docosanol

Also known as Abreva, Tadenan, Behenyl alcohol, Docosyl alcohol, Docosan-1-ol, N-Docosanol, 1-Docosanol, Behenic alcohol

1-Docosanol, also known as behenyl alcohol, is a saturated fatty alcohol containing 22 carbon atoms, used traditionally as an emollient, emulsifier, and thickener in cosmetics.

In the Vinony graph

Vinony's link graph records 214 inbound references to docosanol, and connects out to alcohols, chemotherapy and isopropyl alcohol.

It sits within the topics Alkanols, Antiviral drugs and Chembox image size set.

Vinony links it to 17 Wikipedia language editions.

Chemical data

Formula: C22H46O
Molecular weight: 326.6 g/mol
IUPAC name: docosan-1-ol
SMILES: CCCCCCCCCCCCCCCCCCCCCCO
InChIKey: NOPFSRXAKWQILS-UHFFFAOYSA-N
XLogP: 10.5
Polar surface area: 20.2 Å²
H-bond donors: 1
H-bond acceptors: 1
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2000
Admin. routes: topical
Indications: viral disease, Herpes simplex infection

via ChEMBL · EBI

Research

124 papers

Topical n-docosanol for management of recurrent herpes labialis.Expert opinion on pharmacotherapy · 2010
Docosanol: a topical antiviral for herpes labialis.Expert opinion on pharmacotherapy · 2004
Analysis of docosanol using GC/MS: Method development, validation, and application to ex vivo human skin permeation studies.Journal of pharmaceutical analysis · 2022
Therapeutic efficacy of n-Docosanol against velogenic Newcastle disease virus infection in domestic chickens.Frontiers in microbiology · 2022
Painful Oral Lesions.Dental clinics of North America · 2018

via PubMed

Wikidata facts

Subclass of: fatty alcohol
Has part: hydrogen
Mass: 326.354866
Has use: medication

Show 5 more facts

chemical formula: C₂₂H₄₆O
canonical SMILES: CCCCCCCCCCCCCCCCCCCCCCO
found in taxon: Lithodora fruticosa
medical condition treated: herpes simplex
Commons category: Docosanol

Sources (5)

via Wikidata · CC0

~3 min read

Encyclopedic overview

6 sections

Contents

Side effects
Mechanism of action
History
Society and culture
Controversy
References

1-Docosanol, also known as behenyl alcohol, is a saturated fatty alcohol containing 22 carbon atoms, used traditionally as an emollient, emulsifier, and thickener in cosmetics.

In July 2000, docosanol was approved for medical use in the United States as an antiviral agent for reducing the duration of cold sores. It is an over-the-counter medication (OTC). It is sold under the brand name Abreva among others.

Excerpted from Wikipedia’s “docosanol” article, available under the CC BY-SA 4.0 licence.