Show more...Show more...Show more...Show more...Show more...
Record Information
Version1.0
Created at2020-03-19 00:49:39 UTC
Updated at2020-12-07 19:07:38 UTC
CannabisDB IDCDB000661
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePhenylethyl alcohol
DescriptionPhenylethyl alcohol, 2-Phenylethano or benzeneethanol, also known as phenethyl alcohol (PEA), belongs to the class of organic compounds known as benzenes and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 2-Phenylethanol is a primary alcohol and as such, is an extremely weak basic (essentially neutral) compound (based on its pKa). It is a colourless liquid that is slightly soluble in water (2 ml/100 ml H2O), but is miscible in most organic solvents. It occurs widely in nature, being found in a variety of plant essential oils. It has a pleasant floral or rose-like odor with a honey-like taste. 2-Phenylethanol has been found in extracts of rose, carnation, hyacinth, Aleppo pine, orange blossom, ylang-ylang, geranium, neroli, and champaca. 2-Phenylethanol is also found in a number of different foods, such as red wines, white wines, blackberry wines, black walnuts, olive oils and in lower concentrations in sweet basils, peppermints, asparagus, allspice, horned melons, and lemons. 2-Phenylethanol has also been reported to be found in Cannabis sativa (PMID: 6991645 ). Because of its pleasant floral aroma, it is a common ingredient in flavors and perfumery. It is also used as an additive in cigarettes and as a preservative in soaps due to its stability in basic conditions. 2-Phenylethanol is also an autoantibiotic produced by the fungus Candida albicans ‚Ää(PMID: 5762768 ).
Structure
Thumb
Synonyms
Chemical FormulaC8H10O
Average Molecular Weight122.16
Monoisotopic Molecular Weight122.0732
IUPAC Name2-phenylethan-1-ol
Traditional Namephenylethanol
CAS Registry Number60-12-8
SMILES
OCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H10O/c9-7-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2
InChI KeyWRMNZCZEMHIOCP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point-25.8 °CNot Available
Boiling Point219 to 221 °CWikipedia
Water Solubility22.2 mg/mL at 25 °CNot Available
logP1.36Not Available
Predicted Properties
PropertyValueSource
logP1.51ALOGPS
logP1.49ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)15.88ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.63 m³·mol⁻¹ChemAxon
Polarizability13.87 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
MS/MS
NMR
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
Receptors
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0033944
DrugBank IDDB02192
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012152
KNApSAcK IDC00002663
Chemspider ID5830
KEGG Compound IDC05853
BioCyc IDCPD-7035
BiGG IDNot Available
Wikipedia LinkPhenethyl_alcohol
METLIN IDNot Available
PubChem Compound6054
PDB IDPEL
ChEBI ID49000
References
General References
  1. Miller IuM, Marchenko IV, Kapustin OA, Galanina LA, Bekhtereva MN: [Use of a mass spectrometric method for studying the oxygen demand of suspensions of resting Bacillus anthracoides spores]. Mikrobiologiia. 1978 Mar-Apr;47(2):357-61. [PubMed:661645 ]
  2. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
  3. Lingappa BT, Prasad M, Lingappa Y, Hunt DF, Biemann K: Phenethyl alcohol and tryptophol: autoantibiotics produced by the fungus Candida albicans. Science. 1969 Jan 10;163(3863):192-4. doi: 10.1126/science.163.3863.192. [PubMed:5762768 ]
  4. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]

Only showing the first 10 proteins. There are 25 proteins in total.

Only showing the first 10 proteins. There are 25 proteins in total.