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cis-9-Octadecenoic acid

$65

  • Brand : BIOFRON

  • Catalogue Number : BD-D1369

  • Specification : 98%(HPLC)

  • CAS number : 112-80-1

  • Formula : C18H34O2

  • Molecular Weight : 282.46

  • PUBCHEM ID : 445639

  • Volume : 0.1ml

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Catalogue Number

BD-D1369

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20?

Molecular Weight

282.46

Appearance

Colorless liquid

Botanical Source

Structure Type

Aliphatic Compounds

Category

Standards;Natural Pytochemical;API

SMILES

CCCCCCCCC=CCCCCCCCC(=O)O

Synonyms

oleicacidamide-heptaglycolether/Oleic Acid/adogen73/Amide O/OLEAMID/Armid O/Slip-eze/AMD-O/octadec-9-enoic acid/cis-9-octadecenamide/cis-oleamide/cis-9-Octadecenoic acid

IUPAC Name

(Z)-octadec-9-enoic acid

Applications

Oleic acid is an abundant monounsaturated fatty acid.

Density

0.9±0.1 g/cm3

Solubility

Methanol

Flash Point

270.1±14.4 °C

Boiling Point

360.0±0.0 °C at 760 mmHg

Melting Point

13-14 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2916150000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:112-80-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

27141883

Abstract

Aim: The objective of this study was to analyze the effect of doxorubicin and cytarabine on biogenic amines and oxidative biomarkers in the brain of rats treated with oleic acid.
Methods: Thirty-six Wistar rats distributed in 6 groups, were treated as follows: group 1 (control), NaCl 0.9%; group 2 doxorubicin (1mg/kg); group 3 cytarabine (70mg /kg); group 4 oleic acid (1500?l/kg); group 5 doxorubicin + oleic acid; group 6 cytarabine + oleic acid. All compounds were administered intraperitoneally for 5 days. The Rats were sacrificed after receiving the last administration and their brains were dissected in cortex, hemispheres, and cerebellum/medulla oblongata. Blood samples were obtained on sacrifice to assess the levels of glucose and triglycerides. In each brain region, lipoperoxidation (TBARS), H2O2, Na+, K+ ATPase, glutathione (GSH), serotonin metabolites (5-HIAA) and dopamine were measured using validated methods.
Results: Cytarabine decreased the levels of dopamine, TBARS, GSH, H2O2 and ATPase in all regions. Doxorubicin combined with oleic acid increased the levels of GSH in cortex, and decreased ATPase in cerebellum/medulla oblongata.
Conclusion: These results suggest that the reduction of dopamine and oxidant effect during cytarabine treatment could result in brain injury but could be prevented by oleic acid supplementation.

Title

Oleic Acid Protects Against Oxidative Stress Exacerbated by Cytarabine and Doxorubicin in Rat Brain

Author

David Calderon Guzman, Norma Osnaya Brizuela, Maribel Ortiz Herrera, Hugo Juarez Olguin 1 , Ernestina Hernandez Garcia, Armando Valenzuela Peraza, Gerardo Barragan Mejia

Publish date

2016

PMID

25133680

Abstract

Fatty acid aggregation is important for a number of diverse applications: from origins of life research to industrial applications to health and disease. Experiments have characterized the phase behavior of oleic acid mixtures, but the molecular details are complex and hard to probe with many experiments. Coarse-grained molecular dynamics computer simulations and free energy calculations are used to model oleic acid aggregation. From random dispersions, we observe the aggregation of oleic acid monomers into micelles, vesicles, and oil phases, depending on the protonation state of the oleic acid head groups. Worm-like micelles are observed when all the oleic acid molecules are deprotonated and negatively charged. Vesicles form spontaneously if significant amounts of both neutral and negative oleic acid are present. Oil phases form when all the fatty acids are protonated and neutral. This behavior qualitatively matches experimental observations of oleic acid aggregation. To explain the observed phase behavior, we use umbrella sampling free energy calculations to determine the stability of individual monomers in aggregates compared to water. We find that both neutral and negative oleic acid molecules prefer larger aggregates, but neutral monomers prefer negatively charged aggregates and negative monomers prefer neutral aggregates. Both neutral and negative monomers are most stable in a DOPC bilayer, with implications on fatty acid adsorption and cellular membrane evolution. Although the CG model qualitatively reproduces oleic acid phase behavior, we show that an updated polarizable water model is needed to more accurately predict the shift in pKa for oleic acid in model bilayers.

Title

Oleic Acid Phase Behavior From Molecular Dynamics Simulations

Author

J Joel Janke 1 , W F Drew Bennett, D Peter Tieleman

Publish date

2014 Sep 9

PMID

31554181

Abstract

The consumption of an olive oil rich diet has been associated with the diminished incidence of cardiovascular disease and cancer. Several studies have attributed these beneficial effects to oleic acid (C18 n-9), the predominant fatty acid principal component of olive oil. Oleic acid is not an essential fatty acid since it can be endogenously synthesized in humans. Stearoyl-CoA desaturase 1 (SCD1) is the enzyme responsible for oleic acid production and, more generally, for the synthesis of monounsaturated fatty acids (MUFA). The saturated to monounsaturated fatty acid ratio affects the regulation of cell growth and differentiation, and alteration in this ratio has been implicated in a variety of diseases, such as liver dysfunction and intestinal inflammation. In this review, we discuss our current understanding of the impact of gene-nutrient interactions in liver and gut diseases, by taking advantage of the role of SCD1 and its product oleic acid in the modulation of different hepatic and intestinal metabolic pathways.

KEYWORDS

MUFA; gut; liver; oleic acid; olive oil; stearoyl-CoA desaturase

Title

Role of Oleic Acid in the Gut-Liver Axis: From Diet to the Regulation of Its Synthesis via Stearoyl-CoA Desaturase 1 (SCD1)

Author

Elena Piccinin 1 , Marica Cariello 2 , Stefania De Santis 3 4 5 , Simon Ducheix 6 , Carlo Sabbà 7 , James M Ntambi 8 , Antonio Moschetta 9 10 11

Publish date

2019 Sep 24