Viridicatumtoxin
Product Code: AG-CN2-0172
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0172-M001 | 1 mg | £180.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-200
Documents
Further Information
Alternate Names/Synonyms:
NSC 159628; BRN 2934660; Viridicatumtoxin A
Appearance:
Yellow solid.
CAS:
39277-41-3
Class:
6.1
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS06
Handling Advice:
Protect from light and moisture.
Hazards:
H301
InChi:
InChI=1S/C30H31NO10/c1-11-6-5-7-27(2,3)28(11)9-12-16-18(13(32)8-15(41-4)21(16)28)22(34)20-17(12)23(35)29(39)10-14(33)19(26(31)38)24(36)30(29,40)25(20)37/h6,8,23,32-35,39-40H,5,7,9-10H2,1-4H3,(H2,31,38)/t23-,28-,29-,30+/m0/s1
InChiKey:
SUWQGLGDFGHZNH-WBWZXODPSA-N
Long Description:
Chemical. CAS: 39277-41-3. Formula: C30H31NO10. MW: 565.6. Isolated from Penicillium brasilianum. 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).
MDL:
MFCD01675248
Molecular Formula:
C30H31NO10
Molecular Weight:
565.6
Package Type:
Vial
PG:
III
Precautions:
P264, P301+P310+P330, P405, P501
Product 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).
Purity:
>95% (HPLC)
Signal Word:
Warning
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
Solubility Chemicals:
Soluble in ethanol, methanol or DMSO (all 1mg/ml).
Source / Host:
Isolated from Penicillium brasilianum.
Transportation:
Non-hazardous
UN Nummer:
2811
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
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)