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.
| Member | Definition | Role |
|---|
| (S)-4,5-dihydroxypentane-2,3-dione | Pentane substituted at the 2- and 3-positions by oxo groups, at the 4- and 5-positions by hydroxy groups and with S stereoconfiguration at C-4. | (S)-4,5-dihydroxypentane-2,3-dione |
| 1-hydroxy-1-phenyl-2-propanone | A secondary alpha-hydroxy ketone that is benzene which is substituted by a 1-hydroxy-2-oxopropyl group at position 1. | 1-hydroxy-1-phenylpropan-2-one |
| 10-deacetylbaccatine iii | | 10-deacetylbaccatin III |
| 16-hydroxydehydroepiandrosterone | | 16alpha-hydroxydehydroepiandrosterone |
| 23,24-dihydrocucurbitacin b | A 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at position 5; a hydroxy function at C-25 is acetylated. | 23,24-dihydrocucurbitacin B |
| 3-dehydroecdysone | | 3-dehydroecdysone |
| 3-dehydroquinic acid | A 4-oxo monocarboxylic acid derived from quinic acid by oxidation of the hydroxy group at position 3 to the corresponding keto group. | 3-dehydroquinic acid |
| 3alpha,12alpha-dihydroxy-4alpha-methylergosta-8,24(28)-dien-7,11-dione-26-oic acid | A steroid acid that is ergosta-8,24(28)-dien-26-oic acid substituted by hydroxy groups at positions 3 and 12, a methyl group at position 4 and oxo groups at positions 7 and 11 (the 3alpha,4alpha,5alpha,12alpha stereoisomer). Isolated from Antrodia cinnamomea and Antrodia camphorata, it exhibits antineoplastic activity. | zhankuic acid C |
| acetoin | A methyl ketone that is butan-2-one substituted by a hydroxy group at position 3. | acetoin |
| ampelopsin | An optically active form of dihydromyricetin having (2R,3R)-configuration. | (+)-dihydromyricetin |
| aromadedrin | A tetrahydroxyflavanone having hydroxy groupa at the 3-, 4'-, 5- and 7-positions. | (+)-dihydrokaempferol |
| benzoin | A ketone that consists of acetophenone bearing hydroxy and phenyl substituents at the alpha-position. The parent of the class of benzoins. | benzoin |
| chaetoglobosin A | A cytochalasan alkaloid isolated from Chaetomium globosum and Calonectria morganii. | chaetoglobosin A |
| cohumulone | | Cohumulone |
| cornexistin | A cyclic dicarboxylic anhydride that is 5,6,7,8,9,10-hexahydro-1H-cyclonona[c]furan-1,3(4H)-dione substituted by an ethylidene group at position 9, hydroxy groups at position 5 and 8, a propyl group at position 4 and an oxo group at position 6. | 14-dihydroxycornestin |
| cucurbitacin b | A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23; a hydroxy function at C-25 is acetylated. | cucurbitacin B |
| cucurbitacin d | A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23. | cucurbitacin D |
| cucurbitacin r | A 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at position 5. | 23,24-dihydrocucurbitacin D |
| deoxynivalenol | A trichothecene mycotoxin produced by Fusarium to which wheat, barley, maize (corn) and their products are susceptible to contamination. | deoxynivalenol |
| docetaxel | The trihydrate form of docetaxel. It is used for the treatment of breast, ovarian, and non-small cell lung cancer, and with prednisone or prednisolone in hormone-refractory metastatic prostate cancer. | docetaxel trihydrate |
| docetaxel anhydrous | A tetracyclic diterpenoid that is paclitaxel with the N-benzyloxycarbonyl group replaced by N-tert-butoxycarbonyl, and the acetoxy group at position 10 replaced by a hydroxy group. | docetaxel anhydrous |
| erythrulose | | erythrulose |
| eurycomanone | A quassinoid isolated from Eurycoma longifolia and has been shown to exhibit antineoplastic and antimalarial activties. | eurycomanone |
| fr 148083 | A macrolide that is the 7-oxo derivative of zeaenol (the 5Z stereoisomer). Isolated from Fungi, it exhibits cytotoxic, antibacterial and inhibitory activity against NF-kappaB. | 5Z-7-oxozeaenol |
| glaucarubinone | A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties. | glaucarubinone |
| hypothemycin | A macrolide that is isolated from the cultured broth of Hypomyces subiculosus and shows antifungal activity and inhibits the growth of some human cancer cells. | hypothemycin |
| kolaviron | A biflavonoid isolated from the seeds of Garcinia kola that has been shown to exhibit hepatoprotective activity. | kolaflavanone |
| maysin | A flavone C-glycoside that is luteolin attached to a disaccharide residue at position 6. It has been isolated from natural product Petrorhagia velutina and Zea mays and exhibits insecticidal and neuroprotective activities. | maysin |
| olivomycin a | | olivomycin A |
| pinobanksin | A trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. | pinobanksin |
| silybin | A flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities. | silibinin |
| silychristin | A flavonolignan isolated from Silybum marianum and has been shown to exhibit inhibitory activities against lipoxygenase and prostaglandin synthetase. | silychristin |
| simalikalactone D | A quassinoid isolated from Quassia amara and Quassia africana. It has been shown to exhibit antimalarial, cytotoxic and antiviral activities. | simalikalactone D |
| taxifolin | A pentahydroxyflavanone that is the 2,3-dihydro derivative of quercetin. | taxifolin |
| terpentecin | | terpentecin |
| thiacremonone | | 2,4-Dihydroxy-2,5-dimethyl-3(2H)-thiophenone |