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Dihydrotanshinone I

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This is an old revision of this page, as edited by Graeme Bartlett (talk | contribs) at 22:41, 14 August 2018 (Graeme Bartlett moved page Dihydrotanshinone to Dihydrotanshinone I: qualified with "I"). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Dihydrotanshinone I[1]
Image
2D Structure
Image
3D Conformer
Names
IUPAC name
(1R)-1,6-Dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione
Systematic IUPAC name
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 Edit this at Wikidata
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:
GHS07: Exclamation markGHS09: Environmental hazard
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).

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 biterpenoids[2] and has been reported to have cytotoxicity to a variety of tumor cells.[3] 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. PubChem. Retrieved 31 August 2015.
  2. ^ a b "HSDB: DIHYDROTANSHINONE I". NIH. Retrieved 1 September 2015.
  3. ^ Bian, Weipeng; et al. "Dihydrotanshinone I inhibits angiogenesis both in vitro and in vivo". ABBS. Retrieved 31 August 2015.