Dihydrotanshinone I
Dihydrotanshinone I structure
|
Common Name | Dihydrotanshinone I | ||
|---|---|---|---|---|
| CAS Number | 87205-99-0 | Molecular Weight | 278.302 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 479.2±45.0 °C at 760 mmHg | |
| Molecular Formula | C18H14O3 | Melting Point | 214.0 to 218.0 °C | |
| MSDS | Chinese USA | Flash Point | 214.9±28.8 °C | |
| Symbol |
GHS07, GHS09 |
Signal Word | Warning | |
Use of Dihydrotanshinone IDihydrotanshinone I is a natural compound extracted from Salvia miltiorrhiza Bunge which has been widely used for treating cardiovascular diseases. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Dihydrotanshinone I is a natural compound extracted from Salvia miltiorrhiza Bunge which has been widely used for treating cardiovascular diseases. |
|---|---|
| Related Catalog | |
| In Vitro | In lipopolysaccharide (LPS)-stimulated human umbilical vein endothelial cells (HUVECs), DHT (10 nM) decreases lectin-like ox-LDL receptor-1 (LOX-1) and NADPH oxidase 4 (NOX4) expression, reactive oxygen species (ROS) production, NF-κB nuclear translocation, ox-LDL endocytosis and monocytes adhesion[1]. Dihydrotanshinone I induces caspase dependent apoptosis induced in HCT116 cells. Dihydrotanshinone I induces concentration and ROS dependent caspase activation. Apoptosis induced by Dihydrotanshinone I is completely prevented by Z-VAD-fmk. Apoptosis induced by Dihydrotanshinone I is significantly inhibited by pretreatment of Z-LEHD-fmk but only is partially inhibited by Z-IETD-fmk. Apoptosis induced by Dihydrotanshinone I is significantly increased by caspase-2 knockdown[3]. |
| In Vivo | DHT (10 and 25 mg/kg) significantly attenuates atherosclerotic plaque formation, alteres serum lipid profile, decreases oxidative stress and shrinks necrotic core areas in ApoE-/- mice. DHT dramatically inhibits the enhanced expression of LOX-1, NOX4, and NF-κB in aorta[1]. Dihydrotanshinone I (1, 2, 4 mg/kg) treatment can improve cardiac function, reduce infarct size, ameliorate the variations in myocardial zymogram and histopathological disorders, decrease 20-HETE generation, and regulate apoptosis-related protein in myocardial ischemia-reperfusion rats[2]. |
| Kinase Assay | Cells are treated with various concentrations of Dihydrotanshinone I (3.13-20 µM) for 48 h. For the activity assay, Ac-DEVD-AMC (1 µg/µL), Ac-IETD-AMC (1 µg/µL) or Ac-LEDH-AMC (1 µg/µL) and cell lysate are added into Protease Assay Buffer in 96-well plate. Reaction mixtures with lysis buffer are used as negative controls. Cells treated with DMSO (0.1%) are treated as vehicle control. The reaction mixtures are incubated for 1 h at 37°C. The AMC liberated from the substrates is measured using spectrofluorometer of Victor 2 plate reader with an excitation wavelength of 380 nm and an emission wavelength of 430 nm. |
| Animal Admin | Male ApoE-/- mice (6-8 weeks old) on C57BL/6J background and age-matched wild-type C57BL/6J controls housed in SPF-grade animal facilities with a 12 h light/dark cycle, at 23°C (±2°C). Starting from 6 weeks, the mice are fed with a HCD (54.35% raw grain, 20% lard, 0.15% cholesterol, 15% sucrose, 0.5% Sodium Cholate, 10% yolk powder) for 12 weeks. All ApoE-/- mice are dosed daily via intragastric gavage with 10 and 25 mg/kg Dihydrotanshinone I dissolved in 0.5% CMC-Na or administered 0.5% CMC-Na alone (vehicle control) (n=8 per group). |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 479.2±45.0 °C at 760 mmHg |
| Melting Point | 214.0 to 218.0 °C |
| Molecular Formula | C18H14O3 |
| Molecular Weight | 278.302 |
| Flash Point | 214.9±28.8 °C |
| Exact Mass | 278.094299 |
| PSA | 43.37000 |
| LogP | 3.90 |
| Appearance of Characters | red |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.671 |
| InChIKey | HARGZZNYNSYSGJ-JTQLQIEISA-N |
| SMILES | Cc1cccc2c3c(ccc12)C1=C(C(=O)C3=O)C(C)CO1 |
| Storage condition | 2-8°C |
| Water Solubility | ethanol: soluble1mg/mL, clear, orange to red |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS07, GHS09 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H400 |
| Precautionary Statements | P273 |
| Hazard Codes | Xn,N |
| Risk Phrases | 22-50 |
| Safety Phrases | 61 |
| RIDADR | UN 3077 9 / PGIII |
| RTECS | SF8282630 |
This table lists relevant public references with title, journal and publication metadata for this compound.
|
Dihydrotanshinone-I interferes with the RNA-binding activity of HuR affecting its post-transcriptional function.
Sci. Rep. 5 , 16478, (2015) Post-transcriptional regulation is an essential determinant of gene expression programs in physiological and pathological conditions. HuR is a RNA-binding protein that orchestrates the stabilization a... |
|
|
Comparison of neuroprotective effects of five major lipophilic diterpenoids from Danshen extract against experimentally induced transient cerebral ischemic damage.
Fitoterapia 83 , 1666-1674, (2012) We observed neuroprotective effects of five major lipophilic diterpenes derived from Danshen (Radix Salvia miltiorrhiza) extract, such as cryptotanshinone (CTs), dihydrotanshinone I (DTsI), tanshinone... |
|
|
Modeling gradient elution in countercurrent chromatography: efficient separation of tanshinones from Salvia miltiorrhiza Bunge.
J. Sep. Sci. 35 , 964-976, (2012) Countercurrent chromatography (CCC) is a support-free liquid-liquid chromatography using centrifugal fields to hold the liquid stationary phase. CCC has been widely applied in the separation of variou... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 1,6-Dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione |
| 1,2-dihydrotanshinone |
| Tanshinone I,dihydro |
| dihydrotanshinone 1 |
| 1,2-dihydrotanshinone I |
| 15,16-dihydrotanshinone I |
| Dihydrotanshinone I |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What English synonyms does (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione have? |
| A: English synonyms of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione: 1,6-Dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione, 1,2-dihydrotanshinone, Tanshinone I,dihydro, dihydrotanshinone 1, 1,2-dihydrotanshinone I, 15,16-dihydrotanshinone I, Dihydrotanshinone I. |
| Q: What is the SMILES notation of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: SMILES notation of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione is Cc1cccc2c3c(ccc12)C1=C(C(=O)C3=O)C(C)CO1. |
| Q: What are the storage conditions for (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: Storage conditions for (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione: 2-8°C. |
| Q: What is the safety information for (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: Safety information for (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione: 61. |
| Q: What is the LogP of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: LogP of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione is 3.90. |
| Q: What is the molecular formula of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: Molecular formula of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione is C18H14O3. |
| Q: What is the physical appearance of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione appears as red. |
| Q: What is the polar surface area (PSA) of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: Polar surface area (PSA) of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione is 43.37000. |
| Q: What is the InChIKey of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: InChIKey of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione is HARGZZNYNSYSGJ-JTQLQIEISA-N. |
| Q: What is the boiling point of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione? |
| A: Boiling point of (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione is 479.2±45.0 °C at 760 mmHg. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| Dayang Chem (Hangzhou) Co., Ltd. |
| naturewill |