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나린진

나린진
나린진 구조식 이미지
카스 번호:
10236-47-2
한글명:
나린진
동의어(한글):
나린진
상품명:
Naringin
동의어(영문):
ringin;Naring;NARINGIN;FEMA 2769;in hydrate;naringoside;Naringin,97%;Naringin CRS;(2S)-Naringin;ISOHESPERIDIN
CBNumber:
CB8288064
분자식:
C27H32O14
포뮬러 무게:
580.53
MOL 파일:
10236-47-2.mol

나린진 속성

녹는점
166 °C
알파
-91 º (c=1, C2H5OH)
끓는 점
559.35°C (rough estimate)
밀도
1.3285 (rough estimate)
FEMA
2769 | NARINGEN EXTRACT (CITRUS PARADISI MACF.)
굴절률
-84 ° (C=2, EtOH)
저장 조건
2-8°C
산도 계수 (pKa)
7.17±0.40(Predicted)
물리적 상태
crystalline
색상
off-white
optical activity
[α]20/D 80±10°, c = 1% in ethanol
수용성
Soluble in water, alcohol, acetone and warm acetic acid.
Merck
14,6425
BRN
102012
CAS 데이터베이스
10236-47-2(CAS DataBase Reference)
EPA
4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)- (10236-47-2)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,Xi
위험 카페고리 넘버 22-36/37/38
안전지침서 22-24/25-36-26
WGK 독일 3
RTECS 번호 QN6340000
F 고인화성물질 3
TSCA Yes
HS 번호 29389090
그림문자(GHS):
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P405 밀봉하여 저장하시오.
NFPA 704
0
1 0

나린진 MSDS


7-(2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone

나린진 C화학적 특성, 용도, 생산

개요

Naringin is also called naringoside, hesperidin, and isohesperidin. It is a pale yellow flavanone compound extracted from immature or nearly mature outer layer of C. paradisi Macfad which belongs to Citrus grandis (L.) Osbeck. It tastes bitter and is naturally existed in the skin and flesh of Rutaceae like grapefruit, mandarin orange, and orange. It is also one of the active ingredients in many traditional Chinese medi cines like Rhizoma Drynariae, Immature Bitter Orange, Fructus Aurantii, and Exocarpium Citri Grandis. The contents of naringin in different plants vary greatly with the category and origin, and the content of naringin is high in immature fruits . In terms of traditional Chinese medicine, the flavor of grapefruit is sweet and sour, and the nature is cold; the flavors of its peel are sweet, pungent, and bitter, and the nature of its peel is warm. Both the pulp and the peel of grapefruit have the bio logical function including reducing phlegm, helping digestion, relieving abdominal distention, and fast diaphragm. And they are mainly used for the treatment of cough with asthma, sense of suppression in the chest, coldness and pain in abdomen, dys peptic retention, and hernia.

화학적 성질

beige to yellowish powder

물리적 성질

Appearance: white to light yellow crystalline powder. Solubility: soluble in metha nol, ethanol, acetone, acetic acid, dilute alkali solution, and hot water and insoluble in nonpolar solvent like petroleum benzin, ether, benzene, and chloroform. Melting

역사

Naringin is mainly existed in the peel of grapefruit, lime, and their varieties; it has multiple biological activities and is widely applied in the fields of medicine, food, and cosmetics. In the 1930s, Harvey and Rygg obtained naringin through the method of isolation and extraction. They also established a colorimetric method for the determination of naringin, which laid the foundation for the following researches . Booth and other researchers conducted the systematic researches on the narin gin metabolites . In the 1960s, Hagen and other researchers established a fluores cence chromatography method for the determination naringin . In addition, the biological activity of naringin was evaluated. It was observed to improve ascites, experimental pulmonary edema, peritonitis, and oxygenation . At present, the extraction methods of naringin are hot water extraction, alkali extraction, and acid precipitation and organic solvent extraction. A series of pharmacological activity studies have been conducted and demonstrated its various biological activities .

용도

antihaemorrhagic, antiinflammatory

용도

Naringoside is a metabolite of Naringin (N378980), a major flavonoid found in grapefruit juice. It has antioxidant, lipid lowering, and anticancer activities. It is also an inhibitor of cytochrome P450 enzymes, affecting drug metabolism and thus drug absorption in humans.

정의

ChEBI: A disaccharide derivative that is (S)-naringenin substituted by a 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosi ic linkage.

일반 설명

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Naringin, a flavanoid in grapefruit and other citrus fruits, potently inhibits intestinal organic anion-transporting polypeptide 1A2 (OATP1A2). Grapefruit juice thereby reduces bioavailability of many pharmacological agents taken at the same time.

Pharmacology

Analgesic and Anti-inflammatory Effects
The writhing times of mice were found to be significantly reduced after intragastric administration of naringin at the dose of 60, 120, and 180 mg/kg. The swelling degree of ear was inhibited after intragastric administration of naringin at the dose of 120, 180, and 240 mg/kg. The peritoneal exudate was significantly reduced after intragastric administration of naringin at the dose of 120, 180, and 240 mg/kg. The inflammatory swelling caused by rat paw injection of protein was inhibited after intragastric administration of naringin at the dose of 60, 120, and 180 mg/kg/day for consecutive 3 days, and the anti-inflammatory mechanism may be related to the inhibitory effects on the process of synthesizing or releasing of inflammatory medi ators PGE2
Anti-apoptosis, Anti-radiation, and Cancer Prevention
Naringin was found to inhibit the liver damage caused by TNF releasing induced by lipopolysaccharide, which may be used to reduce the damage to liver and the inci dence of liver cancer . The anticancer effect of naringin was a comprehensive result caused by many physiological activities, including the effect of antioxidantand anti-free radicals, inhibiting the proliferation of cancer cells, inducing the apop tosis of tumor cells, and inhibiting the expression of cancer gene, among which inducing tumor cell apoptosis was an important way of naringin to prevent cancer
Protective Effects on Early Diabetes and Complications
Naringin was reported to promote the decomposition of sugar in the liver and decrease glycogen concentration by inhibiting the apoptosis of pancreatic B cells caused by oxidation and regulating the expressing and activity of fatty acid, choles terol, and glucose metabolism enzyme .
Naringin is the important component of traditional Chinese medicine drynaria rhizome. Experiment results have proved that naringin can inhibit many kinds of inflammation effects including osteoarthritis. Besides, naringin was found to have the effects of promoting osteoblast proliferation and differentiation as well as inhib iting the activity of osteoclast

Clinical Use

It was used for the treatment of bacterial infection, calm, and cancer prevention

Purification Methods

This bitter principle from grape juice crystallises from water to give the hydrate with 6-8 H2O which when dried at 110o gives the dihydrate. Its solubility in H2O is 0.1% at 40o and 10% at 75o. The 2,4-dinitrophenylhydrazone crystallises from aqueous dioxane with m 246-247o [Douglass et al. J Am Chem Soc 73 4023 1951]. [Pulley & von Loesecke J Am Chem Soc 61 175 1939, Beilstein 18 III/IV 2637, 18 V 528.]

나린진 준비 용품 및 원자재

원자재

준비 용품


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