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Literature summary extracted from

  • Koenig, M.; Mueller, C.; Bracher, F.
    Stereoselective synthesis of a new class of potent and selective inhibitors of human DELTA8,7-sterol isomerase (2013), Bioorg. Med. Chem., 21, 1925-1943.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
5.3.3.5 (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)-5-(pent-4-en-1-ylamino)octahydro-1H-inden-4-ol
-
 [Candida] glabrata
5.3.3.5 (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)-5-(pent-4-en-1-ylamino)octahydro-1H-inden-4-ol
-
 Homo sapiens
5.3.3.5 (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)-5-(pent-4-en-1-ylamino)octahydro-1H-inden-4-ol
-
 Saccharomyces cerevisiae
5.3.3.5 (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)-5-(pent-4-en-1-ylamino)octahydro-1H-inden-4-ol
-
 Yarrowia lipolytica
5.3.3.5 (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)-5-[methyl(pent-4-en-1-yl)amino]octahydro-1H-inden-4-ol
-
 [Candida] glabrata
5.3.3.5 (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)-5-[methyl(pent-4-en-1-yl)amino]octahydro-1H-inden-4-ol
-
 Homo sapiens
5.3.3.5 (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)-5-[methyl(pent-4-en-1-yl)amino]octahydro-1H-inden-4-ol
-
 Saccharomyces cerevisiae
5.3.3.5 (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)-5-[methyl(pent-4-en-1-yl)amino]octahydro-1H-inden-4-ol
-
 Yarrowia lipolytica
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-(benzylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 [Candida] glabrata
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-(benzylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Homo sapiens
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-(benzylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Saccharomyces cerevisiae
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-(benzylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Yarrowia lipolytica
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-(dibenzylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 [Candida] glabrata
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-(dibenzylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Homo sapiens
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-(dibenzylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Saccharomyces cerevisiae
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-(dibenzylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Yarrowia lipolytica
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-amino-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 [Candida] glabrata
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-amino-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Homo sapiens
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-amino-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Saccharomyces cerevisiae
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-amino-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Yarrowia lipolytica
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-[benzyl(methyl)amino]-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 [Candida] glabrata
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-[benzyl(methyl)amino]-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Homo sapiens
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-[benzyl(methyl)amino]-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Saccharomyces cerevisiae
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-[benzyl(methyl)amino]-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Yarrowia lipolytica
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-[benzyl(pent-4-en-1-yl)amino]-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 [Candida] glabrata
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-[benzyl(pent-4-en-1-yl)amino]-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Homo sapiens
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-[benzyl(pent-4-en-1-yl)amino]-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Saccharomyces cerevisiae
5.3.3.5 (1R,3aR,4R,5S,7aR)-5-[benzyl(pent-4-en-1-yl)amino]-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Yarrowia lipolytica
5.3.3.5 (1R,3aR,5S,7aR)-5-(dimethylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 [Candida] glabrata
5.3.3.5 (1R,3aR,5S,7aR)-5-(dimethylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Homo sapiens
5.3.3.5 (1R,3aR,5S,7aR)-5-(dimethylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Saccharomyces cerevisiae
5.3.3.5 (1R,3aR,5S,7aR)-5-(dimethylamino)-3a,7a-dimethyl-1-(6-methylheptan-2-yl)octahydro-1H-inden-4-ol
-
 Yarrowia lipolytica
5.3.3.5 AY9944
-
 [Candida] glabrata
5.3.3.5 AY9944
-
 Homo sapiens
5.3.3.5 AY9944
-
 Saccharomyces cerevisiae
5.3.3.5 AY9944
-
 Yarrowia lipolytica
5.3.3.5 fenpropimorph
-
 [Candida] glabrata
5.3.3.5 fenpropimorph
-
 Homo sapiens
5.3.3.5 fenpropimorph
-
 Saccharomyces cerevisiae
5.3.3.5 fenpropimorph
-
 Yarrowia lipolytica
5.3.3.5 ifenprodil
-
 [Candida] glabrata
5.3.3.5 ifenprodil
-
 Homo sapiens
5.3.3.5 ifenprodil
-
 Saccharomyces cerevisiae
5.3.3.5 ifenprodil
-
 Yarrowia lipolytica
5.3.3.5 MDL28815
-
 [Candida] glabrata
5.3.3.5 MDL28815
-
 Homo sapiens
5.3.3.5 MDL28815
-
 Saccharomyces cerevisiae
5.3.3.5 MDL28815
-
 Yarrowia lipolytica
5.3.3.5 tamoxifen
-
 [Candida] glabrata
5.3.3.5 tamoxifen
-
 Homo sapiens
5.3.3.5 tamoxifen
-
 Saccharomyces cerevisiae
5.3.3.5 tamoxifen
-
 Yarrowia lipolytica
5.3.3.5 Trifluoperazine
-
 [Candida] glabrata
5.3.3.5 Trifluoperazine
-
 Homo sapiens
5.3.3.5 Trifluoperazine
-
 Saccharomyces cerevisiae
5.3.3.5 Trifluoperazine
-
 Yarrowia lipolytica
5.3.3.5 trifluperidol
-
 [Candida] glabrata
5.3.3.5 trifluperidol
-
 Homo sapiens
5.3.3.5 trifluperidol
-
 Saccharomyces cerevisiae
5.3.3.5 trifluperidol
-
 Yarrowia lipolytica
5.3.3.5 U18666A
-
 [Candida] glabrata
5.3.3.5 U18666A
-
 Homo sapiens
5.3.3.5 U18666A
-
 Saccharomyces cerevisiae
5.3.3.5 U18666A
-
 Yarrowia lipolytica

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5.3.3.5 zymostenol Homo sapiens
-
 lathosterol
-
 ?
5.3.3.5 zymostenol Saccharomyces cerevisiae
-
 lathosterol
-
 ?
5.3.3.5 zymostenol Yarrowia lipolytica
-
 lathosterol
-
 ?
5.3.3.5 zymostenol [Candida] glabrata
-
 lathosterol
-
 ?
5.3.3.5 zymosterol Homo sapiens primary substrate cholesta-7,24-dienol
-
 ?
5.3.3.5 zymosterol Saccharomyces cerevisiae primary substrate cholesta-7,24-dienol
-
 ?
5.3.3.5 zymosterol Yarrowia lipolytica primary substrate cholesta-7,24-dienol
-
 ?
5.3.3.5 zymosterol [Candida] glabrata primary substrate cholesta-7,24-dienol
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
5.3.3.5 Homo sapiens
-
-
-
5.3.3.5 Saccharomyces cerevisiae
-
-
-
5.3.3.5 Yarrowia lipolytica
-
-
-
5.3.3.5 [Candida] glabrata
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.3.3.5 zymostenol
-
 Homo sapiens lathosterol
-
 ?
5.3.3.5 zymostenol
-
 Saccharomyces cerevisiae lathosterol
-
 ?
5.3.3.5 zymostenol
-
 Yarrowia lipolytica lathosterol
-
 ?
5.3.3.5 zymostenol
-
 [Candida] glabrata lathosterol
-
 ?
5.3.3.5 zymosterol primary substrate Homo sapiens cholesta-7,24-dienol
-
 ?
5.3.3.5 zymosterol primary substrate Saccharomyces cerevisiae cholesta-7,24-dienol
-
 ?
5.3.3.5 zymosterol primary substrate Yarrowia lipolytica cholesta-7,24-dienol
-
 ?
5.3.3.5 zymosterol primary substrate [Candida] glabrata cholesta-7,24-dienol
-
 ?

Synonyms

EC Number Synonyms Comment Organism
5.3.3.5 DELTA8,7-sterol isomerase
-
 Homo sapiens
5.3.3.5 DELTA8,7-sterol isomerase
-
 Saccharomyces cerevisiae
5.3.3.5 DELTA8,7-sterol isomerase
-
 Yarrowia lipolytica
5.3.3.5 DELTA8,7-sterol isomerase
-
 [Candida] glabrata
5.3.3.5 EBP
-
 Homo sapiens
5.3.3.5 EBP
-
 Saccharomyces cerevisiae
5.3.3.5 EBP
-
 Yarrowia lipolytica
5.3.3.5 EBP
-
 [Candida] glabrata
5.3.3.5 emopamil-binding protein
-
 Homo sapiens
5.3.3.5 emopamil-binding protein
-
 Saccharomyces cerevisiae
5.3.3.5 emopamil-binding protein
-
 Yarrowia lipolytica
5.3.3.5 emopamil-binding protein
-
 [Candida] glabrata