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Lucidin

Names

[ CAS No. ]:
478-08-0

[ Name ]:
Lucidin

[Synonym ]:
Henine
1,3-dihydroxy-2-hydroxymethyl-9,10-anthraquinone
1,3-dihydroxy-2-hydroxymethyl-9,10-anthracenedione
1,3-Dihydroxy-2-(hydroxymethyl)-9,10-anthraquinone
1,3-dihydroxy-2-hydroxymethyl-anthraquinone
Lucidin (quinone)
2-carbinol-1,3-dihydroxyanthraquinone
Lucidin
9,10-Anthracenedione, 1,3-dihydroxy-2-(hydroxymethyl)-

Biological Activity

[Description]:

Lucidin (NSC 30546) is a natural component of Rubia tinctorum L. lucidin is mutagenic in bacteria and mammalian cells.IC50 Value:Target: in vitro: Lucidin was mutagenic in five Salmonella typhimurium strains without metabolic activation, but the mutagenicity was increased after addition of rat liver S9 mix. In V79 cells, lucidin was mutagenic at the hypoxanthine-guanine phosphoribosyl transferase gene locus and active at inducing DNA single-strand breaks and DNA-protein cross-links as assayed by the alkaline elution method. Lucidin also induced DNA repair synthesis in primary rat hepatocytes and transformed C3H/M2-mouse fibroblasts in culture [1]. HPLC analysis of 32P-labelled DNA adducts revealed a peak co-migrating with an adduct obtained after in vitro treatment of deoxyguanosine-3'-phosphate with lucidin [2].in vivo: Dose-dependent increases in benign and malignant tumour formation were observed in the liver and kidneys of treated animals. 32P-post-labelling analysis showed an increase in the overall level of DNA adducts observed in the liver, kidney and colon of rats treated with 10% madder root in the diet for 2 weeks [2].Toxicity: lucidin is mutagenic in bacteria and mammalian cells [2].Clinical trial:

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Cancer
Natural Products >> Others

[References]

[1]. Westendorf J, et al. The genotoxicity of lucidin, a natural component of Rubia tinctorum L., and lucidinethylether, a component of ethanolic Rubia extracts. Cell Biol Toxicol. 1988 Jun;4(2):225-39.

[2]. Westendorf J, et al. Carcinogenicity and DNA adduct formation observed in ACI rats after long-term treatment with madder root, Rubia tinctorum L. Carcinogenesis. 1998 Dec;19(12):2163-8.


[Related Small Molecules]

Captisol | Cyclosporin A | H2DCFDA | 0MPTP hydrochloride | GW4869 | Etomoxir | TD139 | Mitoquinone mesylate | GSK2795039 | JC-1 | BAPTA-AM | AP 20187 | Setanaxib (GKT137831) | D-Luciferin | Crotaline

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
585.0±29.0 °C at 760 mmHg

[ Melting Point ]:
330ºC

[ Molecular Formula ]:
C15H10O5

[ Molecular Weight ]:
270.237

[ Flash Point ]:
321.6±20.8 °C

[ Exact Mass ]:
270.052826

[ PSA ]:
94.83000

[ LogP ]:
2.79

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.746

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CB6712000
CHEMICAL NAME :
Anthraquinone, 1,3-dihydroxy-2-hydroxymethyl-
CAS REGISTRY NUMBER :
478-08-0
BEILSTEIN REFERENCE NO. :
1888954
LAST UPDATED :
199709
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C15-H10-O5
MOLECULAR WEIGHT :
270.25
WISWESSER LINE NOTATION :
L C666 BV IVJ DQ E1Q FQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
320 mg/kg/4D (Continuous)
REFERENCE :
CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 12,1265,1991

Synthetic Route

Precursor & DownStream


Related Compounds