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10-Hydroxy-2-decenoic acid (Standard)

CAT: 0804-HY-W592871R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W592871R-01Size:5 mg
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Description
10-Hydroxy-2-decenoic acid (Standard) is an analytical standard for 10-Hydroxy-2-decenoic acid. This product is intended for research and analytical applications.10-Hydroxy-2-decenoic acid (10-HDA) is an orally active unsaturated medium-chain fatty acid with various physiological activities. 10-Hydroxy-2-decenoic acid induces ROS-mediated apoptosis in A549 cells. 10-Hydroxy-2-decenoic acid inhibits VEGF-induced angiogenesis in human venous endothelial cells. 10-Hydroxy-2-decenoic acid alleviates non-alcoholic fatty liver disease (NAFLD) by activating the AMPK-α signaling pathway. 10-Hydroxy-2-decenoic acid protects against bone loss by inhibiting NF-κB signaling downstream of FFAR4. 10-Hydroxy-2-decenoic acid is an antibiotic against many bacteria and fungi, such as Neurospora sitophila, molds and Staphylococcus aureus. 10-Hydroxy-2-decenoic acid has longevity-promoting effects in C. elegans. 10-Hydroxy-2-decenoic acid prevents osteoarthritis by targeting aspartyl β hydroxylase and inhibiting chondrocyte senescence[1][2][3][4][5][6][7][8][9][10].
CAS Number
765-01-5
UNSPSC
12352211
Target
MTOR
Related Pathways
PI3K/Akt/mTOR
Field of Research
Cancer; Inflammation/Immunology; Neurological Disease; Cardiovascular Disease
Smiles
O=C(O)/C=C/CCCCCCCO
Molecular Formula
C10H18O3
Molecular Weight
186.25
References & Citations
[1]Geng N, et al.10-hydroxy-2-decenoic acid prevents osteoarthritis by targeting aspartyl β hydroxylase and inhibiting chondrocyte senescence in male mice preclinically. Nat Commun. 2024 Sep 4;15 (1) :7712.|[2]TOWNSEND GF, et al. Studies on the in vitro antitumor activity of fatty acids. I. 10-Hydroxy-2-decenoic acid from royal jelly. Cancer Res. 1960 May;20:503-10.|[3]Tang M, et al. 10-Hydroxy-2-decenoic acid attenuates nonalcoholic fatty liver disease by activating AMPK-α signaling pathway. Biochem Pharmacol. 2025 Jan;231:116648. |[4]Han L, et al. 10-hydroxy-2-decenoic acid alleviates lipopolysaccharide-induced intestinal mucosal injury through anti-inflammatory, antioxidant, and gut microbiota modulation activities in chickens. Front Microbiol. 2023 Oct 17;14:1285299.|[5]Gao K, et al. Anti-Biofilm and Anti-Hemolysis Activities of 10-Hydroxy-2-decenoic Acid against Staphylococcus aureus. Molecules. 2022 Feb 22;27 (5) :1485.|[6]Gao K, et al. Anti-Biofilm and Anti-Hemolysis Activities of 10-Hydroxy-2-decenoic Acid against Staphylococcus aureus. Molecules. 2022 Feb 22;27 (5) :1485.|[7]BLUM MS, et al. 10-Hydroxy-delta 2-decenoic acid, an antibiotic found in royal jelly. Science. 1959 Aug 21;130 (3373) :452-3. |[8]Lin XM, et al. 10-HDA Induces ROS-Mediated Apoptosis in A549 Human Lung Cancer Cells by Regulating the MAPK, STAT3, NF-κB, and TGF-β1 Signaling Pathways. Biomed Res Int. 2020 Dec 8;2020:3042636|[9]Honda Y, et al. Lifespan-extending effects of royal jelly and its related substances on the nematode Caenorhabditis elegans. PLoS One. 2011;6 (8) :e23527.|[10]Tsuchiya Y, et al. The key royal jelly component 10-hydroxy-2-decenoic acid protects against bone loss by inhibiting NF-κB signaling downstream of FFAR4. J Biol Chem. 2020 Aug 21;295 (34) :12224-12232.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

10-Hydroxy-2-decenoic acid

(E)-10-hydroxydec-2-enoic acid is an -hydroxy amino acid that is 2-decenoic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group and in which the C=C double bond has E configuration. It is a component of royal jelly. It has a role as a geroprotector and an animal metabolite. It is a hydroxy monounsaturated fatty acid, an omega-hydroxy-medium-chain fatty acid, a straight-chain fatty acid and an alpha,beta-unsaturated monocarboxylic acid.

CAS Number765-01-5
PubChem CID5312738
IUPAC Name(E)-10-hydroxydec-2-enoic acid
Molecular FormulaC10H18O3
Molecular Weight186.25
XLogP2.2
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count8
Heavy Atom Count13
Formal Charge0
Complexity152
SMILES
C(CCC/C=C/C(=O)O)CCCO
InChI
InChI=1S/C10H18O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h6,8,11H,1-5,7,9H2,(H,12,13)/b8-6+
InChIKey
QHBZHVUGQROELI-SOFGYWHQSA-N
Chemical Structure
2D Structure
2D structure of 10-Hydroxy-2-decenoic acid
CAS: 765-01-5
CID: 5312738
Formula: C10H18O3
MW: 186.25
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight186.25
XLogP32.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count8
Exact Mass186.125594432
Monoisotopic Mass186.125594432
Topological Polar Surface Area57.5 Ų
Heavy Atom Count13
Formal Charge0
Complexity152
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes