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Sclerotiorin

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]

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
  • 549-23-5 N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4940697
  • 6436015
UNII
  • BA54VZ8Z50
  • 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).

Notes edit

  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.


sclerotiorin, antimicrobial, penicillium, frequentans, isolate, aldose, reductase, inhibitor, ic50, well, reversible, lipoxygenase, inhibitor, ic50, names, preferred, iupac, name, chloro, dimethylhepta, dien, dioxo, dihydro, benzopyran, acetate, identifiers, n. Sclerotiorin is an antimicrobial Penicillium frequentans isolate Sclerotiorin is an aldose reductase inhibitor IC50 0 4 mM as well as a reversible lipoxygenase inhibitor IC50 4 2 mM 1 2 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 CAS Number 549 23 5 N 3D model JSmol Interactive image ChemSpider 4940697 PubChem CID 6436015 UNII BA54VZ8Z50 InChI 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 s1Key SWJLTKXURNHVHE UPWXJBBJSA NInChI 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 s1Key SWJLTKXURNHVHE UPWXJBBJBP SMILES 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 Chemical formula C 21H 23Cl O 5 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 referencesNotes edit 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 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 nbsp This organic chemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Sclerotiorin amp oldid 1172703937, wikipedia, wiki, book, books, library,

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