Any monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent.
| Member | Definition | Role |
|---|
| 1-hydroxy-2-naphthoic acid | A naphthoic acid with the carboxy group at position 2 and carrying a hydroxy substituent at the 1-position. It is a xenobiotic metabolite produced by the biodegradation of phenanthrene by microorganisms. | 1-hydroxy-2-naphthoic acid |
| 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 |
| 17-phenyltrinorprostaglandin e2 | A prostanoid that is 18,19,20-trinor-prostaglandin E2 in which one of the terminal methyl hydrogens has been replaced by a phenyl group. | 17-phenyl-18,19,20-trinor-prostaglandin E2 |
| 2-hydroxyphenylacetic acid | A hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 2-hydroxyphenyl group. It is a metabolite of phenylalanine and is excreted in the urine of patients suffering from diseases like phenylketonuria. | (2-hydroxyphenyl)acetic acid |
| 20-hydroxy-5,8,11,14-eicosatetraenoic acid | A HETE that consists of arachidonic acid bearing a hydroxy substituent at position 20. | 20-HETE |
| 23-hydroxytormentic acid | A pentacyclic triterpenoid that is asiatic acid substituted by a hydroxy group at position 19. It has been isolated from the leaves of Rosa laevigata. | 19alpha-hydroxyasiatic acid |
| 3-chloro-4-hydroxyphenylacetic acid | A hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 3-chloro-4-hydroxyphenyl group. It is a major chlorinated metabolite of chlorotyrosine. | (3-chloro-4-hydroxyphenyl)acetic acid |
| 3-o-(alpha-l-arabinopyranosyl)hederagenin | A triterpenoid saponin that is hederagenin attached to an alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. | hederagenin 3-O-arabinoside |
| 3,7,12-trihydroxycholestan-26-oic acid | A steroid acid that is 5beta-cholestan-26-oic acid which is substituted by hydroxy groups as the 3alpha, 7alpha, and 12alpha positions. | 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid |
| 3,7,12-trihydroxycoprostanic acid | | 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestane-5-carboxylic acid |
| 3,7,12,24-tetrahydroxycholestanoic acid | | 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oic acid |
| anacardic acid | A hydroxybenzoic acid that is salicylic acid substituted by a pentadecyl group at position 6. It is a major component of cashew nut shell liquid and exhibits an extensive range of bioactivities. | anacardic acid |
| arjunolic acid | A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 23 (the 2alpha,3beta stereoisomer). Isolated from Symplocos lancifolia and Juglans sinensis, it exhibits antioxidant and antimicrobial activities. | arjunolic acid |
| betulinic acid | A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium claviflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties. | betulinic acid |
| carboprost | Prostaglandin F2alpha in which the hydrogen at position 15 is substituted by methyl (S configuration). It is used as an abortifacient agent that is effective in both the first and second trimesters of pregnancy. | carboprost |
| cay 10580 | A pyrrolidin-2-one substituted by 6-carboxyhexyl and 3-hydroxyoctyl groups at positions 1 and 2, respectively. It is a potent prostaglandin EP4 receptor agonist (Ki=35 nM). | 2-(3-hydroxyoctyl)-5-oxo-1-pyrrolidineheptanoic acid |
| cyclobutyrol | A hydroxy monocarboxylic acid in which the hydroxy group is geminal to a 1-carboxypropyl group on a cyclohexane ring. | cyclobutyrol |
| delta(9)-tetrahydrocannabinolic acid | A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant. | Delta(9)-tetrahydrocannabinolic acid |
| dihydrobetulinic acid | A pentacyclic triterpenoid that is lupane having a 3beta-hydroxy and 28-carboxy substituents. Isolated from the leaves of Syzygium claviflorum, it exhibits anti-HIV and antileishmanial activity. | dihydrobetulinic acid |
| etnangien | A macrolide antibiotic isolated from the culture broth of the myxobacterium Sorangium cellulosum and has been found to be active against Gram-positive bacteria. | etnangien |
| euscaphic acid | A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 19 respectively (the 2alpha,3alpha-stereoisomer). It has been isolated from the leaves of Rosa laevigata. | euscaphic acid |
| fluorescite | A xanthene dye that is highly fluorescent and commonly used as a fluorescent tracer. | fluorescein (acid form) |
| fluprostenol | An organofluorine compound that is racemic prostaglandin F2alpha in which the pentyl group is replaced by a 3-(trifluoromethyl)phenoxymethyl group. A synthetic analogue of prostaglandin F2alpha, ophthalmic solutions of its isopropyl ester prodrug, travoprost, are used as a topical medication for controlling the progression of open-angle glaucoma and ocular hypertension, by reducing intraocular pressure. The isopropyl ester group of travoprost is hydrolysed to the biologically active free acid by esterases in the cornea. | fluprostenol |
| glycyrrhetinic acid | A pentacyclic triterpenoid that is olean-12-ene substituted by a hydroxy group at position 3, an oxo group at position 11 and a carboxy group at position 30. | glycyrrhetinic acid |
| hydroxyibuprofen | A hydroxy monocarboxylic acid that is ibuprofen in which the methine proton on the isobutyl group has been replaced by a hydroxy group. | 2-hydroxyibuprofen |
| indole-3-lactic acid | A hydroxy monocarboxylic acid that is lactic acid substituted by a 1H-indol-3-yl group at position 3. It is a metabolite of tryptophan. | 3-(indol-3-yl)lactic acid |
| leukodopachrome | Indoline substituted with hydroxy groups at C-5 and -6 and a carboxy group at C-2, and with S stereochemistry at C-2. | leucodopachrome |
| maprounic acid | A pentacyclic triterpenoid isolated from Maprounea africana and has been shown to exhibit inhibitory activity against HIV-1 reverse transcriptase. | maprounic acid |
| nbi 31772 | An isoquinoline substituted by 3,4-dihydroxybenzoyl, carboxy, hydroxy, and hydroxy groups at positions 1, 3, 6, and 7, respectively. It is a potent inhibitor of insulin-like growth factor-1 binding protein (IGFBP). | NBI-31772 |
| oleanolic acid | A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. | oleanolic acid |
| phloretic acid | A hydroxy monocarboxylic acid consisting of propionic acid having a 4-hydroxyphenyl group at the 3-position. | phloretic acid |
| phxa 85 | A prostaglandin Falpha that is an analogue of prostaglandin F2alpha in which the pentyl group has been replaced by 2-phenylethyl and where the the 13,14-double bond has undergone formal hydrogenation. Its isopropyl ester prodrug, latanoprost, is used in the treatment of open-angle glaucoma and ocular hypertension. | latanoprost free acid |
| platanic acid | A pentacyclic triterpenoid that is 30-norlupan-28-oic acid substituted by a 3beta-hydroxy and an oxo group at position 20. It is isolated from the leaves of Syzygium claviflorum and exhibits anti-HIV activity. | platanic acid |
| pravastatin | A carboxylic ester resulting from the formal condensation of (S)-2-methylbutyric acid with the hydroxy group adjacent to the ring junction of (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6,8-dihydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid. Derived from microbial transformation of mevastatin, pravastatin is a reversible inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA). The sodium salt is used for lowering cholesterol and preventing cardiovascular disease. It is one of the lower potency statins, but has the advantage of fewer side effects compared with lovastatin and simvastatin. | pravastatin |
| pulsatilla saponin a | A triterpenoid saponin that is hederagenin attached to a 2-O-(6-deoxy-alpha-L-mannopyranosyl)-alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from the stem bark of Kalopanax pictus. | kalopanaxsaponin A |
| quillaic acid | A pentacyclic triterpenoid that is olean-12-ene substituted by hydroxy groups at positions 3 and 16, an oxo group at position 23 and a carboxy group at position 28 (the 3beta,16alpha stereoisomer). | quillaic acid |
| shikimic acid | A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms. | shikimic acid |
| thermozymocidin | An amino acid-based antibiotic derived from certain thermophilic fungi; acts as a potent inhibitor of serine palmitoyltransferase, the first step in sphingosine biosynthesis. Myriocin also possesses immunosuppressant activity. | myriocin |
| triptotriterpenic acid a | A pentacyclic triterpenoid with formula C30H48O4, originally isolated from Tripterygium hypoglaucum. | triptotriterpenic acid A |
| ursolic acid | A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. | ursolic acid |