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(Rac) -Idroxioleic acid (Standard)

CAT: 0804-HY-129467RSize: 1 EachDry Ice: NoHazardous: No
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Description
(Rac) -Idroxioleic acid (Standard) is the analytical standard of (Rac) -Idroxioleic acid. This product is intended for research and analytical applications. (Rac) -Idroxioleic acid (2-Hydroxyoleic acid) is a synthetic oleic acid (OA) derivative that binds to the plasma membrane and alters lipid organization. (Rac) -Idroxioleic acid has anti-tumor effect[1].
CAS Number
56472-29-8
Product Name Alternative
2-Hydroxyoleic acid (Standard) ; 2-OHOA (Standard) ; LAM561 (Standard)
UNSPSC
12352211
Target
Apoptosis; Reference Standards
Related Pathways
Apoptosis; Others
Field of Research
Cancer
Smiles
CCCCCCCC/C=C\CCCCCCC(O)C(O)=O
Molecular Formula
C18H34O3
Molecular Weight
298.46
References & Citations
[1]Llado V, et al. Minerval induces apoptosis in Jurkat and other cancer cells. J Cell Mol Med. 2010 Mar;14 (3) :659-70.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Idroxioleic Acid

2-hydroxyoleic acid is a 2-hydroxy fatty acid that is oleic acid which carries a hydroxy group at position 2. It is an orally bioavailable synthetic hydroxylated fatty acid which modulates the lipid content of cancer cell membranes and induces cell cycle arrest and apoptosis in several cancer cell lines. It has a role as an antineoplastic agent, an antihypertensive agent and an apoptosis inducer. It is a 2-hydroxy fatty acid, a hydroxy monounsaturated fatty acid and a long-chain fatty acid. It is functionally related to an oleic acid. It is a conjugate acid of a 2-hydroxyoleate.

CAS Number56472-29-8
PubChem CID9796304
IUPAC Name(Z)-2-hydroxyoctadec-9-enoic acid
Molecular FormulaC18H34O3
Molecular Weight298.5
XLogP6.5
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count15
Heavy Atom Count21
Formal Charge0
Complexity261
SMILES
CCCCCCCC/C=C\CCCCCCC(C(=O)O)O
InChI
InChI=1S/C18H34O3/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)/b10-9-
InChIKey
JBSOOFITVPOOSY-KTKRTIGZSA-N
Chemical Structure
2D Structure
2D structure of Idroxioleic Acid
CAS: 56472-29-8
CID: 9796304
Formula: C18H34O3
MW: 298.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight298.5
XLogP36.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count15
Exact Mass298.25079494
Monoisotopic Mass298.25079494
Topological Polar Surface Area57.5 Ų
Heavy Atom Count21
Formal Charge0
Complexity261
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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