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디오스민

5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside

HCID 5353588
노트반응

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

CAS
520-27-4
표준 SMILES
COc1ccc(-c2cc(=O)c3c(O)cc(OC4OC(COC5OC(C)C(O)C(O)C5O)C(O)C(O)C4O)cc3o2)cc1O
InChIKey
GZSOSUNBTXMUFQ-UHFFFAOYSA-N
분자식
C28H32O15
평균 분자량
608.549 g/mol
단동위원소 질량
608.17412032

이름 및 식별자

우선 이름
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside
IUPAC
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside
현지명
디오스민
영어명
Diosmin
분자식
C28H32O15
분자량
608.55

이름 및 동의어

디오스민다이오스민DIOSMETIN-7-O-RUTINOSIDEHesperedinDIOSIMINDIOSMINESiF6Rubber powderDaflonDiosmin CRSDioveniosmin

데이터베이스 식별자

CAS
520-27-4
PubChem CID
5353588
DTXSID
DTXSID10859445
ChEMBL
CHEMBL1707291
ChEBI
CHEBI:176381
EC Number
159-195-7

물성

물리화학적 성질

녹는점
277 · 277-278°C
끓는 점
926.8 · 926.8±65.0 °C(Predicted)
밀도
1.68 · 1.68±0.1 g/cm3(Predicted)
증기압
0 Pa · 0Pa at 20℃
저장 조건
2 · Sealed in dry,2-8°C
용해도
물에 거의 녹지 않으며, 디메틸설폭사이드에 녹고, 알코올에는 거의 녹지 않습니다. 알칼리 수산화물의 묽은 용액에 용해됩니다.
물리적 상태
Solid
산도 계수 (pKa)
6.1 · 6.10±0.40(Predicted)
색상
페일베이지부터 브라운까지
수용성
DMSO(50mg/ml), 물(25°C에서 122mg/ml) 및 에탄올(25°C에서 <1mg/ml)에 용해됩니다.
Merck
14 · 14,3297
주요 응용
음식 및 음료
화장품 원료 기능
항산화제
InChIKey
GZSOSUNBTXMUFQ-YFAPSIMESA-N
SMILES
COc1ccc(cc1O)C2=CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2
LogP
0.14 at · 0.14 at 20℃
화학적 성질 · 1건

Diosmin is a natural flavonoid mainly present in the peel of some citrus fruits, such as oranges and lemons. Flavonoids are anti-inflammatory plant compounds that protect your body from free radicals and other unstable molecules. The most prevalent uses for Diosmin include hemorrhoids and leg sores caused by poor blood flow. Diosmin was first found in 1925 in the wort plant and has since been used as a natural treatment for hemorrhoids, varicose veins, venous insufficiency, leg ulcers, and other circulatory issues.

안전 및 규제

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

안전 데이터

wgk
3
HS 번호
29381000
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36-36/37-24/25
기존화학 물질
KE-34297
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야 · 3건

개요Diosmin was separated from the root of Scrophularia nodosa L. in 1925. The root of Scrophularia nodosa L. has the function of nourishing, reducing fever, relieving internal heat, and detoxicating. It was firstly recorded in the Shen Nong’s Classic of Materia Medica, as a class of middle-grade drug and is currently recorded in the Ch.P 2015, Volume I. The natural resource was abundant in China, mainly provided from Zhejiang, Sichuan, Hubei, Anhui, and Jiangsu provinces. In the clinical practice, Scrophularia nodosa L. was employed to eliminate pathogenic heat from the blood. In the clinical indication, diosmin was mainly applied to treat fever, polydipsia, maculitis, gingivitis, amygdalitis, laryngopharyngitis, acute lymphadenitis, etc. It also has the biological function of antiplatelet aggregation and antitumor. The chemical components include iridoids, phenylpropanoid glycoside, flavonoids, and fatty acids.

역사Diosmin was firstly introduced as a medicine in 1969. It was launched in France in 1987 with the product name “Alvenor.” As the protecting agent for blood vessel and therapeutic agent for chronic venous disease, diosmin has been used for over 30years in EuropeDiosmin is a typical flavonoid. It could be prepared from natural resources or semisynthesized from the natural product hesperidin by dehydrogenation reaction.

용도Diosmin is an agonist of the aryl hydrocarbon receptor (AhR) and exhibits anti-proliferative and anti-inflammatory. It is used in the treatment of venous disease, i.e., chronic venous insufficiency (CVI) and hemorrhoidal disease (HD). Diosmin also reduces capillary hyperpermeability and expression of endothelial adhesion molecules (ICAM1, VCAM1). It effectively inhibits the P-glycoprotein (Pgp)-mediated efflux in cells.

상·하류 제품 정보

상류 원료

수산화나트륨아세트산(빙초산)비타민 P무수초산

공급사100 곳

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추가 설명 · 1건

정의ChEBI: Diosmin is a disaccharide derivative that consists of diosmetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as an antioxidant and an anti-inflammatory agent. It is a glycosyloxyflavone, a rutinoside, a disaccharide derivative, a monomethoxyflavone and a dihydroxyflavanone. It derives from a diosmetin.