Dihydrotanshinone I

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^[2] and has been reported to have cytotoxicity to a variety of tumor cells,^[3] as well as antiviral effects in vitro.^[4] Since they were first discovered, over 40 related compounds and over 50 hydrophilic compounds have been isolated from Dan Shen.^[2]

Dihydrotanshinone I^[1]

2D Structure 2D Structure
3D Conformer 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
CAS Number	87205-99-0
3D model (JSmol)	Interactive image
Abbreviations	DI
ChemSpider	9600799
ECHA InfoCard	100.222.905
PubChem CID	11425923
UNII	562G9360V6
CompTox Dashboard (EPA)	DTXSID20236187
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 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
SMILES O=C2c3c(C=1OCC(C=1C2=O)C)ccc4c(cccc34)C
Properties
Chemical formula	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)
Solubility in water	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:
Pictograms
Signal word	Warning
Hazard statements	H302, H400
Precautionary statements	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