All Photos(2)
Synonym(s):
Tanshinon I, Tanshinone A, Tanshinquinone I
Empirical Formula (Hill Notation):
C18H12O3
CAS Number:
Molecular Weight:
276.29
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25
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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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Xin Liu et al.
Biomaterials, 34(3), 817-830 (2012-11-01)
Tanshinone IIA is a good candidate for treating cerebral ischemia, but its short half-life and poor permeability across the blood-brain-barrier (BBB) limit its curative efficacy. In this study, we successfully developed cationic bovine serum albumin-conjugated tanshinone IIA PEGylated nanoparticles (CBSA-PEG-TIIA-NPs).
Xiao Zhang et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 48(4-5), 595-603 (2013-01-29)
The aim of this study was to develop novel multiple agents loaded poly (D,L-lactide-co-glycolide acid) (PLGA) nanoparticles (NPs) and evaluate their potential for brain delivery via inner ear administration. PLGA NPs loaded with salvianolic acid B (Sal B), tanshinone IIA
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
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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