2-phenylethanol (CHEBI:49000)

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CHEBI:49000 - 2-phenylethanol

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ChEBI Name	2-phenylethanol

ChEBI ID	CHEBI:49000

Definition	A primary alcohol that is ethanol substituted by a phenyl group at position 2.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:8096, CHEBI:44780

Supplier Information	ChemicalBook:CB5145283, ChemicalBook:CB21413397, eMolecules:530624, ZINC000000895934

Download	Molfile XML SDF

more structures >>

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19 19 0 0 0 0 999 V2000

-0.2065 0.0120 -0.3240 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.2544 0.5761 0.3759 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.2688 -0.2247 0.8669 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.2338 -1.5904 0.6560 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.1863 -2.1543 -0.0449 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.1737 -1.3532 -0.5384 C 0 0 0 0 0 0 0 0 0 0 0 0

0.8984 0.8847 -0.8594 C 0 0 0 0 0 0 0 0 0 0 0 0

2.0044 1.0096 0.1903 C 0 0 0 0 0 0 0 0 0 0 0 0

3.0522 1.8383 -0.3172 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.2821 1.6429 0.5403 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.0882 0.2170 1.4150 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.0261 -2.2163 1.0409 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.1582 -3.2213 -0.2083 H 0 0 0 0 0 0 0 0 0 0 0 0

0.6458 -1.7949 -1.0866 H 0 0 0 0 0 0 0 0 0 0 0 0

0.5021 1.8730 -1.0892 H 0 0 0 0 0 0 0 0 0 0 0 0

1.3080 0.4385 -1.7657 H 0 0 0 0 0 0 0 0 0 0 0 0

2.4007 0.0213 0.4202 H 0 0 0 0 0 0 0 0 0 0 0 0

1.5949 1.4558 1.0967 H 0 0 0 0 0 0 0 0 0 0 0 0

3.7260 1.8901 0.3745 H 0 0 0 0 0 0 0 0 0 0 0 0

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1 6 4 0 0 0 0

1 7 1 0 0 0 0

2 3 4 0 0 0 0

2 10 1 0 0 0 0

3 4 4 0 0 0 0

3 11 1 0 0 0 0

4 5 4 0 0 0 0

4 12 1 0 0 0 0

5 6 4 0 0 0 0

5 13 1 0 0 0 0

6 14 1 0 0 0 0

7 8 1 0 0 0 0

7 15 1 0 0 0 0

7 16 1 0 0 0 0

8 9 1 0 0 0 0

8 17 1 0 0 0 0

8 18 1 0 0 0 0

9 19 1 0 0 0 0

M END): 17 ms

reading 19 atoms

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Wikipedia	License
Phenethyl alcohol, or 2-phenylethanol, is an organic compound with the chemical formula C6H5CH2CH2OH. It is a colourless liquid with a pleasant floral odor. It occurs widely in nature, being found in a variety of essential oils. It is slightly soluble in water (2 ml per 100 ml of H2O), but miscible with most organic solvents. The molecule of phenethyl alcohol consists of a phenethyl group (C6H5CH2CH2−) attached to a hydroxyl group (−OH).
Read full article at Wikipedia

Formula

C8H10O

Net Charge

Average Mass

122.16440

Monoisotopic Mass

122.07316

InChI

InChI=1S/C8H10O/c9-7-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2

InChIKey

WRMNZCZEMHIOCP-UHFFFAOYSA-N

SMILES

OCCc1ccccc1

Metabolite of Species	Details
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Aspergillus niger (NCBI:txid5061)	of strain var. Tieghem. See: Phytochemistry, 1988, 27(10), 3169-3173

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus . plant growth retardant Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).

Application(s):	fragrance A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	2-phenylethanol (CHEBI:49000) has role Aspergillus metabolite (CHEBI:76956) 2-phenylethanol (CHEBI:49000) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) 2-phenylethanol (CHEBI:49000) has role fragrance (CHEBI:48318) 2-phenylethanol (CHEBI:49000) has role plant growth retardant (CHEBI:35219) 2-phenylethanol (CHEBI:49000) has role plant metabolite (CHEBI:76924) 2-phenylethanol (CHEBI:49000) is a benzenes (CHEBI:22712) 2-phenylethanol (CHEBI:49000) is a primary alcohol (CHEBI:15734)

Incoming	2-(2-hydroxyphenyl)ethanol (CHEBI:64803) has functional parent 2-phenylethanol (CHEBI:49000) 2-(4-hydroxyphenyl)ethanol (CHEBI:1879) has functional parent 2-phenylethanol (CHEBI:49000) 2-phenylethyl β-primeveroside (CHEBI:136550) has functional parent 2-phenylethanol (CHEBI:49000) 2-phenylethyl 1H-indol-3-ylacetate (CHEBI:141317) has functional parent 2-phenylethanol (CHEBI:49000) 2-phenylethyl formate (CHEBI:87417) has functional parent 2-phenylethanol (CHEBI:49000) 2-phenylethyl pentanoate (CHEBI:87323) has functional parent 2-phenylethanol (CHEBI:49000) 2-phenylethyl pivalate (CHEBI:87336) has functional parent 2-phenylethanol (CHEBI:49000) ethyl 2-phenylethyl dimethylmalonate (CHEBI:87278) has functional parent 2-phenylethanol (CHEBI:49000) phenethyl acetate (CHEBI:31988) has functional parent 2-phenylethanol (CHEBI:49000) phenethyl benzoate (CHEBI:156233) has functional parent 2-phenylethanol (CHEBI:49000) phenethyl butyrate (CHEBI:87413) has functional parent 2-phenylethanol (CHEBI:49000) phenethyl isobutyrate (CHEBI:87409) has functional parent 2-phenylethanol (CHEBI:49000)

IUPAC Name

2-phenylethanol

Synonyms	Sources
2-Hydroxyethylbenzene	ChemIDplus
2-PEA	ChEBI
2-PHENYL-ETHANOL	PDBeChem
2-phenylethanol	UniProt
2-Phenylethanol	KEGG COMPOUND
Benzeneethanol	ChemIDplus
Benzylmethanol	ChemIDplus
β-PEA	NIST Chemistry WebBook
β-Phenethyl alcohol	NIST Chemistry WebBook
β-Phenylethanol	NIST Chemistry WebBook
β-Phenylethyl alcohol	NIST Chemistry WebBook
Phenethyl alcohol	KEGG COMPOUND
Phenylethyl alcohol	KEGG COMPOUND

Manual Xrefs	Databases
C00002663	KNApSAcK
C05853	KEGG COMPOUND
CPD-7035	MetaCyc
D00192	KEGG DRUG
DB02192	DrugBank
HMDB0033944	HMDB
PEL	PDBeChem
Phenethyl_alcohol	Wikipedia
View more database links

Registry Numbers	Types	Sources
1905732	Beilstein Registry Number	Beilstein
1905732	Reaxys Registry Number	Reaxys
240469	Gmelin Registry Number	Gmelin
60-12-8	CAS Registry Number	KEGG COMPOUND
60-12-8	CAS Registry Number	NIST Chemistry WebBook
60-12-8	CAS Registry Number	ChemIDplus

Citations

Kim B, Cho BR, Hahn JS (2014)
Metabolic engineering of Saccharomyces cerevisiae for the production of 2-phenylethanol via Ehrlich pathway.
Biotechnology and bioengineering 111, 115-124 [PubMed:23836015]
[show Abstract]

Xiao L, Lee J, Zhang G, Ebeler SE, Wickramasinghe N, Seiber J, Mitchell AE (2014)
HS-SPME GC/MS characterization of volatiles in raw and dry-roasted almonds (Prunus dulcis).
Food chemistry 151, 31-39 [PubMed:24423498]
[show Abstract]

Politano VT, Diener RM, Christian MS, Hoberman AM, Palmer A, Ritacco G, Adams TB, Api AM (2013)
Oral and dermal developmental toxicity studies of phenylethyl alcohol in rats.
International journal of toxicology 32, 32-38 [PubMed:23385159]
[show Abstract]

Farag MA, Al-Mahdy DA (2013)
Comparative study of the chemical composition and biological activities of Magnolia grandiflora and Magnolia virginiana flower essential oils.
Natural product research 27, 1091-1097 [PubMed:22690913]
[show Abstract]

Gao F, Daugulis AJ (2009)
Bioproduction of the aroma compound 2-phenylethanol in a solid-liquid two-phase partitioning bioreactor system by Kluyveromyces marxianus.
Biotechnology and bioengineering 104, 332-339 [PubMed:19517523]
[show Abstract]

Last Modified

24 July 2020

CHEBI:49000 - 2-phenylethanol

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