ChemicalBook > CAS DataBase List > Hydroxytyrosol

Hydroxytyrosol

Product Name
Hydroxytyrosol
CAS No.
10597-60-1
Chemical Name
Hydroxytyrosol
Synonyms
HYDROXYTYROSOL;4-(2-hydroxyethyl)benzene-1,2-diol;3-HYDROXYTYROSOL;3,4-DIHYDROXYPHENETHYL ALCOHOL;3,4-DIHYDROXYPHENYLETHYL ALCOHOL;Dopet;Dopaol;Dihydroxyphenylethanol;2-(3,4-DIHYDROXYPHENYL)ETHANOL;(S)-2-amino-3-(4-hydroxyphenyl)propane-1,1-diol
CBNumber
CB6477710
Molecular Formula
C8H10O3
Formula Weight
154.16
MOL File
10597-60-1.mol
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Hydroxytyrosol Property

Boiling point:
355.4±27.0 °C(Predicted)
Density 
1.321±0.06 g/cm3(Predicted)
refractive index 
1.5810-1.5860
storage temp. 
-20°C
solubility 
Acetonitrile (Slightly), DMSO (Slightly), Ethyl Acetate (Sparingly), Methanol (Slightly)
pka
9.72±0.10(Predicted)
form 
Solid
color 
Colourless to Yellow Sticky Oil
BRN 
2208118
Stability:
Hygroscopic
InChI
InChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
InChIKey
JUUBCHWRXWPFFH-UHFFFAOYSA-N
SMILES
C1(O)=CC=C(CCO)C=C1O
LogP
0.020 (est)
CAS DataBase Reference
10597-60-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
HS Code 
29072990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H4291
Product name
3-Hydroxytyrosol
Purity
≥98% (HPLC)
Packaging
25mg
Price
$333
Updated
2024/03/01
Sigma-Aldrich
Product number
91404
Product name
3-Hydroxytyrosol
Purity
analytical standard
Packaging
5mg
Price
$126
Updated
2024/03/01
TCI Chemical
Product number
D2756
Product name
2-(3,4-Dihydroxyphenyl)ethyl Alcohol
Purity
>98.0%(GC)
Packaging
1g
Price
$246
Updated
2024/03/01
TCI Chemical
Product number
D2756
Product name
2-(3,4-Dihydroxyphenyl)ethyl Alcohol
Purity
>98.0%(GC)
Packaging
5g
Price
$993
Updated
2024/03/01
Cayman Chemical
Product number
70604
Product name
3,4-Dihydroxyphenyl ethanol
Purity
≥98%
Packaging
5mg
Price
$32
Updated
2024/03/01
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Hydroxytyrosol Chemical Properties,Usage,Production

Chemical Properties

Brown oil is derived from Olea europaea leaves and is soluble in methanol, DMSO, and other solvents but insoluble in petroleum ether, ether, and chloroform. The molecular structure of hydroxytyrosol is created by replacing the hydrogen atom on the methyl group of ethanol with catechol. It possesses an alcohol hydroxyl group in the chain of ethanol with a benzene ring, along with phenolic hydroxyl groups like other phenolic substances. Its antioxidant activity is closely linked to its structure.

Characteristics

Hydroxytyrosol displays much more effective antioxidant characteristics, such as the scavenging of free radicals, breaking peroxidative chain reactions, preventing lipid peroxidation, inhibiting hypochlorous acid derived radicals, and so on, compared with other phenolic compounds in olive oil. It could be used in the dermocosmetic industry for the creation of products for protecting the skin from oxidative stress or used as a preservative in the food technology.

Uses

Hydroxy tyrosol is a tyrosol metabolite. It is also a strong anti-oxidant found in olive oil. It is used in beauty products and health care products, which can effectively enhance skin elasticity and moisturizing, and has the effect of anti-wrinkle and anti-aging.

Definition

ChEBI: Hydroxytyrosol is a member of the class of catechols that is benzene-1,2-diol substituted by a 2-hydroxyethyl group at position 4. Isolated from Olea europaea, it exhibits antioxidant and antineoplastic activities. It has a role as a metabolite, an antioxidant and an antineoplastic agent. It is a member of catechols and a primary alcohol. It derives from a 2-(4-hydroxyphenyl)ethanol.

General Description

Hydroxytyrosol, found in olives, is a potent antioxidant in our bodies. It is considered one of the most powerful antioxidants, with an oxygen radical absorption capacity of about 4,500,000 μmolTE/100g. This is 10 times greater than green tea and more than double the antioxidant capacity of CoQ10 and oak extract. Hydroxytyrosol is used in cardiovascular drugs, and has miraculous effects on the prevention and treatment of arteriosclerosis, hypertension, heart disease, cerebral hemorrhage, etc., and is superior to similar drugs. It can also Inhibits the proliferation rate of cancer cells and induces apoptosis of cancer cells.

Biological Activity

Hydroxytyrosol is a phenolic component of olive oil that inhibits both 12- and 5-LO. The IC50 values for the inhibition of rat platelet 12-LO and rat neutrophil 5-LO are 4.2 and 13 μM, respectively. It does not inhibit, and may actually enhance, COX activity. Hydroxytyrosol also protects LDL from both biological and chemical oxidation, suggesting a potential mechanism for the protective effects of olive oil against atherosclerosis.

Biochem/physiol Actions

Metabolite of oleuropein. Antioxidant. Inhibits the rate of cancer cell proliferation and induces cancer cell apoptosis.

Mechanism of action

Hydroxytyrosol (3,4-dihydroxyphenylethanol, HTyr), a phenolic alcohol, has been hypothesized to exert a wide range of biological effects, cardioprotective, anticancer, neuroprotective antimicrobial, beneficial endocrine, and other effects. Initially, the wide variety of HTyr biological activities was associated with its potent antioxidant activity. HTyr acts as a free radical scavenger and metal chelator. The high antioxidant efficiency of HTyr is attributed to the presence of the o-dihydroxyphenyl moiety. It mainly acts as a chain breaker by donating a hydrogen atom to peroxyl-radicals (ROO*). In this way, fairly reactive ROO* is replaced with HTyr* radical, unreactive due to intramolecular hydrogen bonds in the phenoxy radical. However, it has been proposed that HTyr may confer additional antioxidant protection by increasing the endogenous defense systems against oxidative stress by activating different cellular signaling pathways. One proposed mechanism involves the HTyr-mediated induction of phase II detoxifying enzymes via nuclear factor E2-related factor 2 (Nrf2) activation in different tissues.

Side effects

Hydroxytyrosol (HTyr) is a phenolic alcohol considered by the nutraceutical and food industries to be an excellent food supplement with no known adverse effects.The no observed adverse effect level for HTyr is 50 mg/kg body weight per day. The EFSA Panel on Nutritional Products, Nutrition and Allergies (NDA) on the safety of hydroxytyrosol as a novel food concluded that the MoE at the intended use and use level is adequate for the target population. The Panel concluded that the novel food hydroxytyrosol was safe at the proposed use and use levels.

Source

Hydroxytyrosol, also known as 3,4-Dihydroxyphenylethanol(3,4-DHPEA) or DOPET, is primarily found in olive oil as secoiridoid derivatives and in its acetate and free forms.  Both hydroxytyrosol and its derivatives arise from oleuropein (hydroxytyrosol esterified with elenolic acid), present in olives during the extraction of olive oil.
Wine has proven to be another important source of hydroxytyrosol in the Mediterranean diet, and is formed in wine from tyrosol during alcoholic fermentation. Hydroxytyrosol was firstly found in Italian wines by Di Tommaso et al., and later in other Italian and Greek wines. Some authors describe a higher concentration in red wines (3.66-4.20 mg/L-1) than in white wines (1.72-1.92mg/L-1). Finally, Minuti et al. obtained hydroxytyrosol concen- trations between 1.8 and 3.1 mg L-1 in red wine. Thus, scientific literature shows that wine is an important source of hydroxytyrosol in the diet, along with olive oil.

Hydroxytyrosol Preparation Products And Raw materials

Raw materials

Tetrabutylammonium hydrogen sulfate Ethanol (3,4-Dimethoxyphenyl)acetic acid Sodium borohydride Sodium bisulfite Boron trifluoride diethyl etherate Tetrahydrofuran Ammonium chloride Ethyl acetate Lithium Aluminum Hydride 3,4-Dihydroxyphenylacetic acid Hydrochloric acid Hydriodic acid Phosphorus PETROLEUM ETHER

Preparation Products

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Hydroxytyrosol Suppliers

Americas 1 Canada 2 China 500 Czech Republic 1 Europe 3 France 2 Germany 8 India 19 Italy 1 Japan 3 South Korea 1 Spain 1 Switzerland 1 United Kingdom 15 United States 37 Global 595
HBCChem, Inc.
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Target molecule Corp.
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TargetMol Chemicals Inc.
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Aladdin Scientific
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View Lastest Price from Hydroxytyrosol manufacturers

Sinoway Industrial co., ltd.
Product
HYDROXYTYROSOL 10597-60-1
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
0.99
Supply Ability
20 tons
Release date
2023-05-15
Changsha Staherb Natural Ingredients Co., Ltd.
Product
3,4-Dihydroxyphenylethanol; Olive leaf extract 10597-60-1
Price
US $0.00/KG
Min. Order
1KG
Purity
5%; 20%; 98% HPLC
Supply Ability
1000KG
Release date
2022-09-21
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Hydroxytyrosol 10597-60-1
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-24

10597-60-1, Hydroxytyrosol Related Search:

DL-1-Phenethylalcohol 2-(METHYLSULFONYL)ETHANOL Phenethyl alcohol 1,3-Dihydroxyacetone 4-Hydroxyphenethyl alcohol Benzene Protocatechuic acid PURPUROGALLIN (3,4-Dimethoxyphenyl)acetic acid ETHYL HOMOVANILLATE DL-4-HYDROXY-3-METHOXYMANDELIC ACID DL-4-HYDROXY-3-METHOXYMANDELIC ACID (+)-Bicuculline DL-3,4-DIHYDROXYMANDELIC ACID Homovanillic acid 3,4-(METHYLENEDIOXY)PHENYLACETIC ACID Rotenone 3,4,5-Trimethoxyphenylacetic acid

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