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켈리도닌

Chelidonine

HCID 197810
노트반응

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기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
20267-87-2
표준 SMILES
CN1Cc2c(ccc3c2OCO3)[C@@H]2[C@H]1c1cc3c(cc1C[C@@H]2O)OCO3
InChIKey
GHKISGDRQRSCII-ZOCIIQOWSA-N
분자식
C20H19NO5
평균 분자량
353.374 g/mol
단동위원소 질량
353.12632271

이름 및 식별자

우선 이름
Chelidonine
IUPAC
Chelidonine
현지명
켈리도닌
영어명
CHELIDONINE
분자식
C20H19NO5
분자량
353.37

이름 및 동의어

켈리도닌helidoninekhelidoninCHELIDONINAids002651CHELIDONINESTYLOPHORINchelidoninySTYLOPHORONAids-002651STYLOPHORINE

데이터베이스 식별자

CAS
20267-87-2、476-32-4
PubChem CID
197810
DTXSID
DTXSID10878474
ChEMBL
CHEMBL496867
ChEBI
CHEBI:31389
UNII
4UDG3LY0GT、8K7EK8446J
EC Number
207-504-1、243-662-8
Nikkaji
J5.974I

물성

물리화학적 성질

녹는점
135 · 135-140°C
끓는 점
0.002 · bp0.002 220° (air-bath temp)
밀도
1.2976 · 1.2976 (rough estimate)
굴절률
1.58 · 1.5800 (estimate)
저장 조건
2 · Sealed in dry,2-8°C
용해도
Soluble in chloroform; slightly soluble in methan
물리적 상태
가루
산도 계수 (pKa)
14.11 · 14.11±0.20(Predicted)
색상
무색의
Merck
13 · 13,2061
화장품 원료 기능
피부 컨디셔닝
InChI
InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1
InChIKey
GHKISGDRQRSCII-ZOCIIQOWSA-N
SMILES
[C@@H]1(O)[C@@]2([H])[C@]([H])(N(C)CC3=C2C=CC2OCOC3=2)C2C=C3OCOC3=CC=2C1
LogP
2.899 · 2.899 (est)

화학적 성질

White, crystalline powder alkaloid.

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

안전 데이터

wgk
3
rtecs
FL9450000
ridadr
2811
독성
LD50 in mice (mg/kg): 34.6 ±2.44 i.v. (Anderson, Chen)
risk_code
25-20/21/22
hazard_code
Xn
safety_code
20-45-36/37
Hazard Classifications
Acute Tox. 3 InhalationAcute Tox. 3 Oral
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

화학 및 산업

응용 분야 · 3건

개요Chelidonine, also named ranunculine, is a kind of alkaloid isolated from the whole plant of Chelidonium majus. L . As a kind of traditional Chinese medicine, Chelidonium majus. L was firstly recorded in Chiu Huang Pen Ts’ao of Ming dynasty. In the seventeenth century, it has been used for the treatment of jaundice, biliary colic, and cholelithiasis. In 1941, a researcher from Soviet Union reported that it showed good effect for the treatment of cutaneous tuberculosis. This plant has multiple effects on different diseases, including anti-inflammatory, analgesia, relieving cough, inducing diuresis, anticancer, antifungal, relieving asthma, and detoxification. It was recorded in the Pharmacopoeia of the People’s Republic of China (1977) .The material basis for Chelidonium majus. L is alkaloid. Among which, chelidonine, a benzophenanthridine alkaloid, is the main effective ingredient . Although great progresses have been made in the chemical synthesis of chelidonine recently, the biosynthetic pathways of chelidonine remain unclear, which still need in-depth study and exploration in the future

역사Chelidonine was isolated from Chelidonium majus. L in 1824 for the first time. Pharmacological studies found that it exerted antitumor effect via different mechanisms. However, its poor bioavailability limited its application. Some researchers developed a chelidonine/polylactic acid copolymer nanoparticle using nanotechnology. The nano-chelidonine showed good tissue distribution without causing any toxicity in mice and could enter into the brain tissues, showing great application potential. In addition, nano-chelidonine showed protective effect on liver injury induced by cadmium in mice .In 1981, an Austrian researcher isolated a novel compound ukrain (phosphorothioate derivative of chelidonine) from Chelidonium majus. L. Ukrain could inhibit tumor cell proliferation through a variety of mechanisms. Currently, ukrain is used as an antitumor drug for the clinical treatment of lung cancer, breast cancer, prostate cancer, and pancreatic cancer . In 2004, quarter amine chelidonine phosphorothioate derivatives have been applied for an invention patent as anticancer drugs in China.Chelidonine has morphine-like analgesic effects suggesting that its analgesic effect is mainly peripheral and cannot be antagonized by the morphine receptor antagonist naloxone . The 6-alkoxy and 6-acyloxy derivatives of chelidonine can inhibit the central nervous system, especially for nerve terminal, and show sedative and hypnotic effects .

용도Poison; central nervous system depres- sant causing sleepiness, depression, slowing of the pulse, coma and circulatory failure.

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이 페이지에서기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

상·하류 제품 정보

상류 원료

1,3-Benzodioxole-4-carboxaldehyde, 5-iodo-

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