Chemistry:Dihydrotanshinone I

From HandWiki
Dihydrotanshinone I[1]
Image
2D Structure
Image
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
UNII
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 pictograms GHS07: HarmfulGHS09: Environmental hazard
GHS Signal word Warning
H302, H400
P264, P270, P273, P301+312, 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
Tracking categories (test):

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]

References

  1. "Dihydrotanshinone I". PubChem. https://pubchem.ncbi.nlm.nih.gov/compound/11425923#section=Top. Retrieved 31 August 2015. 
  2. 2.0 2.1 "HSDB: DIHYDROTANSHINONE I". NIH. http://toxnet.nlm.nih.gov/cgi-bin/sis/search2/r?dbs+hsdb:@term+@rn+@rel+87205-99-0. Retrieved 1 September 2015. 
  3. "Dihydrotanshinone I inhibits angiogenesis both in vitro and in vivo". Acta Biochimica et Biophysica Sinica 40 (1): 1–6. January 2008. doi:10.1111/j.1745-7270.2008.00370.x. PMID 18180848. 
  4. "Identifying SARS-CoV-2 antiviral compounds by screening for small molecule inhibitors of Nsp3 papain-like protease". The Biochemical Journal 478 (13): 2517–2531. July 2021. doi:10.1042/BCJ20210244. PMID 34198325.