Cannabis Compound Database: Showing Compound Card for Phenylethyl alcohol (CDB000661)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References Show 25 proteins XML

Record Information

Version

1.0

Created at

2020-03-19 00:49:39 UTC

Updated at

2020-12-07 19:07:38 UTC

CannabisDB ID

CDB000661

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Phenylethyl alcohol

Description

Phenylethyl 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 ‚Äö√Ñ√§(PMID: 5762768 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxyethylbenzene	ChEBI
2-PEA	ChEBI
2-PHENYL-ethanol	ChEBI
Benzeneethanol	ChEBI
Benzylmethanol	ChEBI
beta-PEA	ChEBI
beta-Phenethyl alcohol	ChEBI
beta-Phenylethanol	ChEBI
beta-Phenylethyl alcohol	ChEBI
Phenethyl alcohol	ChEBI
Phenylethyl alcohol	ChEBI
b-PEA	Generator
Β-pea	Generator
b-Phenethyl alcohol	Generator
Β-phenethyl alcohol	Generator
b-Phenylethanol	Generator
Β-phenylethanol	Generator
b-Phenylethyl alcohol	Generator
Β-phenylethyl alcohol	Generator
1-Phenyl-2-ethanol	HMDB
2-Phenethanol	HMDB
2-Phenethyl alcohol	HMDB
2-PhenyIethanol	HMDB
2-Phenylethyl alcohol	HMDB
b-Hydroxyethylbenzene	HMDB
Benzeneethanol, 9ci	HMDB
Benzenethanol	HMDB
Benzyl carbinol	HMDB, MeSH
Benzyl ethyl alcohol	HMDB
Benzyl-methanol	HMDB
Benzylcarbinol	HMDB
beta -Hydroxyethylbenzene	HMDB
FEMA 2858	HMDB
Hydroxyethylbenzene	HMDB
Phenethanol	HMDB
Phenethyl alcohol, 8ci, ban	HMDB
Phenyl ethyl alcohol	HMDB
Phenyl-ethanol	HMDB
Phenylethanol	HMDB, MeSH
Phenylethyl alcohol, usan	HMDB
Alcohol, phenylethyl	MeSH, HMDB
Alcohol, phenethyl	MeSH, HMDB
beta Phenylethanol	MeSH, HMDB
2 Phenylethanol	MeSH, HMDB
Carbinol, benzyl	MeSH, HMDB

Chemical Formula

C₈H₁₀O

Average Molecular Weight

122.16

Monoisotopic Molecular Weight

122.0732

IUPAC Name

2-phenylethan-1-ol

Traditional Name

phenylethanol

CAS Registry Number

60-12-8

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 Key

WRMNZCZEMHIOCP-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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

primary alcohol (CHEBI:49000 )
benzenes (CHEBI:49000 )
a small molecule (CPD-7035 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Animal

Plant:

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Personal care products:

Perfuming agent

Household products:

Antifungal

Food and nutrition:

Flavoring agent

Pharmaceutical industry:

Pharmaceutical

Biological role:

Nutrient

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-25.8 °C	Not Available
Boiling Point	219 to 221 °C	Wikipedia
Water Solubility	22.2 mg/mL at 25 °C	Not Available
logP	1.36	Not Available

Predicted Properties

Property	Value	Source
logP	1.51	ALOGPS
logP	1.49	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	15.88	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	37.63 m³·mol⁻¹	ChemAxon
Polarizability	13.87 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0006-9100000000-2e7748b750dd46a70f69	2015-03-01	View Spectrum
GC-MS	Phenylethyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-850cab93c17d62d7ae48	Spectrum
GC-MS	Phenylethyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-e67375f5607fb09ff117	Spectrum
GC-MS	Phenylethyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-0ea4f78bf9f95dd3e378	Spectrum
GC-MS	Phenylethyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-850cab93c17d62d7ae48	Spectrum
GC-MS	Phenylethyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-e67375f5607fb09ff117	Spectrum
GC-MS	Phenylethyl alcohol, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-0ea4f78bf9f95dd3e378	Spectrum
Predicted GC-MS	Phenylethyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9200000000-12b145fa925fdbec3da0	Spectrum
Predicted GC-MS	Phenylethyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0096-9300000000-143aa2e8abc3ff64d203	Spectrum
Predicted GC-MS	Phenylethyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - QTOF 4V, positive	splash10-0a4i-4900000000-01a904ef24c032004b01	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 5V, positive	splash10-0a4i-3900000000-ddf7f3974789f0591a55	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 7V, positive	splash10-0a4i-2900000000-f5f16d832b17b6c42111	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 10V, positive	splash10-0a6r-4900000000-798c6ceb60cef825b507	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 15V, positive	splash10-056r-9600000000-ab7ba9e5577110cb6606	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 17V, positive	splash10-004i-9400000000-f7bfe71e4407e811baac	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 20V, positive	splash10-004i-9200000000-fdd7461658bdfde8e166	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 23V, positive	splash10-004i-9100000000-3ee09fc79fd925fea86a	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 25V, positive	splash10-004i-9000000000-8ca4cd35ef32af2c5ee6	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 27V, positive	splash10-004i-9000000000-bc43025005b4fc0228ea	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 30V, positive	splash10-0fb9-9000000000-ebfd370a836a01c2e644	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 33V, positive	splash10-0ufr-9000000000-8eb5ed3477e91745eb8a	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 35V, positive	splash10-0ufr-9000000000-08b0a4ab5c93b536ece3	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 40V, positive	splash10-0udi-9000000000-0016533929cda6a36167	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 45V, positive	splash10-0udi-9000000000-a64c19beae57204777f7	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-0900000000-1568ff280886079d9591	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-1900000000-e752bbf1c2351ee5aab5	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-9600000000-a4927b67121bc2c9a1ed	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-3900000000-796d56c2e36ce04910a5	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-8900000000-3a23c6e7ffa45e886132	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f96-9300000000-5414e7814d2a11171734	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dl-7900000000-180ad2b2d5ea5abc75fc	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9300000000-dc57d0e64c13958600db	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-9000000000-4a2b1f87db1ff5c4e2a0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4l-7900000000-c5bfd86d969527f320b1	2021-09-23	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Taste receptor type 2 member 10	TAS2R10	12p13	Q9NYW0	details
Taste receptor type 2 member 16	TAS2R16	7q31.1-q31.3\|7q31	Q9NYV7	details
Taste receptor type 2 member 40	TAS2R40	7q34	P59535	details
Taste receptor type 2 member 3	TAS2R3	7q31.3-q32	Q9NYW6	details
Taste receptor type 2 member 4	TAS2R4	7q31.3-q32	Q9NYW5	details
Taste receptor type 2 member 7	TAS2R7	12p13	Q9NYW3	details
Taste receptor type 2 member 9	TAS2R9	12p13	Q9NYW1	details
Taste receptor type 2 member 50	TAS2R50	12p13.2	P59544	details
Taste receptor type 2 member 38	TAS2R38	7q34	P59533	details
Taste receptor type 2 member 31	TAS2R31	12p13.2	P59538	details
Taste receptor type 2 member 1	TAS2R1	5p15.31	Q9NYW7	details
Taste receptor type 2 member 20	TAS2R20	12p13.2	P59543	details
Taste receptor type 2 member 39	TAS2R39	7q34	P59534	details
Taste receptor type 2 member 19	TAS2R19	12p13.2	P59542	details
Taste receptor type 2 member 45	TAS2R45		P59539	details
Taste receptor type 2 member 30	TAS2R30	12p13.2	P59541	details
Taste receptor type 2 member 42	TAS2R42		Q7RTR8	details
Taste receptor type 2 member 41	TAS2R41	7q35	P59536	details
Taste receptor type 2 member 43	TAS2R43	12p13.2	P59537	details
Taste receptor type 2 member 5	TAS2R5	7q34	Q9NYW4	details
Taste receptor type 2 member 46	TAS2R46	12p13.2	P59540	details
Taste receptor type 2 member 13	TAS2R13	12p13.2	Q9NYV9	details
Taste receptor type 2 member 60	TAS2R60	7q35	P59551	details
Taste receptor type 2 member 8	TAS2R8	12p13.2	Q9NYW2	details
Taste receptor type 2 member 14	TAS2R14	12p13.2	Q9NYV8	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0033944

DrugBank ID

DB02192

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Phenethyl_alcohol

METLIN ID

Not Available

PubChem Compound

6054

PDB ID

PEL

ChEBI ID

49000

References

General References

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 ]
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 ]
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 ]
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.

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

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Showing Compound Card for Phenylethyl alcohol (CDB000661)

Structure for CDB000661 (Phenylethyl alcohol)