A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.
| Member | Definition | Role |
|---|
| (+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside | A lignan that is (+)-lyoniresinol substituted by a beta-D-glucopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from the root barks of Stemmadenia minima and Lycium chinense, it exhibits antimicrobial activities. | (+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside |
| (2S,3R)-dihydrodehydrodiconiferyl alcohol | | (2S,3R)-dihydrodehydrodiconiferyl alcohol |
| (north)-methanocarbathymidine | A carbobicyclic compound that is bicyclo[3.1.0]hexane which is substituted at the 2-pro-S, 4-pro-S and 5-pro-R positions by thymin-1-yl, hydroxy, and hydroxymethyl groups, respectively. | 1-[(1S,2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)bicyclo[3.1.0]hexan-2-yl]thymine |
| (R)-DRF053 | A member of the class of 2,6-diaminopurines that is 2,6-diamiopurine which is substituted by an isopropyl group at position 9 and in which the amino groups at positions 2 and 6 are substituted by a 1-hydroxybutan-2-yl and 3-(pyridin-2-yl)phenyl groups, respectively (the R enantiomer). A cyclin dependent kinase inhibitor, widely used as its hydrochloride hydrate. | (R)-DRF053 |
| 1-((2-hydroxyethoxy)methyl)-6-(phenylthio)thymine | A pyrimidone that is thymine which is substituted at positions 1 and 6 by a (2-hydroxyethoxy)methyl group and a phenylsulfanyl group, respectively. | 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine |
| 1-[4-carboxy-2-(3-pentylamino)phenyl]-5,5-bis(hydroxymethyl)pyrrolidin-2-one | A member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 3 and 4 have been replaced by pentan-2-ylamino and 2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl groups, respectively. | 1-[4-carboxy-2-(3-pentylamino)phenyl]-5,5-bis(hydroxymethyl)pyrrolidin-2-one |
| 1-butanol | A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes. | butan-1-ol |
| 1-hexanol | A primary alcohol that is hexane substituted by a hydroxy group at position 1. | hexan-1-ol |
| 1-nonanol | A nonanol that is nonane substituted by a hydroxy group at position 1. It has been isolated as a component of volatile oils from plants like Hordeum vulgare. | nonan-1-ol |
| 1-octanol | An octanol carrying the hydroxy group at position 1. | octan-1-ol |
| 1,5-pentanediol | | Pentane-1,5-diol |
| 16beta,17-dihydroxy-ent-kaurane-19-oic acid | A ent-kaurane diterpenoid that is ent-kaurane-19-oic acid substituted by hydroxy groups at positions 16 and 17 (the 16beta stereoisomer). It is isolated from Helianthus sp. and Annona squamosa and exhibits anti-HIV activity. | 16beta,17-dihydroxy-ent-kaurane-19-oic acid |
| 2-(4-methyl-1,3-thiazol-5-yl)ethanol | A 1,3-thiazole that is thiazole substituted by a methyl group at position 4 and a 2-hydroxyethyl group at position 5. | 5-(2-hydroxyethyl)-4-methylthiazole |
| 2-aminopropanol | An amino alcohol that is alanine in which the carboxy group has been reduced to the corresponding alcohol. | 2-aminopropan-1-ol |
| 2-diethylaminoethanol | A member of the class of ethanolamines that is aminoethanol in which the hydrogens of the amino group are replaced by ethyl groups. | 2-diethylaminoethanol |
| 2-ethoxyethanol | A hydroxyether that is the ethyl ether derivative of ethylene glycol. | 2-ethoxyethanol |
| 2-ethylhexanol | A primary alcohol that is hexan-1-ol substituted by an ethyl group at position 2. | 2-ethylhexan-1-ol |
| 2-methylbutanol | A primary alcohol that is isopentane substituted by a hydroxy group at position 1. | 2-methylbutan-1-ol |
| 2,2-bis(bromomethyl)-1,3-propanediol | | 2,2-Bis(bromomethyl)propane-1,3-diol |
| 2,3-dihydro-3beta-methoxy withaferin A | A withanolide that is 2,3-dihydrowithaferin A substituted by a beta-methoxy group at position 3. It has been isolated from the aerial parts of Physalis longifolia. | 2,3-dihydro-3beta-methoxy withaferin A |
| 2,3-dihydro-3beta-O-sulfate withaferin A | A withanolide that is 2,3-dihydrowithaferin A substituted by a sulfoxy group at position 3. Isolated from Physalis longifolia, it exhibits antineoplastic activity. | 2,3-dihydro-3beta-O-sulfate withaferin A |
| 2,3-dihydrowithaferin A | A withanolide that is the 2,3-dihydro derivative of withaferin A. It has been isolated from the aerial parts of Physalis longifolia. | 2,3-dihydrowithaferin A |
| 3-amino-1-propanol | A member of the class of propanolamines that is propane with a hydroxy substituent at C-1 and an amino substituent at C-2, making it both a primary amine and a primary alcohol. | 3-aminopropan-1-ol |
| 3-Bromo-1-propanol | | 3-Bromo-1-propanol |
| 3-epi-fagomine | A member of the class of hydroxypiperidines that is piperidine carrying a hydroxymethyl substituent at position 2 as well as two hydroxy substituents at positions 3 and 4 (the 2R,3R,4S-diastereomer). | 3-epi-fagomine |
| 3-hexen-1-ol | A primary alcohol that is hex-3-ene substituted by a hydroxy group at position 1. | hex-3-en-1-ol |
| 3-mercaptohexanol | An alkanethiol that is hexane substituted at positions 1 and 3 by hydroxy and sulfanyl groups respectively. | 3-mercaptohexanol |
| 3-methylbenzyl alcohol | A methylbenzyl alcohol that is toluene in which one of the meta hydrogens has been replaced by a hydroxymethyl group. | 3-methylbenzyl alcohol |
| 3,4-dihydroxyphenylethanol | A member of the class of catechols that is benzene-1,2-diol substituted by a 2-hydroxyethyl group at position 4. Isolated from Olea europaea, it exhibits antioxidant and antineoplastic activities. | hydroxytyrosol |
| 3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-beta-D-glucopyranoside | A monosaccharide derivative that consists of 4-(hydroxymethyl)-2,6-dimethoxyphenol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. Isolated from Acacia mearnsii it exhibits cytotoxic activity. | 3,5-dimethoxy-4-hydroxybenzyl alcohol-4-O-beta-D-glucopyranoside |
| 4-imidazolemethanol | A member of the class of imidazoles that is 1H-imidazole substituted by a hydroxymethyl group at position 4. | imidazole-4-methanol |
| 4-methylcyclohexanemethanol | An alicyclic primary alcohol that is cyclohexane substituted by a hydroxy methyl group and methyl group at positions 1 and 4. It acts as a hydrotrope, solubilizing hydrophobic substances in aqueous environments. It also prevents protein aggregation, alters membrane dynamics and metal homeostasis, and is used in a flotation process for cleaning and processing coal. | 4-methylcyclohexanemethanol |
| 5-benzylacyclouridine | A pyrimidone that is uracil which is substituted by a 2-hydroxyethoxymethyl group at position 1 and a benzyl group at position 5. | 5-benzyl-1-(2-hydroxyethoxymethyl)uracil |
| 5-benzyloxybenzylacyclouridine | A benzyl ether that consists of acyclouridine bearing a 3-(benzyloxy)benzyl substituent at position 5. | 5-benzyloxybenzylacyclouridine |
| 5-hydroxymethylfurfural | A member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo. | 5-hydroxymethylfurfural |
| 5-hydroxymethyluracil | A primary alcohol that is uracil bearing a hydroxymethyl substituent at the 5-position. | 5-hydroxymethyluracil |
| a-factor (streptomyces) | A butan-4-olide that is gamma-butyrolactone with a 6-methylheptanoyl substituent at position 3 and a hydroxymethyl substituent at position 4 (the 3R,4R-stereoisomer). | (3R,4R)-4-(hydroxymethyl)-3-(6-methylheptanoyl)oxolan-2-one |
| aa 861 | A member of the class of benzoquinones that is p-benzoquinone in which the hydrogens are substituted by three methyl groups and a 12-hydroxydodeca-5,10-diyn-1-yl group. | docebenone |
| acetol | A propanone that is acetone in which one of the methyl hydrogens is replaced by a hydroxy group. | hydroxyacetone |
| aethoxysclerol | A hydroxyether that is ethylene glycol substituted on one of the oxygens by a dodecyl group. | ethylene glycol monododecyl ether |
| albicanol | A drimane-type sesquiterpenoid orginally isolated from the liverwort Diplophyllum albicans. It exhibits fish antifeedant, antifungal and antineoplastic activities. | (+)-albicanol |
| althiomycin | A peptide antibiotic isolated from soil and enteric bacteria. It is a protein synthesis inhibitor which exhibits antibacterial activity against both Gram-positive and Gram-negative bacteria. | althiomycin |
| andrographolide | A labdane diterpenoid isolated from the leaves and roots of Andrographis paniculata that exhibits anti-HIV, anti-inflammatory and antineoplastic properties. | andrographolide |
| azd 1152-hqpa | A member of the of quinazolines that is 4-aminoquinazolin-7-ol in which the amino group at position 4 has been substituted by a 5-[2-(3-fluoroanilino)-2-oxoethyl]-1H-pyrazol-3-yl group, while the hydroxy group at position 7 has been converted into the corresponding 3-[ethyl(2-hydroxyethyl)aminopropyl ether. | AZD-1152 |
| bacteriohopane-32-ol | A pentacyclic triterpenoid that is hopane in which a hydrogen attached to C-29 is replaced by a 2-hydroxyethyl group. | 17beta(H),21beta(H)-bishomohopanol |
| benserazide | A carbohydrazide that results from the formal condensation of the carboxy group of DL-serine with the primary amino group of 4-(hydrazinylmethyl)benzene-1,2,3-triol. An aromatic-L-amino-acid decarboxylase inhibitor (DOPA decarboxylase inhibitor) that does not enter the central nervous system, it is used as its hydrochloride salt as an adjunct to levodopa in the treatment of parkinsonism. By preventing the conversion of levodopa to dopamine in the periphery, it causes an increase in the amount of levodopa reaching the central nervous system and so reduces the required dose. Benserazide has no antiparkinson actions when given alone. | benserazide |
| bosentan anhydrous | | bosentan |
| butylhydroxybutylnitrosamine | A nitrosamine that has butyl and 4-hydroxybutyl substituents. In mice, it causes high-grade, invasive cancers in the urinary bladder, but not in any other tissues. | N-butyl-N-(4-hydroxybutyl)nitrosamine |
| cafestol | An organic heteropentacyclic compound and furan diterpenoid with formula C20H28O3 obtained from the unsaponifiable fraction of coffee oil (a lipid fraction obtained from coffee beans by organic solvent extraction). | cafestol |
| carbitol | A primary alcohol that is ethanol substituted by a 2-ethoxyethoxy group at position 2. | diethylene glycol monoethyl ether |
| chanoclavine | An organic tricyclic compound that is 1,3,4,5-tetrahydrobenzo[cd]indole which is substituted at position 4 by a methylamino group and at position 5 by a 3-hydroxy-2-methylprop-1-en-1-yl group (the 4R,5R,E diastereoisomer). It is a precursor of the tetracyclic ergolines agroclavine, elymoclavine and lysergic acid amide. | chanoclavine-I |
| chrysanthemol | | chrysanthemol |
| chrysobactin | A catechol-type siderophore with a structure of D-lysyl-L-serine substituted on N(2) of the lysyl residue by a 2,3-dihydroxybenzoyl group. It is produced by the Gram-negative bacillus Dickeya dadantii (previously known as Erwinia chrysanthem). Only the catecholate hydroxyl groups participate in metal coordination, so chrysobactin cannot provide full 1:1 coordination of Fe(III); at neutral pH and concentrations of about 0.1 mM, ferric chrysobactin exists as a mixture of bis and tris complexes. | chrysobactin |
| cleomiscosin a | An organic heterotricyclic compound that is 2,3-dihydro-9H-[1,4]dioxino[2,3-h]chromen-9-one substituted by 4-hydroxy-3-methoxy phenyl group at position 3, a hydroxymethyl group at position 2 and a methoxy group at position 5 (the 2R,3R stereoisomer). It exhibits anti-inflammatory activity. | cleomiscosin A |
| clopenthixol | A thioxanthene derivative having a chloro substituent at the 2-position and an alkylidene group at the 10-position with undefined double bond stereochemistry. | clopenthixol |
| crotonyl alcohol | | 2-Buten-1-ol |
| cyclooctatin | A diterpenoid characterized by a 5-8-5 dodecahydrodicyclopenta[a,d]cyclooctene fused-ring system, with a single double bond and one isopropyl, two hydroxy, one hydroxymethyl and two methyl substituents. | cyclooctatin |
| decarbamylsaxitoxin | A pyrrolopurine that is 2,6-diiminodecahydropyrrolo[1,2-c]purine carrying an additional hydroxymethyl substituent at position 4 as well as two hydroxy substituents at position 10. A toxin that is isolated from marine dinoflagellates and cyanobacteria and is known to cause paralytic shellfish poisoning. | decarbamoylsaxitoxin |
| dehydrodiconiferyl alcohol | A guaiacyl lignin obtained by cyclodimerisation of coniferol. | dehydrodiconiferyl alcohol |
| deoxynivalenol | A trichothecene mycotoxin produced by Fusarium to which wheat, barley, maize (corn) and their products are susceptible to contamination. | deoxynivalenol |
| dihydroconiferyl alcohol | A member of class of phenols that is 2-methoxyphenol substituted by a 3-hydroxypropyl group at position 4. | dihydroconiferyl alcohol |
| dihydroconiferyl alcohol glucoside | A primary alcohol that is dihydroconiferyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. | dihydroconiferyl alcohol glucoside |
| dimercaprol | A dithiol that is propane-1,2-dithiol in which one of the methyl hydrogens is replaced by a hydroxy group. a chelating agent originally developed during World War II as an experimental antidote against the arsenic-based poison gas Lewisite, it has been used clinically since 1949 for the treatment of poisoning by arsenic, mercury and gold. It can also be used for treatment of poisoning by antimony, bismuth and possibly thallium, and (with sodium calcium edetate) in cases of acute leaad poisoning. Administration is by (painful) intramuscular injection of a suspension of dimercaprol in peanut oil, typically every 4 hours for 2-10 days depending on the toxicity. In the past, dimercaprol was also used for the treatment of Wilson's disease, a severely debilitating genetic disorder in which the body tends to retain copper, with resultant liver and brain injury. | dimercaprol |
| dodecanol | A primary alcohol that is dodecane in which a hydrogen from one of the methyl groups is replaced by a hydroxy group. It is registered for use in apple and pear orchards as a Lepidopteran pheromone/sex attractant, used to disrupt the mating behaviour of certain moths whose larvae destroy crops. | dodecan-1-ol |
| drimenol | A sesquiterpenoid primary alcohol, being methanol in which one of the methyl hydrogens is substituted by a 2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl group. | drimenol |
| egonol | A member of the class of 1-benzofurans that is 1-benzofuran substituted by a methoxy group at position 7, a 1,3-benzodioxol-5-yl group at position 2 and a 3-hydroxypropyl group at position 5. It has been isolated from Styrax agrestis. | egonol |
| enrasentan | A member of the class of indanes that is 2,3-dihydro-1H-indene which is substituted by a 1,3-benzodioxol-5-yl group, carboxy group, 2-(2-hydroxyethoxy)-4-methoxyphenyl group and a propoxy group at positions 1S, 2R, 3S and 5, respectively. It is an orally active mixed endothelin A/B receptor antagonist with a 100-fold greater affinity for the endothelin A receptor. The drug was being developed by GSK for the treatment of congestive heart failure and pulmonary hypertension (clinical trials discontinued). | enrasentan |
| entecavir | Guanine substituted at the 9 position by a 4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl group. A synthetic analogue of 2'-deoxyguanosine, it is a nucleoside reverse transcriptase inhibitor with selective antiviral activity against hepatitis B virus. Entecavir is phosphorylated intracellularly to the active triphosphate form, which competes with deoxyguanosine triphosphate, the natural substrate of hepatitis B virus reverse transcriptase, inhibiting every stage of the enzyme's activity, although it has no activity against HIV. It is used for the treatment of chronic hepatitis B. | entecavir (anhydrous) |
| equisetin | A member of the class of tetramic acids that is trichosetin in which the hydrogen attached to the lactam nitrogen has been replaced by a methyl group. It is produced by the filamentous fungus Fusarium heterosporum. | equisetin |
| ergonovine | A monocarboxylic acid amide that is lysergamide in which one of the hydrogens attached to the amide nitrogen is substituted by a 1-hydroxypropan-2-yl group (S-configuration). An ergot alkaloid that has a particularly powerful action on the uterus, its maleate (and formerly tartrate) salt is used in the active management of the third stage of labour, and to prevent or treat postpartum of postabortal haemorrhage caused by uterine atony: by maintaining uterine contraction and tone, blood vessels in the uterine wall are compressed and blood flow reduced. | ergometrine |
| erythrodiol | A pentacyclic triterpenoid that is beta-amyrin in which one of the hydrogens of the methyl group at position 28 has been replaced by a hydroxy group. It is a plant metabolite found in olive oil as well as in Rhododendron ferrugineum and other Rhododendron species. | erythrodiol |
| ethanolamine | A member of the class of ethanolamines that is ethane with an amino substituent at C-1 and a hydroxy substituent at C-2, making it both a primary amine and a primary alcohol. | ethanolamine |
| everolimus | A macrocyclic lactone that is rapamycin in which the hydroxy group attached to the cyclohexyl moiety has been converted into the corresponding 2-hydroxyethyl ether. It is an immunosuppressant and antineoplastic agent. | everolimus |
| fty 720p | A primary amino compound that is fingolimod in which one on the hydroxy groups has been converted into its dihydrogen phosphate derivative. It is the active metabolite of fingolimod. | fingolimod phosphate |
| furfuryl alcohol | A furan bearing a hydroxymethyl substituent at the 2-position. | furfuryl alcohol |
| GDC-0623 | A member of the class of imidazopyridines that is imidazo[1,5-a]pyridine substituted by (2-fluoro-4-iodophenyl)amino and (2-hydroxyethoxy)aminoacyl groups at positions 5 and 6. It is a potent ATP non-competitive inhibitor of MEK1 (Ki = 0.13nM) and also has efficacy against both mutant BRAF and mutant KRAS. It is in clinical development for treatment of patients with locally advanced or metastatic solid tumors. | GDC-0623 |
| GDC-0879 | A member of the class of pyrazoles that is 1-(2-hydroxyethyl)pyrazole carrying additional 4-pyridyl and 1-(hydroxyimino)indan-5-yl substituents at positions 3 and 4 respectively. | GDC-0879 |
| geraniol | A monoterpenoid consisting of two prenyl units linked head-to-tail and functionalised with a hydroxy group at its tail end. | geraniol |
| glyceryl 1,2-dinitrate | | 1,2-dinitroglycerol |
| glycidol | | glycidol |
| glycol salicylate | A benzoate ester obtained by the formal condensation of carboxy group of salicylic acid with one of the hydroxy groups of ethylene glycol | 2-hydroxyethyl salicylate |
| glycolic acid | A 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated. | glycolic acid |
| heptanol | A primary alcohol that is heptane substituted by a hydroxy group at position 1. It has been isolated from Capillipedium parviflorum. | heptan-1-ol |
| hexamethylene glycol | A diol that is hexane substituted by hydroxy groups at positions 1 and 6. | hexane-1,6-diol |
| hydroxychloroquine | An aminoquinoline that is chloroquine in which one of the N-ethyl groups is hydroxylated at position 2. An antimalarial with properties similar to chloroquine that acts against erythrocytic forms of malarial parasites, it is mainly used as the sulfate salt for the treatment of lupus erythematosus, rheumatoid arthritis, and light-sensitive skin eruptions. | hydroxychloroquine |
| idebenone | A member of the class of 1,4-benzoquinones which is substituted by methoxy groups at positions 2 and 3, by a methyl group at positions 5, and by a 10-hydroxydecyl group at positions 6. Initially developed for the treatment of Alzheimer's disease, benefits were modest; it was subsequently found to be of benefit for the symptomatic treatment of Friedreich's ataxia. | idebenone |
| isobutyl alcohol | An alkyl alcohol that is propan-1-ol substituted by a methyl group at position 2. | isobutanol |
| isolariciresinol | A lignan that is 5,6,7,8-tetrahydronaphthalen-2-ol substituted by hydroxymethyl groups at positions 6 and 7, a methoxy group at position 3 and a 4-hydroxy-3-methoxyphenyl group at position 8. It has been isolated from the roots of Rubia yunnanensis. | (+)-isolariciresinol |
| isopentyl alcohol | An primary alcohol that is butan-1-ol in which a hydrogen at position 3 has been replaced by a methyl group. | isoamylol |
| kahweol | A diterpenoid with formula C20H26O3, isolated from the beans of Coffea arabica. It exhibits antioxidant, anti-inflammatory, anti-angiogenesis and anti-proliferative properties. | kahweol |
| kn 93 | A sulfonamide resulting from the formal condensation of p-methoxybenzenesulfonic acid with the anilino nitrogen of 2-(aminomethyl)-N-(2-hydroxyethyl)aniline in which the hydrogens of the primary amino group have been replaced by methyl and p-chlorocinnamyl groups. KN-93 is a selective inhibitor of Ca(2+)/calmodulin-dependent protein kinase II. | KN-93 |
| kojic acid | A pyranone that is 4H-pyran substituted by a hydroxy group at position 5, a hydroxymethyl group at position 2 and an oxo group at position 4. It has been isolated from the fungus Aspergillus oryzae. | kojic acid |
| lactucin | An azulenofuran that is 3-methylidene-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione carrying additional hydroxy, methyl and hydroxymethyl substituents at positions 4, 6 and 9 respectively (the 3aR,4S,9aS,9bR-diastereomer). Found in chicory. | lactucin |
| lamivudine | A monothioacetal that consists of cytosine having a (2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl moiety attached at position 1. An inhibitor of HIV-1 reverse transcriptase, it is used as an antiviral in the treatment of AIDS and hepatitis B. | lamivudine |
| lariciresinol | A lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2S,3R,4R-diastereomer). | (+)-lariciresinol |
| loxtidine | A triazole that consists of 1,2,4-triazole bearing a methyl substituent at position 1, a hydroxymethyl substituent at position 3 and a {3-[3-(piperidin-1-ylmethyl)phenoxy]propyl}amino group at position 5. A highly potent and selective H2-receptor antagonist. | loxtidine |
| lyoniresinol | A lignan that is tetralin substituted by a 4-hydroxy-3,5-dimethoxy group at position 4, hydroxymethyl groups at positions 2 and 3, methoxy groups at positions 5 and 7 and a hydroxy group at position 6. Isolated from Machilus robusta and Sinocalamus affinis, it exhibits antineoplastic activity. | (+)-lyoniresinol |
| mercaptoethanol | | mercaptoethanol |
| methanol | The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group. | methanol |
| methylthioethanol | A primary alcohol that is the S-methyl derivative of mercaptoethanol. It is found as a volatile component in Cucumis melo Var. cantalupensis. | 2-methylthioethanol |
| metronidazole | A member of the class of imidazoles substituted at C-1, -2 and -5 with 2-hydroxyethyl, nitro and methyl groups respectively. It has activity against anaerobic bacteria and protozoa, and has a radiosensitising effect on hypoxic tumour cells. It may be given by mouth in tablets, or as the benzoate in an oral suspension. The hydrochloride salt can be used in intravenous infusions. Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce the nitro group of metronidazole to give nitroso-containing intermediates. These can covalently bind to DNA, disrupting its helical structure, inducing DNA strand breaks and inhibiting bacterial nucleic acid synthesis, ultimately resulting in bacterial cell death. | metronidazole |
| mirodenafil | A member of the class of pyrrolopyrimidines that is 3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one having a 5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}-2-propoxyphenyl group at positon 2, ethyl group at position 5, and a propyl group at position 7. It is a phosphodiesterase type 5 inhibitor which is used for the treatment of erectile dysfunction. | mirodenafil |
| myriaporone 3 | A member of the class of oxanes isolated from the Mediterranean bryozoan Myriapora truncata and has been shown to exhibit inhibitory activity against murine leukemia cells. | myriaporone 3 |
| n-butoxyethanol | A primary alcohol that is ethanol in which one of the methyl hydrogens is replaced by a butoxy group. A high-boiling (171degreeC) colourless liquid, it is used as a solvent for paints and inks, as well as in some dry cleaning solutions. | 2-butoxyethanol |
| n-decyl alcohol | A fatty alcohol consisting of a hydroxy function at C-1 of an unbranched saturated chain of ten carbon atoms. | decan-1-ol |
| n-ethyl-n-hydroxyethylnitrosamine | A nitrosamine that is N-nitrosodiethylamine in which one of the ethyl froups has been replaced by a 2-hydroxyethyl group. It is used to induce renal and liver tumours in rodents. | N-ethyl-N-(2-hydroxyethyl)nitrosamine |
| n(alpha)-acetylfusarinines | A member of the class of 2,5-diketopiperazines that is 2,5-diketopiperazine which is substituted at positions 3 and 6 by 3-(hydroxyamino)propyl groups in which the nitrogens have been acylated by (2E)-5-hydroxy-3-methylpent-2-enoyl groups. The substituent at position 3 has been further modified by having its terminal hydroxy group esterified by condensation with the carboxy group of N(2)-acetyl-N(5)-hydroxy-L-ornithine in which the N(5) nitrogen has been acylated by a (2E)-5-hydroxy-3-methylpent-2-enoyl group. | desferricoprogen |
| nsc 224070 | A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which the hydrogens at positions 2 and 5 have been replaced by aziridin-1-yl groups while the hydrogens at positions 3 and 6 have been replaced by (2-hydroxyethyl)amino groups. | 2,5-bis(2-hydroxyethylamino)-3,6-diaziridinylbenzoquinone |
| ospemifene | An organochlorine compound that is a selective estrogen receptor modulator; used for treatment of dyspareunia. | ospemifene |
| oxetanocin a | A nucleoside analogue found in Bacillus megaterium in which an adenine moiety is attached to position 2 of a of an oxetane ring which is substituted at positions 3 and 4 by hydroxymethyl groups. | oxetanocin A |
| pamapimod | A member of the class of pyridopyrimidines that is 8-methylpyrido[2,3-d]pyrimidin-7(8H)-one carrying additional (1,5-dihydroxypentan-3-yl)amino and 2,4-difluorophenoxy substituents at positions 2 and 6 respectively. It is a potent inhibitor of MAPK and is used for treatment of rheumatoid arthritis. | pamapimod |
| pentaerythritol | A tetrol that is neopentane in which one of the methyl hydrogens of all four methyl groups are replaced by hydroxy groups. It is a chemical intermediate used in the production of explosives, plastics, paints, appliances, and cosmetics. | pentaerythritol |
| pentaethylene glycol monododecyl ether | A hydroxypolyether that is pentaethylene glycol in which one of the terminal hydrogens is replaced by a dodecyl group. | laureth-5 |
| PF-00835231 | A primary alcohol resulting from the cleavage of the phosphate group of the prodrug PF-07304814. It is an inhibitor of SARS-CoV-1 and -2 main protease (3CLpro) and exhibits potent in vitro antiviral activity. | PF-00835231 |
| phenoxyethanol | An aromatic ether that is phenol substituted on oxygen by a 2-hydroxyethyl group. | 2-phenoxyethanol |
| phenylalaninol | An amino alcohol resulting from the formal reduction of the carboxy group of L-phenylalanine to the corresponding alcohol. | L-phenylalaninol |
| phenylethyl alcohol | A primary alcohol that is ethanol substituted by a phenyl group at position 2. | 2-phenylethanol |
| plaunotol | A diterpenoid that is geranylgeraniol carrying an additional hydroxy substituent at position 18. | plaunotol |
| riddelliine n-oxide | A pyrrolizine alkaloid that is 13,19-didehydrosenecionane bearing two additional hydroxy substituents at positions 12 and 18, two additional oxo groups at positions 11 and 16 and an N-oxido substituent. | riddelliine N-oxide |
| salmeterol xinafoate | A phenol having a hydroxymethyl group at C-2 and a 1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl group at C-4; derivative of phenylethanolamine. | 2-(hydroxymethyl)-4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)phenol |
| sarpagine | An indole alkaloid that is sarpagan bearing hydroxy groups at positions 10 and 17. | sarpagine |
| sch 51344 | A pyrazoloquinoline that is 6-methoxy-3-methyl-1H-pyrazolo[3,4-b]quinoline bearing an additional 2-[(2-hydroxyethoxy)ethyl]amino substituent at position 4 | SCH51344 |
| sd 0006 | A member of the class of pyrazoles that is 1H-pyrazole in which the hydrogens at positions 3, 4, and 5 are replaced by N-(hydroxyacetyl)piperidin-4-yl, pyrimidin-4-yl and p-chlorophenyl groups, respectively. | SD-06 |
| solanesol | A nonaprenol that is hexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol substituted by 9 methyl groups at positions 3, 7, 11, 15, 19, 23, 27, 31 and 35 (the all-trans0stereoisomer). | solanesol |
| sordaricin | A tetracyclic diterpenoid that is produced by several fungi including Sordaria araneosa. | sordaricin |
| stemmadenine | A monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several plant species including Rhazya stricta, Tabernaemontana dichotoma and Aspidosperma pyricollum. | 15alpha-stemmadenine |
| syringin | A monosaccharide derivative that is trans-sinapyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. | syringin |
| tedizolid | A member of the class of pyridines that is pyridine which is substituted by a 2-methyl-2H-tetrazol-5-yl group at position 2 and by a 2-fluoro-4-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl group at position 5. It is used as its phosphate pro-drug used for the treatment of acute bacterial skin and skin structure infections caused by certain susceptible bacteria, including Staphylococcus aureus (including methicillin-resistant strains (MRSA) and methicillin-susceptible strains), various Streptococcus species, and Enterococcus faecalis. | tedizolid |
| tetrahydrofurfuryl alcohol | A primary alcohol that is methanol in which one of the hydrogens of the methyl group has been replaced by a tetrahydrofuran-2-yl group. | tetrahydrofurfuryl alcohol |
| thiamine | A primary alcohol that is 1,3-thiazol-3-ium substituted by (4-amino-2-methylpyrimidin-5-yl)methyl, methyl and 2-hydroxyethyl groups at positions 3, 4 and 5, respectively. | thiamine(1+) |
| toloxatone | A member of the class of oxazolidinones that is 5-(hydroxymethyl)-1,3-oxazolidin-2-one substituted by a 3-methylphenyl group at position 3. | 5-(hydroxymethyl)-3-(3-methylphenyl)-1,3-oxazolidin-2-one |
| tricin 4'-o-(threo-beta-guaiacylglyceryl) ether | A flavonolignan isolated from the stems of Sinocalamus affinis. | (-)-(7''S,8''S)-4'',5,7-trihydroxy-3',3'',5'-trimethoxy-4',8''-oxyflavonolignan-7'',9''-diol |
| triethylene glycol | A poly(ethylene glycol) that is octane-1,8-diol in which the carbon atoms at positions 3 and 6 have been replaced by oxygen atoms. | triethylene glycol |
| trimethylolpropane | | Trimethylolpropane |
| tuberonic acid | An oxo monocarboxylic acid that is (+)-7-isojasmonic acid in which one of the hydrogens of the side-chain methyl group is replaced by a hydroxy group. | tuberonic acid |
| undecan-1-ol | A primary alcohol that is undecane substituted by a hydroxy group at position 1. | undecan-1-ol |
| vanchrobactin | A catechol-type natural product that is composed of 2,3-dihydroxybenzoic acid, D-arginine and L-serine joined in sequence by peptide linkages. It is a siderophore synthesized by the bacterial fish pathogen Vibrio anguillarum. | vanchrobactin |
| veratrone | An aromatic ketone that is propanone substituted by a 3,4-dimethoxyphenyl group at position 1, a hydroxy group at position 3 and a 2-methoxyphenoxy group at position 2 respectively. | veratrone |
| veratryl alcohol | A member of the class of benzyl alcohols that is benzyl alcohol in which the hydrogens at positions 3 and 4 of the phenyl group are substituted by methoxy groups. | (3,4-dimethoxyphenyl)methanol |
| vinylamycin | A 15-membered cyclodepsipeptide isolated from Streptomyces sp.M1982-63F1. It exhibits moderate activity against Gram-positive bacteria. | vinylamycin |
| withaferin a | A withanolide that is 5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione substituted by hydroxy groups at positions 4 and 27 (the 4beta,5beta,6beta,22R stereoisomer). Isolated from Physalis longifolia, it exhibits cytotoxic activity. | withaferin A |