Name: Rugulosin
Brand: Biolinks K.K.
SKU: BLK-0940

For Research Use Only. Not for human or veterinary use.

Rugulosin (CAS: 23537-16-8) Product ID: BLK-0940 CAS 23537-16-8 Mechanism Mitochondrial toxin Primary Target Mitochondrial respiratory chain; DNA-dependent RNA polymerase Pathway Oxidative phosphorylation; Transcription regulation
Structure
CAS	23537-16-8
Molecular Formula	C30H22O10
Molecular Weight	542.5
Price	1mg: USD 120.00 / 5mg: - / 25mg: -
Storage	-20°C
Solubility	1mg/ml ethanol, methanol, DMSO
Purity	>95% [View LC/UV Data]
NMR Data	1H NMR (DMSO-d6, 500 MHz) [View] 13C NMR (DMSO-d6, 125 MHz) [View]
Source Organism	Penicillium sp.
Summary	Rugulosin is a dimeric anthraquinone mycotoxin associated with mitochondrial toxicity.
Details	Rugulosin is an anthraquinoid secondary metabolite first isolated from Penicillium rugulosum and structurally characterized as a dimeric anthraquinone derivative. Early biochemical investigations demonstrated impairment of mitochondrial function, while later mechanistic studies showed inhibition of DNA-dependent RNA polymerase and ribonuclease H. Chronic exposure studies in mice established its hepatotoxic and hepatocarcinogenic properties, identifying rugulosin as a significant fungal mycotoxin with carcinogenic potential. These findings define rugulosin as a bioactive anthraquinone dimer affecting transcriptional machinery and mitochondrial metabolism, contributing to long-term liver toxicity.
Browse Related	Mechanism Mitochondrial toxin Open full index Primary Target Mitochondrial respiratory chain; DNA-dependent RNA polymerase Open full index Pathway Oxidative phosphorylation; Transcription regulation Open full index Chemical Class Anthraquinone dimer Open full index
Mechanism	Mitochondrial toxin
Primary Target	Mitochondrial respiratory chain; DNA-dependent RNA polymerase
Pathway	Oxidative phosphorylation; Transcription regulation
Chemical Class	Anthraquinone dimer
Discovery Year	1936
Keywords	anthraquinone dimer mycotoxin mitochondrial toxin hepatocarcinogenic compound penicillium metabolite toxicology research scaffold
References	Raistrick & Smith, Biochem J, 1936 (discovery and isolation from Penicillium rugulosum) DOI: 10.1042/bj0301315 Shibata et al., Chem Pharm Bull, 1963 (structural elucidation) DOI: 10.1248/cpb.11.107 Yamazaki et al., Toxicol Appl Pharmacol, 1971 (mitochondrial dysfunction study) DOI: 10.1016/0041-008X(71)90076-1 Ueno et al., J Toxicol Sci, 1980 (chronic toxicity and hepatocarcinogenicity in mice) DOI: 10.2131/jts.5.295 Tashiro et al., Appl Environ Microbiol, 1979 (RNA polymerase and RNase H inhibition) DOI: 10.1128/aem.38.2.191-196.1979
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Representative LC/UV Data HPLC Conditions (typical): Column: C18 Mobile phase: 5–100% ACN / H2O (0.05% H3PO4), linear gradient 20 min Flow rate: 0.2 mL/min Detection: 210 nm Representative analytical data. Actual batch data may vary.
Representative NMR Data 1H NMR (DMSO-d6, 500 MHz) Representative spectral data. Actual batch data may vary.
Representative NMR Data 13C NMR (DMSO-d6, 125 MHz) Representative spectral data. Actual batch data may vary.
Representative NMR Data 1H NMR (DMSO-d6, 500 MHz) 13C NMR (DMSO-d6, 125 MHz) Representative spectral data. Actual batch data may vary.

Rugulosin (CAS: 23537-16-8)