ChemicalBook >> CAS DataBase List >>Neoandrographolide

Neoandrographolide

CAS No.
27215-14-1
Chemical Name:
Neoandrographolide
Synonyms
NEOANDROGRAPHOLIDE;Neoandrographiside;ANDROGRAPHOLIDE, NEO-;ANDROGRAPHOLIDE, NEO(P);ANDROGRAPHOLIDE, NEO(SH);Andrographolide Impurity 7;discount Neoandrographolide;Neoandrographolide USP/EP/BP;Neoandrographolide (Neoandrographiside);19-hydroxy-8(17),13-laboiadien-16,15-olide-o-βD-glucopyranoside
CBNumber:
CB5201318
Molecular Formula:
C26H40O8
Molecular Weight:
480.59
MDL Number:
MFCD07779130
MOL File:
27215-14-1.mol
MSDS File:
SDS
Last updated:2024-04-01 18:08:31

Neoandrographolide Properties

Melting point 167~168℃
Boiling point 668.1±55.0 °C(Predicted)
Density 1.27±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility DMSO (Slightly), Methanol (Slightly)
pka 12.93±0.70(Predicted)
color White
FDA UNII XBY0Z806J2

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  3

Neoandrographolide price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 49879 Neoandrographolide analytical standard 27215-14-1 5mg $532 2024-03-01 Buy
Cayman Chemical 11742 Neoandrographolide ≥95% 27215-14-1 1mg $44 2024-03-01 Buy
Cayman Chemical 11742 Neoandrographolide ≥95% 27215-14-1 5mg $161 2024-03-01 Buy
Cayman Chemical 11742 Neoandrographolide ≥95% 27215-14-1 10mg $278 2024-03-01 Buy
Usbiological 300673 Neoandrographolide 27215-14-1 20mg $405 2021-12-16 Buy
Product number Packaging Price Buy
49879 5mg $532 Buy
11742 1mg $44 Buy
11742 5mg $161 Buy
11742 10mg $278 Buy
300673 20mg $405 Buy

Neoandrographolide Chemical Properties,Uses,Production

Description

Andrographic 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.

Physical properties

Appearance: Neoandrographolide is a colorless column crystal that has been isolated from the stem and leaves of Andrographis paniculata. Melting point: 167– 168?°C. Specific optical rotation: ?48°(pyridine); ?45°(c?=?1, absolute ethanol). Solubility: Soluble in methanol, ethanol, acetone, and pyridine and slightly soluble in chloroform and water but insoluble in ether and petroleum ether.

History

The 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 et?al. 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.

Uses

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

Indications

Neoandrographolide is available in the Pharmacopoeia of the People’s Republic of China (1977).
Neoandrographolide and andrographolide are the main active ingredients of a variety of pharmaceutical preparations containing the Andrographis herb, such as andrographolide capsules, andrographolide tablets, Andrographis injection, potassium dehydroandrographolide succinate injection, Andrographis tablets, Xiaoyan Lidan tablets, and Fufang chuan xin lian tablets. These drugs are mainly used for treating acute bacterial dysentery, acute gastroenteritis, upper respiratory tract infection, acute tonsillitis, pharyngitis, etc. In addition, they are also used to treat malignant hydatidiform mole and choriocarcinoma.

Pharmacology

Andrographis paniculata has detoxifying abilities, reduces swelling, and relieves pain. The four major diterpene lactones in Andrographis paniculata have antipyretic and anti-inflammatory activities against 2,4-dinitrophenol or endotoxin-induced fever and egg white-induced edema or croton oil-induced inflammatory models.
Animal experiments have shown that Andrographis paniculata has inhibited and delayed the body temperature elevation of persons with infections caused by pneumococcus and hemolytic streptococcus. It also can be used for treating cough and asthma and especially for treating acute bacterial dysentery, acute gastroenteritis, upper respiratory tract infection, acute tonsillitis, pharyngitis, and so on.
The active ingredients andrographolide and neoandrographolide inhibit lipopolysaccharide-induced NO production in the mouse peritoneal macrophages . Neoandrographolide at the high concentration can inhibit the macrophage outbreak caused by LPS and the proliferation of lymphocytes and can synergistically enhance the PMA stimulating effect on the respiratory outbreak. The possible mechanism is related to its ROS scavenging activity .

Clinical Use

Neoandrographolide is one of the main active ingredients of the natural plant Andrographis paniculata. But there is no formulation of neoandrographolide. Andrographis injection has been clinically used, but it has several side effects.

Neoandrographolide Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 185)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083 scglp@glp-china.com CHINA 1824 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Shanghai Standard Technology Co., Ltd.
18502101150 ft-sales@nature-standard.com CHINA 1923 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-519-519-85557386 marketing1@neostarunited.com China 8349 58

View Lastest Price from Neoandrographolide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Neoandrographolide pictures 2024-04-02 Neoandrographolide
27215-14-1
US $1600.00 / g 1g 97 500 Kg R&D Scientific Inc.
Neoandrographolide pictures 2023-02-24 Neoandrographolide
27215-14-1
US $0.00 / mg 5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
Neoandrographolide pictures 2023-02-13 Neoandrographolide
27215-14-1
US $110.00 / kg 1kg 99% 100MT Hebei baicao biology science and technology co., ltd
  • Neoandrographolide pictures
  • Neoandrographolide
    27215-14-1
  • US $0.00 / mg
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
  • Neoandrographolide pictures
  • Neoandrographolide
    27215-14-1
  • US $110.00 / kg
  • 99%
  • Hebei baicao biology science and technology co., ltd

Neoandrographolide Spectrum

3-[2-[(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]-5h-furan-2-one ANDROGRAPHOLIDE, NEO- NEOANDROGRAPHOLIDE 2(5H)-Furanone, 3-[2-[(1R,4aS,5R,8aS)-5-[(β-D-glucopyranosyloxy)methyl]decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]- 3-[2-[(1R,4aS,5R,8aS)-5-[(β-D-Glucopyranosyloxy)methyl]-1,2,3,4,4a,5,6,7,8,8a-decahydro-5,8a-dimethyl-2-methylenenaphthalene-1-yl]ethyl]-2(5H)-furanone 3-[2-[(1R,4aβ)-5α-[(β-D-Glucopyranosyloxy)methyl]decahydro-5,8aα-dimethyl-2-methylenenaphthalen-1α-yl]ethyl]furan-2(5H)-one 4-[2-[(4aS,5R,8aS)-5,8a-dimethyl-2-methylene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxymethyl]decalin-1-yl]ethyl]-2H-furan-5-one 4-[2-[(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 ANDROGRAPHOLIDE, NEO(SH) ANDROGRAPHOLIDE, NEO(P) 19-hydroxy-8(17),13-laboiadien-16,15-olide-o-βD-glucopyranoside D-Glucopyranosyloxy)methyl]decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]-2(5H)-furanone ent-19-Hydroxy-8(17),13-labdadien-16,15-olide 19-O-β-D-glucopyranoside discount Neoandrographolide 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 Andrographolide Impurity 7 Neoandrographolide USP/EP/BP 3-(2-((1S,4aS,5R,8aS)-5,8a-Dimethyl-2-methylene-5-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yloxy)methyl)-decahydronaphthalen-1-yl)ethyl)furan-2(5H)-one Neoandrographiside Neoandrographolide (Neoandrographiside) 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)-one 27215-14-1 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract