Chemical Property of Neoandrographolide
Chemical Property:
- Appearance/Colour:Colorless columnar crystal
- Vapor Pressure:0mmHg at 25°C
- Melting Point:167-168 °C
- Refractive Index:1.576
- Boiling Point:668.1 °C at 760 mmHg
- PKA:12.93±0.70(Predicted)
- Flash Point:220.1 °C
- PSA：125.68000
- Density:1.27 g/cm3
- LogP:1.84520
- Storage Temp.:under inert gas (nitrogen or Argon) at 2–8 °C
- Solubility.:DMSO (Slightly), Methanol (Slightly)
- XLogP3:2.6
- Hydrogen Bond Donor Count:4
- Hydrogen Bond Acceptor Count:8
- Rotatable Bond Count:7
- Exact Mass:480.27231823
- Heavy Atom Count:34
- Complexity:811
- Purity/Quality:
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≥98% *data from raw suppliers
Neoandrographolide *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CC1(CCCC2(C1CCC(=C)C2CCC3=CCOC3=O)C)COC4C(C(C(C(O4)CO)O)O)O
- Isomeric SMILES:C[C@]1(CCC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)C)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
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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.
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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.
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Uses
Neoandrographolide is one of the principle diterpenoids isolated from A. paniculata, a well-recognized medicinal plant in Asia.
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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.
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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.
