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T4952

Sigma-Aldrich

Tanshinone IIA

≥97% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C19H18O3
Numéro CAS:
568-72-9
Poids moléculaire :
294.34
Numéro MDL:
MFCD00238692
Code UNSPSC :
12352212
ID de substance PubChem :
329826804
Nomenclature NACRES :
NA.25

Pureté

≥97% (HPLC)

Forme

powder

Couleur

orange to dark red

Solubilité

methanol: 5 mg/mL, clear, red-orange to red

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

HYXITZLLTYIPOF-UHFFFAOYSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "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
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
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