Sclerotiorin
Names
Preferred IUPAC name
(7R)-5-Chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-6,8-dioxo-7,8-dihydro-6H-2-benzopyran-7-yl acetate
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C21H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-26-15)19(24)21(5,27-14(4)23)20(25)18(16)22/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,21+/m0/s1
    Key: SWJLTKXURNHVHE-UPWXJBBJSA-N
  • InChI=1/C21H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-26-15)19(24)21(5,27-14(4)23)20(25)18(16)22/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,21+/m0/s1
    Key: SWJLTKXURNHVHE-UPWXJBBJBP
  • CC[C@H](C)/C=C(\C)/C=C/C1=CC2=C(C(=O)[C@](C(=O)C2=CO1)(C)OC(=O)C)Cl
Properties
C21H23ClO5
Molar mass 390.86 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Sclerotiorin is an antimicrobial Penicillium frequentans isolate. Sclerotiorin is an aldose reductase inhibitor (IC50=0.4 μM) as well as a reversible lipoxygenase inhibitor (IC50=4.2 μM).[1][2]

Notes

  1. ↑ Chidananda, C; Rao, LJ; Sattur, AP (2006). "Sclerotiorin, from Penicillium frequentans, a potent inhibitor of aldose reductase". Biotechnology Letters. 28 (20): 1633–6. doi:10.1007/s10529-006-9133-4. PMID 16900332. S2CID 29703251.
  2. ↑ Chidananda C, Sattur AP (2007). "Sclerotiorin, a novel inhibitor of lipoxygenase from Penicillium frequentans". J Agric Food Chem. 55 (8): 2879–83. doi:10.1021/jf062032x. PMID 17385879.


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