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베르게닌

Bergenin

HCID 66065
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
477-90-7
표준 SMILES
COc1c(O)cc2c(c1O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1OC2=O
InChIKey
YWJXCIXBAKGUKZ-HJJNZUOJSA-N
분자식
C14H16O9
평균 분자량
328.27 g/mol
단동위원소 질량
328.07943208

개요

Bergenin is a natural product found in Cenostigma gardnerianum. It has a role as a metabolite.

이름 및 식별자

우선 이름
Bergenin
IUPAC
(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
현지명
베르게닌
영어명
Bengenin
분자식
C14H16O9
분자량
328.27

이름 및 동의어

bergenin477-90-7YanbaicaisuBergeninumL84RBE4IDCNSC-661749NSC-757796(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-oneDTXSID40481414-Methoxy-2-(tetrahydro-3,4,5-trihydroxy-6-(hydroxymethyl)pyran-2-yl)alpha-resorcylic acid gamma lactone(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano(3,2-c)isochromen-6-one(-)-Bergenin
이름 더 보기
베르게닌VakerinEngeninGoldateBergenitAi Cha SuNSC 661749Bergenitol
RefChem:567029GlyTouCan:G67862GTDTXCID0028113G67862GT803-760-9BengeninCuscutinMFCD00133120

데이터베이스 식별자

물성

구조 계산 물성

XLogP
-1
극성 표면적
146 Ų
수소 결합 공여자 수
5
수소 결합 수용자 수
9
회전 가능 결합 수
2
무거운 원자 수
23
형식 전하
0
복잡도
458

실험 및 물리화학적 성질

Collision Cross Section · 2건

163.07 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

168.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점
237 · 237-240 °C(lit.)
끓는 점
386.03 °C · 386.03°C (rough estimate)
밀도
1.3901 · 1.3901 (rough estimate)
굴절률
1.655 · 1.6550 (estimate)
저장 조건
-20 °C · -20°C
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
Solid
산도 계수 (pKa)
8.26 · 8.26±0.70(Predicted)
색상
흰색에서 황백색까지
주요 응용
대사체학비타민, 기능성 식품 및 천연 제품
화장품 원료 기능
피부 컨디셔닝
InChI
1S/C14H16O9/c1-21-11-5(16)2-4-7(9(11)18)12-13(23-14(4)20)10(19)8(17)6(3-15)22-12/h2,6,8,10,12-13,15-19H,3H2,1H3/t6-,8-,10+,12+,13-/m1/s1
InChIKey
YWJXCIXBAKGUKZ-HJJNZUOJSA-N

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

안전 데이터

wgk
3
rtecs
UQ0337200
HS 번호
29329990
risk_code
36/37/38-20/21/22
hazard_code
Xi,Xn
safety_code
26-36
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야 · 4건

개요The plant resources of bergenin are rich, mainly from Rock cabbage (Bergenia purpurascens) and thick leafy rock cabbage (Astilbe macroflora) from Saxifragaceae and the roots, stems, and leaves of bai liang jin (Ardisia crispa) from Ardisia japonica (Thunb.) Blume. In Chinese medicine Rock cabbage (Bergenia purpurascens) is the common folk medicine, with nourishing, stanching bleeding, relieving a cough, and other effects. Its earliest record is contained in the classified herbal in Qing Dynasty .There are ten kinds of Rock cabbage (Bergenia purpurascens) in Asia, mainly growing in East Asia, north of South Asia, and southeastern Central Asia. There are seven species (including three endemic species) in China, mainly distributed in Shaanxi (Qinling), Xinjiang, Sichuan, Yunnan, and Tibet .

역사In 1958, Hay and Haynes first reported the complete synthesis of bergenin, using 4-methoxy gallate and A-D-bromo-2, 3, 4, 6-tetraacetylglucose as raw materials to synthesize bergenin successfully .In 1987, Chen Wendou determined the content of bergenin as 5.8% in the alcohol extract of Astilbe chinensis (Maxim.), Franch. et Savat.(Luoxinfu), and Rock cabbage (Bergenia purpurascens) by using high-performance liquid chromatography. In 1991, Wang Junping determined the content of bergenin in the alcohol extract of Rodgersia podophylla as 19.17% with spectrophotometry.By doing thin layer qualitative analysis, Liu Nunian discovered that bergenin could be found in seven kinds of plants including sour moss (Ardisia solanacea), Luosan tree (Ardisia quinquegona Bl.), Cinnabar root (Ardisia crenata Sims), Zijinniu (Ardisia japonica), Lianzuozijinniu (Ardisia primulaefolia), Jiujielong (Ardisia pusilla), and Xinyezijinniu (Ardisia maclurei) from Ardisia. In addition, Zhang Yi determined the content of bergenin in the medicinal plants from Ardisiawith high-performance liquid chromatography, and results showed that there were four species of plants with the content of bergenin of more than 1%, having great resource utilization value. There are 11 species of plants with the content of bergenin less than 1%, such as Xiaoqiaomuzijinniu (Ardisia arborescens), twist fruit, fine umbrella (Ardisia affinis Hemsl.), and so on. They had some useful value as well .In recent years, it has been found that both 8, 10-dimethylca bergenin and 11-0-gallate betaine had weak inhibitory effects on the tumor in mice, and their effects were stronger than that of bergenin. The effect of acetylated bergenin was stronger than that of bergenin on liver injury induced by chloroform in mice. The new bergenin derivatives from the Ardisia gigantifolia stapf had a certain degree of free radical-scavenging effect and anti-HIV viral activity .

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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
CAS
477-90-7
PubChem CID
66065
DTXSID
DTXSID4048141
ChEMBL
CHEMBL273019
ChEBI
CHEBI:69499
UNII
L84RBE4IDC
EC Number
803-760-9
Nikkaji
J475.124H
SMILES
O1[C@@H]2[C@H](OC(=O)c3c2c(c(c(c3)O)OC)O)[C@H]([C@@H]([C@H]1CO)O)O
LogP
-1.398 · -1.398 (est)

화학적 성질

White powder

용도A herbal remedy with antioxidant, antimicrobial and antiinflammatory properties.

일반 설명This 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

상·하류 제품 정보

상류 원료

Ethanol solution

공급사100 곳

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추가 설명

정의ChEBI: A natural product found in Cenostigma gardnerianum.