Dihydrotanshinone I

Dihydrotanshinone I
2D Structure
3D Conformer
Names
IUPAC name
4,17β-Dimethyl-15-oxagona-1,3,5,7,9,13-hexaene-11,12-dione
Systematic IUPAC name
(1R)-1,6-Dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione
Other names
15,16-dihydrotanshinone I, phenanthro[1,2-b]furan-10,11-dione, 1,2-dihydro-1,6-dimethyl-
Identifiers
3D model (JSmol)
Abbreviations DI
ChemSpider
ECHA InfoCard 100.222.905
UNII
  • 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
    Key: HARGZZNYNSYSGJ-JTQLQIEISA-N
  • InChI=1/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
  • O=C2c3c(C=1OCC(C=1C2=O)C)ccc4c(cccc34)C
Properties
C18H14O3
Molar mass 278.307 g·mol−1
Appearance Red powder
Density 1.32 g/cm3
Boiling point 479.2 °C (894.6 °F; 752.3 K)
12.9 mg/L (est.)
Solubility in ethanol 1 mg/mL, clear orange to red
log P log Kow = 3.93 (est)
Vapor pressure 3.41x10−9 mmHg
Hazards
GHS labelling:
Warning
H302, H400
P264, P270, P273, P301+P312, P330, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Dihydrotanshinone I (DI) is a naturally occurring compound extracted from Salvia miltiorrhiza Bunge, also known as Chinese sage, red sage root, and the Chinese herbal Dan Shen. It belongs to a class of lipophilic abietane diterpenoids and has been reported to have cytotoxicity to a variety of tumor cells, as well as antiviral effects in vitro. Since they were first discovered, over 40 related compounds and over 50 hydrophilic compounds have been isolated from Dan Shen.