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045275 Sclerotiorin CAS: 549-23-5

Specifications
References
CAS Number
549-23-5
Grade
Highly Purified
Molecular Formula
C21H23ClO5
Molecular Weight
390.9
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C
(S-(R*,R*-(E,E)))-Sclerotiorin, 7-(acetyloxy)-5-chloro-3-[(1E,3E,5S)-3,5-dimethyl-1,3-heptadien-1-yl]-7-methyl-6H-2-benzopyran-6,8(7H)-dione

Antibiotic. Antibacterial. Weak antagonist of human endothelin receptor A (ETA) and B (ETB). Cholesteryl ester transfer protein (CETP) activity inhibitor. Grb2-Shc binding inhibitor. Potent aldose reductase inhibitor. Potent reversible, non-competitive soybean lipoxygenase-1 (LOX-1) inhibitor. Antioxidant. Free radical scavenger. Antifungal.

Synonyms
(S-(R*,R*-(E,E)))-Sclerotiorin, 7-(acetyloxy)-5-chloro-3-[(1E,3E,5S)-3,5-dimethyl-1,3-heptadien-1-yl]-7-methyl-6H-2-benzopyran-6,8(7H)-dione
CAS Number
549-23-5
Source
Fungus Penicillium sp.
Molecular Formula
C21H23ClO5
Molecular Weight
390.9
Method for Determining Identity
Proton NMR
Appearance
Supplied as a yellow solid.
Purity
≥97% (HPLC)
Solubility
DMSO, ethanol or DMF. Sparingly soluble in aqueous buffers.
Solubility in Aqueous Buffers
Dissolve in DMF and then dilute with the aqueous buffer of choice. Sclerotiorin has a solubility of ~0.3mg/ml in a 1:2 solution of DMF:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.
Storage and Stability
Store at -20°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
References
1. Azaphilones with endothelin receptor binding activity produced by Penicillium sclerotiorum: taxonomy, fermentation, isolation, structure elucidation and biological activity: L. Pairet, et al.; J. Antibiot. (Tokyo) 48, 913 (1995)|2. Structure-specific inhibition of cholesteryl ester transfer protein by azaphilones: H. Tomoda, et al.; J. Antibiot. (Tokyo) 52, 160 (1999)|3. Sclerotiorin and isochromophilone IV: Inhibitors of Grb2-Shc interaction, isolated from Penicillium multicolor F1753: N. Ji-Youn, et al.; J. Microbiol. Biotechnol. 10, 544 (2000)|4. Sclerotiorin, from Penicillium frequentans, a potent inhibitor of aldose reductase: C. Chidananda, et al.; Biotechnol. Lett. 28, 1633 (2006)|5. Sclerotiorin, a novel inhibitor of lipoxygenase from Penicillium frequentans: C. Chidananda & A.P. Sattur; J. Agric. Food. Chem. 55, 2879 (2007)|6. Antimicrobial properties of sclerotiorin, isocHromophilone VI and pencolide, metabolites from a Brazilian cerrado isolate of Penicillium sclerotiorum van Beyma: E. M.F. Lucas, et al.; Braz. J. Microbiol. 38, 785 (2007)|7. Synthesis and antifungal activity of novel sclerotiorin analogues: L. Lin, et al.; J. Agric. Food Chem. 60, 4480 (2012)|8. Anticancer activity of sclerotiorin, isolated from an endophytic fungus Cephalotheca faveolata: P. Giridharan, et al.; Indian J. Exp. Biol. 50, 464 (2012)
USBio References
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