Viridicatumtoxin

More Information
Product Details
Synonyms	NSC 159628; BRN 2934660; Viridicatumtoxin A
Product Type	Chemical
Properties
Formula	C₃₀H₃₁NO₁₀
MW	565.6
CAS	39277-41-3
RTECS	ZA4930000
Source/Host Chemicals	Isolated from Penicillium brasilianum.
Purity Chemicals	≥95% (HPLC)
Appearance	Yellow solid.
Solubility	Soluble in ethanol, methanol or DMSO (all 1mg/ml).
InChi Key	SUWQGLGDFGHZNH-WBWZXODPSA-N
Smiles	OC(C[C@]1(O)[C@@H](O)C2=C(C[C@]34C(C)=CCCC4(C)C)C(C3=C(OC)C=C5O)=C5C(O)=C2C6=O)=C(C(N)=O)C([C@]16O)=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Mycotoxin.
Tetracycline antibiotic.
Potent antibacterial agent with activity against several strains of Staphylococcus aureus, including Methicillin-resistant S. aureus (MRSA) and quinolone-resistant S. aureus (QRSA).
Inhibits bacterial undecaprenyl pyrophosphate (UPP) synthase activity.
Modest antitumor agent against selected cancer cell lines (IC₅₀~1µM).

Product References

Viridicatumtoxin, a new mycotoxin from Penicillium viridicatum Westling: R.D. Hutchison, et al.; Toxicol. Appl. Pharmacol. 24, 507 (1973)
Microbial transformations of natural antitumor agents. 20. Glucosylation of Viridicatumtoxin: M.S. Raju, et al.; J. Nat. Prod. 45, 321 (1982)
Viridicatumtoxin mycotoxicosis in mice and rats: A.M. Bendele, et al.; Toxicol. Lett. 22, 287 (1984)
Viridicatumtoxin B, a new anti-MRSA agent from Penicillium sp. FR11: C.J. Zheng, et al.; J. Antibiot. 61, 633 (2008)
Viridicatumtoxins: Expanding on a Rare Tetracycline Antibiotic Scaffold: T. Shang, et al.; J. Org. Chem. 80, 12501 (2015)
Inhibition of bacterial undecaprenyl pyrophosphate synthase by small fungal molecules: J. Inokoshi, et al.; J. Antibiot. 69,798 (2016)

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