NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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IUPAC Systematic name
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IUPAC Traditional name
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Brand Name
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Synonyms
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Behenyl alcohol
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docosanol
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Docosanol
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BEHENYL ALCOHOL TECHNICAL GRADE
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Behenic alcohol
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Cachalot BE-22
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n-Docosanol
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Docosyl alcohol
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Emery 3304
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Loxiol VPG 1451
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Abreva
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1-Docosanol
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BEHENYL ALCOHOL
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1-Docosanol
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Docosan-1-ol
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山嵛醇
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正二十二醇
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CAS Number
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EC Number
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MDL Number
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Beilstein Number
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PubChem SID
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PubChem CID
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CHEBI ID
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ATC CODE
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CHEMBL
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Chemspider ID
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DrugBank ID
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KEGG ID
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MeSH Name
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Unique Ingredient Identifier
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Wikipedia Title
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
ALOGPS 2.1
Acid pKa
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16.843943
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H Acceptors
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1
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H Donor
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1
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LogD (pH = 5.5)
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8.807558
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LogD (pH = 7.4)
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8.807558
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Log P
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8.807558
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Molar Refractivity
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104.9529 cm3
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Polarizability
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41.941555 Å3
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Polar Surface Area
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20.23 Å2
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Rotatable Bonds
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20
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Lipinski's Rule of Five
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false
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Log P
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9.31
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LOG S
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-7.22
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Solubility (Water)
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1.96e-05 g/l
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DETAILS
DETAILS
MP Biomedicals
DrugBank
Selleck Chemicals
Wikipedia
Sigma Aldrich
DrugBank -
DB00632
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Item |
Information |
Drug Groups
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approved; investigational |
Description
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Docosanol is a drug used for topical treatment for recurrent herpes simplex labialis episodes (episodes of cold sores or fever blisters). A saturated 22-carbon aliphatic alcohol, docosanol exhibits antiviral activity against many lipid enveloped viruses including herpes simplex virus (HSV). Docosanol inhibits fusion between the plasma membrane and the herpes simplex virus (HSV) envelope, thereby preventing viral entry into cells and subsequent viral replication. |
Indication |
For the topical treatment of recurrent oral-facial herpes simplex episodes (cold sores or fever blisters). |
Pharmacology |
Docosanol is a saturated 22-carbon aliphatic alcohol which exhibits antiviral activity against many lipid enveloped viruses including herpes simplex virus (HSV). Docosanol speeds the healing of cold sores and fever blisters on the face or lips. It also relieves the accompanying symptoms, including tingling, pain, burning, and itching. Docosanol cannot, however, prevent cold sores or fever blisters from appearing. |
Toxicity |
Symptoms of overdose include headache, abdominal pain, increased serum lipase, nausea, dyspepsia, dizziness, and hyperbilirubinemia. |
Affected Organisms |
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Absorption |
Topical absorption has been shown to be minimal under conditions reflecting normal clinical use. |
External Links |
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Selleck Chemicals -
S1637
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Research Area: Infection Biological Activity: Docosanol is a saturated fatty alcoholused traditionally as an emollient, emulsifier, and thickener in cosmetics, nutritional supplement (as an individual entity and also as a constituent of polyicosanol). [1] It works by inhibiting fusion between the human cell plasma membrane and the herpes simplex virus (HSV) envelope, thereby preventing viral entry into cells and subsequent viral replication. Unlike other cold-sore antivirals, docosanol does not act directly on the virus, and as such it is unlikely it will produce drug resistant mutants of HSV. The ED50 of 1-docosanol is around 2.5 mg/ml for plaque inhibition and 1.7 mg/ml for inhibition of virus production for wild-type and Acv-resistant HSV-2. [2] |
PATENTS
PATENTS
PubChem Patent
Google Patent