My watch list

Undecylenic acid

Undecylenic acid

IUPAC name	undec-10-enoic acid
Identifiers
CAS number	112-38-9
PubChem	5634
MeSH	Undecylenic+acid
SMILES	C=CCCCCCCCCC(=O)O
Properties
Molecular formula	C₁₁H₂₀O₂
Molar mass	184.275
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

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.^[1]Undecylenic acid is produced by cracking of Castor oil under pressure.^[2]

Additional recommended knowledge

Weighing the right way

What is the Correct Way to Check Repeatability in Balances?

Essential Laboratory Skills Guide

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. ^[3] It is also used in the treatment of psoriasis.^[4]

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. ^[5]

Products That Contain Undecylenic Acid

Given in alphabetical order. Percentage content of Undecylenic Acid given in parenthesis. Concentrations greater than 10% are meant for application to nails and may be too strong for skin application (i.e. dilution may be necessary).

DermaZinc Cream (% not listed)
Elon Dual Defense Anti-Fungal (25%)
FungiCure Anti-fungal Liquid, extra strength (10%)
Fungi Nail Anti-fungal Solution (25%)
Fungus-No-More (25%)
Tineacide Antifungal Cream (10%)
UGN 200mg www.bioactivenutrients.com capsule form. "grapefruit seed extract 100mg, neem 100mg"

References

^ United States International Trade Commission Memorandum (PDF). USITC. Retrieved on 2007-01-02. - see page 2 of link
^ Undecylenic Acid in Psoriasis (PDF). CMAJ. Retrieved on 2007-01-05. - see page 2/362 of link
^ Ingredient List P-Z (PDF). Retrieved on 2007-01-02. - see page 65 of this link
^ Undecylenic Acid in Psoriasis (PDF). CMAJ. Retrieved on 2007-01-05. - see page 4/364 of link
^ Effect of undecylenic acid as a topical microbicide against genital herpes infection in mice and guinea pigs.. Pubmed. Retrieved on 2007-01-18.

v • d • e Antifungals (D01 and J02)
Antibiotics	Griseofulvin • polyene antimycotics (Natamycin, Nystatin)
Topical azoles	imidazoles (Bifonazole, Clomidazole, Clotrimazole, Econazole, Fenticonazole, Ketoconazole, Isoconazole, Miconazole, Oxiconazole, Sertaconazole, Sulconazole, Tioconazole) • triazoles (Fluconazole) • benzimidazole (Thiabendazole)
Other topicals	Ciclopirox • Ethylparaben • Flucytosine • Salicylic acid • Selenium sulfide • Tolnaftate • Undecylenic acid • allylamines (Amorolfine, Butenafine, Naftifine, Terbinafine)
For systemic use	Griseofulvin • allylamine (Terbinafine) • polyene antimycotic (Amphotericin B) • triazoles (Itraconazole, Posaconazole, Voriconazole) • echinocandins (Anidulafungin, Caspofungin, Micafungin)
Other	Tea tree oil • citronella oil • lemon grass • orange oil • patchouli • lemon myrtle

Categories: Antifungals | Fatty acids

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Undecylenic_acid". A list of authors is available in Wikipedia.