Damnacanthal

Damnacanthal

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
PubChem	2948
ChemSpider	2843^Y
ChEMBL	CHEMBL212948^Y
Jmol-3D images	Image 1
SMILES COC1=C2C(=CC(=C1C=O)O)C(=O)C3=CC=CC=C3C2=O
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
Properties
Molecular formula	C₁₆H₁₀O₅
Molar mass	282.25 g mol⁻¹
Exact mass	282.052823 u
Related compounds
Related arylformaldehydes	Gossypol Pyridoxal
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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. doi:10.1021/bi00038a038. PMID 7547985.
^ 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 anthraquinones

Hydroxyanthraquinones	\|

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

Pentahydroxyanthraquinones	\|

Hexahydroxyanthraquinones	\|

Heptahydroxyanthraquinones	\|

Misc:	Anthraquinone drugs \| Anthraquinone dyes Carminic acid \| 2-Ethylanthraquinone \| Quinalizarin \| Rufigallol \| Senna glycosides \| Sodium 2-anthraquinonesulfonate