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Home > Products >  Andrographolide

Andrographolide CAS NO.5508-58-7

  • Min.Order: 1 Metric Ton
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  • Product Details

Keywords

  • Andrographolide
  • 5508-58-7
  • C20H30O5

Quick Details

  • ProName: Andrographolide
  • CasNo: 5508-58-7
  • Molecular Formula: C20H30O5
  • Appearance: powder
  • Application: C20H30O5
  • DeliveryTime: 2-3day
  • PackAge: 25KG/Cardboard bucket or as required
  • Port: shanghai or other
  • ProductionCapacity: 5 Metric Ton/Month
  • Purity: 99(%)
  • Storage: Store in dry, dark and ventilated plac...
  • Transportation: by air or by sea
  • LimitNum: 1 Metric Ton

Superiority

 

Andrographolide Basic information
Description References
Product Name: Andrographolide
Synonyms: Andrographolide, 98%, from Andrographis paniculata;hylene-1-naphthalenyl)ethylidene)dihydro-4-hydroxy-,(1r-(1-alpha(e(s*)),4a-be;3-[2-[decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenenaphthyl]ethylidene]dihydro-4-hydroxyfuran-2(3H)-one;Andrographalide;ANDROGRAPHOLIDE:2(3H)-FURANONE,3-[2-[(1R,4AS,5R,6R,8AS)-DECAHYDRO-6-HYDROXY-5-(HYDROXYMETHYL)-5,8A-DIMETHYL-2-METHYLENE-1-NAPHTHALENYL]ETHYLIDENE]DIHYDRO-4-HYDROXY-, (3E,4S)-,;2(3H)-Furanone, 3-2-(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenylethylidenedihydro-4-hydroxy-, (3E,4S)-;ANDROGRAPHOLIDE(P);3-[2-[Decahydro-6-hydroyx-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenylethylidene]dihydro-4-hydroxy-2(3H)-furanone
CAS: 5508-58-7
MF: C20H30O5
MW: 350.45
EINECS: 226-852-5
Product Categories: Di-Terpenoids;Asymmetric Synthesis;Chiral Building Blocks;Complex Molecules;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;plant extract-;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Herb extract;chemical reagent;natural product;-;pharmaceutical intermediate;phytochemical
Mol File: 5508-58-7.mol
Andrographolide Structure
 
Andrographolide Chemical Properties
Melting point  229-232 °C(lit.)
alpha  -126 º (c=1.5,HAc)
density  d421 1.2317
storage temp.  +2C to +8C
form  Off-white solid
optical activity [α]20/D 126°, c = 1.5 in acetic acid
λmax 223nm(MeOH)(lit.)
Merck  14,633
BRN  42762
InChIKey BOJKULTULYSRAS-QPSYGYIJSA-N
CAS DataBase Reference 5508-58-7
 
Safety Information
Hazard Codes  Xn
Risk Statements  20/21/22-36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  3
RTECS  LU3490750
HS Code  29322980
 
 
Andrographolide Usage And Synthesis
Description Andrographolide is the bitter principle, a colorless and neutral crystalline substance. It is the major labdane diterpenoid isolated from Andrographis paniculate. It exhibits antiviral, anti-inflammatory, and anticancer activities. The underlying mechanism is the inhibition of the mitogen-activated protein kinase/extracellular signal-regulated kinase (MAPK/ERK) signaling (specifically p38 MAPK/ERK1/2) pathway and downstream transcription factors such as nuclear factor kappa B (NF-κB) and nuclear factor of activated T cells (NFAT). Andrographolide is also confirmed with chemopreventive effects against and the inhibitory effects on cancer cell growth in breast, colon, epidermoid, gastric, liver, leukemia, myeloma, peripheral blood lymphocytes, and prostate cancers.
Andrographolide has been used for liver complaints and fever, and as an anti-inflammatory and immunostimulant. Andrographolide exerts anti-growth and pro-apoptotic effects on human rheumatoid arthritis fibroblast- like synoviocytes, the main cellular constituent of pannus, that combined with a massive infiltration of lymphocytes and macrophages, invades and destroys the local articular structure. Thereby, andrographolide is proposed to be used in Rheumatoid Arthritis and other autoimmune diseases.
References [1] Mari a A. Hidalgo, Juan L. Hancke, Juan C. Bertoglio and Rafael A. Burgos (2013) Andrographolide a New Potential Drug for the Long Term Treatment of Rheumatoid Arthritis Disease in book “Innovative Rheumatology”
[2] #
[3] Mitchell Low, Cheang S Khoo, Gerald Münch, Suresh Govindaraghavan, Nikolaus J Sucher (2014) An in vitro study of anti-inflammatory activity of standardised Andrographis paniculata extracts and pure andrographolide, BMC Complementary and Alternative Medicine, 15:18
Chemical Properties colorless Plates
Uses Andrographolide is a labdane diterpenoid. Andrographolide is the main bioactive component isolated from the medicinal plant Andrographis paniculata. Andrographolide showed significant antihepatotoxic action in P. berghei K173- induced hepatic damage in M. natalensis. Andrographolide inhibits tumor necrosis factor-α (TNF-α)-induced intercellular adhesion mol.-1 (ICAM-1) expression and adhesion of HL-60 cells onto human umbilical vein endothelial cells (HUVEC), which are associated with inflammatory diseases. These findings suggest that Andrographolide may have potential as a cardiovascular-protective agent.
Uses antineoplastic
Definition ChEBI: A labdane diterpenoid isolated from the leaves and roots of Andrographis paniculata that exhibits anti-HIV, anti-inflammatory and antineoplastic properties.
Anticancer Research It is a labdane diterpenoid, which shows cytotoxic effect against different cancercell lines like human epidermoid cancer cells (KB), lymphocytic leukemia cells(P388), breast cancer cells (MCF-7), and colon cancer cells (HCT-116). It inhibitsthe proliferation of colon cancer cells (HT-29) and exerts pro-differentiative effecton mouse myeloid leukemia M1 cell line (Desai et al. 2008).
 
Andrographolide Preparation Products And Raw materials
Raw materials Etanol

 

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