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staphyloxanthin
A xanthophyll that is beta-D-glucopyranose in which the hydroxy groups at positions 1 and 6 have been acylated by an all-trans-2,6,10,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,22-decaenoyl group and a 12-methyltetradecanoyl group, respectively. Staphyloxanthin is responsible for the characteristic yellow-golden colour which gives the bacterium Staphylococcus aureus its name.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > staphyloxanthin [CHEBI:71690]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 staphyloxanthin [CHEBI:71690] (1)
 toxin [CHEBI:27026] (45) 
 virulence factor [CHEBI:72316] (1) 
 staphyloxanthin [CHEBI:71690] (1)
 biophysical uses [CHEBI:52208] (136) 
 biological pigment [CHEBI:26130] (12) 
 staphyloxanthin [CHEBI:71690] (1)
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) 
 polyol [CHEBI:26191] (437) 
 triol [CHEBI:27136] (79) 
 staphyloxanthin [CHEBI:71690] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 triol [CHEBI:27136] (79) 
 staphyloxanthin [CHEBI:71690] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 fatty acid ester [CHEBI:35748] (38) 
 staphyloxanthin [CHEBI:71690] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 monosaccharide derivative [CHEBI:63367] (720) 
 aldose derivative [CHEBI:63368] (5) 
 aldohexose derivative [CHEBI:63354] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 hexose derivative [CHEBI:63385] (67) 
 aldohexose derivative [CHEBI:63354] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 D-hexose derivative [CHEBI:63386] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 fatty acid ester [CHEBI:35748] (38) 
 staphyloxanthin [CHEBI:71690] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 monosaccharide derivative [CHEBI:63367] (720) 
 aldose derivative [CHEBI:63368] (5) 
 aldohexose derivative [CHEBI:63354] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 hexose derivative [CHEBI:63385] (67) 
 aldohexose derivative [CHEBI:63354] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 D-hexose derivative [CHEBI:63386] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 tetraterpenoid [CHEBI:26935] (51) 
 carotenoid [CHEBI:23044] (51) 
 xanthophyll [CHEBI:27325] (46) 
 staphyloxanthin [CHEBI:71690] (1)
 triterpenoid [CHEBI:36615] (228) 
 apo carotenoid triterpenoid [CHEBI:36783] (13) 
 staphyloxanthin [CHEBI:71690] (1)
 apo carotenoid [CHEBI:53183] (57) 
 apo carotenoid triterpenoid [CHEBI:36783] (13) 
 staphyloxanthin [CHEBI:71690] (1)
 fatty acid ester [CHEBI:35748] (38) 
 staphyloxanthin [CHEBI:71690] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 tetraterpenoid [CHEBI:26935] (51) 
 carotenoid [CHEBI:23044] (51) 
 xanthophyll [CHEBI:27325] (46) 
 staphyloxanthin [CHEBI:71690] (1)
 triterpenoid [CHEBI:36615] (228) 
 apo carotenoid triterpenoid [CHEBI:36783] (13) 
 staphyloxanthin [CHEBI:71690] (1)
 apo carotenoid [CHEBI:53183] (57) 
 apo carotenoid triterpenoid [CHEBI:36783] (13) 
 staphyloxanthin [CHEBI:71690] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 fatty acid ester [CHEBI:35748] (38) 
 staphyloxanthin [CHEBI:71690] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 monosaccharide derivative [CHEBI:63367] (720) 
 aldose derivative [CHEBI:63368] (5) 
 aldohexose derivative [CHEBI:63354] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 hexose derivative [CHEBI:63385] (67) 
 aldohexose derivative [CHEBI:63354] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 D-hexose derivative [CHEBI:63386] (3) 
 D-aldohexose derivative [CHEBI:63387] (3) 
 staphyloxanthin [CHEBI:71690] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 triol [CHEBI:27136] (79) 
 staphyloxanthin [CHEBI:71690] (1)
 ester [CHEBI:35701] (3370) 
 carboxylic ester [CHEBI:33308] (1495) 
 fatty acid ester [CHEBI:35748] (38) 
 staphyloxanthin [CHEBI:71690] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 fatty acid ester [CHEBI:35748] (38) 
 staphyloxanthin [CHEBI:71690] (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) 
 carboxylic ester [CHEBI:33308] (1495) 
 fatty acid ester [CHEBI:35748] (38) 
 staphyloxanthin [CHEBI:71690] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 triol [CHEBI:27136] (79) 
 staphyloxanthin [CHEBI:71690] (1)
09. Chemical Capabilities 
09. Chemical Capabilities
 antioxidant [CHEBI:22586] (199) 
 staphyloxanthin [CHEBI:71690] (1)
ChEBI Compound Accession Identifier  [CHEBI:71690]
ChEBI Compound Description  A xanthophyll that is beta-D-glucopyranose in which the hydroxy groups at positions 1 and 6 have been acylated by an all-trans-2,6,10,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,22-decaenoyl group and a 12-methyltetradecanoyl group, respectively. Staphyloxanthin is responsible for the characteristic yellow-golden colour which gives the bacterium Staphylococcus aureus its name.
ChEBI Compound Identification Number  71690
ChEBI InChI Value  InChI=1S/C51H78O8/c1-10-39(4)26-17-15-13-11-12-14-16-18-36-46(52)57-37-45-47(53)48(54)49(55)51(58-45)59-50(56)44(9)35-24-34-43(8)33-23-31-41(6)28-20-19-27-40(5)30-22-32-42(7)29-21-25-38(2)3/h19-20,22-25,27-28,30-35,39,45,47-49,51,53-55H,10-18,21,26,29,36-37H2,1-9H3/b20-19+,30-22+,31-23+,34-24+,40-27+,41-28+,42-32+,43-33+,44-35+/t39?,45-,47-,48+,49-,51+/m1/s1
ChEBI InChIKey Value  PDOUICUKTQRPHO-MENSNCDRSA-N
ChEBI Compound Name  staphyloxanthin
ChEBI SMILES Value  CCC(C)CCCCCCCCCCC(=O)OC[C@H]1O[C@@H](OC(=O)C(\C)=C\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]1O
ChEBI Substance ID  160962815
ChEBI URL  ChEBI:71690
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  PDOUICUKTQRPHO_MENSNCDRSA_N_000_000000
PubChem Compound ID  56928085