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T4952

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C19H18O3
CAS Number:
Molecular Weight:
294.34
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
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)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘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
Weiyang Tang et al.
Journal of separation science, 41(17), 3372-3381 (2018-07-15)
A hydrophobic ionic liquid modified thermoresponsive molecularly imprinted monolith was synthesized using N-isopropylacrylamide as a thermoresponsive monomer and a long-chain hydrophobic ionic liquid as an auxiliary modification monomer. The ionic-liquid-modified thermoresponsive molecularly imprinted polymer was characterized by scanning electron microscopy
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
Li Cheng et al.
American journal of translational research, 10(5), 1457-1468 (2018-06-12)
Osteoporosis is a common disease associated with age and menopausal status. Postmenopausal osteoporosis is the most common type of primary osteoporosis and is accompanied by increased risk of osteoporotic fracture. Natural and herbal compounds have long been used to prevent

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