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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

Quality Level

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

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. 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.

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

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