10-hydroxystearic acid profile

## 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]

ID Source	ID
PubMed CID	9561835
CHEBI ID	143095
SCHEMBL ID	240199
MeSH ID	M0191683

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

Excerpt	Relevance	Reference
" 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

Role	Description
bacterial xenobiotic metabolite	Any 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]

Class	Description
hydroxy fatty acid	Any fatty acid carrying one or more hydroxy substituents.
long-chain fatty acid	A 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]

Pathway	Proteins	Compounds
Octadecanoid formation from linoleic acid	0	28

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	2 (6.67)	18.7374
1990's	9 (30.00)	18.2507
2000's	6 (20.00)	29.6817
2010's	10 (33.33)	24.3611
2020's	3 (10.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	1 (3.23%)	5.53%
Reviews	1 (3.23%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	29 (93.55%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
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.	2.17	1	alkyl 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.	2.02	1
hydroxyurea [no description available]	1.98	1	one-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.	2.05	1	secondary alcohol; secondary fatty alcohol	protic solvent
nocodazole [no description available]	1.98	1	aromatic 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.	6.93	1	long-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.	2.17	1	secondary 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.	2.08	1	butan-4-olide	metabolite; neurotoxin
2-methylpentane Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.	2.17	1	alkane
n-hexane hexane : An unbranched alkane containing six carbon atoms.	2.17	1	alkane; 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.	2.08	1	gamma-lactone	bacterial 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.	2.02	1	primary amino compound
10-ketostearic acid 10-ketostearic acid: structure in first source	7.72	3	long-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.	3.79	11	octadec-9-enoic acid	antioxidant; Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; Escherichia coli metabolite; mouse metabolite; plant metabolite; solvent
elaidic acid [no description available]	2.17	1	octadec-9-enoic acid	food component
dipalmitoylphosphatidylserine [no description available]	1.97	1	phosphatidyl-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.	2.13	1
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.	2.69	3	octadecadienoic 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.	1.99	1	linolenic acid; omega-3 fatty acid	micronutrient; mouse metabolite; nutraceutical
menaquinone 6 menaquinone 6: RN given refers to (all-E)-isomer	2.15	1
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.	3.09	5	hydroxyoctadecanoic 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.	2.13	1	12beta-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.	1.97	1	1,2-diacyl-sn-glycero-3-phosphocholine
sapogenins Sapogenins: The aglucon moiety of a saponin molecule. It may be triterpenoid or steroid, usually spirostan, in nature.	2.13	1
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.	2.13	1

Condition	Relationship Strength	Studies	Trials
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.	4.04	2	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.15	1	0
Infections, Helicobacter [description not available]	2.15	1	0
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.	2.15	1	0
Steatorrhea A condition that is characterized by chronic fatty DIARRHEA, a result of abnormal DIGESTION and/or INTESTINAL ABSORPTION of FATS.	1.93	1	0
Celiac Sprue [description not available]	1.93	1	0
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.	1.93	1	0
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.	1.98	1	0
Adenocarcinoma, Basal Cell [description not available]	1.98	1	0
Cancer of Colon [description not available]	2.4	2	0
Cancer of Lung [description not available]	2.38	2	0
Adenocarcinoma A malignant epithelial tumor with a glandular organization.	1.98	1	0
Colonic Neoplasms Tumors or cancer of the COLON.	2.4	2	0
Lung Neoplasms Tumors or cancer of the LUNG.	2.38	2	0
Adipocere [description not available]	1.98	1	0
Carcinoma, Anaplastic [description not available]	2.01	1	0
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.	2.01	1	0
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)	2.01	1	0

10-hydroxystearic acid

Description

Cross-References

Synonyms (36)

Research Excerpts

Dosage Studied

Roles (1)

Drug Classes (2)

Pathways (1)

Research

Studies (30)

Market Indicators

Research Demand Index: 29.79

Study Types