Human Metabolome Database Version 3.5

Showing metabocard for Benzyl Benzoate (HMDB14814)

Record Information
Version 3.5
Creation Date 2012-09-06 09:16:50 -0600
Update Date 2013-02-08 17:32:22 -0700
HMDB ID HMDB14814
Secondary Accession Numbers None
Metabolite Identification
Common Name Benzyl Benzoate
Description Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties.
Structure Thumb
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Display: 2D Structure | 3D Structure
Synonyms Not Available
Chemical Formula C14H12O2
Average Molecular Weight 212.2439
Monoisotopic Molecular Weight 212.083729628
IUPAC Name benzyl benzoate
Traditional IUPAC Name benzyl benzoate
CAS Registry Number 120-51-4
SMILES O=C(OCC1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2
InChI Key SESFRYSPDFLNCH-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Homomonocyclic Compounds
Class Benzyloxycarbonyls
Sub Class N/A
Other Descriptors
  • Aromatic Homopolycyclic Compounds
  • Benzoic Acid and Derivatives
  • Organic Compounds
  • a small molecule(Cyc)
  • benzoate ester(ChEBI)
Substituents
  • Benzoyl
  • Carboxylic Acid Ester
Direct Parent Benzyloxycarbonyls
Ontology
Status Expected and Not Quantified
Origin
  • Drug
Biofunction
  • Acaricides
  • Insecticides
Application
  • Pharmaceutical
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
State Liquid
Experimental Properties
Property Value Reference
Melting Point 21 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 1.98e-02 g/L Not Available
LogP 3.7 Not Available
Predicted Properties
Property Value Source
LogP 3.43 ALOGPS
LogP 3.7 ChemAxon
LogS -4.03 ALOGPS
pKa (strongest basic) -6.9 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 0 ChemAxon
Polar Surface Area 26.3 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 62.7 ChemAxon
Polarizability 22.85 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Expected but not Quantified
Not Applicable Not Available Not Available Taking drug identified by DrugBank entry DB00676
  • Not Applicable
Urine Expected but not Quantified
Not Applicable Not Available Not Available Taking drug identified by DrugBank entry DB00676
  • Not Applicable
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID DB00676 Link_out
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB012844
KNApSAcK ID C00019221 Link_out
Chemspider ID 13856959 Link_out
KEGG Compound ID C12537 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Benzyl_Benzoate Link_out
NuGOwiki Link HMDB14814 Link_out
Metagene Link HMDB14814 Link_out
METLIN ID Not Available
PubChem Compound 2345 Link_out
PDB ID BZM Link_out
ChEBI ID 41237 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References
  1. Buffet M, Dupin N: Current treatments for scabies. Fundam Clin Pharmacol. 2003 Apr;17(2):217-25. Pubmed: 12667233 Link_out
  2. Bachewar NP, Thawani VR, Mali SN, Gharpure KJ, Shingade VP, Dakhale GN: Comparison of safety, efficacy, and cost effectiveness of benzyl benzoate, permethrin, and ivermectin in patients of scabies. Indian J Pharmacol. 2009 Feb;41(1):9-14. doi: 10.4103/0253-7613.48882. Pubmed: 20177574 Link_out