Tyrosol (YMDB01798)

Identification

YMDB ID

YMDB01798

Name

Tyrosol

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Tyrosol belongs to the class of organic compounds known as tyrosols. These are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Tyrosol exists in all living species, ranging from bacteria to plants to humans. In yeast, tyrosol is involved in the metabolic pathway called the tyrosine metabolism pathway. Based on a literature review a significant number of articles have been published on Tyrosol.

Structure

MOL SDF PDB SMILES InChI

Synonyms

2-(4-Hydroxyphenyl)ethanol
2-(p-Hydroxyphenyl)ethanol
4-(2-Hydroxyethyl)phenol
4-Hydroxybenzeneethanol
4-Hydroxyphenethyl alcohol
4-Hydroxyphenylethanol
4-Hydroxyphenylethyl alcohol
b-(4-Hydroxyphenyl)ethanol
b-(p-Hydroxyphenyl)ethanol
Benzeneethanol, 4-hydroxy-
beta-(4-Hydroxyphenyl)ethanol
beta-(p-Hydroxyphenyl)ethanol
Ethanol, 2-(4-hydroxyphenyl)
p-Hydroxy-benzeneethanol
p-Hydroxyphenethyl alcohol
p-Hydroxyphenylethyl alcohol
p-Thyrosol
p-Tyrosol
Phenethyl alcohol, p-hydroxy-
tyrosol [2-(4-hydroxy-phenyl)ethanol]
Para-hydroxyphenylethanol
P-Hydroxyphenylethanol
N-Tyrosol
2-(4-Hydroxyphenyl)ethyl alcohol
Tyrosol
p-(2-Hydroxyethyl)phenol
p-HPEA
β-(4-Hydroxyphenyl)ethanol
β-(p-Hydroxyphenyl)ethanol
2-(3',4'-dihydroxyphenyl)ethanol
2-(4'-Hydroxyphenyl)ethanol
4-Hydroxyphenyl alcohol

CAS number

501-94-0

Weight

Average: 138.1638
Monoisotopic: 138.068079564

InChI Key

YCCILVSKPBXVIP-UHFFFAOYSA-N

InChI

InChI=1S/C8H10O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,9-10H,5-6H2

IUPAC Name

4-(2-hydroxyethyl)phenol

Traditional IUPAC Name

tyrosol

Chemical Formula

C₈H₁₀O₂

SMILES

OCCC1=CC=C(O)C=C1

Chemical Taxonomy

Description

belongs to the class of organic compounds known as tyrosols. These are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Tyrosols and derivatives

Direct Parent

Tyrosols

Alternative Parents

Substituents

Tyrosol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:1879 )
an aromatic compound (CPD3O-4151 )

Physical Properties

State

Solid

Charge

Melting point

90 °C

Experimental Properties

Property	Value	Reference
Water Solubility	Not Available	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	25.3 g/L	ALOGPS
logP	0.85	ALOGPS
logP	1.19	ChemAxon
logS	-0.74	ALOGPS
pKa (Strongest Acidic)	10.2	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	39.61 m³·mol⁻¹	ChemAxon
Polarizability	14.85 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Flavour/Odour	Source
Floral	FDB012695
Fruity	FDB012695
Mild	FDB012695
Sweet	FDB012695

SMPDB Pathways

Tyrosine metabolism

PW002441

KEGG Pathways

Tyrosine metabolism

ec00350

SMPDB Reactions

4-Hydroxyphenylacetaldehyde + NADH + hydron → NAD + Tyrosol

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-004i-1920000000-4795e885578e89b76024	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004i-0920000000-09ea62430af3397e5fbb	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-004i-0900000000-b6e98d450debce3e52f5	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-004i-1920000000-4795e885578e89b76024	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-004i-0900000000-12207240533c46fdea75	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5900000000-83585cd03b0a8c1b3067	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00vi-9840000000-6d4093c692b4db8587ed	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dr-0900000000-49e061bee76cb42ff710	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1900000000-f0aacb9c7e251e486554	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fml-9400000000-8e06cbec5e72d3855569	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-b7c90f6632ed711d170c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-0900000000-676aa996456f5f0baa94	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05mo-9800000000-6ea2f536e15d77c65310	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-752d6f7c286547d7e30b	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-066r-0900000000-23b0337f09b1b4332c49	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9600000000-d2607175df1bef897139	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-3900000000-45201e48f40748120cd5	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00fu-9600000000-fc309e7875f3399eb472	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004l-9000000000-228e273810e98c38c9fc	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	1879
HMDB ID	HMDB04284
Pubchem Compound ID	10393
Kegg ID	C06044
ChemSpider ID	9964
FOODB ID	FDB012695
Wikipedia ID	Tyrosol
BioCyc ID	Not Available

Enzymes

Protein Details

1. NADP-dependent alcohol dehydrogenase 7

General function:: Involved in zinc ion binding
Specific function:: NADP-dependent alcohol dehydrogenase with a broad substrate specificity
Gene Name:: ADH7
Uniprot ID:: P25377
Molecular weight:: 39348.19922

Reactions

An alcohol + NADP(+) → an aldehyde + NADPH.

Protein Details

2. NADP-dependent alcohol dehydrogenase 6

General function:: Involved in zinc ion binding
Specific function:: NADP-dependent alcohol dehydrogenase with a broad substrate specificity
Gene Name:: ADH6
Uniprot ID:: Q04894
Molecular weight:: 39617.30078

Reactions

An alcohol + NADP(+) → an aldehyde + NADPH.

Structure for #<Compound:0xaba9ab90>

Enzymes

Reactions

Reactions