하이드록시타이로솔

하이드록시타이로솔
하이드록시타이로솔 구조식 이미지
카스 번호:
10597-60-1
한글명:
하이드록시타이로솔
동의어(한글):
하이드록시타이로솔
상품명:
Hydroxytyrosol
동의어(영문):
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
분자식:
C8H10O3
포뮬러 무게:
154.16
MOL 파일:
10597-60-1.mol
MSDS 파일:
SDS

하이드록시타이로솔 속성

끓는 점
355.4±27.0 °C(Predicted)
밀도
1.321±0.06 g/cm3(Predicted)
굴절률
1.5810-1.5860
저장 조건
-20°C
용해도
아세토니트릴(약간 용해됨), DMSO(약간 용해됨), 에틸아세테이트(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
고체
물리적 상태
단단한 모양
산도 계수 (pKa)
9.72±0.10(Predicted)
색상
무색~황색 점착성 오일
BRN
2208118
안정성
흡습성
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 데이터베이스
10597-60-1(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 26
WGK 독일 3
HS 번호 29072990
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
예방조치문구:
NFPA 704
3
0 0

하이드록시타이로솔 C화학적 특성, 용도, 생산

화학적 성질

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.

정의

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.

일반 설명

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.

생물학적 활성

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.

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.

부작용

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.

하이드록시타이로솔 준비 용품 및 원자재

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