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T4952

Sigma-Aldrich

Tanshinone IIA

≥97% (HPLC)

Sinónimos:

1,6,6-Trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione, Dan Shen ketone

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About This Item

Fórmula empírica (notación de Hill):
C19H18O3
Número de CAS:
568-72-9
Peso molecular:
294.34
MDL number:
MFCD00238692
UNSPSC Code:
12352212
PubChem Substance ID:
329826804
NACRES:
NA.25

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

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General description

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

Application

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

Biochem/physiol Actions

Tanshinone IIA provides protective effects against cardiovascular diseases by enhancing angiogenesis. It elicits neuroprotective, anti-cancer, anti-diabetic, and anti-obesity properties. Tan-IIA plays a significant role in modulating the development and function of immune cells.
Phenanthrenequinone constituent of Chinese medicinal herb Danshen (Salvia miltiorrhiza). Anti-inflammatory. Antioxidant. Cytotoxic against a variety of cell lines, inlcuding human glioma cells.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Rui Guo et al.
Drug design, development and therapy, 14, 4735-4748 (2020-11-17)
Salvia miltiorrhiza: (Danshen) is a significant (traditional Chinese medication) natural remedy, enhancing blood circulation and clear blood stasis. In this view, it is widely used against several heart diseases, eg, cardiomyopathy, arrhythmia, and congenital heart defects. Tanshinone IIA (tan-IIA) is
Zhong-Ying Fang et al.
Frontiers in pharmacology, 11, 611087-611087 (2021-02-19)
Tanshinone IIA (Tan IIA) is a pharmacologically lipophilic active constituent isolated from the roots and rhizomes of the Chinese medicinal herb Salvia miltiorrhiza Bunge (Danshen). Tan IIA is currently used in China and other neighboring countries to treat patients with
Mohammad Azam Ansari et al.
Pharmacological research, 164, 105364-105364 (2020-12-08)
In the past decades, the branch of complementary and alternative medicine based therapeutics has gained considerable attention worldwide. Pharmacological efficacy of various traditional medicinal plants, their products and/or product derivatives have been explored on an increasing scale. Tanshinone IIA (Tan
Zhibing Song et al.
Frontiers in pharmacology, 12, 641848-641848 (2021-05-07)
Tanshinone IIA, a fat-soluble diterpenoid isolated from Salvia miltiorrhiza Bunge, has been shown to attenuate the cerebral ischemic injury. The aim of this study was to examine the effects on neuroprotection and microglia activation of Tanshinone IIA. Male Sprague-Dawley rats
Luan Luan et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 103, 628-636 (2018-04-22)
Osteoarthritis is the most common bone-joint disease in middle and older people all over the world. Tanshinone IIA (Tan IIA) is the main lipophilic diterpenoid isolated from the root of Salvia miltiorrhiza Bunge (Lamiaceae). This study analyzed the protective effects
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