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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
Molecular Weight:
154.16
MDL Number:
MFCD01320529
MOL File:
10597-60-1.mol
MSDS File:
SDS
Last updated:2024-03-29 13:39:17

Hydroxytyrosol Properties

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)
form Solid
pka 9.72±0.10(Predicted)
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)
EWG's Food Scores 1
FDA UNII QEU0NE4O90
NCI Drug Dictionary hydroxytyrosol

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
HS Code  29072990
NFPA 704
3
0 0

Hydroxytyrosol price More Price(51)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H4291 3-Hydroxytyrosol ≥98% (HPLC) 10597-60-1 25mg $333 2024-03-01 Buy
Sigma-Aldrich 91404 3-Hydroxytyrosol analytical standard 10597-60-1 5mg $126 2024-03-01 Buy
TCI Chemical D2756 2-(3,4-Dihydroxyphenyl)ethyl Alcohol >98.0%(GC) 10597-60-1 1g $246 2024-03-01 Buy
TCI Chemical D2756 2-(3,4-Dihydroxyphenyl)ethyl Alcohol >98.0%(GC) 10597-60-1 5g $993 2024-03-01 Buy
Cayman Chemical 70604 3,4-Dihydroxyphenyl ethanol ≥98% 10597-60-1 5mg $32 2024-03-01 Buy
Product number Packaging Price Buy
H4291 25mg $333 Buy
91404 5mg $126 Buy
D2756 1g $246 Buy
D2756 5g $993 Buy
70604 5mg $32 Buy

Hydroxytyrosol Chemical Properties,Uses,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.

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.

25379-88-8
10597-60-1
Synthesis of Hydroxytyrosol from 3,4-DIHYDROXYPHENYLACETIC ACID METHYL ESTER
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View Lastest Price from Hydroxytyrosol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Hydroxytyrosol pictures 2024-03-29 Hydroxytyrosol
10597-60-1
US $0.00 / kg 1kg 99.8% 1000 kg BINBO BIOLOGICAL CO.,LTD
3,4-Dihydroxyphenylethanol; Olive leaf extract pictures 2024-03-28 3,4-Dihydroxyphenylethanol; Olive leaf extract
10597-60-1
US $0.00 / KG 1KG 5%; 20%; 98% HPLC 1000KG Changsha Staherb Natural Ingredients Co., Ltd.
Hydroxytyrosol pictures 2024-03-28 Hydroxytyrosol
10597-60-1
US $0.00 / kg 25kg 14% Inquiry PNP Biotech Co. Ltd
3,4-DIHYDROXYPHENYLETHANOL 4-(2-HYDROXYETHYL)-1,2-BENZENEDIOL 2-(3,4-DIHYDROXYPHENYL)ETHYL ALCOHOL BA2774 3,4-Dihydroxybenzeneethanol 1,2-Benzenediol, 4-(2-hydroxyethyl)- beta-3,4-Dihydroxyphenylethyl alcohol 2-(3,4-Dihydroxyphenyl)ethal 3,4-Dihydroxyphenylethyl alcohol ,98% Hydroxy Tyrosol (>85%) HoMoprotocatechuyl Alcohol 3,4-Dihydroxyphenethyl Alcohol 2-(3,4-Dihydroxyphenyl)ethanol The hydroxytyrosol olive/Olive leaf Extract/Hydroxytyrosol 3,4-Dihydroxyphenylethanol (antioxidant) NanoLiposomal Hydroxytyrosol 3,4-Dihydrozyphenylethanol 3,4-Dihydroxyphenylethano 2-(3;4-DIHYDROXYPHENYL)ETHYL ALCOHOL;3-HYDROXYTYROSOL 4-Dihydroxyphenyl)ethyl alcohol 3-Hydroxytyrosol - Technical Hydroxytyrosol 3-20% 2-(3,4-Dihydroxyphenyl)ethylAlcohol> Hydroxytyroso hydroxytyrosol, 3,4-dihydroxyphenylethanol CAS: 10597-60-1 3-Hydroxytyrosol 99% Min by HPLC 3-Hydroxytyrisol Hydroxytyrosol Powder 3,4-DIHYDROXYPHENETHYL ALCOHOL 3,4-DIHYDROXYPHENYLETHYL ALCOHOL 3-HYDROXYTYROSOL 2-(3,4-DIHYDROXYPHENYL)ETHANOL HYDROXYTYROSOL 4-(2-hydroxyethyl)benzene-1,2-diol Dopet Dihydroxyphenylethanol (S)-2-amino-3-(4-hydroxyphenyl)propane-1,1-diol Dopaol Olive Leaf Extract Hydroxytyrosol Top quality exporter Hydroxytyrosol(99%,fermented) Competitive price 10597-60-1 Hydroxytyrosol ( DOPET) Hydroxytyrosol / 3,4-Dihydrozyphenylethanol 10597-60-1 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Phenoxyacetic Acids and Alcohols (substituted) Aromatics Health care 10597-60-1