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478-08-0

478-08-0 structure
478-08-0 structure
  • Name: Lucidin
  • Chemical Name: 1,3-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
  • CAS Number: 478-08-0
  • Molecular Formula: C15H10O5
  • Molecular Weight: 270.237
  • Catalog: Natural Products Others
  • Create Date: 2019-02-19 01:54:04
  • Modify Date: 2024-01-02 17:12:18
  • 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:

Name 1,3-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
Synonyms 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)-
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
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.

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

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

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478-08-0 structure

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Literature: Jegorov, Alexandr; Cvak, Ladislav; Cejka, Jan; Kratochvil, Bohumil; Sedmera, Petr; Havlicek, Vladimir Journal of Chemical Crystallography, 2005 , vol. 35, # 8 p. 621 - 627

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478-08-0 structure

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Literature: Tosa, Hideki; Iinuma, Munekazu; Asai, Fujio; Tanaka, Toshiyuki; Nozaki, Hiroshi; Ikeda, Shougo; Tsutsui, Ken; Tsutsui, Kimiko; Yamada, Masashi; Fujimori, Shiho Biological and Pharmaceutical Bulletin, 1998 , vol. 21, # 6 p. 641 - 642

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478-08-0 structure

478-08-0

Literature: Joshi et al. Journal of Scientific and Industrial Research, 1955 , vol. 14 B, p. 87,92