Chemical Property of Tanshinone IIA
Chemical Property:
- Appearance/Colour:Cherry crystal
- Vapor Pressure:0mmHg at 25°C
- Melting Point:205-207 °C
- Refractive Index:1.603
- Boiling Point:480.7 °C at 760 mmHg
- Flash Point:236.4 °C
- PSA：47.28000
- Density:1.209 g/cm3
- LogP:4.24790
- Storage Temp.:2-8°C
- Solubility.:methanol: soluble5mg/mL, clear, red-orange to red
- XLogP3:4.3
- Hydrogen Bond Donor Count:0
- Hydrogen Bond Acceptor Count:3
- Rotatable Bond Count:0
- Exact Mass:294.125594432
- Heavy Atom Count:22
- Complexity:509
- Purity/Quality:
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99%HPLC *data from raw suppliers
Tanshinone IIA
*data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- Safety Statements:
24/25
- MSDS Files:
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SDS file from LookChem
Total 1 MSDS from other Authors
Useful:
- Canonical SMILES:CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C
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Description
Tanshinone IIA mainly exists in the roots of Salvia miltiorrhiza Bge. Traditional
Chinese medicine Danshen, slightly cold and bitter, is often used for activating
blood circulation and eliminating stasis in Chinese medicine. It can also promote
blood circulation, open the energy channels, calm the heart, cool the blood, relieve
swelling, remove twinge in the heart and stomach, and remove carbuncle and erysipelas. It is classified as high grade in Shen Nong’s Herbal Classic. It has been used
as a traditional Chinese medicine in clinical practice for thousands of years. And it
is not only recorded in the leading medical works through the ages but also in CP
and USP. Tanshinone IIA (TSA) is a major lipophilic component of extracts from the root of S. miltiorrhiza, used widely in Chinese herbal medicine. It has anti-inflammatory activity, inhibiting production of TNF-α, IL-1β, IL-6, NO, INFγ, and expression of iNOS, and IL-12. It blocks human aortic smooth muscle cell migration, inhibits MMP-9 activity, and interferes with PI3K/Akt and ERK1/2 signaling pathways. It is cytotoxic to various cancer cells including A549 lung cancer cells and leukemia cells.Reduction of TSA by NAD(P)H:quinone oxidoreductase (NQO1) generates an unstable intermediate resulting in reactive oxygenase species-mediated apoptotic cell death.
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Physical properties
Appearance: brick-red crystalline powder. Melting point: 209–210?°C. Solubility:
absorbs moisture easily, very soluble in hot water, slightly soluble in methanol or
ethanol, and practically insoluble in chloroform
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Uses
Tanshinone IIA is a derivative of Tanshinone and acts as a potential inhibitor of tumor growth in vivo. Also maintains vasodilating activity in vivo. antineoplastic, bone resorption inhibitor, antiproliferative, apoptosis inducer
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Clinical Use
Tanshinone IIA is a diterpenoid quinone liposoluble ingredient of high content, and
its chemical structure is the most representative in Danshen. In addition to tanshinone
IIA sodium sulfonate, there are a variety of preparations of Salvia common ketone
used clinically, such as tanshinone tablets, tanshinone capsules, tanshinone injection, Danshen Shuxin capsule, compound Danshen soft capsules, and compound
Danshen particles.
