| Identification | Back Directory | [Name]
DAMNACANTHOL | [CAS]
477-83-8 | [Synonyms]
DAMNACANTHOL
3-Hydroxy-2-hydroxymethyl-1-methoxyanthracene-9,10-dione
9,10-Anthracenedione, 3-hydroxy-2-(hydroxymethyl)-1-methoxy- | [Molecular Formula]
C16H12O5 | [MOL File]
477-83-8.mol | [Molecular Weight]
284.26 |
| Chemical Properties | Back Directory | [form ]
Solid | [color ]
Light yellow to yellow | [InChI]
InChI=1S/C16H12O5/c1-21-16-11(7-17)12(18)6-10-13(16)15(20)9-5-3-2-4-8(9)14(10)19/h2-6,17-18H,7H2,1H3 | [InChIKey]
ASFZQCLAQPBWDN-UHFFFAOYSA-N | [SMILES]
C1(OC)=C2C(C(=O)C3=C(C2=O)C=CC=C3)=CC(O)=C1CO |
| Hazard Information | Back Directory | [Uses]
Damnacanthol is a natural product that can be isolated from Damnacanthus major[1]. Damnacanthol has anti-15-lipoxygenase activity and can inhibit nitric oxide production in LPS-activated macrophages RAW 264.7 cells[2]. | [IC 50]
15-LOX | [References]
[1] Ayyangar N R, et al. Anthraquinone and anthrone series—XXIII: The non-identity of 1: 3: 8-trihydroxy-2-hydroxymethyl-anthraquinone with versicolorin and a synthesis of damnacanthol and damnacanthal. Tetrahedron, 1959, 6(4): 331-337.
[2] Dzoyem JP, et al. Inhibition of Nitric Oxide Production in LPS-Stimulated RAW 264.7 Macrophages and 15-LOX Activity by Anthraquinones from Pentas schimperi. Planta Med. 2016 Sep;82(14):1246-51. DOI:10.1055/s-0042-104417 |
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