Tyrosol

HCID 10393CAS 501-94-0

Basic information

Standard SMILES
OCCc1ccc(O)cc1
InChIKey
YCCILVSKPBXVIP-UHFFFAOYSA-N
Molecular formula
C8H10O2
Average molar mass
138.16 g/mol
Monoisotopic mass
138.06807956

Overview

2-(4-hydroxyphenyl)ethanol is a phenol substituted at position 4 by a 2-hydroxyethyl group. It has a role as a geroprotector, an antioxidant, a cardiovascular drug, an anti-arrhythmia drug, a protective agent, a plant metabolite and a fungal metabolite. It is functionally related to a 2-phenylethanol.

Names & identifiers

Preferred name
Tyrosol
IUPAC
4-(2-hydroxyethyl)phenol
English name
4-Hydroxyphenethyl alcohol
Molecular formula
C8H10O2
Molecular weight
138.16

Names & synonyms

Tyrosol2-(4-Hydroxyphenyl)ethanol501-94-04-Hydroxyphenethyl alcohol4-(2-Hydroxyethyl)phenolp-Hydroxyphenethyl alcohol4-Hydroxybenzeneethanol4-HydroxyphenylethanolBenzeneethanol, 4-hydroxy-p-Tyrosolp-hydroxyphenylethanol1AK4MU3SNX
Show more names
p-Hydroxyphenylethyl alcohol4-Hydroxyphenyl-2-ethanolPHEP
NSC-59876beta-(4-Hydroxyphenyl)ethanolCHEBI:1879DTXSID8060111n-tyrosolpara-hydroxyphenylethanolRefChem:50710DTXCID7040780

Database identifiers

CAS
501-94-0
PubChem CID
10393
DTXSID
DTXSID8060111
ChEMBL
CHEMBL53566
ChEBI
CHEBI:1879
UNII
1AK4MU3SNX
EC Number
207-930-8
Nikkaji
J68J

Properties

Computed structural properties

XLogP
0.4
Topological polar surface area
40.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
10

Experimental & physicochemical properties

LogP0.69
Flavoring AgentsEU Flavoring substances
Boiling Point308.00 to 311.00 °C. @ 760.00 mm Hg
Melting Point90 °C
Physical DescriptionSolid
Collision Cross Section · 2 items

138.71 Ų [M-H]- [CCS Type: DT; Method: stepped-field]

138.2 Ų [M-H]-

Physicochemical properties

Melting point
89 · 89-92 °C(lit.)
Boiling point
195 °C · 195°C (18 mmHg)
Density
1.0742 · 1.0742 (rough estimate)
refractive index
1.559 · 1.5590 (estimate)
FLAVIS Number
2.166 · 02.166 | 2-(4-Hydroxyphenyl)ethan-1-ol
Flash point
139 °C/1mm · 139°C/1mm

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (95.4%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 65 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Benzeneethanol, 4-hydroxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 25-07-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/19342

Benzeneethanol, 4-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazard Classes and CategoriesSkin Irrit. 2 (95.4%)

Safety data

F
10
PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
hs_code
29072900
risk_code
36/37/38

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.

Tissue LocationsProstate

Uses & manufacturing

General Manufacturing InformationBenzeneethanol, 4-hydroxy-: ACTIVE
Applications · 5 items

DescriptionPhenylalanine is an amino acid, which are the building blocks of proteins in your body. This molecule exists in two forms or arrangements: L-phenylalanine and D-phenylalanine. They’re nearly identical but have a slightly different molecular structure. The L-form is found in foods and used to produce proteins in your body, while the D-form can be synthesized for use in certain medical applications . Your body is unable to produce enough L-phenylalanine on its own, so it’s considered an essential amino acid that must be obtained through your diet. It’s found in a wide variety of foods — both plant and animal sources. In addition to its role in protein production, phenylalanine is used to make other important molecules in your body, several of which send signals between different parts of your body. Phenylalanine has been studied as a treatment for several medical conditions, including skin disorders, depression and pain. However, it can be dangerous for people with the genetic disorder phenylketonuria (PKU).

UsesL-phenylalanine (LPA) serves as a building block for the various proteins that are produced in the body. LPA can be converted to L-tyrosine (another amino acid ) and subsequently to L-dopa, norepinephrine, and epinephrine . LPA can also be converted (through a separate pathway) to phenylethylamine, a substance that occurs naturally in the brain and appears to elevate mood.

UsesTyrosol (Metoprolol EP Impurity G) is a phenolic antioxidant.

UsesPhenolic antioxidant.

General Description2-(4-Hydroxyphenyl)ethanol (4-Hydroxyphenethyl alcohol) is a phenolic alcohol commonly present in olive mill wastewater.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
西安久启生物科技有限公司18729366352 13186100227

Additional notes

DefinitionChEBI: A phenol substituted at position 4 by a 2-hydroxyethyl group.

Related reactions

173 records

Linked notes

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