PeptideDB

9-Hydroxyoctadecanoic acid (9-Hydroxystearic acid; 9-HSA) 3384-24-5

9-Hydroxyoctadecanoic acid (9-Hydroxystearic acid; 9-HSA) 3384-24-5

CAS No.: 3384-24-5

9-Hydroxyoctadecanoic acid (9-HSA) is an HDAC1 inhibitor that can suppress approximately 66.4% of HDAC1 enzymatic activi
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9-Hydroxyoctadecanoic acid (9-HSA) is an HDAC1 inhibitor that can suppress approximately 66.4% of HDAC1 enzymatic activity at 5 μM. 9-Hydroxyoctadecanoic acid shows anti-cancer activity.

Physicochemical Properties


Molecular Formula C18H36O3
Molecular Weight 300.48
Exact Mass 300.266
CAS # 3384-24-5
PubChem CID 9570127
Appearance White to off-white solid powder
LogP 5.303
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 16
Heavy Atom Count 21
Complexity 229
Defined Atom Stereocenter Count 0
InChi Key RKHXDCVAPIMDMG-UHFFFAOYSA-N
InChi Code

InChI=1S/C18H36O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)
Chemical Name

9-hydroxyoctadecanoic acid
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


Targets HDAC1
ln Vitro In the three-dimensional model of the human HDAC1 protein, 9-Hydroxyoctadecanoic acid (9-HSA) can bind to the active site [1]. Increased transcription and translation of p21WAF1 is observed upon exposure to 100 μM of 9-Hydroxyoctadecanoic acid (9-HSA) over 24 hours, which also causes G0/G1 arrest and reduces the proliferation of HT29 cells [2].
Cell Assay Cell Proliferation Assay[1].
Cell Types: HT29 cell
Tested Concentrations: 100 μM
Incubation Duration: 24 h
Experimental Results: Resulted in a significant inhibition of cell proliferation.

Cell Cycle Analysis[1].
Cell Types: HT29 cell
Tested Concentrations: 100 μM
Incubation Duration: 24 h
Experimental Results: diminished S-phase activity by 50.2% compared with untreated controls, and the growth inhibition was associated with a strong arrest in G0/G1.

Western Blot Analysis[1].
Cell Types: HT29 cell
Tested Concentrations: 100 μM
Incubation Duration: 24 h
Experimental Results: Increased the expression of p21WAF1.

RT-PCR[1].
Cell Types: HT29 cell
Tested Concentrations: 100 μM
Incubation Duration: 24 h
Experimental Results: Induced p21WAF1 tanscript.
References

[1]. Histone deacetylase 1: a target of 9-hydroxystearic acid in the inhibition of cell growth in human colon cancer. J Lipid Res. 2005 Aug;46(8):1596-603.

[2]. 9-Hydroxystearic acid upregulates p21(WAF1) in HT29 cancer cells. Biochem Biophys Res Commun. 2004 Jan 30;314(1):138-42.

Additional Infomation 9-hydroxyoctadecanoic acid is a hydroxyoctadecanoic acid that is octadecanoic acid (stearic acid) which has been substituted by a hydroxy group at position 9. It is a conjugate acid of a 9-hydroxyoctadecanoate.

Solubility Data


Solubility (In Vitro) DMSO : ≥ 100 mg/mL (332.80 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (8.32 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3280 mL 16.6400 mL 33.2801 mL
5 mM 0.6656 mL 3.3280 mL 6.6560 mL
10 mM 0.3328 mL 1.6640 mL 3.3280 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.