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바이칼린

5,6,7-trihydroxyflavone 7-O-beta-D-glucuronide

HCID 13654833
새 노트새 반응견적 요청하기인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
21967-41-9
표준 SMILES
O=C(O)[C@H]1O[C@H](Oc2cc3oc(-c4ccccc4)cc(=O)c3c(O)c2O)[C@H](O)[C@@H](O)[C@@H]1O
InChIKey
IKIIZLYTISPENI-UNJWAJPSSA-N
분자식
C21H18O11
평균 분자량
446.4 g/mol
단동위원소 질량
446.08491139

개요

See also: Baicalin (annotation moved to).

이름 및 식별자

우선 이름
5,6,7-trihydroxyflavone 7-O-beta-D-glucuronide
IUPAC
(2S,3S,4S,5R,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
현지명
바이칼린
영어명
Baicalin
분자식
C21H18O11
분자량
446.36

이름 및 동의어

5,6,7-trihydroxyflavone 7-O-beta-D-glucuronideCID 13654833SCHEMBL285081Baicalin (NSC-661431)CHEMBL513948HMS3884H11AKOS022168217CCG-269190BRD-K99455969-001-02-8바이칼린herpetrioneRadix
이름 더 보기
5,6-Dihydroxy-4-oxygen-2-phenyl-4H-1-benzopyran-7-beta-D-glucopyranose acidBAICALIN HYDRATEBaicalein 7-O-glucuronideBaicalein 7-O-β-D-glucuronideBassoraBaicalinBaicailinHuang qin

데이터베이스 식별자

CAS
21967-41-9
PubChem CID
13654833
ChEMBL
CHEMBL513948

물성

구조 계산 물성

XLogP
1.1
극성 표면적
183 Ų
수소 결합 공여자 수
6
수소 결합 수용자 수
11
회전 가능 결합 수
4
무거운 원자 수
32
형식 전하
0
복잡도
748

실험 및 물리화학적 성질

Melting Point202 - 205 °C
Physical DescriptionSolid

물리화학적 성질

녹는점
202 · 202-205 °C (dec.) (lit.)
끓는 점
836.6 · 836.6±65.0 °C(Predicted)
밀도
1.737 · 1.737±0.06 g/cm3(Predicted)
저장 조건
2 · 2-8°C
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)
2.72 · 2.72±0.70(Predicted)
물리적 상태
고체
색상
연한 노란색에서 노란색까지
안정성
흡습성
화장품 원료 기능
피부 컨디셔닝항산화제
InChIKey
IKIIZLYTISPENI-ZFORQUDYSA-N
SMILES
OC1C(=C(O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)O)C=C2OC(C3C=CC=CC=3)=CC(=O)C=12)O |&1:5,6,7,9,11,r|
LogP
1.431 · 1.431 (est)

화학적 성질

안전 및 규제

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

안전 데이터

wgk
3
rtecs
LZ5776910
HS 번호
29329990
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36
Hazard Classifications
Acute Tox. 4 Oral
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야 · 4건

개요Baicalin is one of the main active ingredients obtained from the roots of huang qin (Scutellaria baicalensis Georgi). The Pharmacopoeia of the People’s Republic of China (2015) stipulates that the content of baicalin in radix scutellariae with dry goods shall not be less than 9.0%. The medicinal radix scutellariae distribution in China are now Yunnan radix scutellariae (S. amoena C.H. Wright), sticky hairs radix scutellariae (S. viscidula Bunge), Gansu radix scutellariae (S. rehderiana Diels), Lijiang radix scutellariae (S. likiangensis Diels), Sichuan radix scutellariae (S. hypericifolia Lev l.), radix scutellariae (S. tenax W.W. Smith var. patentipilosa G. Y. Wu), etc., which contain a certain amount of baicalin. Radix scutellariae medicinal has a long history in China. Listed as goods in Shen Nong’s Classic of Materia Medica, it has been used clinically to treat diseases with symptoms such as “heat jaundice, intestinal dysentery, edema, amenorrhea, malignant sore, and scleritis” for about 2000 years. Scutellaria is recorded in the Pharmacopoeia of the People’s Republic of China to have the effects of “clear heat and wet, purging fire to detoxify, stop bleeding and tocolysis.” It is one of the commonly used traditional Chinese herbs, which is clinically used alone or with other Chinese medicine compatibility for the treatment of respiratory infections, acute dysentery, viral hepatitis, allergic disease and gynecological disease, and so on.

역사The chemical research of the genus Scutellaria began in 1889. Baicalein (scutellarein) is the first flavonoid isolated from Vietnam radix scutellariae (S. altissima) in 1910. In 1922, Shibata Gui Tai and his collaborators isolated and obtained baicalin, baicalein, wogonin, and benzoic acid from Scutellaria baicalensis.Among the flavonoids in Scutellaria baicalensis, the content of baicalein is the highest. Its official name is baikeli. Baicalin is formed by the combination of baicalein and one molecule of glucuronic acid. Both baicalein and baicalin exist in Scutellaria baicalensis. Studies showed that baicalein could be transferred into baicalin and other metabolites in the blood. However, baicalin by oral is hardly absorbed. Baicalein can be absorbed and also rapidly converted into baicalin.At present, there are a variety of mature extraction methods for obtaining baicalin and baicalein from Scutellaria baicalensis. Due to the poor water solubility, oral preparation of baicalin is mostly used in clinical practice. Research showed that baicalin had a significant first pass effect, which led to its low bioavailability. Baicalin-metal complexes formed by the combination of baicalin and metal ions were found to enhance bioavailability and increase pharmacological activities. In addition, the preparation of ester-type prednisone was easily hydrolyzed by esterase and could improve the lipid solubility of baicalin.

공급사

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관련 반응

0건
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

Light yellow powder

용도Baicalin has been used in a study to examine its neuroprotective effect in chronically stressed rats.2

일반 설명Baicalin is a key flavonoid found in the roots of Scutellaria baicalensis. It is known to have different biological activities, such as anti-oxidative, anti-inflammatory, antitumor and anti-apoptotic activities.

상·하류 제품 정보

하류 제품

바이칼린메틸에스테르Oroxylin AOroxylin A 7-O-beta-D-glucuronide methyl ester

추가 설명

정의ChEBI: The glycosyloxyflavone which is the 7-O-glucuronide of baicalein.