Calendic acid

Calendic acid

Chembox new
ImageFile =Alpha-calendic acid.svg
ImageSize =
IUPACName = (8E,10E,12Z)-octadeca-8,10,12-trienoic acid
OtherNames = alpha-calendic acid, 8E,10E,12Z-octadecatrienoic acid, trans-8-trans-10-cis-12-octadecatrienoic acid
Section1 = Chembox Identifiers
CASNo = 5204-87-5
PubChem = 5282818
SMILES = CCCCCC=C/C=C/C=C/CCCCCCC(=O)O

Section2 = Chembox Properties
Formula = C18H30O2
MolarMass = 278.43 g/mol
Appearance =
Density =
MeltingPt =
BoilingPt =
Solubility =

Section3 = Chembox Hazards
MainHazards =
FlashPt =
Autoignition =

Calendic acid (sometimes α-Calendic acid) is an unsaturated fatty acid, named for the pot marigold (genus "Calendula"), from which it is obtained. It is chemically similar to the conjugated linoleic acids; laboratory work suggests it may have similar health benefits.cite journal |author=Yasui Y, Hosokawa M, Kohno H, Tanaka T, Miyashita K |title=Growth inhibition and apoptosis induction by all-trans-conjugated linolenic acids on human colon cancer cells |journal=Anticancer Res |volume=26 |issue=3A |pages=1855–60 |year= |pmid=16827117]

Biosynthesis

Calendic acid is an omega-6 fatty acid.cite web
author = Kinney, Tony
title= Metabolism in Plants to Produce Healthier Food Oils
url= http://www.metabolicengineering.gov/me2005/Kinney.pdf
accessdate= 2007-01-11|format=PDF
] though not usually listed with this group.Calendic acid (8t,10t,12c-18:3) is synthesised in "Calendula officinalis" from linoleate (9c,12c-18:2) by an unusual Δ12-oleate desaturase (a FAD 2 variant) that converts the cis-double bond in position 9 to a trans,trans-conjugated double bond system (8t,10t).cite web|publisher=Lipid Library|title=Fatty Acids: Polyunsaturated with other than Methylene-Interrupted Double Bonds |url=http://www.lipidlibrary.co.uk/Lipids/fa_conj+/index.htm|author= Christie, William W| accessdate= 2007-01-11] An "all-trans" beta isomer has been described.

Uses

Calendula flowers have been used for many centuries. Ointments or extracts are applied medicinally for reducing inflammation, wound healing, and as an antiseptic. [cite web|author=Cyberlipid|url= http://www.cyberlipid.org/fa/acid0003.htm| accessdate= 2007-01-11|title=Polyenoic Fatty Acids] The US National Institute of Health's MedlinePlus states that there is 'B' grade evidence ('good scientific evidence') for the efficacy of topical use of Calendula in protecting the skin of patients undergoing radiation treatments.cite web
author = NIH Medline Plus
url=http://www.nlm.nih.gov/medlineplus/druginfo/natural/patient-calendula.html
title=MedlinePlus Herbs and Supplements: Calendula
accessdate= 2007-11-30
] It assigns a 'C' grade (Unclear scientific evidence) for uses in ear infection, skin inflammation and wound and burn healing.

Calendic acid is the fatty acid responsible for the reduction in feed intake and improved feed utilization in mice when calendular oil is added to the feedstuff, as demonstrated by the comparative experiments in the examples using corn oil. [http://www.freshpatents.com/Powder-formulation-comprising-conjugated-octadecapolyenic-acids-dt20050602ptan20050118208.php?type=description Powder formulation comprising conjugated octadecapolyenic acids.] Retrieved on 11 January 2007.]

In vitro, β-calendic acid shows anti-cancer activity against human colon cancer cells.

References


Wikimedia Foundation. 2010.

Игры ⚽ Поможем сделать НИР

Look at other dictionaries:

  • Omega-6 fatty acid — For an explanation of n and numerical nomenclature (such as n−6 or 18:2), see Fatty acid#Nomenclature. Types of fats in food Unsaturated fat Monounsaturated fat Polyunsaturated fat Trans fat Cis fat Omega fatty acids: ω−3 ω−6 ω−9 Saturated fat… …   Wikipedia

  • Essential fatty acid — Essential fatty acids, or EFAs, are fatty acids that cannot be constructed within an organism from other components (generally all references are to humans) by any known chemical pathways; and therefore mustbe obtained from the diet. The term… …   Wikipedia

  • Octadecatrienoic acid — (9Z,11E,13E) octadeca 9,11,13 trienoic acid (α Eleostearic acid) An octadecatrienoic acid is a chemical compounds with formula C18H30O2, a fatty acid with whose molecule has an 18 carbon unbranched backbone with three double bonds. The name… …   Wikipedia

  • Calendula — Taxobox name = Calendula image width = 225px image caption = Field marigold ( Calendula arvensis ) regnum = Plantae divisio = Magnoliophyta classis = Magnoliopsida ordo = Asterales familia = Asteraceae tribus = Calenduleae genus = Calendula genus …   Wikipedia

Share the article and excerpts

Direct link
Do a right-click on the link above
and select “Copy Link”