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Myristoleic acid

CAT: 0804-HY-113332-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-113332-01Size:100 mg
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Description
Myristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells[1].
CAS Number
544-64-9
Product Name Alternative
PD-189659
UNSPSC
12352211
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Endogenous Metabolite
Type
Natural Products
Related Pathways
Apoptosis; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/myristoleic-acid.html
Concentration
10mM
Purity
98.0
Solubility
Ethanol : ≥ 100 mg/mL
Smiles
CCCC/C=C\CCCCCCCC(O)=O
Molecular Formula
C14H26O2
Molecular Weight
226.36
Precautions
H302, H315, H319, H335
References & Citations
[1]Xiaoyan Gao, et al. Ozone initiated heterogeneous oxidation of unsaturated carboxylic acids by ATR-FTIR spectroscopy. Spectrochim Acta A Mol Biomol Spectrosc. 2019 May 5;214:177-183.|[2]Jun-Oh Kwon, et al. Myristoleic acid inhibits osteoclast formation and bone resorption by suppressing the RANKL activation of Src and Pyk2. Eur J Pharmacol. 2015 Dec 5;768:189-98.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, sealed storage, away from moisture)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Myristoleic Acid

Myristoleic acid is a tetradecenoic acid in which the double bond is at the 9-10 position and has Z configuration. Myristoleic acid has been isolated from Serenoa repens and has cytotoxic and apoptosis-inducing effects. It has a role as an apoptosis inducer, a plant metabolite and an EC 3.1.1.1 (carboxylesterase) inhibitor. It is a long-chain fatty acid and a tetradecenoic acid. It is a conjugate acid of a myristoleate.

CAS Number544-64-9
PubChem CID5281119
IUPAC Name(Z)-tetradec-9-enoic acid
Molecular FormulaC14H26O2
Molecular Weight226.35
XLogP5.1
Topological Polar Surface Area37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count11
Heavy Atom Count16
Formal Charge0
Complexity185
SMILES
CCCC/C=C\CCCCCCCC(=O)O
InChI
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5-
InChIKey
YWWVWXASSLXJHU-WAYWQWQTSA-N
Chemical Structure
2D Structure
2D structure of Myristoleic Acid
CAS: 544-64-9
CID: 5281119
Formula: C14H26O2
MW: 226.35
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight226.35
XLogP35.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count11
Exact Mass226.193280068
Monoisotopic Mass226.193280068
Topological Polar Surface Area37.3 Ų
Heavy Atom Count16
Formal Charge0
Complexity185
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

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