Tyrosol
Basic information
- CAS
501-94-0- 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
- Formal charge
- 0
- Complexity
- 85.3
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
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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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
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
- Signal word
- Warning
- Symbol(GHS)
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
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
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).
L-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.
Related reactions
173 records
Compound notes
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