Calendic acid

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Calendic acid
Image:Alpha-calendic acid.svg
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(=O)O
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 disclaimer and 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.[1] 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).[1] 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.[1]

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.[1]

In vitro, β-calendic acid shows anti-cancer activity against human colon cancer cells.[1]

References

Image:Calendula officinalis.jpg
Calendic acid comes from the pot marigold
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Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .

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