Undecylenic acid

Undecylenic acid

Chembox new
ImageFile=Undecylenic acid.pngImageSize=200px
IUPACName=undec-10-enoic acid
OtherNames=
Section1= Chembox Identifiers
CASNo=112-38-9
PubChem=5634
SMILES=C=CCCCCCCCCC(=O)O
MeSHName=Undecylenic+acid
Section2= Chembox Properties
Formula=C11H20O2
MolarMass=184.275
Appearance=
Density=
MeltingPt=
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Section3= Chembox Hazards
MainHazards=
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Undecylenic / Undecenoic Acid is an organic unsaturated fatty acid derived from natural castor oil. It is the common name of the 10-undecenoic acid (CH2CH(CH2)8COOH). It is used in the manufacture of pharmaceuticals, cosmetics and perfumery including anti-dandruff shampoos, anti-microbial powders and as a musk in perfumes and aromas. [cite web | title=United States International Trade Commission Memorandum | url=http://www.usitc.gov/tata/hts/other/rel_doc/bill_reports/106c/hr-3762.pdf | format=PDF | publisher=USITC | accessdate=2007-01-02 - see page 2 of link] Undecylenic acid is produced by cracking of Castor oil under pressure. [cite web | title=Undecylenic Acid in Psoriasis | url=http://www.pubmedcentral.nih.gov/picrender.fcgi?artid=1591667&blobtype=pdf | format=PDF | publisher=CMAJ | accessdate=2007-01-05 - see page 2/362 of link]

Medicinal uses

Undecylenic acid is a natural fungicide and is FDA approved in over-the-counter medications for skin disorders or problems. It is the active ingredient in medications for skin infections, and relieves itching, burning, and irritation. For example, it is used against fungal skin infections such as athlete's foot, ringworm, "Candida albicans". [cite web | title=Ingredient List P-Z | url=http://www.fda.gov/cder/Offices/OTC/Ingredient_List_P-Z.pdf | format=PDF | publsiher=FDA | accessdate=2007-01-02 - see page 65 of this link] It is also used in the treatment of psoriasis. [cite web | title=Undecylenic Acid in Psoriasis | url=http://www.pubmedcentral.nih.gov/picrender.fcgi?artid=1591667&blobtype=pdf | format=PDF | publisher=CMAJ | accessdate=2007-01-05 - see page 4/364 of link]

Undecylenic acid is also proven to have anti-bacterial and anti-viral properties that are effective on viral skin infections such as the herpes simplex virus. [cite web | title=Effect of undecylenic acid as a topical microbicide against genital herpes infection in mice and guinea pigs. | url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=pubmed&cmd=Retrieve&dopt=AbstractPlus&list_uids=10027648&query_hl=6itool=pubmed_DocSum | format= | publisher=Pubmed | accessdate=2007-01-18]

The mechanism of action is unknown.cite web |url=http://faculty.swosu.edu/scott.long/phcl/antifung.htm |title=antifung |format= |work= |accessdate=2008-07-09]

References


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Look at other dictionaries:

  • undecylenic acid — [un΄des ə len′ik, un΄des əlēn′ik] n. [< undecylene, C11H22 (< L undecim, eleven < base of unus,ONE + decem,TEN + YL + ENE) + IC] a light colored liquid or crystalline mass, C11H20O2, used in treating fungus infections of the skin, in… …   English World dictionary

  • undecylenic acid — An acid present in small amounts in sweat; used with its zinc salt in ointments, or as a powder in the treatment of fungus diseases of the skin, psoriasis, and certain other cutaneous affections. SYN: undecenoic acid …   Medical dictionary

  • undecylenic acid — noun an acid that is a component of perspiration • Hypernyms: ↑acid * * * | ̷ ̷| ̷ ̷ ̷ ̷|lenik , lēnik noun Etymology: undecylene C11H22 (from undecyl + ene) + ic : a liquid or crystalline acid CH2 . CH(CH2)8COOH that is a component of pers …   Useful english dictionary

  • undecylenic acid — noun An organic unsaturated fatty acid derived from natural castor oil (ricinoleic acid). It has fungicidal properties and is used in the treatment of skin disorders. Syn: 10 undecenoic acid …   Wiktionary

  • undecylenic acid — noun Etymology: undecylene (C11H22) Date: 1879 a fatty acid C11H20O2 found in perspiration, obtained commercially from castor oil, and used especially in the treatment of fungal infections (as ringworm) of the skin …   New Collegiate Dictionary

  • undecylenic acid — /un des euh len ik, un /, Chem. a light colored liquid with a fruity odor, C11H21O2, soluble in alcohol and ether: used in perfumes, flavors, plastics, and medicine. [1905 10; undec(a) eleven (as in UNDECAGON) + YL + ENE + IC] * * * …   Universalium

  • Undecylenic — Un*dec y*len ic, a. (Chem.) Pertaining to, or designating, an acid {C11H20O2}, homologous with acrylic acid, and obtained as a white crystalline substance by the distillation of castor oil. [1913 Webster] …   The Collaborative International Dictionary of English

  • carboxylic acid — Chem. any organic acid containing one or more carboxyl groups. [1900 05; CARBOXYL + IC] * * * Any organic compound with the general chemical formula ―COOH in which a carbon (C) atom is bonded to an oxygen (O) atom by a double bond to make a… …   Universalium

  • undecenoic acid — SYN: undecylenic acid. * * * un·dec·e·no·ic acid .ən .des ə .nō ik n any of several isomeric straight chain unsaturated acids C11H20O2 (as undecylenic acid) * * * an antifungal agent, applied to the skin in the form of powder, ointment, lotion,… …   Medical dictionary

  • Salicylic acid — Salicylic acid …   Wikipedia

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