| Synonyms |
(-)-1,2-Dihydro-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione; 1,6-Dimethyl-1,2,10,11-tetrahydrophenanthro[1,2-b]furan-10,11-dione; 4,17-Dimethyl-15-oxagona-1,3,5(10),6,8,13-hexene-11,12-dione |
| IUPAC Name |
(1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione |
| Molecular Weight |
278.30 |
| Molecular Formula |
C18H14O3 |
| Canonical SMILES |
CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)C |
| InChI |
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 |
| InChIKey |
HARGZZNYNSYSGJ-JTQLQIEISA-N |
| Boiling Point |
479.2°C at 760 mmHg |
| Melting Point |
214.0 to 218.0 °C |
| Flash Point |
214.9±28.8 °C |
| Purity |
≥98% |
| Density |
1.32 g/cm3 |
| Solubility |
Soluble in DMF, DMSO |
| Appearance |
Red Powder |
| Application |
Antibacterial |
| Storage |
Store at -20°C |
| Complexity |
533 |
| Exact Mass |
278.094294304 |
| Index Of Refraction |
1.671 |
| 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. 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. |
| 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. 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. |
| PSA |
43.37000 |
| Target |
SARS-CoV |
| Vapor Pressure |
0.0±1.2 mmHg at 25°C |
| XLogP3-AA |
3.2 |
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