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lucidin 3-O-beta-primveroside

Names

[ CAS No. ]:
29706-59-0

[ Name ]:
lucidin 3-O-beta-primveroside

[Synonym ]:
1-Hydroxy-2-hydroxymethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((2S,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-anthraquinone
lucidin 3-O-β-D-primeveroside
lucidin 3-O-β-purimeweroside
ophiohayatone-B
2-carbinol-1,3-dihydroxyanthraquinone 3-O-β-primeveroside
lucidine 3-O-β-primeveroside
1-hydroxy-2-hydroxymethylanthraquinone-3-O-β-D-primeveroside

Biological Activity

[Description]:

Lucidin primeveroside (Lucidin 3-O-β-primeveroside) is an anthraquinone derivative present in madder root, which has been used as a coloring agent and food additive. Lucidin primeveroside can be metabolically converted to genotoxic compound Lucidin, which subsequently forms lucidin-specific DNA adducts[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others

[In Vivo]

Lucidin primeveroside (0.3% in the diet; 4 weeks or 13 weeks) induces Lucidin-specific DNA adduct formation and increases mutation frequencies in mice[1].

[References]

[1]. Yockey OP, et, al. Mechanism of Error-Free DNA Replication Past Lucidin-Derived DNA Damage by Human DNA Polymerase κ. Chem Res Toxicol. 2017 Nov 20;30(11):2023-2032.

[2]. Ishii Y, et, al. Effects of inhibition of hepatic sulfotransferase activity on renal genotoxicity induced by lucidin-3-O-primeveroside. J Appl Toxicol. 2019 Apr;39(4):650-657.

Chemical & Physical Properties

[ Melting Point ]:
210-212 °C

[ Molecular Formula ]:
C26H28O14

[ Molecular Weight ]:
564.49200

[ Exact Mass ]:
564.14800

[ PSA ]:
232.90000

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds