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08-SEPTEMBER-2008 09:13:22 - Calendic acid Calendic acid IUPAC name 8E,10E,12Z-octadeca-8,10,12-trienoic acid Other names alpha-calendic acid, 8E,10E,12Z-octadecatrienoic acid, trans-8-trans-10-cis-12-octadecatrienoic acid Identifiers CAS number 5204-87-5 PubChem 5282818 SMILES CCCCC\C=C/C=C/C=C/CCCCCCC=OO Properties Molecular formula C18H30O2 Molar mass 278.43 g/mol Except where noted otherwise, data are given for materials in their standard state at 25 °C, 100 kPa Infobox references 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.1 Biosynthesis Calendic acid is an omega-6 fatty acid.2 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.3 An all-trans beta isomer has been described.1 Uses Calendula flowers have been used for many centuries. Ointments or extracts are applied medicinally for reducing inflammation, wound healing, and as an antiseptic.4 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.5 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.6 In vitro, β-calendic acid shows anti-cancer activity against human colon cancer cells.1 References Calendic acid comes from the pot marigold Calendic acid comes from the pot marigold ^ a b c Yasui Y, Hosokawa M, Kohno H, Tanaka T, Miyashita K. Growth inhibition and apoptosis induction by all-trans-conjugated linolenic acids on human colon cancer cells. Anticancer Res 26 3A: 1855-60. PMID 16827117. ^ Kinney, Tony. Metabolism in Plants to Produce Healthier Food Oils PDF. Retrieved on 2007-01-11. ^ Christie, William W. Fatty Acids: Polyunsaturated with other than Methylene-Interrupted Double Bonds. Lipid Library. Retrieved on 2007-01-11. ^ Cyberlipid. Polyenoic Fatty Acids. Retrieved on 2007-01-11. ^ NIH Medline Plus. MedlinePlus Herbs and Supplements: Calendula. Retrieved on 2007-11-30. ^ Powder formulation comprising conjugated octadecapolyenic acids. Retrieved on 11 January 2007. Retrieved from http://en..org/wiki/Calendic_acid Categories: Fatty acids Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page This page was last modified on 14 July 2008, at 17:26
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