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Tanshinone IIA

CAS No.
568-72-9
Chemical Name:
Tanshinone IIA
Synonyms
Tanshinone 2A;tanshiones;SweetOrange;Tanshine II;Tanshinone B;ANSHINONE ⅡA;Tanshionesiia;TANSHINONE A;2A tanshinone;ATanshinoneⅡA
CBNumber:
CB5705548
Molecular Formula:
C19H18O3
Molecular Weight:
294.34
MDL Number:
MFCD00238692
MOL File:
568-72-9.mol
MSDS File:
SDS
Last updated:2023-09-08 13:28:03

Tanshinone IIA Properties

Melting point 196.0 to 200.0 °C
Boiling point 480.7±44.0 °C(Predicted)
Density 1.209±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility methanol: soluble5mg/mL, clear, red-orange to red
form powder, red
color Orange
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey HYXITZLLTYIPOF-UHFFFAOYSA-N
LogP 4.925 (est)
CAS DataBase Reference 568-72-9(CAS DataBase Reference)
FDA UNII 4GPC9FQG6L

SAFETY

Risk and Safety Statements

Safety Statements  24/25
WGK Germany  3
RTECS  SF8282695
HS Code  29321900

Tanshinone IIA price More Price(61)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHL89320 Tanshinone IIA phyproof? Reference Substance 568-72-9 10MG $229 2024-03-01 Buy
Sigma-Aldrich 1643339 Tanshinone IIA United States Pharmacopeia (USP) Reference Standard 568-72-9 20mg $263 2024-03-01 Buy
Sigma-Aldrich 51704 Tanshinone IIA analytical standard 568-72-9 10mg $173 2022-05-15 Buy
TCI Chemical T2987 Tanshinone IIA >97.0%(HPLC) 568-72-9 10mg $145 2024-03-01 Buy
TCI Chemical T2987 Tanshinone IIA >97.0%(HPLC) 568-72-9 50mg $494 2024-03-01 Buy
Product number Packaging Price Buy
PHL89320 10MG $229 Buy
1643339 20mg $263 Buy
51704 10mg $173 Buy
T2987 10mg $145 Buy
T2987 50mg $494 Buy

Tanshinone IIA Chemical Properties,Uses,Production

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.

Description

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.

Chemical Properties

Orange powder

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

History

The study of the chemical composition of Salvia miltiorrhiza began in the 1930s. Japanese scholars first extracted three kinds of liposoluble components from Danshen. They are tanshinones I, II, and III.

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.

Uses

antineoplastic, bone resorption inhibitor, antiproliferative, apoptosis inducer

Definition

ChEBI: 1,6,6-trimethyl-8,9-dihydro-7H-naphtho[1,2-g]benzofuran-10,11-dione is an abietane diterpenoid.

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 1522, 1989 DOI: 10.1021/ja00186a070

Biochem/physiol Actions

Phenanthrenequinone constituent of Chinese medicinal herb Danshen (Salvia miltiorrhiza). Anti-inflammatory. Antioxidant. Cytotoxic against a variety of cell lines, inlcuding human glioma cells.

Pharmacology

Long-term researches show that tanshinone exhibits a variety of pharmacological effects, such as the protection of the cardiovascular system, anti-infective effects, and antioxidant effects. As for the domestic pharmacological study of tanshinone IIA, it was first started in the Shanghai Institute of Chinese Medicine. Professor Ding Guangsheng discussed the cardiovascular effects of tanshinone IIA.?He found that intraperitoneal injection of tanshinone IIA sodium sulfonate (200?mg/kg) significantly prolonged the survival time of mice under hypoxia atmosphere, and an increase in cardiac output was observed in a dog under anesthesia with a one-time intravenous injection of 20? mg/kg . In recent years, the mechanism of tanshinone IIA is increasingly brought to further research. Tanshinone IIA can increase the activity of superoxide dismutase (SOD) and interfere with the pathological process of many diseases, especially in cardiovascular diseases. It can attenuate the damages from the reactive oxygen species to vascular endothelial cells, lower the risk of atherosclerosis, and reduce the formation of atheromatous plaque. tumor cells and the expression of various genes connected with the proliferation, differentiation, and apoptosis of tumor cells. It may also have something to do with the inhibition of telomerase activity in tumor cells, changes in antigen expression on tumor cell surface, etc.

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.

Cytotoxicity

IC50 (μg/mL): 0.59 (A549), 0.81 (TOV-21G) and 1.9 (MIAPaCa-2), NS (MV-3)(Chang et al. 2013; Fronza et al. 2011).
IC50 (μg/mL): 2.97 (HeLa), 2.71 (KB-3-1),>2.94 (NCI-H460), 2.62 (PC3), 2.94(MCF-7), 1.62 (K562)(Wu et al. 2014)

References

1) Kang et al. (2000), Inhibition of interleukin-12 and interferon-gamma production in immune cells by tanshinones from Salvia miltiorrhiza; Immunopharmacology, 49 355 2) Sung et al. (1999), Tanshinone IIA, an ingredient of Salvia miltiorrhiza BUNGE, induces apoptosis in human leukemia cell lines through the activation of caspase-3; Exp. Mol. Med., 31 174 3) Park et al. (1999), Suppression of AP-1 Activity by Tanshinone and Cancer Cell Growth Inhibition; Bull. Korean Chem. Soc., 20 925

Tanshinone IIA Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 465)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12457 58
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907 qinhe02@xaltbio.com China 1000 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 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 Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768 sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58

View Lastest Price from Tanshinone IIA manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tanshinone IIA pictures 2024-04-23 Tanshinone IIA
568-72-9
US $0.00 / G 1G ≥98% HPLC 100KG Changsha Staherb Natural Ingredients Co., Ltd.
Tanshinone IIA pictures 2024-04-12 Tanshinone IIA
568-72-9
US $0.00 / kg 1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
Tanshinone IIA pictures 2023-08-29 Tanshinone IIA
568-72-9
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
  • Tanshinone IIA pictures
  • Tanshinone IIA
    568-72-9
  • US $0.00 / G
  • ≥98% HPLC
  • Changsha Staherb Natural Ingredients Co., Ltd.
  • Tanshinone IIA pictures
  • Tanshinone IIA
    568-72-9
  • US $0.00 / kg
  • 99%
  • Shaanxi Haibo Biotechnology Co., Ltd
  • Tanshinone IIA pictures
  • Tanshinone IIA
    568-72-9
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
AKOS NCG1-0066 3,8,8-TRIMETHYL-8,9,10,11-TETRAHYDROPHENANTHRO[1,2-B]FURAN-1,2-DIONE TANSHINONE IIA 98+% 1,6,6-TRIMETHYL-6,7,8,9-TETRAHYDRO-PHENANTHRO[1,2-B]FURAN-10,11-DIONE TANSHINONE IIA TANSHINONES IIA tanshiones Tanshionesiia TANSHINONE IIA 98% TANSHINONE IIA 98+% HPLC TANSHION P.E 20% SweetOrange TANSHINONE A TANSHINONE IIA(P) Salvia quinone A Phenanthro[1,2-b]furan-10,11-dione,6,7,8,9- tetrahydro-1,6,6-trimethyl- 6,7,8,9-Tetrahydro-1,6,6-trimethylphenanthro[1,2-b]furan-10,11-dione Dan Shen ketone Sodium Tanshinone IIA Silate Tanshine II Stone lotus leaf extract Tanshinone II A (Salvia quinone A) Tanshinone IIA (Tanshinone B) Phenanthro [1, 2-b]furan-10, 11-dione, 6, 7, 8, 9-tetrahydro-1, 6, 6-triMethy Tanshinone ⅡA, froM Salvia Miltiorrhiza Tanshinone IIA (20 mg) Tanshinone B ANSHINONE ⅡA Tanshinonel IIA Tanshinone IIA, 97%, from Salvia miltiorrhiza Bunge 1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g]benzofuran-10,11-dione 1,6,6-trimethyl-8,9-dihydro-7H-naphtho[1,2-g]benzofuran-10,11-dione Tanshinone IIA 568-72-9 Tanshinone IIA, 97%, from Salvia miltiorrhiza Tanshinone IIa CRS 2A tanshinone Tanshinone IIA (Dan Shen ketone) ATanshinoneⅡA Tanshinone IIA (1643339) Tanshinone 2A Tanshinone IIA (7CI) Abametapir Impurity 26 568-72-9 8568-72-9 C19H18O3 Inhibitors chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Plant extract Plant Oils, Toxins, Phenolic Acids & Derivatives The group of Danshen