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51093-55-1

51093-55-1 structure
51093-55-1 structure
  • Name: Roseoflavin
  • Chemical Name: roseoflavin
  • CAS Number: 51093-55-1
  • Molecular Formula: C18H23N5O6
  • Molecular Weight: 404.417
  • Catalog: Signaling Pathways Anti-infection Bacterial
  • Create Date: 2016-12-05 06:21:10
  • Modify Date: 2024-01-02 19:19:35
  • Roseoflavin, a natural pigment originally isolated from Streptomyces davawensis, is an antimetabolite analog of Riboflavin and flavin mononucleotide that has antimicrobial properties[1].

Name roseoflavin
Synonyms Roseoflavine
Riboflavin,8-demethyl-8-(dimethylamino)
C18H23N5O6
8-Dimethylaminoriboflavin
D-Ribitol, 1-deoxy-1-[8-(dimethylamino)-3,4-dihydro-7-methyl-2,4-dioxopyrimido[4,5-b]quinolin-10(2H)-yl]-
8-(dimethylamino)-7-methyl-10-(2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4-dione
7-Methyl-8-dimethylamino-10-(1'-D-ribityl)isoalloxazin
8-(dimethylamino)-7-methyl-10-((2S,3S,4R)-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione
8-demethyl-8-(dimethylamino)riboflavin
8-dimethylamino-7-methyl-10-D-ribitol-1-yl-10H-benzo[g]pteridine-2,4-dione
1-Deoxy-1-[8-(dimethylamino)-7-methyl-2,4-dioxo-3,4-dihydropyrimido[4,5-b]quinolin-10(2H)-yl]-D-ribitol
Roseoflavin
Description Roseoflavin, a natural pigment originally isolated from Streptomyces davawensis, is an antimetabolite analog of Riboflavin and flavin mononucleotide that has antimicrobial properties[1].
Related Catalog
In Vitro Roseoflavin, a chemical analog of flavin mononucleotide (FMN) and riboflavin that has antimicrobial activity, can directly bind to FMN riboswitch (Kd~100 nM) aptamers and downregulate the expression of an FMN riboswitch-lacZ reporter gene in B. subtilis[1].
References

[1]. Lee ER, et al. Roseoflavin is a natural antibacterial compound that binds to FMN riboswitches and regulates gene expression. RNA Biol. 2009;6(2):187-194.

Density 1.5±0.1 g/cm3
Melting Point 276-278ºC
Molecular Formula C18H23N5O6
Molecular Weight 404.417
Exact Mass 404.169586
PSA 151.91000
LogP -0.55
Index of Refraction 1.688
Storage condition -20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VJ1300000
CHEMICAL NAME :
Riboflavin, 8-demethyl-8-(dimethylamino)-
CAS REGISTRY NUMBER :
51093-55-1
LAST UPDATED :
199309
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H23-N5-O6
MOLECULAR WEIGHT :
405.46
WISWESSER LINE NOTATION :
T C666 BN DNVMV INJ B1YQYQYQ1Q L1 MN1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 1,277,1978
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 27,88,1974