Damnacanthal

Damnacanthal
Names

IUPAC name 3-Hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehyde
Other names 3-Hydroxy-1-methoxyanthraquinone-2-aldehyde
Identifiers
CAS Number	477-84-9^N
3D model (JSmol)	Interactive image
ChemSpider	2843^Y
ECHA InfoCard	100.208.625
PubChem CID	2948
InChI InChI=1S/C16H10O5/c1-21-16-11(7-17)12(18)6-10-13(16)15(20)9-5-3-2-4-8(9)14(10)19/h2-7,18H,1H3^Y Key: IPDMWUNUULAXLU-UHFFFAOYSA-N^Y InChI=1S/C16H10O5/c1-21-16-11(7-17)12(18)6-10-13(16)15(20)9-5-3-2-4-8(9)14(10)19/h2-7,18H,1H3
SMILES COC1=C2C(=CC(=C1C=O)O)C(=O)C3=CC=CC=C3C2=O
Properties
Chemical formula	C₁₆H₁₀O₅
Molar mass	282.25 g·mol⁻¹
Density	1.461 g/mL
Boiling point	532 °C (990 °F; 805 K)
Related compounds
Related arylformaldehydes	Gossypol Pyridoxal
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Damnacanthal is an anthraquinone which acts as a p56lck tyrosine kinase inhibitor.^[1] It can be extracted from Morinda citrifolia.^[2]

References

↑ Faltynek CR, Schroeder J, Mauvais P, et al. (September 1995). "Damnacanthal is a highly potent, selective inhibitor of p56lck tyrosine kinase activity". Biochemistry. 34 (38): 12404–10. PMID 7547985. doi:10.1021/bi00038a038.
↑ Anekpankul T, Goto M, Sasaki M, et al. (July 2007). "Extraction of anti-cancer damnacanthal from roots of Morinda citrifolia by subcritical water". Separation and Purification Technology. 55 (3): 343–349. doi:10.1016/j.seppur.2007.01.004.

Types of natural anthraquinones
Dihydroxyanthraquinones	Alizarin Aloe emodin Damnacanthal 1,3-Dihydroxyanthraquinone 1,4-Dihydroxyanthraquinone 1,8-Dihydroxyanthraquinone Rhein
Trihydroxyanthraquinones	Parietin Emodin
Tetrahydroxyanthraquinones	1,2,4-Trihydroxyanthraquinone 1,3,8-Trihydroxyanthraquinone
Misc:	Carminic acid Senna glycosides

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