WordNet

street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
having the characteristics of an acid; "an acid reaction"

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酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/08/20 17:49:34」(JST)

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Heptanoic acid, also called enanthic acid, is an organic compound composed of a seven-carbon chain terminating in a carboxylic acid. It is an oily liquid with an unpleasant, rancid odor.^[1] It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble in ethanol and ether.

Production and uses

The methyl ester of ricinoleic acid, obtained from castor bean oil is the main commercial precursor to heptanoic acid. It is hydrolyzed to the methyl ester of undecenoic acid and heptanal, which is then air oxidized to the carboxylic acid. Approximately 20,000 tons were consumed in Europe and US in 1980.^[2]

Ricinoleic acid is the main precursor to heptanoic acid.

Heptanoic acid is used in the preparation of esters, such as ethyl heptanoate, which are used in fragrances and as artificial flavors.

Heptanoic acid is used to esterify steroids in the preparation of drugs such as testosterone enanthate, trenbolone enanthate, drostanolone enanthate and methenolone enanthate (Primobolan). It is also one of many additives in cigarettes.

References

^ ^a ^b Merck Index, 11th Edition, 4581
^ David J. Anneken, Sabine Both, Ralf Christoph, Georg Fieg, Udo Steinberner, Alfred Westfechtel "Fatty Acids" in Ullmann's Encyclopedia of Industrial Chemistry 2006, Wiley-VCH, Weinheim. doi:10.1002/14356007.a10_245.pub2

UpToDate Contents

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English Journal

Composition and antimicrobial activity of fatty acids detected in the hygroscopic secretion collected from the secretory setae of larvae of the biting midge Forcipomyia nigra (Diptera: Ceratopogonidae).

Urbanek A, Szadziewski R, Stepnowski P, Boros-Majewska J, Gabriel I, Dawgul M, Kamysz W, Sosnowska D, Gołębiowski M.SourceDepartment of Invertebrate Zoology, University of Gdańsk, Al. Piłsudskiego 46, 81-378 Gdynia, Poland. dokale@ug.edu.pl
Journal of insect physiology.J Insect Physiol.2012 Sep;58(9):1265-76. doi: 10.1016/j.jinsphys.2012.06.014. Epub 2012 Jul 7.
The hygroscopic secretion produced by the secretory setae of terrestrial larvae of the biting midge Forcipomyia nigra (Winnertz) was analysed using gas chromatography coupled with mass spectrometry (GC-MS). The viscous secretion is stored at the top of each seta and absorbs water from moist air. GC-
PMID 22781366

Spatio-temporal activity patterns of odor-induced synchronized potentials revealed by voltage-sensitive dye imaging and intracellular recording in the antennal lobe of the cockroach.

Watanabe H, Ai H, Yokohari F.SourceDivision of Biology, Department of Earth System Science, Fukuoka University Fukuoka, Japan.
Frontiers in systems neuroscience.Front Syst Neurosci.2012;6:55. doi: 10.3389/fnsys.2012.00055. Epub 2012 Jul 25.
In animals, odor qualities are represented as both spatial activity patterns of glomeruli and temporal patterns of synchronized oscillatory signals in the primary olfactory centers. By optical imaging of a voltage-sensitive dye (VSD) and intracellular recording from secondary olfactory interneurons,
PMID 22848191

Contact angle and adsorption behavior of carboxylic acids on α-Al2O3 surfaces.

Megias-Alguacil D, Tervoort E, Cattin C, Gauckler LJ.SourceETH-Zürich, Non-Metallic Inorganic Materials, Department of Materials, Wolfgang-Pauli-Strasse 10, 8093 Zurich, Switzerland. david.megias@mat.ethz.ch
Journal of colloid and interface science.J Colloid Interface Sci.2011 Jan 15;353(2):512-8. doi: 10.1016/j.jcis.2010.09.087. Epub 2010 Oct 20.
The hydrophilic character of aluminum oxide surfaces may be altered through coating such surfaces with carboxylic acids. The initially hydrophilic nature of the solid substrate changes towards a less hydrophilic character as the bulk concentration and the chain length of the acids increases. The aci
PMID 20970145

Japanese Journal

Mossbauer Study on the Electron Transfer Rate Depending on the Intermolecular Interaction in Iron(II,III) Mixed-Valence Complex

MOTOKAWA Natsuko,HAYAMI Shinya,YAMAMOTO Masahiko,MAEDA Yonezo
Journal of Nuclear and Radiochemical Sciences 7(2), N5-N7, 2006-12-01
… (bpmp) (ena) 2] (ClO4) 2, exhibits a mixed-valence state depending on temperature, where bpmp = 2, 6-bis[bis- (2-pyridylmethyl) -aminomethyl]-4-methylphenol and Hena = enanthic acid. …
NAID 10021101497

Infrared Spectra of Enanthic Acid, Suberic Acid, and DodecanedioicAcid on Alumina

小川治雄 [他],矢吹俊則,宮田秀子[他]
東京学芸大学紀要. 第4部門, 数学・自然科学 46, 13-19, 1994-08-26
NAID 110000271351

海洋性小型歯鯨アラリイルカの乳中の脂肪酸〔英文〕

森井秀昭
日本水産学会誌 47(10), 1367-1370, 1981
… Acetic acid was the most dominate, followed by n-enanthic and isovaleric acids. … A series of short-chain straight acids from acetic acid to n-capric acid and a series of short-chain branched acids from isobutyric acid to isoenanthic acid were usually detected in milk lipids. …
NAID 130001547316

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★リンクテーブル★

リンク元	「ヘプタン酸」「エナント酸」

「ヘプタン酸」

Heptanoic acid
	IUPAC name Heptanoic acid
	Other names Enanthic acid; Oenanthic acid; n-Heptylic acid; n-Heptoic acid
Identifiers
CAS number	111-14-8
PubChem	8094
ChemSpider	7803
UNII	THE3YNP39D
DrugBank	DB02938
KEGG	C17714
ChEBI	CHEBI:45571
ChEMBL	CHEMBL320358
Jmol-3D images	Image 1
	SMILES O=C(O)CCCCCC ;
	InChI InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9) ; Key: MNWFXJYAOYHMED-UHFFFAOYSA-N InChI=1/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9); Key: MNWFXJYAOYHMED-UHFFFAOYAP ;
Properties
Molecular formula	C7H14O2
Molar mass	130.18 g mol−1
Appearance	Oily liquid
Density	0.9181 g/cm3 (20 °C)
Melting point	−7.5 °C (18.5 °F; 265.6 K)
Boiling point	223 °C (433 °F; 496 K)
Solubility in water	0.2419 g/100 mL (15 °C)
	Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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	Infobox references