystearic acid
nsc79060
638-26-6
rosilic acid
AKOS000277642
CHEBI:143095
10-hydroxy-octadecanoic acid
10-hydroxy stearic acid
10-hydroxyoctadecanoic acid
dl-10-hydroxy stearic acid
LMFA02000128
SCHEMBL240199
PAZZVPKITDJCPV-UHFFFAOYSA-N
10-hydroxystearic acid, (+/-)-
stearic acid, .iota.-hydroxy-
10-hydroxystearic acid [inci]
dl-10-hydroxystearic acid
FT-0699563
AKOS028108373
AS-58969
xi-10-hydroxyoctadecanoic acid
mfcd08693364
Q27256742
SY243389
A901228
DTXSID901314578
CS-0186310
10-hydroxyoctadecanoicacid

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Dosing continuous cultures of mixed ruminal microorganisms with 1-(13C)-oleic acid increased the 13C enrichment of both HSA and KSA at 24 h postdosing, and showed that the majority (96 and 85%, respectively) of the HSA and KSA present in the 24-h samples originated from oleic acid."( The production of 10-hydroxystearic and 10-ketostearic acids is an alternative route of oleic acid transformation by the ruminal microbiota in cattle.
Abughazaleh, AA; Freeman, S; Jenkins, TC; Thies, EJ, 2006)		0.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
bacterial xenobiotic metaboliteAny bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
[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
hydroxy fatty acidAny fatty acid carrying one or more hydroxy substituents.
long-chain fatty acidA fatty acid with a chain length ranging from C13 to C22.
[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 (1)

PathwayProteinsCompounds
Octadecanoid formation from linoleic acid028

Research

Studies (30)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (6.67)18.7374
1990's9 (30.00)18.2507
2000's6 (20.00)29.6817
2010's10 (33.33)24.3611
2020's3 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 29.79

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 Index29.79 (24.57)
Research Supply Index3.50 (2.92)
Research Growth Index5.28 (4.65)
Search Engine Demand Index36.02 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (29.79)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (3.23%)5.53%
Reviews1 (3.23%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other29 (93.55%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
1-butanol
1-Butanol: A four carbon linear hydrocarbon that has a hydroxy group at position 1.. butan-1-ol : A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes.		2.1710alkyl alcohol;
primary alcohol;
short-chain primary fatty alcohol		human metabolite;
mouse metabolite;
protic solvent
erythrosine
Fluoresceins: A family of spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one derivatives. These are used as dyes, as indicators for various metals, and as fluorescent labels in immunoassays.		2.0210
hydroxyurea
[no description available]		1.9810one-carbon compound;
ureas		antimetabolite;
antimitotic;
antineoplastic agent;
DNA synthesis inhibitor;
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor;
genotoxin;
immunomodulator;
radical scavenger;
teratogenic agent
2-propanol
2-Propanol: An isomer of 1-PROPANOL. It is a colorless liquid having disinfectant properties. It is used in the manufacture of acetone and its derivatives and as a solvent. Topically, it is used as an antiseptic.. propan-2-ol : A secondary alcohol that is propane in which one of the hydrogens attached to the central carbon is substituted by a hydroxy group.		2.0510secondary alcohol;
secondary fatty alcohol		protic solvent
nocodazole
[no description available]		1.9810aromatic ketone;
benzimidazoles;
carbamate ester;
thiophenes		antimitotic;
antineoplastic agent;
microtubule-destabilising agent;
tubulin modulator
stearic acid
octadecanoic acid : A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.		6.9310long-chain fatty acid;
saturated fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
human metabolite;
plant metabolite
2-butanol
2-butanol: RN given is for parent cpd without isomeric designation. butan-2-ol : A secondary alcohol that is butane substituted by a hydroxy group at position 2.		2.1710secondary alcohol
4-butyrolactone
4-Butyrolactone: One of the FURANS with a carbonyl thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.. tetrahydrofuranone : Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring.. gamma-butyrolactone : A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.		2.0810butan-4-olidemetabolite;
neurotoxin
2-methylpentane
Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.		2.1710alkane
n-hexane
hexane : An unbranched alkane containing six carbon atoms.		2.1710alkane;
volatile organic compound		neurotoxin;
non-polar solvent
gamma-dodecalactone
gamma-dodecalactone: structure in first source. gamma-dodecalactone : A gamma-lactone that is oxolan-2-one substituted by an octyl group at position 5.		2.0810gamma-lactonebacterial metabolite;
fungal metabolite;
volatile oil component
5-aminofluorescein
5-aminofluorescein: used to determine progesterone in human serum or plasma. 5-aminofluorescein : A primary amino compound that is fluorescein carrying an amino substituent at C-5. Building block/intermediate for the synthesis of the fluorescent dye flourescein; also used to produce N-(fluorescein-5-yl)maleamic acid.		2.0210primary amino compound
10-ketostearic acid
10-ketostearic acid: structure in first source		7.7230long-chain fatty acid
oleic acid
Oleic Acid: An unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (Stedman, 26th ed). oleic acid : An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry.		3.79110octadec-9-enoic acidantioxidant;
Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
Escherichia coli metabolite;
mouse metabolite;
plant metabolite;
solvent
elaidic acid
[no description available]		2.1710octadec-9-enoic acidfood component
dipalmitoylphosphatidylserine
[no description available]		1.9710phosphatidyl-L-serine
ginsenosides
ginsenoside : Triterpenoid saponins with a dammarane-like skeleton originally isolated from ginseng (Panax) species. Use of the term has been extended to include semi-synthetic derivatives.		2.1310
linoleic acid
Linoleic Acid: A doubly unsaturated fatty acid, occurring widely in plant glycosides. It is an essential fatty acid in mammalian nutrition and is used in the biosynthesis of prostaglandins and cell membranes. (From Stedman, 26th ed). linoleic acid : An octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) stereochemistry.		2.6930octadecadienoic acid;
omega-6 fatty acid		algal metabolite;
Daphnia galeata metabolite;
plant metabolite
alpha-linolenic acid
linolenic acid : A two-membered subclass of octadecatrienoic acid comprising the (9Z,12Z,15Z)- and (6Z,9Z,12Z)-isomers. Linolenic acids are nutrients essential to the formation of prostaglandins and are also used in making paints and synthetic resins.. linolenate : A polyunsaturated fatty acid anion obtained by deprotonation of the carboxy group of either alpha- or gamma-linolenic acid.		1.9910linolenic acid;
omega-3 fatty acid		micronutrient;
mouse metabolite;
nutraceutical
menaquinone 6
menaquinone 6: RN given refers to (all-E)-isomer		2.1510
10(9)-hydroxystearic acid
10(9)-hydroxystearic acid: structure; RN given refers to parent cpd; see also records for 9-hydroxystearic acid & 10-hydroxystearic acid. 9-hydroxyoctadecanoic acid : A hydroxyoctadecanoic acid that is octadecanoic acid (stearic acid) which has been substituted by a hydroxy group at position 9.		3.0950hydroxyoctadecanoic acid
ginsenoside rh1
ginsenoside Rh1: RN given for (3beta,6alpha,12beta)-isomer. (20S)-ginsenoside Rh1 : A tetracyclic triterpenoid that is (20S)-protopanaxadiol which is substituted by beta-D-glucoside at the 6alpha position.		2.131012beta-hydroxy steroid;
3beta-hydroxy-4,4-dimethylsteroid;
3beta-hydroxy steroid;
beta-D-glucoside;
ginsenoside;
tetracyclic triterpenoid		plant metabolite
phosphatidylcholines
Phosphatidylcholines: Derivatives of PHOSPHATIDIC ACIDS in which the phosphoric acid is bound in ester linkage to a CHOLINE moiety.		1.97101,2-diacyl-sn-glycero-3-phosphocholine
sapogenins
Sapogenins: The aglucon moiety of a saponin molecule. It may be triterpenoid or steroid, usually spirostan, in nature.		2.1310
protopanaxadiol
protopanaxadiol: triterpenoid sapogenin of ginsenosides from leaves of Panax ginseng; has antineoplastic activity; acid hydrolysis results in panaxadiol. protopanaxadiol : A tetracyclic triterpenoid sapogenin (isolated from ginseng) that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 positions and in which a double bond has been introduced at the 24-25 position.		2.1310
ConditionIndicatedRelationship StrengthStudiesTrials
Skin Aging
The process of aging due to changes in the structure and elasticity of the skin over time. It may be a part of physiological aging or it may be due to the effects of ultraviolet radiation, usually through exposure to sunlight.		04.0421
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.1510
Infections, Helicobacter
[description not available]		02.1510
Helicobacter Infections
Infections with organisms of the genus HELICOBACTER, particularly, in humans, HELICOBACTER PYLORI. The clinical manifestations are focused in the stomach, usually the gastric mucosa and antrum, and the upper duodenum. This infection plays a major role in the pathogenesis of type B gastritis and peptic ulcer disease.		02.1510
Steatorrhea
A condition that is characterized by chronic fatty DIARRHEA, a result of abnormal DIGESTION and/or INTESTINAL ABSORPTION of FATS.		01.9310
Celiac Sprue
[description not available]		01.9310
Celiac Disease
A malabsorption syndrome that is precipitated by the ingestion of foods containing GLUTEN, such as wheat, rye, and barley. It is characterized by INFLAMMATION of the SMALL INTESTINE, loss of MICROVILLI structure, failed INTESTINAL ABSORPTION, and MALNUTRITION.		01.9310
Carcinoma, Lewis Lung
A carcinoma discovered by Dr. Margaret R. Lewis of the Wistar Institute in 1951. This tumor originated spontaneously as a carcinoma of the lung of a C57BL mouse. The tumor does not appear to be grossly hemorrhagic and the majority of the tumor tissue is a semifirm homogeneous mass. (From Cancer Chemother Rep 2 1972 Nov;(3)1:325) It is also called 3LL and LLC and is used as a transplantable malignancy.		01.9810
Adenocarcinoma, Basal Cell
[description not available]		01.9810
Cancer of Colon
[description not available]		02.420
Cancer of Lung
[description not available]		02.3820
Adenocarcinoma
A malignant epithelial tumor with a glandular organization.		01.9810
Colonic Neoplasms
Tumors or cancer of the COLON.		02.420
Lung Neoplasms
Tumors or cancer of the LUNG.		02.3820
Adipocere
[description not available]		01.9810
Carcinoma, Anaplastic
[description not available]		02.0110
Carcinoma
A malignant neoplasm made up of epithelial cells tending to infiltrate the surrounding tissues and give rise to metastases. It is a histological type of neoplasm and not a synonym for cancer.		02.0110
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0110
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