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myrothenone A
An alicyclic ketone which is 3-oxocyclopent-1-ene substituted by a formamido group at position 1 as well as vinyl and hydroxy groups at position 4. It is isolated from a marine derived fungus Myrothecium sp. and acts as an inhibitor of tyrosinase enzyme (EC 1.14.18.1).


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06. Name of Biological Source of Chemical: Fungi, Yeasts, Molds and Mildews > Deuteromycotina > Hyphomycetes
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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 enzyme inhibitor [CHEBI:23924] (825) 
 tyrosinase inhibitor [CHEBI:59997] (9) 
 myrothenone A [CHEBI:66424] (1)
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 myrothenone A [CHEBI:66424] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Fungi, Yeasts, Molds and Mildews (348) 
 Deuteromycotina (255) 
 Hyphomycetes (137) 
 Myrothecium (6)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 unspecified structure [PO:0000004] (703)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 myrothenone A [CHEBI:66424] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 amide [CHEBI:32988] (1863) 
 primary amide [CHEBI:33256] (1586) 
 carboxamide [CHEBI:37622] (1381) 
 formamides [CHEBI:24079] (21) 
 myrothenone A [CHEBI:66424] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 formamides [CHEBI:24079] (21) 
 myrothenone A [CHEBI:66424] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 myrothenone A [CHEBI:66424] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 myrothenone A [CHEBI:66424] (1)
 carboxamide [CHEBI:37622] (1381) 
 formamides [CHEBI:24079] (21) 
 myrothenone A [CHEBI:66424] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 myrothenone A [CHEBI:66424] (1)
 carboxamide [CHEBI:37622] (1381) 
 formamides [CHEBI:24079] (21) 
 myrothenone A [CHEBI:66424] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 formamides [CHEBI:24079] (21) 
 myrothenone A [CHEBI:66424] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 myrothenone A [CHEBI:66424] (1)
 carboxamide [CHEBI:37622] (1381) 
 formamides [CHEBI:24079] (21) 
 myrothenone A [CHEBI:66424] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 myrothenone A [CHEBI:66424] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 myrothenone A [CHEBI:66424] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 alicyclic ketone [CHEBI:36132] (68) 
 myrothenone A [CHEBI:66424] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 myrothenone A [CHEBI:66424] (1)
ChEBI Compound Accession Identifier  [CHEBI:66424]
ChEBI Compound Description  An alicyclic ketone which is 3-oxocyclopent-1-ene substituted by a formamido group at position 1 as well as vinyl and hydroxy groups at position 4. It is isolated from a marine derived fungus Myrothecium sp. and acts as an inhibitor of tyrosinase enzyme (EC 1.14.18.1).
ChEBI Compound Identification Number  66424
ChEBI InChI Value  InChI=1S/C8H9NO3/c1-2-8(12)4-6(9-5-10)3-7(8)11/h2-3,5,12H,1,4H2,(H,9,10)/t8-/m0/s1
ChEBI InChIKey Value  PGQRZOUYTNKEBE-QMMMGPOBSA-N
ChEBI Compound Name  myrothenone A
ChEBI SMILES Value  O[C@]1(CC(NC=O)=CC1=O)C=C
ChEBI Substance ID  160645290
ChEBI URL  ChEBI:66424
ChemSpider ID  9530619
Ontomatica Chemical Accession Key (OnChAKey)  PGQRZOUYTNKEBE_QMMMGPOBSA_N_000_000000
PubChem Compound ID  11355692