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Scytalone information


Scytalone
Names
IUPAC name
(3R)-3,6,8-trihydroxy-3,4-dihydro-2H-naphthalen-1-one
Other names
  • 3,4-Dihydro-3,6,8-trihydroxy-1(2H)naphthalenone
  • SCYTALON
  • Scytolone
Identifiers
CAS Number
  • 49598-85-8 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:16945 checkY
ChEMBL
  • ChEMBL4081370
ChemSpider
  • 142729
KEGG
  • C00779
MeSH scytalone
PubChem CID
  • 162567
UNII
  • 1MQ5L1414D
CompTox Dashboard (EPA)
  • DTXSID50964289 Edit this at Wikidata
InChI
  • InChI=1S/C10H10O4/c11-6-1-5-2-7(12)4-9(14)10(5)8(13)3-6/h1,3,7,11-13H,2,4H2/t7-/m1/s1
    Key: RTWVXIIKUFSDJB-SSDOTTSWSA-N
SMILES
  • C1[C@H](CC(=O)C2=C1C=C(C=C2O)O)O
Properties
Chemical formula
C10H10O4
Molar mass 194.18 g/mol
log P 0.9[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Scytalone or Scytolone is a cyclic beta hydroxy ketone substituted by hydroxy groups at positions 3, 6, and 8. It is a natural product found in various fungal species including Cytospora populina and Ceratocystis fimbriata.[2]

  1. ^ Computed by XLogP3 3.0 (PubChem release 2021-10-14)
  2. ^ "Scytalone". lotus.naturalproducts.net. Retrieved 2024-05-31.

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Scytalone

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Scytalone or Scytolone is a cyclic beta hydroxy ketone substituted by hydroxy groups at positions 3, 6, and 8. It is a natural product found in various...

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Scytalone dehydratase

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The enzyme scytalone dehydratase (EC 4.2.1.94) catalyzes the chemical reaction scytalone ⇌ {\displaystyle \rightleftharpoons } 1,3,8-trihydroxynaphthalene...

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Tetrahydroxynaphthalene reductase

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reductase (EC 1.1.1.252) is an enzyme that catalyzes the chemical reaction scytalone + NADP+ ⇌ {\displaystyle \rightleftharpoons } 1,3,6,8-tetrahydroxynaphthalene...

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Pesticide research

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programs have benefited from structure-based design, including that for scytalone dehydratase inhibitors as rice blast fungicides. Structure-based design...

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