Term Name: secondary alpha-hydroxy ketone
Synonyms: acyloin, acyloins, secondary alpha-hydroxy ketones, secondary alpha-hydroxy-ketone, secondary alpha-hydroxy-ketones, secondary alpha-hydroxyketone, secondary alpha-hydroxyketones
Definition: An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing one hydrogen and one organyl group. Secondary alpha-hydroxy ketones are also known as acyloins, and are formally derived from reductive coupling of two carboxylic acid groups.
Ontology: ChEBI [CHEBI:2468]  ( EBI )

Relationships
is a type of: alpha-hydroxy ketone secondary alcohol
has subtype: (+)-dihydrokaempferol (+)-dihydromyricetin (+)-phytocassane A (+)-phytocassane D (-)-dihydromyricetin (-)-gynuraone (-)-microdiplodiasolol (1S)-1,23,25-trihydroxy-24-oxocalciol (1S,4S)-4-hydroxy-3-oxocyclohexane-1-carboxylic acid (2E,6Z)-13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione (2R,3R)-3-hydroxy-5-methoxy-6,7- methylenedioxyflavanone (2R,3R)-dihydroflavonol (2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one (2S)-2-hydroxy-3,4-diketopentyl phosphate (2S,3S)-3,5,7-trihydroxy-6,8-dimethylflavanone (5R) 5-hydroxy-3-[(methoxycarbonyl)amino]-5-vinyl-2-cyclopenten-1-one (6R)-6-lactoyl-5,6,7,8-tetrahydropterin (7Z)-14-hydroxy-10,13-dioxoheptadec-7-enoic acid (R)-3,4-dihydroxy-2-oxobutanoic acid (R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (R)-Humulone (S)-3,4-dihydroxy-2-oxobutanoic acid (S)-3-hydroxy-2-oxo-3-phenylpropanoic acid (S)-4,5-dihydroxypentane-2,3-dione 1,3-dihydroxybutan-2-one 1-hydroxy-1-phenylpropan-2-one 1-Hydroxyepiacorone 1beta,2alpha,4alpha,7beta,10beta,13alpha-hexahydroxy-5beta,20-epoxytax-11-en-9-one 1beta,2alpha,4alpha,7beta,10beta-pentahydroxy-5beta,20-epoxytax-11-en-9-one 1beta,2alpha,4alpha,10beta,13alpha-pentahydroxy-5beta,20-epoxytax-11-en-9-one 1beta,2alpha,4alpha,10beta-tetrahydroxy-5beta,20-epoxytax-11-en-9-one 2'-O-methylodoratol 2,3-didehydro-D-glucose 2,3-dihydroflavon-3-ol 2,3-dihydrogossypetin 2,4,5-trihydroxy-3-methoxy-4-methoxycarbonyl-5-methyl-2-cyclopenten-1-one 2,4-Dihydroxy-2,5-dimethyl-3(2H)-thiophenone 2-dehydroecdysone 2-hydroxy-1-phenyl-1-propanone 2-Hydroxy-2,6,6-trimethylcyclohexanone 2-hydroxy-3-oxoadipic acid 2-hydroxy-3-oxobutyl phosphate 2-hydroxy-3-oxosuccinic acid 2-hydroxy-pentan-3-one 2-hydroxycyclohexan-1-one 2-hydroxytestosterone 2alpha,4alpha,10beta-trihydroxy-5beta,20-epoxytax-11-en-9-one 2alpha,19alpha-dihydroxy-3-oxo-12-ursen-28-oic acid 2alpha-hydroxytestosterone 2beta-hydroxytestosterone 3'-dehydro-AMP 3'-dehydro-ATP 3-dehydroecdysone 3-dehydroquinic acid 3-dehydroshikimic acid 3-dimethylamino-5-hydroxy-5-vinyl-2-cyclopenten-1-one 3-hydroxy-2,4-dioxopentyl phosphate 3-Hydroxy-2-pentanone 3-Hydroxy-3-methylbutan-2-one 3-hydroxyhexane-2,5-dione 3beta,22S-dihydroxytirucalla-7,24-dien-23-one 3D-3,5/4-trihydroxycyclohexane-1,2-dione 4-[(1R)-1-hydroxy-2-oxo-3-phosphonooxypropyl]nicotinamide adenine dinucleotide 4-Hydroxy-2,6-dimethyl-7-octen-3-one 4-hydroxyhexan-3-one 4-O-acetyl hygrophorone C12 4-O-Acetyl hygrophorone D12 4-O-acetyl hygrophorone D14 4alpha,10beta-dihydroxy-5beta,20-epoxytax-11-en-9-one 5-amino-5-deoxy-3-dehydroshikimic acid 5D-(5/6)-2,6-dihydroxy-5-(hydroxymethyl)cyclohex-2-en-1-one 5E-7-oxozeaenol 5Z-7-oxozeaenol 6-lactoyl-5,6,7,8-tetrahydropterin 6-methoxytaxifolin 8-oxoresolvin D1 10,11-dihydrobisvertinolone 10-deacetyl-2-debenzoylbaccatin III 10-deacetylbaccatin III 10-Hydroxy-18-methoxybetaenone 12-O-deacetyltrichilin H 14-dihydroxycornestin 15-O-desmethyl-(5Z)-7-oxozeaenol 16-oxoresolvin D2 16alpha-hydroxyandrost-4-ene-3,17-dione 16alpha-hydroxydehydroepiandrosterone 16alpha-hydroxydehydroepiandrosterone 3-sulfate 16alpha-hydroxyestrone 16alpha-hydroxyestrone 3-O-(beta-D-glucuronide) 16beta-hydroxyestrone 23(S),25-dihydroxy-24-oxovitamin D3 23,24-dihydrocucurbitacin 23,24-dihydrocucurbitacin B 23,24-dihydrocucurbitacin D acetoin Apersitin Arthropsatriol A Arthropsatriol B benzoin Bromomyrothenone B bruceanol D bruceanol E bruceine D bruceolline I bruceolline J bruceolline L bryotoxin A cassiaoccidentalin B CDP-4-dehydro-6-deoxy-alpha-D-glucose CDP-4-dehydro-6-deoxy-D-glucose CDP-D-ribulose chaetoglobosin A chaetoglobosin B chaetoglobosin D chaetoglobosin E chaetoglobosin F chaetoglobosin Fex chaetoglobosin J chaetoglobosin P chaetoglobosin Q chaetoglobosin R Cladosporiumin D Cohumulone crassifogenin C cucurbitacin B cucurbitacin D cytoglobosin F deoxynivalenol dihydroisorhamnetin dihydromyricetin docetaxel anhydrous docetaxel trihydrate dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucose dTDP-3-dehydro-4,6-dideoxy-D-glucose dTDP-3-dehydro-6-deoxy-alpha-D-galactose dTDP-3-dehydro-6-deoxy-alpha-D-glucose dTDP-4-dehydro-2,6-dideoxy-alpha-D-glucose dTDP-4-dehydro-2,6-dideoxy-beta-L-glucose dTDP-4-dehydro-2,6-dideoxy-D-glucose ent-3beta-hydroxycassa-12,15-dien-2-one erythrulose erythrulose 1-phosphate eurycomanone fustin G2201-C garbanzol gibberellin A8-catabolite glaucarubinone glepidotin B globosumone C guangsangon K gutolactone Homothallin II Hygrophorone C12 Hygrophorone D Hygrophorone D12 hypothemycin isobrucein A isosilybin Javanicol E kolaflavanone lespeflorin B2 lespeflorin B3 lespeflorin B4 lespeflorin C3 lucibufagin C manniflavanone maysin mithramycin Myrothenone B N-(4-nitrophenyl)-3-oxovalidamine odoratol olivin olivomycin A Oxosorbiquinol pandangolide 1 pandangolide 1a Penicilliumin B Penicillone B Pentenomycin I Pentenomycin II Phomaligin A pinobanksin pisonivanol Pseudapene C Rezishanone B Rezishanone C Rigidoporone B samaderine B samaderine E samaderine X samaderine Y samaderine Z sch 725432 secoaggregatalactone A sepiapterin silibinin silychristin simalikalactone D Sorbicillfuran A Sorbicillinol taxifolin taxifolin 4'-methyl ether TDP-actinospectose terpentecin UDP-2-acetamido-2,6-dideoxy-alpha-D-xylo-hex-4-ulose UDP-2-acetamido-2,6-dideoxy-beta-L-arabino-hex-4-ulose UDP-2-acetamido-2,6-dideoxy-beta-L-lyxo-hex-4-ulose UDP-2-acetamido-2-deoxy-alpha-D-ribo-hex-3-uloseuronic acid UDP-2-acetamido-4-dehydro-2,6-dideoxy-beta-D-glucose UDP-3-keto-alpha-D-glucose victorin C Wheldone wilforic acid C xanthopterin-B2 xenocyloin A xenocyloin B xenocyloin G xenocyloin I xenocyloin J yadanziolide B yadanziolide T yadanziolide U yucalexin P8 zhankuic acid C