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(Rac) -Idroxioleic acid sodium

CAT: 0931-T201603-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T201603-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
1229114-68-4
Target
Apoptosis, Androgen Receptor
Related Pathways
Endocrinology/Hormones, Apoptosis
Bioactivity
(Rac) -Idroxioleic acid (2-Hydroxyoleic acid) sodium is a synthetic derivative of oleic acid (OA) that binds to the plasma membrane, altering lipid composition. This compound exhibits antitumor properties.
Smiles
[O-]C(C(O)CCCCCC/C=C\CCCCCCCC)=O.[Na+]
Molecular Formula
C18H33NaO3
Molecular Weight
320.44
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Sodium 2-hydroxyoleate

Idroxioleate Sodium is the sodium salt form of idroxioleic acid, an orally bioavailable, synthetic analog of the fatty acid oleic acid, with potential antitumor activity. Upon administration,idroxioleic acid activates sphingomyelin synthase (SMS), thereby increasing the concentration of sphingomyelin (SM) and diacylglycerol (DAG) in the tumor cell membrane and decreasing membrane levels of phosphatidylethanolamine (PE) and phosphatidylcholine (PC). This restores the normal, healthy levels and ratios of membrane lipids. By restoring normal membrane lipid structure and composition, this agent inhibits membrane-protein associated signaling and the aberrant activity of signaling pathways in certain tumor cells, including the Ras/MAPK and PI3K/AKt pathways. This inhibits tumor cell proliferation, induces tumor cell differentiation, and eventually can cause cell death.

CAS Number1229114-68-4
PubChem CID46220541
IUPAC Namesodium (Z)-2-hydroxyoctadec-9-enoate
Molecular FormulaC18H33NaO3
Molecular Weight320.4
Topological Polar Surface Area60.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count15
Heavy Atom Count22
Formal Charge0
Complexity267
SMILES
CCCCCCCC/C=C\CCCCCCC(C(=O)[O-])O.[Na+]
InChI
InChI=1S/C18H34O3.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21;/h9-10,17,19H,2-8,11-16H2,1H3,(H,20,21);/q;+1/p-1/b10-9-;
InChIKey
OOKRISSOAVEQFK-KVVVOXFISA-M
Chemical Structure
2D Structure
2D structure of Sodium 2-hydroxyoleate
CAS: 1229114-68-4
CID: 46220541
Formula: C18H33NaO3
MW: 320.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight320.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count15
Exact Mass320.23273919
Monoisotopic Mass320.23273919
Topological Polar Surface Area60.4 Ų
Heavy Atom Count22
Formal Charge0
Complexity267
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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