T4952

Tanshinone IIA

≥97% (HPLC)

• Synonym(s): 1,6,6-Trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione, Dan Shen ketone
• Empirical Formula (Hill Notation): C₁₉H₁₈O₃
• CAS Number: 568-72-9
• Molecular Weight: 294.34
• NACRES: NA.25
• PubChem Substance ID: 329826804
• UNSPSC Code: 12352212
• MDL number: MFCD00238692

Properties

• Quality Segment: 100
• assay: ≥97% (HPLC)
• form: powder
• color: orange to dark red
• solubility: methanol: 5 mg/mL, clear, red-orange to red
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: 2-8°C
• SMILES string: Cc1coc2-c3ccc4c(CCCC4(C)C)c3C(=O)C(=O)c12
• InChI: 1S/C19H18O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,9H,4-5,8H2,1-3H3
• InChI key: HYXITZLLTYIPOF-UHFFFAOYSA-N

Description

General description

Tanshinone IIA (Tan IIA) is a natural diterpene quinone[1], a lipophilic component derived from the root extract of Salvia miltiorrhiza.[2]

Application

Tanshinone IIA has been used:

• to test its effect on osteoclast differentiation in ovariectomy-induced osteoporosis mouse model[3]
• to test its effects on microglia and to study its neuroprotective effect on ischemia-reperfusion injured rat brain[4]
• to study its effects on the proliferation, apoptosis, and autophagy of acute myeloid leukemia (AML) in vitro and in vivo models[5]
• to investigate its anti-inflammatory and protective effects on ATDC5 cells from lipopolysaccharide (LPS)-induced inflammatory injury[6]

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.

Tanshinone IIA provides protective effects against cardiovascular diseases by enhancing angiogenesis.[7] It elicits neuroprotective, anti-cancer, anti-diabetic, and anti-obesity properties.[2] Tan-IIA plays a significant role in modulating the development and function of immune cells.[7]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)