Technical Data

207021
CAS Number
22897-08-1
Grade
Highly Purified
MDL Number
MFCD01725647
Molecular Formula
C₁₉H₁₄O₇
Molecular Weight
354.3
EU Commodity Code
38220090
UN DOT Shipping
UN3462 6.1 PG III
Shipping Temp
RT
Storage Temp
-20°C
5-Methoxysterigmatocystin
5-Ms; Nsc178249; 5-Methoxysterigmatocysin; 11-Methoxysterigmatocystin, (3aR)-3aβ,12cβ-Dihydro-8-hydroxy-6,11-dimethoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one; (3aR,12cS)-3a,12c-Dihydro-8-hydroxy-6,11-dimethoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one

Mycotoxin. Derivative of sterigmatocystin. Carcinogenic activity. Anticancer compound. Cytotoxic and genotoxic.

Synonyms
5-Ms; Nsc178249; 5-Methoxysterigmatocysin; 11-Methoxysterigmatocystin, (3aR)-3aβ,12cβ-Dihydro-8-hydroxy-6,11-dimethoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one; (3aR,12cS)-3a,12c-Dihydro-8-hydroxy-6,11-dimethoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one
CAS Number
22897-08-1
Source
Aspergillus sp. (strain WDMH51)
Molecular Formula
C₁₉H₁₄O₇
Solubility
Chloroform and DMSO.
Method for Determining Identity
Proton NMR
Molecular Weight
354.3
Appearance
Supplied as a pale yellow powder.
Purity
≥98% (HPLC; NMR)
Storage and Stability
May be stored at 4°C for short-term only. Long-term storage is recommended at -20°C. Stable for 1 year after receipt. Protect from light when in solution. For maximum recovery of product, centrifuge the original vial prior to removing the cap.

Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.

References
1. 5-Methoxysterigmatocystin, a metabolite from a mutant strain of Aspergillus vericolor: J. S. E. Holker & S. A. Kagal; Chem. Commun. 1968: 1574 (1968). 2. Fermentation, isolation, and antitumor activity of sterigmatocystins: W.T. Bradner, et al.; Antimicrob. Agents Chemother. 8: 159 (1975). 3. Preparation and antitumor activities of some derivatives of 5-methoxysterigmatocystin: J.M. Essery, et al.; J. Med. Chem. 19: 1339 (1976). 4. 1H and 13C NMR assignments for two anthraquinones and two xanthones from the mangrove fungus ZSUH- 36: C. Shao, et al.; Magn. Reson. Chem. 45: 434 (2007). 5. Sterigmatocystins from deep-sea-derived fungus Aspergillus versicolor: C. Shengxin, et al.; J. Antibiot. 64: 193 (2011). 6. Cytotoxicity and genotoxicity of versicolorins and 5-methoxysterigmatocystin in A549 cells: D. Jksic et al.; Arch. Toxicol. 86: 1583 (2012)
USBio References
No references available
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