Skip to Content
Merck
All Photos(2)

Documents

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C19H18O3
CAS Number:
568-72-9
Molecular Weight:
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

Looking for similar products? Visit Product Comparison Guide

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Ming-Jaw Don et al.
Journal of natural products, 68(7), 1066-1070 (2005-07-26)
Five new N-containing compounds, neosalvianen (1), salvianen (2), salvianan (3), salviadione (4), and 5-(methoxymethyl)-1H-pyrrole-2-carbaldehyde (5), were isolated from Salvia miltiorrhiza. Their structures were mainly established by spectroscopic methods. Neosalvianen (1) and its analogues (6a, 6b) were synthesized for spectroscopic data
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service