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D0947

Sigma-Aldrich

Dihydrotanshinone I

≥98% (HPLC)

Synonym(s):

Dihydrotanshinone I, (-)-Dihydrotanshinone I, 15,16-Dihydrotanshinone I

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About This Item

Empirical Formula (Hill Notation):
C18H14O3
CAS Number:
87205-99-0
Molecular Weight:
278.30
MDL number:
MFCD28016070
UNSPSC Code:
12352200
PubChem Substance ID:
329798655
NACRES:
NA.25

biological source

Salvia miltiorrhiza

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

red

solubility

ethanol: 1 mg/mL, clear, orange to red

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

C[C@H]1COC(C2=C3C4=C(C=C2)C(C)=CC=C4)=C1C(C3=O)=O

InChI

1S/C18H14O3/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/h3-7,10H,8H2,1-2H3/t10-/m0/s1

InChI key

HARGZZNYNSYSGJ-JTQLQIEISA-N

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General description

DihydrotanshinoneI (DHTS) is a tanshinone derivative which is a soluble diterpene quinone pigment of danshen.

Application

Dihydrotanshinone I (DHTS) has been used:
  • to study its cytocidal effects on chemosensitive ovarian cancer cells with or without platinum-based chemotherapy
  • as a treatment to study its inhibitory effects on triple-negative breast cancer cells growth by modulating epithelial-mesenchymal transition (EMT) markers
  • as a potential SARS-CoV-2 papain-like protease (PLpro) inhibitor
  • as a human antigen R (HuR) inhibitor to study its role in Th17 cell differentiation related to autoimmune neuroinflammation
  • as a reference standard to analyze Salvia miltiorrhiza Bunge extract (SME) components using high-performance liquid chromatography(HPLC)

Biochem/physiol Actions

Dihydrotanshinone Iis a potent anti-cancer agent with its cytotoxic, apoptosis, cell cycle arresteffects and inhibition of angiogenesis, and metastasis in cancer cells. Italso exerts cardiovascular and cerebrovascular protective effects. DHTS isan anti-inflammatory, anti-ischemia-reperfusion (I/R), anti-allergic,anti-Alzheimer’s disease properties. It is also effective againstdrug-resistant cancer cells.
Tanshinone extracted from a herb, Salvia miltiorrhiza, commonly used in Chinese traditional medicine. A significant decrease in tumor growth was observed using dihydrotanshinone I and irradiation treatment with mouse xenograft model.

Storage Class

11 - Combustible Solids

wgk_germany

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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Danshen extract 15,16-dihydrotanshinone I functions as a potential modulator against metabolic syndrome through multi-targeted pathways.
Liu Q, Zhang Y, Lin Z, Shen H, Chen L, Hu L, Jiang H, Shen X.
The Journal of Steroid Biochemistry and Molecular Biology, 4-5, 155-163 (2010)
Jiliang Cao et al.
Journal of chromatographic science, 54(8), 1435-1444 (2016-05-04)
A simple and fast micellar electrokinetic chromatography (MEKC) method using ionic liquids as modifier was established for simultaneous determination of four hydrophobic tanshinones, including dihydrotanshinone I ( 1: ), cryptotanshinone ( 2: ), tanshinone I ( 3: ) and tanshinone
Sarah R Anthony et al.
Adipocyte, 9(1), 335-345 (2020-07-28)
The goal of this study was to define the functional role of adipocyte-specific expression of the RNA binding protein Human antigen R (HuR). Mice with an adipocyte-specific deletion of HuR (Adipo-HuR-/- ) were generated by crossing HuR floxed (HuRfl/fl )
Ok Kyu Park et al.
Fitoterapia, 83(8), 1666-1674 (2012-10-02)
We observed neuroprotective effects of five major lipophilic diterpenes derived from Danshen (Radix Salvia miltiorrhiza) extract, such as cryptotanshinone (CTs), dihydrotanshinone I (DTsI), tanshinone I (TsI), tanshinone IIA (TsIIA) and tanshinone IIB (TsIIB), in the hippocampal CA1 region (CA1) against
W D Lee et al.
Nanotechnology, 27(49), 495101-495101 (2016-11-12)
Danshen (Salvia miltiorrhiza), a Chinese medicinal herb, consists of several functional components including tanshinones responsible for prevention of several chronic diseases. This study intends to prepare tanshinone extract and nanoemulsion from danshen and determine their inhibition effect on lung cancer
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