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Neoandrographolide

HCID 9848024
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
27215-14-1
표준 SMILES
C=C1CC[C@@H]2[C@](C)(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CCC[C@@]2(C)[C@@H]1CCC1=CCOC1=O
InChIKey
YGCYRQKJYWQXHG-RDNQFMDVSA-N
분자식
C26H40O8
평균 분자량
480.6 g/mol
단동위원소 질량
480.27231823

개요

Neoandrographolide is a diterpene glycoside.

이름 및 식별자

우선 이름
Neoandrographolide
IUPAC
4-[2-[(1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
영어명
Neoandrographolide
분자식
C26H40O8
분자량
480.59

이름 및 동의어

Neoandrographolide27215-14-1Neoandrographiside(-)-neoandrographolideXBY0Z806J2DTXSID809048952(5H)-Furanone, 3-(2-(5-((beta-D-glucopyranosyloxy)methyl)decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethyl)-, (1R-(1alpha,4abeta,5alpha,8aalpha))-4-[2-[(1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one4-(2-((1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylidene-5-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethyl)-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethyl)-2H-furan-5-oneRefChem:165088DTXCID0013340042(5H)-Furanone, 3-(2-((1R,4aS,5R,8aS)-5-((beta-D-glucopyranosyloxy)methyl)decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethyl)-
이름 더 보기
ANDROGRAPHOLIDE, NEO-Neoandrographolide(SH)ANDROGRAPHOLIDE, NEO(P)ANDROGRAPHOLIDE, NEO(SH)Andrographolide Impurity 7discount Neoandrographolide

물성

구조 계산 물성

XLogP
2.6
극성 표면적
126 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
8
회전 가능 결합 수
7
무거운 원자 수
34
형식 전하
0
복잡도
811

실험 및 물리화학적 성질

LogP0.44

물리화학적 성질

녹는점
167 · 167~168℃
끓는 점
668.1 · 668.1±55.0 °C(Predicted)
밀도
1.27 · 1.27±0.1 g/cm3(Predicted)
저장 조건
2 · under inert gas (nitrogen or Argon) at 2–8 °C
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
Solid
산도 계수 (pKa)
12.93 · 12.93±0.70(Predicted)
색상
하얀색
주요 응용
음식 및 음료
InChIKey
YGCYRQKJYWQXHG-ACIHAPLFNA-N
SMILES
[C@@]12(C)CCC[C@@](C)(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@]1([H])CCC(=C)[C@H]2CCC1=CCOC1=O |&1:0,5,9,11,14,16,18,20,26,r|

안전 및 규제

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

안전 데이터

wgk
3
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야 · 3건

개요Andrographic plants are derived from the aerial parts of Andrographis paniculata (Burm.f.) Nees and known by various vernacular names such as “chunlianqiuliu,” “yijianxi,” “lanhelian,” “kudancao,” “jinxiangcao,” “jinergou,” “India grass,” and “bitter grass.” Andrographis paniculata is planted in South and Southeast Asia, India, and Australia. This herb is also cultivated in Fujian, Guangdong, Hainan, Guangxi, Yunnan, Jiangsu, and Shaanxi provinces in China. Andrographis paniculata has been used to treat colds, sore throat, mouth sores, cough, diarrhea dysentery, and so on. Andrographis paniculata contains diterpene lactone compounds, and they have anti-inflammatory and antimicrobial activities. The main active ingredients include andrographolide, neoandrographolide, deoxy andrographolide, dehydrated andrographolide, and so on. Andrographis paniculata has been included by US Pharmacopeia.

역사The chemical constituents of Andrographis paniculata are mainly lactones and flavonoids, including the lactone compounds such as andrographolide and dehydrated andrographolide. In 1952, Kleipool first reported the separation of andrographolide from Andrographis paniculata . In 1968 and 1971, W.R. Chan etal. identified the chemical structure and stereostructure of andrographolide. In the 1990s, a variety of diterpene lactones were isolated from the aerial part and the lotus leaf of Andrographis paniculata, such as andrographolide, neoandrographolide, dehydroandrographolide, deoxyandrographolid, deoxyandrographiside, 8-methylandrograpanin, 3-dehydrodeoxyandrographolide, andrograpanin, and 3-oxo-14-deoxy-andrographol,and also some flavonoids and sitosterol and daucosterol compounds . Until now, more than 40 diterpene lactone components and more than 70 flavonoids have been found from Andrographis paniculata. There are sterols, organic acids, diterpene alcohols, diterpene acid salts, and cycloalkene ether also found from Andrographis paniculata .Since the 1970s, pharmacists and organic chemists have done a lot of work on the modification of andrographolide, mainly in Michael addition of α, β-unsaturated lactone double bonds and three hydroxyl groups selective esterification, oxidation and substitution reactions, redox reduction of double bonds, intramolecular cyclization, and lactone ring replacement reactions , and the resulting andrographolide derivatives or analogues can improve the antibacterial, anti-inflammatory, cardiovascular system, immunomodulation, and antitumor activities.

용도Neoandrographolide is one of the principle diterpenoids isolated from A. paniculata, a well-recognized medicinal plant in Asia.

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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Neoandrographolide USP/EP/BP
3-(2-((1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylene-5-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)decahydronaphthalen-1-yl)ethyl)furan-2(5H)-oneMFCD07779130UNII-XBY0Z806J2Neoandrographolide (Standard)CHEMBL480853MEGxp0_000981orb1222432orb1303611

데이터베이스 식별자

CAS
27215-14-1
PubChem CID
9848024
DTXSID
DTXSID80904895
ChEMBL
CHEMBL480853
ChEBI
CHEBI:228890
UNII
XBY0Z806J2
Nikkaji
J17.273A

상·하류 제품 정보

하류 제품

19-Hydroxy-8(17),13-labdadien-16,15-olide

공급사100 곳

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