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T5330

Sigma-Aldrich

Tanshinone I

≥98% (HPLC)

Synonym(s):

Tanshinon I, Tanshinone A, Tanshinquinone I

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About This Item

Empirical Formula (Hill Notation):
C18H12O3
CAS Number:
Molecular Weight:
276.29
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98% (HPLC)

form

powder

color

red

solubility

DMSO: 1 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

Cc1coc2-c3ccc4c(C)cccc4c3C(=O)C(=O)c12

InChI

1S/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-8H,1-2H3

InChI key

AIGAZQPHXLWMOJ-UHFFFAOYSA-N

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General description

Tanshinone I (Tan I) is a phenolic compound primarily isolated from Danshen. It has an abietane diterpene norditerpenoid o-quinones structure. Tan I have poor water solubility.

Application

Tanshinone 1 has been used:
  • to test its hematopoiesis effects on human leukemia cell lines and zebrafish xenograft models
  • to study its anti-cancer effects on two breast cancer cell lines (MCF7 and MDA-MB-23)
  • as a reference standard to quantify the bioactive component S. miltiorrhiza extract (SME) using high-performance liquid chromatography (HPLC)

Biochem/physiol Actions

Phenanthrenequinone constituent of Chinese medicinal herb Danshen (Salvia miltiorrhiza). Modulates or prevents breast cancer metastasis by regulating adhesion molecules. Anti-inflammatory.
TanshinoneI is extensively studied for its anticancer properties, it was reported to inhibit cancer cell invasion, metastasis, and migration and is a potent antitumor agent. It also displays antibacterial, neuroprotective, memory-enhancing, and cardioprotective activities.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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Suowen Xu et al.
Expert opinion on therapeutic patents, 23(2), 149-153 (2012-12-13)
Tanshinone II-A (TSN) is the most abundant diterpene quinone isolated from Danshen (Salvia miltiorrhiza), which has been used in treating cardiovascular diseases for more than 2000 years in China. Interest in its versatile protective effects in cardiovascular, metabolic, neurodegenerative diseases
Li-Hong Zhou et al.
Asian Pacific journal of cancer prevention : APJCP, 13(9), 4453-4458 (2012-11-22)
Angiogenesis plays a significant role in colorectal cancer (CRC) and cyclooxygenase-2 (COX-2) appears to be involved with multiple aspects of CRC angiogenesis. Our aim was to investigate the inhibitory effects of Tan II-A (Tanshinone II-A, Tan II-A) on tumor growth
Ying Luo et al.
PloS one, 8(2), e56774-e56774 (2013-02-26)
We previously showed that tanshinone IIA ameliorated the hypoxia-induced pulmonary hypertension (HPH) partially by attenuating pulmonary artery remodeling. The hypoxia-induced proliferation of pulmonary artery smooth muscle cells (PASMCs) is one of the major causes for pulmonary arterial remodeling, therefore the
Ping Wang et al.
Journal of ethnopharmacology, 145(1), 152-161 (2012-11-21)
We have recently reported that tanshinone IIA attenuated cardiac fibrosis in two-kidney, two-clip renovascular hypertensive rats via inhibiting NAD(P)H oxidase. However, little is known about the cellular and molecular mechanisms of tanshinone IIA mediated anti-fibrotic effects in cardiac fibroblasts after
Wen-Quan Wang et al.
Journal of hematology & oncology, 5, 69-69 (2012-11-10)
Promotion of endothelial normalization restores tumor oxygenation and obstructs tumor cells invasion, intravasation, and metastasis. We therefore investigated whether a vasoactive drug, tanshinone IIA, could inhibit metastasis by inducing vascular normalization after palliative resection (PR) of hepatocellular carcinoma (HCC). A

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