tamoxifen N-oxide

A tertiary amine oxide resulting from the formal oxidation of the amino group of tamoxifen.


methimazole S-oxide

The S-oxide of methimazole.


7alpha,24-Dihydroxy-5beta-cholestan-3-one with S configuration at C-24.


7alpha,12alpha,24-Trihydroxy-5beta-cholestan-3-one with S-configuration at C-24.


5beta-Cholestane-3alpha,7alpha,24-triol with S-configuration at C-24.


An organosulfonate oxoanion obtained by deprotonation of both sulfonyl groups of bromosulfophthalein.


5beta-Cholestane-3alpha,7alpha,24,26-tetrol with S-configuration at C-24.


5beta-Cholestane-3alpha,7alpha,12alpha,24-tetrol with S-configuration at C-24.


5beta-Cholestane-3alpha,7alpha,12alpha,24,26-pentol with S-configuration at C-24.


sulfobromophthalein

An organosulfonic acid that consists of phthalide bearing four bromo substituents at positions 4, 5, 6 and 7 as well as two 4-hydroxy-3-sulfophenyl groups both located at position 1.


A C21-steroid that is pregnane which contains a double bond between positions 5 and 6 and is substituted by oxo groups at positions 3 and 20.


7alpha,24-Dihydroxycholest-4-en-3-one with S-configuration at C-24.


7alpha,12alpha,24-trihydroxycholest-4-en-3-one with S-configuration at C-24.


latanoprost (isopropyl ester)

A prostaglandin Falpha that is the isopropyl ester prodrug of latanoprost free acid. Used in the treatment of open-angle glaucoma and ocular hypertension.


A sulfoxide that is omeprazole in which one of the methyl hydrogens at position 5 on the pyridine ring is substituted by a hydroxy group.


A 3beta-hydroxy steroid, the 4-methyl derivative of zymosterol.


A steroid acid, the 4-carboxy-4-methyl derivative of zymosterol.


A C21-steroid that is pregnane which contains a double bond between positions 5 and 6 and is substituted by oxo groups at positions 3 and 20 as well as a hydroxy group at position 17.


A steroid acid, the 4-carboxy derivative of zymosterol.


sulfacetamide

A sulfonamide that is sulfanilamide acylated on the sulfonamide nitrogen.


An amino pentasaccharide comprised of two N-acetylated glucosamine residues sulfated on O-6, and three galactosyl residues, one of which (at the non-reducing end) is sulfated on O-6 while another of which is at the reducing end. It is an intermediate in the keratan sulfate degradation pathway.


3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-al with S-configuration at C-24.


3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-al with S-configuration at C-24.


An amino pentasaccharide comprised of two N-acetylated glucosamine residues sulfated on O-6, and three galactosyl residues, of which one is at the reducing end and another is at the non-reducing end. It is an intermediate in the keratan sulfate degradation pathway.


An amino tetrasaccharide comprised of two N-acetylated glucosamine residues sulfated on O-6, of which one is at the non-reducing end, and two galactosyl residues, of which one is at the reducing end. It is an intermediate in the keratan sulfate degradation pathway.


An amino tetrasaccharide comprised of two N-acetylated glucosamine residues, of which one is sulfated on O-6, and two galactosyl residues, of which one is at the reducing end. It is an intermediate in the keratan sulfate degradation pathway.


An amino trisaccharide comprised of an N-acetylated glucosamine residue, sulfated on O-6, between two galactosyl residues. It is an intermediate in the keratan sulfate degradation pathway.


An amino tetrasaccharide comprised of an L-iduronic acid residue, sulfated on O-2, a glucuronic acid residue, and two N-acetylated galactosamine residues, one of which is at the reducing end and both of which are sulfated on O-4. It is an intermediate in the chondroitin sulfate degradation pathway.


An amino trisaccharide comprised of a glucuronic acid residue between two N-acetylated galactosamine residues, both of which are sulfated on O-4. It is an intermediate in the dermatan sulfate degradation pathway.


A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4,8-dimethylnonanoic acid.


An organic nitrogen anion that is the conjugate base of sulfacetamide arising from deprotonation of the N-acylsulfonamide function.


A taxane diterpenoid that consists of paclitaxel bearing an additional hydroxy substituent at the 6alpha-position.


An N-glycosylpyridine that is the N-alpha-D-glucosiduronyl derivative of (S)-nicotine.


A primary alcohol that is the S-methyl derivative of mercaptoethanol. It is found as a volatile component in Cucumis melo Var. cantalupensis.


A taxane diterpenoid that is paclitaxel which is lacking the N-benzoyl group. It is a biosynthetic precursor of paclitaxel.


The organic cation formed by protonation of the amino group in 3'-N-debenzoyltaxol.  It is the major microspecies at pH 7.3.


4,8-dimethylnonanoic acid

A medium-chain fatty acid, nonanoic acid with methyl branches at C-4 and C-8.


An oligopeptide composed of the tripeptide unit beta-alanyl-L-leucyl-L-alanyl which is attached via an amide bond to the amino terminus of the pseudopeptide fragment 3-({[N-(2-aminoethyl)-N-(indol-3-ylacetyl)glycyl]amino}methyl)benzoyl, which is in turn attached via an amide bond to the amino terminus of the tripeptide unit L-leucyl-L-threonyl-L-valine.


OCTADECYLAMINE

An 18-carbon primary aliphatic amine.


An N-acylsphingosine consisting of sphing-4-enine bearing a hexanoyl group on nitrogen.


An amino pentasaccharide comprising an N-acetylated galactosamine residue, sulfated on O-4, a glucuronic acid residue and two galactose residues, linked to a xylose residue at the reducing end. It is an intermediate in the chondroitin sulfate degradation pathway.


An oligopeptide composed of the tripeptide unit L-alpha-glutamyl-L-leucyl-L-alanyl which is attached via an amide bond to the amino terminus of the pseudopeptide fragment 3-({[N-(2-aminoethyl)-N-(indol-3-ylacetyl)glycyl]amino}methyl)benzoyl, which is in turn attached via an amide bond to the amino terminus of the tripeptide unit L-leucyl-L-threonyl-L-valine.


An oligopeptide composed of the tripeptide unit L-alpha-glutamyl-L-leucyl-L-alanyl which is connected via an aminoethyl spacer to the amino terminus of the pseudopeptide fragment N-{3-[(L-tryptophylamino)methyl]benzoyl}-L-leucyl-L-threonyl-L-valine


An oligopeptide composed of the tripeptide unit beta-alanyl-L-leucyl-L-alanyl which is connected via an aminoethyl spacer to the amino terminus of the pseudopeptide fragment N-{3-[(L-tryptophylamino)methyl]benzoyl}-L-leucyl-L-threonyl-L-valine.


A triazole that is benzonitrile substituted by a (1S,2S)-3-(4-fluorophenyl)-2-hydroxy-1-(1,2,4-triazol-1-yl)propyl group at position 4.


An amino hexasaccharide comprising an iduronic acid residue, an acetylated galactosamine residue, sulfated on O-4, a glucuronic acid residue, and two galactose residues, linked to a xylose residue at the reducing end. It is an intermediate in the dermatan sulfate degradation pathway.


An O-acylcarnitine compound having 4,8-dimethylnonanoyl as the acyl substituent.


A monocarboxylic acid that is but-2-enoic acid in which one of the hydrogens at position 4 is substituted by a [(E)-(5-oxo-2-phenyl-1,3-oxazol-4(5H)-ylidene)methyl]amino moiety.


A branched polysaccharide derivative composed of a backbone of repeating beta-D-Glc-(1->6)-[alpha-D-NeuNAc-(2->3)-beta-D-Gal-(1->4)]-beta-D-GlcNAc-(1->3)-beta-D-Gal units, joined by (1->4)-linkages as shown.


Reactive red 120

A bis(azo) compound that consists of a benzene core having two (4-amino-6-chloro-1,3,5-triazin-2-yl)amino groups attached at positions 1 and 4 and which in turn have 5-hydroxy-6-[(2-sulfophenyl)diazenyl]-2,7-disulfonaphthalen-4-yl groups attached to their 4-amino functions.


A beta-D-galactopyranosyl diglyceride in which the acyl groups at the 1- and 2-positions are both oleoyl.


3-oxopristanic acid

A 3-oxo monocarboxylic acid comprised of pristanic acid with an oxo group at C-3.


ZERUMBONE

A sesquiterpenoid and cyclic ketone that is (1E,4E,8E)-alpha-humulene which is substituted by an oxo group at the carbon atom attached to two double bonds. It is obtained by steam distillation from a type of edible ginger, Zingiber zerumbet Smith,  grown particularly in southeast Asia.


A sesquiterpenoid that is (1E,4E,8E)-alpha-humulene which is substituted by a hydroxy group at the carbon atom attached to two double bonds (position 8).


pivalate

A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of pivalic acid.


ionic liquid

Any salt, particularly one with a low melting point, that can be used in the liquid phase as a solvent.


toluene 2,4-diisothiocyanate

A toluene meta-diisothiocyanate in which the isothiocyanato groups are at positions 2 and 4 relative to the methyl group on the benzene ring.


toluene meta-diisothiocyanate

An isothiocyanate that consists of toluene bearing two isothiocyanato functional groups positioned meta to one another.


toluene 2,6-diisothiocyanate

A toluene meta-diisothiocyanate in which the isothiocyanato groups are at positions 2 and 6 relative to the methyl group on the benzene ring.


2,3-dimethylphenyl isocyanate

An isocyanate that consists of phenyl isocyanate bearing two additional methyl substituents at positions 2 and 3.


laurenobiolide

A germacranolide isolated from Laurus nobilis L. and which has been shown to exhibit allergenic activity.


3,16-dihydroxyhexadecanoic acid

A dihydroxy monocarboxylic acid that consists of palmitic acid bearing two hydroxy substituents at positions 3 and 16.


A thujane monoterpenoid in which which a (1R,4S,5S)-thujane skeleton is substituted at C-3 with a hydroxy group, with the new asymmetric centre at C-3 having R-configuration.


A hydroxy fatty acid anion that is the conjugate base of 3,16-dihydroxyhexadecanoic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.


An indole that consists of 3H-indole bearing a methylene substituent at position 3.


A 3-oxo Delta(5)-steroid that is cholesterol in which the alcoholic hydroxy group has been oxidised to the corresponding ketone.


A macromolecule consisting of 5-methyltetrahydrofolic acid with an arbitrary number of glutamate residues attached as a polypeptide to the single existent one.


A polymer composed of 5-methyltetrahydrofolyl polyglutamate macromolecules.


A primary alcohol that is pentan-1-ol bearing an additional methyl substituent at position 4.


(24S)-1alpha,24,25-trihydroxyvitamin D3

A hydroxycalciol that consists of vitamin D3 (calciol) bearing additional hydroxy substituents at positions 1, 24 and 25 (with 1S,24S-configuration).


19-hydroxyprostaglandin H2

A prostaglandin H that consists of prostaglandin H2 bearing an additional hydroxy substituent at position 19.


A multi-methyl-branched fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxypristanic acid.


iloprost

A carbobicyclic compound that is prostaglandin I2 in which the endocyclic oxygen is replaced by a methylene group and in which the (1E,3S)-3-hydroxyoct-1-en-1-yl side chain is replaced by a (3R)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl group. A synthetic analogue of prostacyclin, it is used as the trometamol salt (generally by intravenous infusion) for the treatment of peripheral vascular disease and pulmonary hypertension.


symphytine oxide

A pyrrolizine that is the N-oxido derivative of symphytine. Isolated from extracts of comfrey root.


artesunate

An artemisinin derivative that is the hemisuccinate ester of the lactol resulting from the reduction of the lactone carbonyl group of artemisinin. It is used, generally as the sodium salt, for the treatment of malaria.


A fluorotelomer alcohol that is ethanol substituted at position 2 by a perfluorooctyl group.


artemisinin derivative

Any organic peroxide formally obtained from artemisinin.


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.


fluorotelomer alcohol

A fluoroalcohol that consists of a fluorotelomer containing an alcohol functional group. The structure of a fluorotelomer alcohol is most commonly F(CF2)nCH2CH2OH, where n is an even number.


riddelliine

A macrodiolide that is 13,19-didehydrosenecionan bearing two additional hydroxy substituents at positions 12 and 18 as well as two additional oxo groups at positions 11 and 16.


latanoprost (free acid form)

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.


cinidon ethyl

A carboxylic ester and organochlorine compound that is the ethyl ester of cinidon.


menadione sulfonate

An organosulfonate oxoanion that is the conjugate base of menadione sulfonic acid, arising from deprotonation of the sulfo group; major species at pH 7.3.


menadione sodium bisulfite

An organosulfonic acid obtained by formal hydrosulfonation across the 2 and 3 positions of menadione.


L-erythro-biopterin

A biopterin in which the 1,2-dihydroxypropyl group has (1R,2S)-configuration; naturally occurring form.


Aroclor 1254

A mixture of polychlorobiphenyls of unspecified composition, containing 54% chlorine (X = Cl or H).


bathocuproine disulfonic acid

A phenanthroline that consists of 1,10-phenanthroline bearing two methyl groups at position 2 and 9 as well as two 4-sulfophenyl groups at positions 4 and 7.


(+)-cyclazosin

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of furoic acid with the secondary amino group of 6,7-dimethoxy-2-[(4aR,8aS)-octahydroquinoxalin-1-yl]quinazolin-4-amine.


22,23-dihydroavermectin B1a

A macrocyclic lactone that is avermectin B1a in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the major component of ivermectin.


22,23-dihydroavermectin B1b

A macrocyclic lactone that is avermectin B1b in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the minor component of ivermectin.


macrocyclic lactone

Any lactone in which the cyclic carboxylic ester group forms a part of a cyclic macromolecule.


An organosulfonate oxoanion obtained by deprotonation of the sulfo groups of 4,4'-[3-(pyridin-2-yl)-1,2,4-triazine-5,6-diyl]dibenzenesulfonic acid.


ferrozine free acid

An arenesulfonic acid that is the 4,4'-disulfo derivative of 5,6-diphenyl-3-(pyridin-2-yl)-1,2,4-triazine.


Azobenzene substituted at C-2 of each phenyl group by a sulfo group.


trimethyltin

An organotin compound that consists of stannane in which three of the four hydrogens are substituted by methyl groups.


diarylpropionitrile

A nitrile that is acetonitrile in which one of the hydrogens is replaced by a 4-hydroxyphenyl group while a second hydrogen is replaced by a 4-hydroxybenzyl group. It is a specific agonist for estrogen receptor beta (ERbeta).


The arenesulfonate that is the dianion formed by proton loss from each of the sulfo groups in 2,2'-disulfoazobenzene; major microspecies at pH 7.3.


arsenic trichloride

A arsenic molecular entity that consists of a single arsenic atom bearing three chloro substituents.


A diamino-1,3,5-triazine with the amino groups situated at C-2 and C-4 and with a chloro group at C-6; the amino group at C-4 is substituted with a 2-sulfophenyl group.


IONOMYCIN

A very long-chain fatty acid that is docosa-10,16-dienoic acid which is substituted by methyl groups at positions 4, 6, 8, 12, 14, 18 and 20, by hydroxy groups at positions 11, 19 and 21, and by a (2',5-dimethyloctahydro-2,2'-bifuran-5-yl)ethanol group at position 21. An ionophore produced by Streptomyces conglobatus, it is used in research to raise the intracellular level of Ca(2+) and as a research tool to understand Ca(2+) transport across biological membranes.


The arenesulfonate formed from 2-amino-6-chloro-4-(3-sulfoanilino)-1,3,5-triazine by loss of a proton from the 3-sulfoanilino moiety.


ISOXABEN

A benzamide obtained by formal condensation of the carboxy group of 2,6-dimethoxybenzoic acid and the amino group of 3-(3-methylpentan-3-yl)-1,2-oxazol-5-amine.


adenosine A1 receptor antagonist

An antagonist at the A1 receptor.


celastrol

A pentacyclic triterpenoid that is 24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-oic acid bearing an oxo substituent at position 2, a hydroxy substituent at position 3 and two methyl groups at positions 9 and 13. An antioxidant and anti-inflammatory agent. Potently inhibits lipid peroxidation in mitochondria and inhibits TNF-alpha-induced NFkappaB activation. Also shown to inhibit topoisomerase II activity in vitro (IC50 = 7.41 muM).


glycyl-glycyl-glycine

A tripeptide in which three glycine units are linked via peptide bonds in a linear sequence.


7-CHLOROKYNURENIC ACID

A quinolinemonocarboxylic acid that is quinaldic acid which is substituted by a hydroxy group at position 4 and by a chlorine at position 7. It is a potent NMDA glutamate receptor antagonist which antagonizes the strychnine-insensitive glycine site of the NMDA receptor. It also prevents neurodegeneration produced by quinolinic acid.


A DHET obtained by formal dihydroxylation across the 14,15-double bond of arachidonic acid.


An alpha-amino-acid cation obtained by protonation of the alpha-amino and imine functions of N(6)-acetimidoyl-L-lysine


A DHET obtained by formal dihydroxylation across the 11,12-double bond of arachidonic acid.


A DHET obtained by formal dihydroxylation across the 8,9-double bond of arachidonic acid.


L-NIL

An L-lysine derivative that is L-lysine in which one of the hydrogens attached to N(6) is substituted by an acetimidoyl group


A DHET obtained by formal dihydroxylation across the 5,6-double bond of arachidonic acid.


15-deoxy-Delta(12,14)-prostaglandin A2

A prostaglandin A derivative that is prostaglandin A2 lacking the 15-hydroxy group and having C=C double bonds at positions 12(13) and 14(15).


A prostaglandin Falpha obtained by formal oxidation of the 15-hydroxy group and hydrogenation of the 13,14-double bond of prostaglandin F2alpha.


12-hydroxyheptadecatrienoic acid

A trienoic fatty acid that consists of (5Z,8E,10E)-heptadeca-5,8,10-trienoic acid bearing an additional 12S-hydroxy substituent.


20-oxoleukotriene B4

A leukotriene that is leukotriene B4 bearing an additional oxo substituent at position 20.


18-hydroxy-18-oxo-dinorleukotriene B4

An octadecatetraenedioic acid obtained by oxidative degradation of leukotriene B4, a process that results in the removal of C19 and C20 with concomitant dioxygenation of C18.


6-trans-leukotriene B4

A leukotriene that is the 6-trans-isomer of leukotriene B4.


Delta(6)-trans-12-epi-leukotriene B4

A leukotriene that is the 6-trans,12S-isomer of leukotriene B4.


eoxin A4

An oxylipin that is the (14S,15S)-epoxy derivative of (5Z,8Z,10E,12E)-icosa-5,8,10,12-tetraenoic acid.


eoxin C4

A leukotriene that is the 14R-(S-glutathionyl),15S-hydroxy derivative of (5Z,8Z,10E,12E)-icosa-7,9,11,14-tetraenoic acid.


eoxin D4

A leukotriene that is the 14R-(S-cysteinylglycyl),15S-hydroxy derivative of (5Z,8Z,10E,12E)-icosa-7,9,11,14-tetraenoic acid.


eoxin E4

A leukotriene that is the 14R-(S-cysteinyl),15S-hydroxy derivative of (5Z,8Z,10E,12E)-icosa-7,9,11,14-tetraenoic acid.


An organic cation obtained by protonation of the tertiary amino function of N-allyl-1-phenyl-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol.


A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a phenyl substituent at position 1, an allyl substituent at position 3 and two hydroxy substituents at positions 7 and 8. Selective dopamine D1-like receptor partial agonist (IC50 values are 19.7 and 2425 nM for binding to D1-like and D2-like receptors respectively). Centrally active following systemic administration in vivo.


An optically active form of 15-HETE having 15(R)-configuration.


6-epi-lipoxin A4

A C20 hydroxy fatty acid having (5S)-, (6S)- and (15S)-hydroxy groups as well as (7E)- (9E)-, (11Z)- and (13E)-double bonds.


15-epi-lipoxin B4

A C20 hydroxy fatty acid having (5S)-, (14R)- and (15R)-hydroxy groups as well as (6E)- (8Z)-, (10E)- and (12E)-double bonds.


15-oxolipoxin A4

A C20 hydroxy fatty acid having (5S)- and (6R)- -hydroxy groups as well as a 15-oxo group and (7E)- (9E)-, (11Z)- and (13E)-double bonds.


13,14-dihydro-15-oxolipoxin A4

A C20 hydroxy fatty acid obtained by formal hydrogenation across the 13,-14-double bond of 15-oxolipoxin A4.


A HETE that consists of arachidonic acid bearing an additional hydroxy substituent at position 16.


A HETE that consists of arachidonic acid bearing an additional hydroxy substituent at position 17.


A HETE that consists of arachidonic acid bearing a hydroxy substituent at position 19.


15-deoxy-Delta(12,14)-prostaglandin D2

A prostaglandin D derivative that is prostaglandin D2 lacking the 15-hydroxy group and having C=C double bonds at positions 12(13) and 14(15).


An organic cation obtained by protonation of the tertiary amino function of N-methyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepinium-7,8-diol.


A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a 3-methylphenyl substituent at position 1, a methyl substituent at position 3, a chloro substituent at position 6 and two hydroxy substituents at positions 7 and 8. Dopamine D1-like receptor partial agonist (Ki values are 1.18, 7.56, 920 and 399 nM for rat D1, D5, D2 and D3 receptors respectively). May act as an antagonist in vivo, producing anti-Parkinsonian effects and antagonising the behavioral effects of cocaine.


An organic cation obtained by protonation of the tertiary amino function of N-allyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepinium-7,8-diol.


A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a 3-methylphenyl substituent at position 1, an allyl substituent at position 3, a chloro substituent at position 6 and two hydroxy substituents at positions 7 and 8. High affinity, selective dopamine D1-like receptor agonist. Ki values are 3.2, 3.1, 186, 66, 335, 1167, 1251 and 1385 nM at recombinant D1, D5, D2, D3, D4, 5-HT2A, alpha1A and alpha1B receptors respectively. Stimulates adenylyl cyclase (EC50 = 65 nM) but not phosphoinositide hydrolysis. Induces extreme arousal and hyperlocomotion following subcutaneous administration in monkeys.


DHET

An icosanoid obtained by formal dihydroxylation across one of the double bonds of arachidonic acid.


(8E,12Z)-10-hydroperoxy-8,12-octadecadienoic acid with R-configuration at C-10.


EET

An icosanoid obtained by formal epoxidation of one of the double bonds of arachidonic acid.


A C18 long-chain hydroperoxy fatty acid having E and Z double bonds at C-8 and C-12, respectively, and a hydroperoxy group at C-10.


hydroperoxy fatty acid

Any fatty acid carrying one or more hydroperoxy substituents.


2-Oxohex-3-enedioate in which the C=C double bond has Z configuration; principal microspecies at pH 7.3.


hydroperoxy fatty acid anion

A fatty acid anion that is the conjugate base of any hydroperoxy fatty acid, formed by deprotonation of the carboxylic acid moiety.


octadecatetraenedioic acid

A C18 alpha,omega-dicarboxylic acid having four double bonds at unspecified positions in the chain.


(5Z,8Z,10E,12E)-icosatetraenoic acid

An icosatetraenoic acid in which the four double bonds are located at positions 5, 8, 10 and 12 (the 5Z,8Z,10E,12E-isomer).


A dicarboxylic acid dianion comprising cis,cis-muconate substituted at C-2 by a hydroxy group.


A HETE that is (5Z,8Z,11Z,13E)-15-hydroxyicosa-5,8,11,13-tetraenoic acid bearing a hydroxy substituent at position 15.


nebivolol

A member of the class of chromanes that is 2,2'-iminodiethanol in which one hydrogen attached to each hydroxy-bearing carbon is replaced by a  6-fluorochroman-2-yl group.


leflunomide

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 5-methyl-1,2-oxazole-4-carboxylic acid with the anilino group of 4-(trifluoromethyl)aniline. The prodrug of teriflunomide.


(R,S,S,S)-nebivolol

A 2,2'-iminobis[1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol] that has (1S,1'S,2R,2'S)-configuration.


(S,R,R,R)-nebivolol

A 2,2'-iminobis[1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol] that has (1R,1'R,2R,2'S)-configuration.


1-palmitoylglycerol 3-phosphate

A monoacylglycerol phosphate having palmitoyl as the acyl group on O-1 and with the phosphate group on O-3.


An amino disaccharide consisting of N-acetyl-D-glucosamine having a beta-D-glucuronosyl residue attached at the 3-position.


An amino trisaccharide consisting of N-acetyl-D-glucosamine having an N-acetyl-D-glucosaminyl-(1->4)- beta-D-glucuronosyl moiety attached at position 3.


A linear amino tetrasaccharide comprising two beta-D-GlcA-(1->3)-D-GlcNAc units connected via a beta-(1->4)-linkage.


benzoquinolizine

Any organic heterotricyclic compound with a skeleton consisting of a quinolizine fused to a benzene ring.


tetrabenazine

A benzoquinolizine that is 1,2,3,4,4a,9,10,10a-octahydrophenanthrene in which the carbon at position 10a is replaced by a nitrogen and which is substituted by an isobutyl group at position 2, an oxo group at position 3, and methoxy groups at positions 6 and 7.


A 9,10-dimethoxy-3-isobutyl-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one in which both stereocentres have R configuration.


A 9,10-dimethoxy-3-isobutyl-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one in which both stereocentres have S configuration.


(3E)-2-oxohex-3-enedioic acid

2-Oxohex-3-enedioic acid in which the C=C double bond has E configuration.


LINOLEOYLETHANOLAMIDE

An N-acylethanolamine 18:2 that is the ethanolamide of linoleic acid.


A beta-D-glucan of more than 20 D-glucose residues joined by beta-(1->3) and beta-(1->6) glycosidic linkages.


A 5-hydroxylysine consisting of L-lysine having an (S)-hydroxy group at the 5-position.


(2E,4Z)-2-hydroxymuconic acid

A hexadienedioic acid compound having a 2-hydroxy substituent and with configuration (2E,4Z); 2-hydroxylated cis,cis-muconic acid


(3Z)-2-oxohex-3-enedioic acid

2-Oxohex-3-enedioic acid in which the C=C double bond has Z configuration.


Pristanoyl-CoA in which C-2 of the pristanoyl group has S-configuration.


N-octylhomovanillamide

A monocarboxylic acid amide that is the N-octyl amide of homovanillic acid.


A substituted aniline that is benzamide in which one of the meta- hydrogens is replaced by an amino group.


desmethyl loperamide

A monocarboxylic acid amide that is the methylamide of 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,2-diphenylbutanoic acid.


An isoquinolinol that is isoquinoline in which the hydrogens at positions 1 and 5 are replaced by hydroxy groups.


amisulpride

A member of the class of benzamides resulting from the formal condensation of the carboxy group of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid with the primary amino group of 2-(aminomethyl)-1-ethylpyrrolidine. It is a potent, selective dopamine D2 and D3 receptor antagonist. It is an atypical antipsychotic/antischizophrenic agent with limited extrapyrimidal side effects.


A high-mannose oligosaccharide consisting of one D-glucosyl residue, eight D-mannosyl residues and two N-acetylglucosamine residues, one of which is at the reducing end.


A branched ten-membered mannooligosaccharide derivative consisting of eight D-mannosyl residues and two N-acetylglucosamine residues, one of which is at the reducing end.


N-DESMETHYLCLOZAPINE

A dibenzodoazepine substituted with chloro and piperazino groups which is a major metabolite of clozapine; a potent and selective 5-HT2C serotonin receptor antagonist.


dibenzodiazepine

Any organic heterotricyclic compound with a skeleton consisting of two benzene rings fused to a diazepine ring.


A pyrroloquinoxaline that is pyrrolo[1,2-a]quinoxaline bearing additional 4-methylpiperazin-1-yl and trifluoromethyl substituents at positions 4 and 7 respectively. A 5-hydroxytryptamine receptor 1B (5-HT1B) full agonist, 10-fold selective over 5-HT1A and 1000-fold selective over 5-HT2C receptors. Centrally active following systemic administration.


pyrroloquinoxaline

Any organic heterotricyclic compound with a skeleton consisting of a pyrrole ring fused to a quinoxaline ring system.


An organic cation that is the conjugate acid of 3-[4-(3-chlorophenyl)piperazin-1-yl]-1,1-diphenylpropan-2-ol, arising from selective protonation of one of the piperazine nitrogens.


An N-alkylpiperazine that is 1-(3-chlorophenyl)piperazine carrying a 3,3-diphenyl-2-hydroxyprop-1-yl group at position 4. A selective h5-HT1D antagonist, displaying 60-fold selectivity over h5-HT1B, and exhibiting little or no affinity for a range of other receptor types.


CGP 78608

A phosphonic acid in which the hydrogen attached to phosphorous is substituted by a 1-{[(7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl]amino}ethyl group. Potent and selective NMDA antagonist that acts through the glycine site (IC50 = 5 nM). Displays >500-fold selectivity over kainate and AMPA receptors (IC50 values are 2.7 and 3 muM respectively). Anticonvulsant in vivo following systemic administration.


(R)-salmeterol

2-(Hydroxymethyl)-4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)phenol in which the stereocentre has R configuration.


(S)-salmeterol

2-(Hydroxymethyl)-4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)phenol in which the stereocentre has S configuration.


salmeterol

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.


CGP 78608(1+)

An organic cation that is the conjugate acid of CGP 78608, arising from  protonation of the secondary amino function.


calicheamicin

Any member of the class of enediyne antibiotics derived from the bacterium Micromonospora echinospora and containing a 13-membered [7.3.1] bicyclic ring system incorporating two triple bonds separated by a double bond.


SB 224289

A member of the class of benzamides obtained by formal condensation of the carboxy group of 2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxylic acid with the secondary amino group of 1'-methyl-6,7-dihydro-5H-spiro[furo[2,3-f]indole-3,4'-piperidine]. Selective 5-HT1B receptor antagonist (pKi = 8.2). Displays >60-fold selectivity over 5-HT1D, 5-HT1A, 5-HT1E, 5-HT1F, 5-HT2A and 5-HT2C receptors in radioligand binding and functional assays. Centrally active following oral administration in vivo.


LENACIL

A cyclopentapyrimidine that is 6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione substituted by a cyclohexyl group at position 3.


A 2,2'-bithiophene that is 1,3,4-oxadiazole bearing 2,2'-bithiophen-5-yl and 4-methoxybenzyl groups at positions 2 and 5 respectively.


SB 224289(1+)

An organic cation that is the conjugate acid of SB 224289, arising from protonation of the tertiary amino function.


The ethyl ester of 1-[4-(4-chlorobenzenesulfonamido)phenyl]-5-(trifluoromethyl)pyrazole-4-carboxylic acid.


A bioactive polypeptide of 39 amino acid residues isolated from the saliva of the Gila monster (Heloderma suspectum). High-affinity glucagon-like peptide 1 (GLP-1) receptor agonist (Kd = 136 pM); potently induces cAMP formation without stimulating amylase release in pancreatic acini; potentiates glucose-induced insulin secretion in isolated rat islets; protects against glutamate-induced neurotoxicity. A synthetic version is called exenatide.


A doubly-charged nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of (S)-NADHX; major species at pH 7.3.


A doubly-charged nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of (R)-NADHX; major species at pH 7.3.


A quadruply-charged nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of (S)-NADPHX; major species at pH 7.3.


A quadruply-charged nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of (R)-NADPHX; major species at pH 7.3.


An organic cation that is the conjugate acid of (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol, arising from protonation of the primary amino function.


An isochromene that is 3,4-dihydroisochromene-5,6-diol bearing additional aminomethyl and 1-adamantyl substituents at positions 1 and 3 respectively (the 1R,3S-diastereomer). Potent and selective dopamine D1-like receptor agonist (pEC50 values are 8.97 and < 5 for D1-like and D2-like receptors respectively). Displays anti-Parkinsonian activity following oral administration in vivo.


RS 39604

An aromatic ether that is the 3,5-dimethoxybenzyl derivative of N-(2-{4-[3-(4-amino-5-chloro-2-hydroxyphenyl)-3-oxopropyl]piperidin-1-yl}ethyl)methanesulfonamide. A potent and selective 5-HT4 antagonist, with a pKi of 9.1 at 5-HT4 receptors in guinea pig striatal membranes and greater than 1000-fold selectivity over 5-HT1A, 2C, 3 and D1, D2, M1, M2, AT1, B1 and alpha1C receptors. The ketone group gives RS 39604 a relatively long half life; it is also orally active and so suitable for in vivo studies.


(S)-NADPHX

A tetrahydronicotinamide adenine dinucleotide obtained by formal stereo- and regioselective hydration across the 2,3-double bond in the nicotinyl ring of NADPH, with the hydroxy group located at position 2, having (S)-configuration.


(R)-NADPHX

A tetrahydronicotinamide adenine dinucleotide obtained by formal stero- and regioselective hydration across the 2,3-double bond in the nicotinyl ring of NADPH, with the hydroxy group located at position 2, having (R)-configuration.


A organic cation obtained by protonation of the two tertiary amino functions of vanoxerine


vanoxerine

An N-alkylpiperazine that consists of piperazine bearing 2-bis(4-fluorophenyl)methoxy]ethyl and 3-phenylpropyl groups at positions 1 and 4 respectively. Potent, competitive inhibitor of dopamine uptake (Ki = 1 nM for inhibition of striatal dopamine uptake). Has > 100-fold lower affinity for the noradrenalin and 5-HT uptake carriers. Also a potent sigma ligand (IC50 = 48 nM). Centrally active following systemic administration.


TERT-BUTYL HYDROPEROXIDE

An alkyl hydroperoxide in which the alkyl group is tert-butyl. It is widely used in a variety of oxidation processes.


An organic cation obtained by protonation of the two tertiary amino functions of 1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine.


An N-alkylpiperazine that consists of piperazine bearing 2-(benzhydryloxy)ethyl and 3-phenylpropyl groups at positions 1 and 4 respectively. Potent and selective inhibitor of dopamine uptake (KD = 5.5 nM in rat striatal membranes).


An oxylipin that is the (5S,6S)-epoxy-(15S)-hydroxy derivative of 7E,9E,11Z,13E-icosa-7,9,11,13-tetraenoic acid.


benzodioxine

Any organic heterobicyclic compound containing ortho-fused benzene and dioxine rings.


An organic cation obtained by protonation of the secondary amino function of N-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-2-(2,6-dimethoxyphenoxy)ethanamine.


WB 4101

A benzodioxine that is 2,3-dihydro-1,4-benzodioxine bearing a [(2',6'-dimethoxyphenoxy)ethylamino]methyl group at position 2. An alpha1A-adrenergic selective antagonist.


MPP+

A pyridinium ion that is N-methylpyridinium having a phenyl substituent at the 4-position.


A benzamide obtained by formal condensation of the carboxy group of 4-fluorobenzoic acid with the primary amino group of 2-[4-(7-methoxynaphthalen-1-yl)piperazin-1-yl]ethylamine. Highly potent selective 5-HT1A receptor full agonist (pKi values are 9.0, 6.6, 7.5, 6.6 and < 6.0 for 5-HT1A, 5-HT1B, 5-HT1C, 5-HT2 and 5-HT3 receptors respectively). Possibly binds between the agonist binding site and the G protein interaction switch site, affecting the activation mechanism, and may display positive cooperativity. Anxiolytic following central administration in vivo.


8-bromo-3',5'-cyclic GMP(1-)

An organophosphate oxoanion that is the conjugate base of 8-bromo-3',5'-cyclic GMP, arising from deprotonation of the phosphate OH group.


8-bromo-3',5'-cyclic GMP

A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic GMP bearing an additional bromo substituent at position 8 on the guanine ring. A membrane permeable cGMP analogue that activates protein kinase G (PKG). It is 4.3-fold more potent than cGMP in activating PKG1alpha and promotes relaxation of tracheal and vascular smooth muscle tissue in vitro.


C8 beta-D-galactosyl N-acylsphingosine

A D-galactosyl-N-acylsphingosine in which the glycosidic bond has beta-configuration and the ceramide N-acyl group is specified as octanoyl.


propylpyrazoletriol

A pyrazole that is 1H-pyrazole bearing three 4-hydroxyphenyl substituents at positions 1, 3 and 5 as well as a propyl substituent at position 4. Potent, subtype-selective estrogen receptor agonist (EC50 ~ 200 pM); displays 410-fold selectivity for ERalpha over ERbeta. Prevents ovariectomy-induced weight gain and loss of bone mineral density, and induces gene expression in the hypothalamus following systemic administration in vivo.


abacavir monophosphate

The organic phosphate that is the 5'-monophosphate of abacavir.


GR 127935(1+)

An organic cation obtained via selective monoprotonation of the piperazine ring of GR 127935.


GR 127935

A member of the class of  benzamides obtained by formal condensation of the carboxy group of 2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxylic acid and the anilino group of 4-methoxy-3-(4-methylpiperazin-1-yl)aniline. Potent and selective 5-HT1B/1D receptor antagonist (pKi values are 8.5 for both guinea pig 5-HT1D and rat 5-HT1B receptors). Displays > 100-fold selectivity over 5HT1A, 5-HT2A, 5-HT2C receptors and other receptor types. Centrally active following oral administration.


carbovir monophosphate

The organic phosphate that is the 5'-monophosphate of (-)-carbovir.


A secondary amino compound that consists of tetralin bearing methyl, propylamino and methoxy groups at positions 1, 2 and 5 respectively. Dopamine receptor antagonist with preferential action at presynaptic receptors (pKi values are 6.95, 6.67, 6.37, 6.21 and 6.07 at hD3. hD4, hD2S, hD2L and rD2 receptors respectively).


An organic cation obtained via protonation of the secondary amino function of (1S,2R)-5-methoxy-1-methyl-2-(propylamino)tetralin.


(-)-sulpiride

An optically active form of sulpiride having (S)-configuration. The active enantiomer of the racemic drug sulpiride. Selective D2-like dopamine antagonist (Ki values are ~ 0.015. ~ 0.013, 1, ~ 45 and ~ 77 muM at D2, D3, D4, D1 and D5 receptors respectively).


leptosidin

A hydroxyaurone that is aurone substituted by hydroxy groups at positions 6, 3' and 4' and a methoxy group at position 7.


M-factor

A nine-membered oligopeptide that consists of tyrosyl, threonyl, prolyl, lysyl, valyl, prolyl, tyrosyl, methionyl and methyl S-farnesylcysteinate residues joined in sequence. A peptide pheromone released by Schizosaccharomyces pombe cells of the cellular mating type Minus.


P-factor

A polypeptide of 23 residues, with the sequence Thr-Tyr-Ala-Asp-Phe-Leu-Arg-Ala-Tyr-Gln-Ser-Trp-Asn-Thr-Phe-Val-Asn-Pro-Asp-Arg-Pro-Asn-Leu. A peptide pheromone released by Schizosaccharomyces pombe cells of the cellular mating type Plus.


(+)-sulpiride

An optically active form of sulpiride having (R)-configuration. The active enantiomer of the racemic drug sulpiride.


A cationic sphingoid that is the conjugate acid of phytosphingosine, obtained by protonation of the primary amino function; major species at pH 7.3.


A 1,4-dihydropyridine substituted with acetyl groups at C-3 and C-5 and with phenyl groups at N-1 and C-4.


A nitrile that pyridine which is substituted by 2-thienyl, trifluoromethyl, cyano and methylthio groups at positions 2, 3, 4 and 5 respectively.


An member of the class of phenylureas that is urea having 4-chlorophenyl and 4-methyl-2-(thiophen-2-yl)-1,3-thiazol-5-yl groups attached at positions 1 and 3 respectively.


A dicarboximide that consists of semicarbazide in which the formyl hydrogen is substituted by a 3,5-bis(methylthio)1,2-thiazol-4-yl group and one of the hydrogens from the NH2 function is substituted by a 3-chloro-4-fluorophenyl group.


epoxyqueuine

An epoxide obtained by formal epoxidation of the double bond in the cyclohexene moiety of queuine.


pyrazinoindole

An organic heterotricyclic compound comprising a pyrazine ring fused to an indole ring system.


NAN 190

An N-alkylpiperazine that consists of (2-methoxyphenyl)piperazine in which the amine hydrogen is substituted by a 4-(2-phthalimido)butyl group.


NAN 190(1+)

An organic cation obtained by selective protonation at position 1 of the piperidine ring in NAN 190.


C8 beta-D-glycosyl N-acylsphingosine

A glycosylceramide in which the ceramide N-acyl group has eight carbons.


A monohydroxybenzoic acid that is 4-hydroxybenzoic acid in which the hydrogen at position 3 is substituted by a decaprenyl group.


A tertiary amino compound that consists of 2-amino-7-hydroxytetralin in which the two amino hydrogens are substituted by 2E)-3-iodoallyl and propyl groups. This ligand has uniquely high affinity and selectivity for the D3 receptor.


An organic cation that is the conjugate acid of 2-{[(2E)-3-iodoprop-2-en-1-yl](propyl)ammonio}tetralin-7-ol, arising from protonation of the tertiary amino function.


beta-D-GalNAc-(1->3)-D-Gal with beta configuration at the anomeric carbon of the Gal residue.


TROPANSERIN

A tropane alkaloid that consists of tropine in which the hydrogen of the hydroxy function is substituted by a 3,5-dimethylbenzoyl group.


depudecin

A polyketide obtained from the fungus Alternaria brassicicola and having a highly unusual structure of an 11-carbon chain containing two epoxides and six stereogenic centres.  It is an inhibitor of histone deacetylase (HDAC) both in vivo and in vitro and also exhibits anti-angiogenic activity.


A tertiary amino compound that consists of cyclohexane having piperidin-1-yl and benzothiophen-2-yl groups attached at position 1. A potent dopamine re-uptake inhibitor with a behavioral profile different from that of phencyclidine (PCP) and similar to that of cocaine.


An organic cation that is the conjugate acid of 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine, arising from protonation of the tertiary amino function.


oxalate salt

An organic salt derived from oxalic acid.


A tryptamine derivative that consists of serotonin bearing an additional O-nonyl substituent. 5-HT1B selective agonist, several times more potent than sumatriptan and inactive as a 5-HT1A agonist (Ki at 5-HT1B = 1 nM, selectivity over 5-HT1A > 300-fold).


Leu-Leu-Tyr

A tripeptide composed of L-leucine, L-leucine and L-tyrosine joined in sequence by peptide linkages.


An organic cation that is the conjugate acid of 5-nonyloxytryptamine, arising from selective protonation of the primary amino function.


TANESPIMYCIN

A 19-membered macrocyle that is geldanamycin in which the methoxy substituent attached to the benzoquinone moiety has been replaced by an allylamino group. It is a potent inhibitor of heat shock protein 90 (Hsp90). A less toxic analogue than geldanamycin, it induces apoptosis and displays antitumour effects.


imetit

An imidothiocarbamic ester that consists of isothiourea in which the thiol hydrogen is substituted by a 2-(imidazol-4-yl)ethyl group. An extremely potent, high affinity agonist at H3 and H4 receptors (Ki values are 0.3 and 2.7 nM respectively). Induces shape change in eosinophils with an EC50 of 25 nM. Centrally active following systemic administration.


MPEP

A methylpyridine that coinsists of 2-methylp[yridine bearing an additional phenylethynyl group at position 6. Potent and highly selective non-competitive antagonist at the mGlu5 receptor subtype (IC50 = 36 nM) and a positive allosteric modulator at mGlu4 receptors. Centrally active following systemic administration in vivo. Reverses mechanical hyperalgesia in the inflamed rat hind paw.


A pyridinium ion that is the conjugate acid of 2-methyl-6-(phenylethynyl)pyridine, arising from protonation of the pyridine nitrogen.


asperthecin

An anthraquinone pigment obtained from the mould Aspergillus nidulans.


DIQUAT

The organic cation formed formally by addition of an ethylene bridge between the nitrogen atoms of 2,2'-bipyridine. Most often available as the dibromide.


N-methylquipazine

An aminoquinoline that consists of quinoline in which the hydrogen at position 2 is substituted by a 4-methylpiperazin-1-yl group. A 5-HT3 agonist. Has almost the same affinity for 5-HT3 sites as quipazine but unlike the latter, does not bind to 5-HT1B sites.


alpha-D-Manp-(1->3)-alpha-D-Manp-(1->2)-alpha-D-Manp-(1->2)-D-Manp having alpha-configuration at the reducing end anomeric centre.


alpha-D-Manp-(1->3)-alpha-D-Manp-(1->2)-D-Manp having alpha-configuration at the reducing end anomeric centre.


A glycosylmannose consisting of alpha-D-mannose having a beta-D-mannosyl residue attached at the 2-position.


beta-D-Man-(1->2)-beta-D-Man-(1->2)-beta-D-Man-(1->2)-D-Man having alpha-configuration at the reducing end anomeric centre.


A flavan-3,3',4,4',5,5',7-heptol that has (2R,3S,4S) configuration.


A linear trisaccharide consisting of three D-mannose units joined by beta-(1->2)-linkages (with alpha-configuration at the reducing-end anomeric centre). Present in the cell wall phosphomannan of Candida albicans.


A deoxyheptose that is L-glycero-D-manno-heptopyranose in which the 7-hydroxy group is substituted by hydrogen.


carbovir diphosphate

The organic diphosphate that is the 5'-diphosphate of (-)-carbovir.


deoxyheptose

Any C7 deoxy sugar having at least one hydroxy group replaced by hydrogen.


CARBOVIR TRIPHOSPHATE

The organic triphosphate that is the 5'-triphosphate of (-)-carbovir.


A linear tetrasaccharide that consists of a 6-C-methyl-D-mannosyl residue at the non-reducing end and three D-mannosyl resides joined by sequential alpha-(1->2)-, alpha-(1->2)- and alpha-(1->3)-linkages.


clobenpropit

An imidothiocarbamic ester that consists of isothiourea bearing S-3-(imidazol-4-yl)propyl and N-4-chlorobenzyl substituents. An extremely potent histamine H3 antagonist/inverse agonist (pA2 = 9.93). Also displays partial agonist activity at H4 receptors; induces eosinophil shape change with an EC50 of 3 nM.


A triply-charged organophosphate oxoanion arising from deprotonation of the carboxylic acid and phosphate OH groups of (2S)-2-amino-3-oxo-4-(phosphonooxy)butanoic acid; major species at pH 7.3.


An amino disaccharide that consists of two 2-acetamido-3-O-acetyl-2-deoxy-alpha-D-galactopyranuronosyl units joined by a (1->4)-linkage.


A polyprenylhydroquinone in which the polyprenyl substituent is decaprenyl at C-2; a methoxy group is also present at C-6.


A polyprenylhydroquinone in which the polyprenyl substituent is decaprenyl at C-2; additional methyl and methoxy groups are also present at positions C-3 and C-6 respectively.


A 3-demethylubiquinol in which the polyprenyl chain contains 10 prenyl units.


A ubiquinol in which the polyprenyl substituent is decaprenyl.


A linear amino trisaccharide that consists of three 2-acetamido-3-O-acetyl-2-deoxy-alpha-D-galactopyranuronosyl units joined by (1->4)-linkages.


A linear amino tetrasaccharide that consists of four 2-acetamido-3-O-acetyl-2-deoxy-alpha-D-galactopyranuronosyl units joined by (1->4)-linkages.


An optically active form of 2-amino-3-oxo-4-(phosphonooxy)butanoic acid having (2S)-configuration.


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.


abacavir 5'-glucuronide

A glucosiduronic acid derivative formed by linkage of beta-D-glucosiduronic acid with the 5'-oxygen of abacavir. One of the two major metabolites of abacavir in humans (the other is the 5'-carboxylic acid, CHEBI:64192).


An ammonium ion resulting from the protonation of the primary amino group of benserazide.


nafadotride

A naphthalenecarboxamide resulting from the formal condensation of the carboxylic acid group of 4-cyano-1-methoxynaphthalene-2-carboxylic acid with the primary amino group of 1-(1-butylpyrrolidin-2-yl]methanamine. It is a highly potent, competitive, preferential dopamine D3 receptor antagonist, centrally active upon systemic administration.


abacavir 5'-carboxylic acid

A monocarboxylic acid oxidation product of abacavir, in which the C-5' hydroxymethyl group has been oxidised to a carboxy group. One of the two major metabolites of abacavir in humans (the other is the 5'-glucuronide, CHEBI:64189).


ritanserin

A thiazolopyrimidine that is 5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one which is substituted at position 7 by a methyl group and at position 6 by a 2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl group. A potent and long-acting seratonin (5-hydroxytryptamine, 5-HT) antagonist of the subtype 5-HT2 (Ki = 0.39 nM), it is used in the treatment of a variety of disorders including anxiety, depression and schizophrenia. It has little sedative action.


An organic cation that is the conjugate acid of paroxetine, arising from protonation of the piperidine nitrogen.


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.


CARMOXIROLE

An indolecarboxylic acid that is indole-5-carboxylic acid bearing an additional 4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl substituent at position 3. Selective, peripherally acting dopamine D2 receptor agonist. Modulates noradrenalin release and sympathetic activation. Displays antihypertensive properties in vivo.


An organic cation that is the conjugate acid of carmoxirole, arising from protonation of the tertiary amino group.


methiothepin

A dibenzothiepine that is 10,11-dihydrodibenzo[b,f]thiepine bearing additional methylthio and 4-methylpiperazin-1-yl substituents at positions 8 and 10 respectively. Potent 5-HT2 antagonist, also active as 5-HT1 antagonist. Differentiates 5-HT1D sub-types. Also displays affinity for rodent 5-HT5B, 5-HT5A, 5-HT7 and 5-HT6 receptors (pK1 values are 6.6, 7.0, 8.4 and 8.7 respectively).


A doubly-charged organic cation arising from protonation of the two tertiary amino functions of methiothepin.


BROMOCHLOROACETIC ACID

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by bromine while a second is replaced by chlorine. A low-melting (27.5-31.5degreeC), hygroscopic crystalline solid, it can be formed during the disinfection (by chlorination) of water that contains bromide ions and organic matter, so can occur in drinking water as a byproduct of the disinfection process.


spiramide

An azaspiro compound that consists of 1,3,8-triazaspiro[4.5]decan-4-one having a phenyl group attached to N-1 and a 3-(4-fluorophenoxy)propyl attached to N-8. Selective 5-HT antagonist, which binds to 5-HT2 sites as potently as spiperone but has lower affinity for 5-HT2C receptors. Also a high affinity D2 receptor antagonist (Ki = 3 nM). Lacks the disruptive effect of spiperone on animal behaviour.


An ammonium ion resulting from the protonation of the dimethyl-substituted amino group of clomipramine.


Ro 40-6055

An amidobenzoic acid obtained by formal condensation of the carboxy group of (5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)benzoic acid with the anilino group of 4-aminobenzoic acid. A selective RARalpha agonist.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP bearing an additional bromo substituent at position 8 on the adenine ring. An activator of cyclic AMP-dependent protein kinase, but resistant to degradation by cyclic AMP phosphodiesterase.


exisulind

A sulfone metabolite of sulindac that inhibits cell growth by inducing apoptosis independently of cyclooxygenase inhibition. It inhibits the development and induces regression of premalignant adenomatous polyps.  Lipoxygenase and Cox-2 inhibitor.


cantharidin

A monoterpenoid with an epoxy-bridged cyclic dicarboxylic anhydride structure secreted by many species of blister beetle, and most notably by the Spanish fly, Lytta vesicatoria.  Natural toxin inhibitor of protein phosphatases 1 and 2A.


An ammonium ion resulting from the protonation of the amino group of sertraline.


A naphthoquinone that is 1,4-naphthoquinone bearing two methoxy substituents at positions 2 and 3. Redox-cycling agent that induces intracellular superoxide anion formation and, depending on the concentration, induces cell proliferation, apoptosis or necrosis. Used to study the role of ROS in cell toxicity, apoptosis, and necrosis.


metergoline

An ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7.


nemonapride

A benzamide obtained by formal condensation of the carboxy group of 5-chloro-2-methoxy-4-(methylamino)benzoic acid with the amino group of 1-benzyl-2-methylpyrrolidin-3-amine.


An optically active form of nemonapride having (2S,3S)-configuration.


A hydroxy fatty acid anion that is the conjugate base of (3R,6S)-6-hydroxy-3,7-dimethyloctanoic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.


A hydroxy fatty acid anion that is the conjugate base of (3S,6R)-6-hydroxy-3,7-dimethyloctanoic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.


A hydroxy fatty acid anion that is the conjugate base of 6-hydroxy-3,7-dimethyloctanoic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.


A hydroxy monocarboxylic acid anion that is the conjugate base of 6-hydroxy-3-isopropenylheptanoic acid, arising from deprotonation of the carboxy group. Product of the hydrolysis of 4-isopropenyl-7-methyloxepan-2-one.


An optically active form of 6-hydroxy-3-isopropenylheptanoate having (3R,6R)-configuration. Product of the hydrolysis of (4R,7R)-4-isopropenyl-7-methyloxepan-2-one.


An optically active form of 6-hydroxy-3-isopropenylheptanoate having (3R,6R)-configuration. Product of the hydrolysis of (4S,7R)-4-isopropenyl-7-methyloxepan-2-one.


ciglitazone

An aromatic ether that consists of 1,3-thiazolidine-2,4-dione with position 5 substituted by a 4-[(1-methylcyclohexyl)methoxy]benzyl group. A selective PPARgamma agonist.


tunicamycin A0

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by an 11-methyldodec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


A terpene lactone that consists of oxepan-2-one bearing methyl and isopropenyl substituents at positions 3 and 6 respectively.


An optically active form of 6-isopropenyl-3-methyloxepan-2-one having (3R,6S)-configuration.


An optically active form of 6-isopropenyl-3-methyloxepan-2-one having (3S,6S)-configuration.


An optically active form of 6-isopropenyl-3-methyloxepan-2-one having (3S,6R)-configuration.


A 6-oxo monocarboxylic acid anion that is the conjugate base of 3-isopropenyl-6-oxoheptanoic acid; major species at pH 7.3.


A monoterpenoid that is geraniol bearing a hydroxy substituent at position 8.


A monoterpenoid that is geraniol bearing an oxo substituent at position 8.


A monoterpenoid that is geranial bearing a hydroxy substituent at position 8.


A monoterpenoid that is geranial bearing an oxo substituent at position 8.


A 7,8-dihydrobiopterin in which the 1,2-dihydroxypropyl group has (1S,2S)-configuration.


A 5,6,7,8-tetrahydrobiopterin in which the 1,2-dihydroxypropyl group has (1S,2S)-configuration.


tunicamycin A1

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a 12-methyltridec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


tunicamycin A2

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a tetradec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


An optically active form of 6-hydroxy-3-isopropenylheptanoic acid having (3R,6R)-configuration.


tunicamycin B1

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a pentadec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


An optically active form of 6-hydroxy-3-isopropenylheptanoic acid having (3S,6R)-configuration.


tunicamycin B2

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a 13-methyltetradec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


cyclic dehypoxanthinylfutalosine

A oxaspiro compound obtained by formal spirocyclisation of dehypoxanthinylfutalosine.


A 3-demethylubiquinol in which the polyprenyl chain contains 6 prenyl units.


A monocarboxylic acid anion that is the conjugate base of 1,4-dihydroxy-6-naphthoic acid, arising from deprotonation of the carboxy group.


tunicamycin B3

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by an 13-methyltetradecanoyl fatty acyl substituent on the amino group of the tunicamine moiety.


tunicamycin C1

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a 14-methylpentadec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


tunicamycin C2

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a hexadec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


erythromycin C(1+)

An erythromycin cation that is the conjugate acid of erythromycin C, arising from protonation of the tertiary amino group on the 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residue; major species at pH 7.3.


A monoterpenoid that is linalool bearing an oxo substituent at position 8.


LEUPEPTIN

A tripeptide composed of N-acetylleucyl, leucyl and argininal residues joined in sequenceby peptide linkages. It is an inhibitor of the calpains, a family of calcium-activated proteases which promote cell death.


aminodeoxyfutalosine

An andenosine derivative that is futalosine in which the hypoxanthine moiety is replaced by adenine.


An organic cation that is the conjugate acid of lupanine, arising from protonation of the tertiary amino function; major species at pH 7.3.


An organic cation that is the conjugate acid of 17-hydroxylupanine, arising from protonation of the hemiaminal nitrogen; major species at pH 7.3.


A zwitterion obtained by transfer of a proton from the carboxy to the guanidino group of 5-guanidino-3-methyl-2-oxopentanoic acid; major species at pH 7.3.


3-isopropenyl-6-oxoheptanoic acid

A 6-oxo monocarboxylic acid that is heptanoic acid bearing isopropenyl and oxo substituents at positions 3 and 6 respectively.


An optically active form of 6-hydroxy-3,7-dimethyloctanoic acid, having (3R,6S)-configuration.


tricyclene

A monoterpene that is tricyclo[2.2.1.0(2,6)]heptane bearing a three additional methyl substituents (one at position 1 and two at position 7).


A tricarboxylic acid anion obtained by deprotonation of the carboxy and phosphate groups of 5-methyltetrahydrosarcinapterin; major species at pH 7.3.


erythromycin A(1+)

An erythromycin cation that is the conjugate acid of erythromycin A, arising from protonation of the tertiary amino group on the 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residue; major species at pH 7.3.


An optically active form of 6-hydroxy-3,7-dimethyloctanoic acid, having (3S,6R)-configuration.


leuprolide

An oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, D-leucyl, leucyl, arginyl, and N-ethylprolinamide residues joined in sequence. It is a synthetic nonapeptide analogue of gonadotropin-releasing hormone, and is used as a subcutaneous hydrogel implant (particularly as the acetate salt) for the treatment of prostate cancer and for the suppression of gonadal sex hormone production in children with central precocious puberty.


cyclic dehypoxanthinylfutalosinate(1-)

A benzoate anion that is the conjugate base of cyclic dehypoxanthinylfutalosine, arising from deprotonation of the carboxy group; major species at pH 7.3.


tunicamycin D1

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a heptadec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


tunicamycin D2

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a 15-methylhexadec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


erythromycin C

An erythromycin that consists of erythronolide A having 2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl and 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residues attahced at positions 4 and 6 respectively.


A terpene lactone that is oxepan-2-one bearing an isopropenyl substituent at position 4 as well as hydroxy and methyl substituents at position 7.


phenoxyethanol

An aromatic ether that is phenol substituted on oxygen by a 2-hydroxyethyl group.


glutaral

A dialdehyde comprised of pentane with aldehyde functions at C-1 and C-5.


A dihydropterin that is biopterin dihydrogenated at positions 7 and 8.


Reactive Blue 5 quinol form(3-)

The organosulfonate oxoanion that is the trianion of Reactive Blue 5 quinol form, obtained by loss of a proton from each of the sulfo groups; major species at pH 7.3.


erythromycin B(1+)

An erythromycin cation that is the conjugate acid of erythromycin B, arising from protonation of the tertiary amino group on the 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residue; major species at pH 7.3.


OCIMENE

A beta-ocimene that consists of octa-1,3,6-triene bearing two methyl substituents at positions 3 and 7 (the 3E-isomer).


sclarene

A diterpene that consists of a labdane skeleton with double bonds at C-8(17), C-13(16) and C-14.


(Z)-biformene

A diterpene that consists of a labdane skeleton with double bonds at C-8(17), C-12(13) and C-14 (the Z-isomer) and inversion of stereochemistry at the 5, 9 and 10 positions.


copal-8-ol diphosphate(3-)

An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of copal-8-ol diphosphate; major species at pH 7.3.


1,4-dihydroxy-6-naphthoic acid

A naphthalenediol that is naphthalene-1,4-diol bering a carboxy substituent at position 6.


(-)-bornyl diphosphate(3-)

An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of (-)-bornyl diphosphate; major species at pH 7.3.


aminodeoxyfutalosinate

A 5-oxo monocarboxylic acid anion that is the conjugate base of aminodeoxyfutalosine, arising from deprotonation of the carboxy group; major species at pH 7.3.


A quinolizidine alkaloid that is lupanine bearing a hydroxy substituent at position 17.


A 2-oxo monocarboxylic acid that is 2-oxopentanoic acid in which C-3 is methyl-substituted and C-5 is substituted by a carbamimidamido group.


A tetrahydromethanopterin that is the 5-methyl derivative of 5,6,7,8-tetrahydrosarcinapterin.


erythromycin cation

An organic cation obtained by protonation of any erythromycin.


Reactive Blue 5 quinol form

An anthracene that consists of 9,10-dihydroxy-9,10-dihydroanthracene carrying amino, sulfo and [3-({4-chloro-6-[(3-sulfophenyl)amino]-1,3,5-triazin-2-yl}amino)-4-sulfophenyl]amino substituents at positions 1, 2 and 4 respectively.


coniferyl ester

Any carboxylic ester resulting from the formal condensation of the allylic hydroxy group of coniferol with a carboxylic acid.


copal-8-ol diphosphate

A diterpenyl phosphate in which the diterpenyl fragment is specified as copal-8-ol-15-yl.


A cholestanoid that consists of cholesterol bearing an oxo substituent at position 7.


A beta-alanine derivative obtained by formal condensation of the carboxy group of (10-methyl-9,10-dihydroacridin-9-yl)carboxylic acid with the amino group of beta-alanine.


alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-D-Man having alpha-configuration at the reducing end anomeric centre.


(-)-bornyl diphosphate

A monoterpenyl phosphate that is the O-diphospho derivative of (-)-borneol.


queuosine residue

The nucleoside residue formed from queuosine with linkages at the 3' and 5' positions.


epoxyqueuosine residue

The nucleoside residue formed from epoxyqueuosine with linkages at the 3' and 5' positions.


An organic nitrogen anion formed from cyanamide by loss of its two protons.


3-aminoadipic acid

An amino dicarboxylic acid that is adipic acid in which one of the hydrogens at position 3 is replaced by an amino group.


2-aminoheptanoic acid

An alpha-amino acid that is heptanoic acid in which one of the hydrogens at position 2 is replaced by an amino group.


2-aminopimelic acid

An amino dicarboxylic acid that is heptanedioic acid in which a hydrogen at position 2 is replaced by an amino group. It is a component of the cell wall peptidoglycan of bacteria.


A 7-deazaguanine ribonucleoside that is queuosine having a alpha-D-mannosyl residue attached at position 4''.


2,4-diaminobutyric acid

A diamino acid that is butyric acid in which a hydrogen at position 2 and a hydrogen at position 4 are replaced by amino groups.


N-ethylasparagine

A dicarboxylic acid monoamide that is asparagine in which one of the hydrogens attached to the nitrogen of the alpha-amino group is replaced by an ethyl group.


A 7-deazaguanine ribonucleoside that is queuosine having a beta-D-galactosyl residue attached at position 5''.


crizotinib

A  3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-[1-(piperidin-4-yl)pyrazol-4-yl]pyridin-2-amine that has R configuration at the chiral centre. The active enantiomer, it acts as a kinase inhibitor and is used for the treatment of patients with locally advanced or metastatic non-small cell lung cancer (NSCLC)


memantine

A primary aliphatic amine that is the 3,5-dimethyl derivative of 1-aminoadamantane. A low to moderate affinity uncompetitive (open-channel); NMDA receptor antagonist which binds preferentially to the NMDA receptor-operated cation channels.


A nucleoside analogue having 6-methyl-3,5-dihydro-9H-imidazo[1,2-a]purin-9-one as the modified nucleobase.


An organic anionic group obtained by deprotonation of the phosphate OH group of 4-demethylwyosine 5'-monophosphate residue.


A 5-hydroxylysine consisting of D-lysine having an (R)-hydroxy group at the 5-position.


isoprenaline

A secondary amino compound that is noradrenaline in which one of the hydrogens attached to the nitrogen is replaced by an isopropyl group. A sympathomimetic acting almost exclusively on beta-adrenergic receptors, it is used (mainly as the hydrochloride salt) as a bronghodilator and heart stimulant for the management of a variety of cardiac disorders.


ergotamine

A peptide ergot alkaloid that is dihydroergotamine in which a double bond replaces the single bond between positions 9 and 10.


A racemate comprising equal amounts of threo-5-hydroxy-D- and -L-lysine.


levamisole

A 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole that has S configuration. It is used (generally as the monohydrochloride salt) to treat parasitic worm infections in pigs, sheep and cattle and was formerly used in humans as an adjuvant to chemotherapy for the treatment of various cancers. It is also widely used as an adulterant to coccaine.


An ammonium ion resulting from the protonation of the nitrogen of alvarine.


fosaprepitant

A morpholine derivative that is the (1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl ether of (3-{[(2R,3S)-3-(4-fluorophenyl)-2-hydroxymorpholin-4-yl]methyl}-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phosphonic acid.


An organic phosphoramidate anion obtained by deprotonation of the two phosphoramide OH groups of fosaprepitant.


An organic cation that is the conjugate acid of memantine obtained by protonation of the primary amino function.


lysidine zwitterion

A zwitterion obtained by transfer of a proton from the carboxy group to the cytidine ring of lysidine. Nucleoside used in tRNA Ile2 at position 34. Ensures the tRNA only charges Ile and not Met.


A guanidinium ion obtained by protonation of the guanidino group and cytidine ring of agmatidine. Nucleotide used in tRNA Ile2 at position 34 in Archaea. Ensures the tRNA only charges Ile and not Met.


lysidine

Cytidine in which the 2-keto group on the cytosine ring is substituted by an epsilon-Llysyl residue.


agmatidine

Cytidine in which the 2-keto group on the cytosine ring is substituted by the amino group of agmatine.


wybutoxosine

A nucleoside analogue obtained by formal hydroperoxidation at the beta-position on the side chain of wybutosine.


phosphoroselenoic acid

A phosphoric acid derivative in which one of the OH groups of phosphoric acid is replaced by SeH.


A guanidinium ion obtained by protonation of the guanidino as well as the primary and secondary amino functions of N(1)-aminopropylagmatine; major species at pH 7.3.


A thiouridine that is 2-thiouridine bearing an additional carboxymethylaminomethyl substituent at position 5 on the thiouracil ring.


A derivative of uridine, bearing an additional carboxymethylaminomethyl substituent at position 5 on the uracil ring.


A guanidine that consists of agmatine having a 3-aminopropyl group attached to the N-1 position.


alpha-CYANO-4-HYDROXYCINNAMIC ACID

A monohydroxycinnamic acid that is 4-hydroxycinnamic acid in which the hydrogen alpha- to the carboxy group is replaced by a cyano group. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of peptides and oligonucleotides.


2-(4-hydroxyphenylazo)benzoic acid

An azo compound that is azobenzene in which one phenyl group is substituted at position 4 by a hydroxy group, while the other phenyl group is substituted at position 2 by a carboxy group. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry.


3-hydroxypicolinic acid

A monohydroxypyridine that is picolinic acid in which the hydrogen at position 3 is replaced by a hydroxy group. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of oligonucleotides.


A dinitrile that is tert-butylbenzene in which the hydrogen at the para- position is substituted by a 4,4-dicyano-2-methylbuta-1,3-dien-1-yl group (the trans isomer). It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry.


A benzenetriol that is acetophenone in which the hydrogens at positions 2, 4, and 6 on the phenyl group are replaced by hydroxy groups. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of acidic glycans and glycopeptides.


N-methylvaline

An N-methylamino acid that is the N-methyl derivative of valine.


A lysine derivative that is lysine in which one of the hydrogens attached to N(6) is substituted by a methyl group.


N-methylisoleucine

An isoleucine derivative that is isoleucine in which one of the hydrogens attached to the alpha-nitrogen is substituted by a methyl group.


A glycosylglucose formed by a beta-(1->4)-linkage between D-mannose and D-glucose.


A quadruply-charged nucleotide-sugar oxoanion obtained via deprotonation of the phosphate and diphosphate OH groups of UDP-N-acetyl-alpha-D-glucosamine 3-phosphate; major species at pH 7.3.


metolazone

A quinazoline that consists of 1,2,3,4-tetrahydroquinazolin-4-one bearing additional methyl, 2-tolyl, sulfamyl and chloro substituents at positions 2, 3, 6 and 7 respectively. A quinazoline diuretic, with properties similar to thiazide diuretics.


posaconazole

An N-arylpiperazine that consists of piperazine carrying two 4-substituted phenyl groups at positions 1 and 4. A triazole antifungal drug.


pregabalin

A gamma-amino acid that is gamma-aminobutyric acid (GABA) carrying an isobutyl substitutent at the beta-position (the S-enantiomer). Binds with high affinity to the alpha2-delta site (an auxiliary subunit of voltage-gated calcium channels) in central nervous system tissues.


beta-sesquiphellandrene

A sesquiterpene that is cyclohexene in which the hydrogens at position 6 are replaced by a methylidene group and in which the pro-R hydrogen at position 3 is replaced by a (2S)-6-methylhept-5-en-2-yl group.


A UDP-amino sugar having 3-O-phosphono-N-acetyl-alpha-D-glucosamine as the amino sugar component.


An organic cation obtained by protonation of the tertiary amino function of rivastigmine.


An organic cation obtained by protonation of the tertiary amino function of sumatriptan.


aralkylamino compound

An organic amino compound in which an aminoalkyl group is linked to an arene.


isodesmosine

A pyridinium ion obtained by formal condensation of four molecules of lysine.


N-ethyl-L-asparagine

An optically active form of N-ethylasparagine having L-configuration.


A monohydroxyproline in which the hydroxy substituent is located at position C3.


diadenosyl diphosphate

A diadenosyl polyphosphate that consists of two adenosinyl moieties bridged by a diphosphate.


levetiracetam

A pyrrolidinone and carboxamide that is N-methylpyrrolidin-2-one in which one of the methyl hydrogens is replaced by an aminocarbonyl group, while another is replaced by an ethyl group (the S enantiomer). An anticonvulsant, it is used for the treatment of epilepsy in both human and veterinary medicine.


EMERICELLAMIDE A

An emericellamide derived from N-[(2R,3R,4S)-3-hydroxy-2,4-dimethyldecanoyl]glycyl-L-valyl-L-leucyl-L-alanyl-L-alanine by the formal intramolecular condensation of the alcoholic hydroxy group with the C-terminal carboxylic acid group.


EMERICELLAMIDE B

An emericellamide derived from N-[(2R,3R,4S,6S)-3-hydroxy-2,4,6-trimethyldodecanoyl]glycyl-L-valyl-L-leucyl-L-alanyl-L-alanine by the formal intramolecular condensation of the alcoholic hydroxy group with the C-terminal carboxylic acid group.


emericellamide C

An emericellamide derived from N-[(2R,3R)-3-hydroxy-2-methyldecanoyl]glycyl-L-valyl-L-leucyl-L-alanyl-L-alanine by the formal intramolecular condensation of the alcoholic hydroxy group with the C-terminal carboxylic acid group.


emericellamide D

An emericellamide derived from N-[(3S,4S)-3-hydroxy-4-methyldecanoyl]glycyl-L-valyl-L-leucyl-L-alanyl-L-alanine by the formal intramolecular condensation of the alcoholic hydroxy group with the C-terminal carboxylic acid group.


emericellamide E

An emericellamide derived from N-[(2R,3R)-3-hydroxy-2-methyldodecanoyl]glycyl-L-valyl-L-leucyl-L-alanyl-L-alanine by the formal intramolecular condensation of the alcoholic hydroxy group with the C-terminal carboxylic acid group.


emericellamide F

An emericellamide derived from N-[(3S,4S)-3-hydroxy-4-methyldodecanoyl]glycyl-L-valyl-L-leucyl-L-alanyl-L-alanine by the formal intramolecular condensation of the alcoholic hydroxy group with the C-terminal carboxylic acid group.


A singly-charged anionic phospholipid that is the conjugate base of 1-acyl-sn-glycero-3-phosphoserine, in which the carboxy and phosphate groups are anionic and the amino group is cationic; major species at pH 7.3.


bunolol

A cyclic ketone that is 3,4-dihydronaphthalen-1-one substituted at position 5 by a 3-(tert-butylamino)-2-hydroxypropoxy group (the S-enantiomer). A non-selective beta-adrenergic antagonist used (as its hydrochloride salt) for treatment of glaucoma.


A zwitterion obtained by transfer of a proton from the amino to the phosphate group of a 1-acyl-sn-glycero-3-phosphoethanolamine.


organosulfonate salt

Any organic salt prepared using an organosulfonic acid as the acid component.


A carboxamidinium ion obtained by protonation of both amindino groups of pentamidine.


A doubly-charged S-alkyl thiosulfate anion obtained by deprotonation of both thiosulfate OH grous of thiosultap.


A singly-charged S-alkyl thiosulfate anion obtained by deprotonation of one of the two thiosulfate OH grous of thiosultap.


biogenic silica

A biogenic mineral comprised of hydrated silica.


N-hexanoylglycine

An N-acylglycine in which the acyl group is specified as hexanoyl.


biogenic mineral

Any biogenic substance that has undergone transformation through the action of geological processes. Thus the term does not include compounds produced entirely by biological processes, such as shells of marine molluscs, oxalate crystals in plant tissues, etc., but does include the constituents of limestones and phosphorites derived from marine organisms.


biogenic substance

Any chemical substance produced by life processes.


hydrated silica

A mineral comprised of silicon dioxide, with variable amounts of water in its formula.


A 1-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as arachidonoyl.


A 1-alkyl-sn-glycero-3-phosphocholine in which the alkyl group is specified as oleyl (9Z-octadecenyl).


asperfuranone

A member of the class of 2-benzofurans that is 6,7-dihydro-2-benzofuran-4(5H)-one that is substituted at positions 5 and 6 by hydroxy groups, at position 5 by a methyl group and at position 1 by a (2E,4E,6S)-4,6-dimethylocta-2,4-dienoyl group (the 5S,6R-diastereoisomer). A polyketide that was first obtained from the fungus Aspergillus nidulans by using a genomic mining approach.


MONODICTYPHENONE

A member of the class of benzophenones in which one phenyl group is substituted at positions 2 and 6 by hydroxy groups while the other is substituted at positions 2, 4, and 6 by hydroxy, methyl, and carboxy groups, respectively. First obtained from the fungal strain Monodictys putredinis, isolated from the inner tissue of a marine green alga, it was subsequently obtained from the fungus Aspergillus nidulans.


nicotinyl methylamide

A pyridinecarboxamide that is nicotinamide in which one of the amide hydrogens is substituted by a methyl group.


The 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP substituted on C-8 by a 6-aminohexylamino group and methyl-substituted at O-2 of the ribose moiety.


An organic heteropentacyclic compound and polyketide that is 11a,11b-dihydrobenzo[b]cyclopenta[2,3]indeno[4,5-e][1,4]dioxine-6,8,9(8aH)-trione which is substituted by hydroxy groups at positions 4 and 7, and by methyl groups at the 2, 8a, 11 and 11b positions. A cathepsin K inhibitor, it was first isolated from Paecilomyces carneus and subsequently obtained from Aspergillus nidulans cocultivated with  a soil-dwelling actinomycete.


An organic heteropentacyclic compound and polyketide that is 11a,11b-dihydrobenzo[b]cyclopenta[2,3]indeno[4,5-e][1,4]dioxine-6,8,9(8aH)-trione which is substituted by hydroxy groups at positions 1 and 7, and by methyl groups at the 3, 8a, 11 and 11b positions. A cathepsin K inhibitor, it was first isolated from Paecilomyces carneus and subsequently obtained from Aspergillus nidulans cocultivated with a soil-dwelling actinomycete.


gerfelin

A member of the class of benzoic acids that is salicylic acid which is substituted at position 6 by a methyl group and at position 4 by a 2,3-dihydroxy-5-methylphenoxy group.


A member of the class of benzoic acids that is salicylic acid which is substituted at position 6 by a methyl group and at position 4 by a 3-hydroxy-5-methylphenoxy group.


DIORCINOL

An aromatic ether that is diphenyl ether in which both phenyl groups are substituted at position 3 by a hydroxy group and at position 5 by a methyl group.


3-(3-sulfooxyphenyl)propanoic acid

A monocarboxylic acid that is propionic acid carrying a 3-sulfooxyphenyl substituent at C-3.


violaceol I

An aromatic ether in which the ether functionality links two 2,3-dihydroxy-5-methylphenyl groups.  Fungal metabolite isolated inter alia from Aspergillus spp.


violaceol II

An aromatic ether in which the ether functionality links a 2,3-dihydroxy-5-methylphenyl group with a 2,6-dihydroxy-4-methylphenyl group. Fungal metabolite isolated inter alia from Aspergillus spp.


austinol

A meroterpenoid produced by Aspergillus nidulans. It has a pentacyclic structure which incorporates three lactone functionalities and a spiro union.


meroterpenoid

Meroterpenoids are complex organooxygen natural products produced from polyketide and terpenoid precursors.


dehydroaustinol

A meroterpenoid produced by Aspergillus nidulans. It has an oxygen-bridged pentacyclic structure which incorporates three lactone functionalities and a spiro union.


phosphatidylcholine 34:4

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 34 carbons in total with 4 double bonds.


phosphatidylcholine 34:3

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 34 carbons in total with 3 double bonds.


5'-uridylyl(1-) group

A nucleotidyl group that is the 5'-uridylyl group in which a proton has been removed from the phosphonate group.


cyclitol ester

A carboxylic ester that is any cyclitol in which at least one hydroxyl hydrogen is substituted by an acyl group.


A zwitterion obtained by transfer of a proton from the phospho to the amino group of phosphatidyl-N,N-dimethylethanolamine; major species at pH 7.3.


H group

An inorganic group that is the substituent group from molecular hydrogen.


chanoclavine-I aldehyde

An enal resulting from the oxidation of the primary alcohol group of chanoclavine-I to the corresponding aldehyde.


phosphatidylcholine 40:6

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain forty carbons in total with six double bonds.


The aromatic diazonium ion that is diazotised 2-aminobenzoic acid.


phosphatidylcholine 36:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 36 carbons in total and 2 double bonds.


4-oxo-4-(2-thienyl)butyric acid

A 4-oxo monocarboxylic acid that is butyric acid bearing oxo and 2-thienyl groups at position 4.


ARUGOSIN A

A dibenzooxepine that is dibenzo[b,e]oxepin-11(6H)-one which is substituted by hydroxy groups at positions 1, 6, and 10, a 3,3-dimethylallyl group at position 2, a 3,3-dimethylallyloxy group at position 7, and a methyl group at position 8.


arugosin

An organooxygen compound that derived from a prenylated phenolic polyketide originally isolated from Aspergillus rugulosus.


4-oxo-4-phenylbutyric acid

A 4-oxo monocarboxylic acid that is butyric acid bearing oxo and phenyl substituents at position 4.


The aromatic diazonium ion that is diazotised 3-aminobenzoic acid.


arugosin A (hydroxy-aldehyde form)

A member of the class of benzophenones that is benzophenone in which one of the phenyl groups is substituted by a 3,3-dimethylallyl group at position 3 and by hydroxy groups at positions 2 and 6, while the other is substituted by a formyl group at position 2, a 3,3-dimethylallyloxy group at position 3, a methyl group at position 4, and a hydroxy group at position 6.


arugosin A

An arugosin that is benzophenone which is substituted by one 3,3-dimethylallyl, one 3,3-dimethylallyloxy, one methyl, one formyl and three hydroxy groups, or the corresponding lactol.


4-(5-ethyl-2-thienyl)-4-oxobutyric acid

A 4-oxo monocarboxylic acid that is butyric acid bearing oxo and 5-ethyl-2-thienyl groups at position 4.


The aromatic diazonium ion that is diazotised 4-aminobenzoic acid.


hydroxy(phenyl)2-thienylacetic acid

A 2-hydroxy monocarboxylic acid that is phenylacetic acid bearing hydroxy and 2-thenyl substituents at position 2.


phosphatidylcholine O-38:5

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 38 carbons and 5 double bonds.


phosphatidylcholine 38:3

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 38 carbons with 3 double bonds.


The aromatic diazonium ion that is diazotised 2-aminophenylarsonic acid.


The arsenic oxoanion formed by loss os a single proton from arsonic acid.


The organoarsonic acid anion formed by loss of a single proton from the arsonic acid grouping in phenylarsonic acid.


endocrocin

A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by a carboxy group at position 2, a methyl group at position 3, and hydroxy groups at positions 1, 6, and 8.


The aromatic diazonium ion that is diazotised 4-aminophenylarsonic acid.


The aromatic diazonium ion that is diazotised 2-aminobenzenesulfonic acid.


A branched amino hexasaccharide consisting of a GlcNAc residue at the reducing end with a Man-alpha(1->6)-[Xyl-beta(1->2)]-Man-beta(1->4)-GlcNAc moiety attached via a beta-(1->4)-linkage and a Man residue attached via an alpha-(1->3)-linkage.


(+)-kotanin

A member of the class of 8,8'-bicoumarins resulting from the formal oxidative dimerisation of 4,7-dimethoxy-5-methyl-2H-chromen-2-one (the S-(+) enantiomer). A fungal metabolite, its isolation from Aspergillus clavatus was first reported in 1971.


benzenesulfonic acid

The simplest member of the class of a benzenesulfonic acids that consists of a benzene carrying a single sulfo group.


benzenesulfonate

The simplest of the class of benzenesulfonates, in which the benzene nucleus carries no other substituents.


The aromatic diazonium ion that is diazotised 3-aminobenzenesulfonic acid.


biaryl

An organic aromatic compound whose structure contains two aromatic rings or ring systems, joined to each other by a single bond.


The aromatic diazonium ion that is diazotised 4-aminobenzenesulfonic acid.


bicoumarin

A biaryl in which both of the coupled aromatic groups consists of coumarin or a substituted coumarin.


A bicoumarin in which the which the 8 position of one coumarin group is joined to the 8 position of the second by a single bond.


The benzoate anion formed by proton loss from the carboxy group of 4-isothiocyanatobenzoic acid


4-isothiocyanatobenzoic acid

The isothiocyanate formed by substitution of an S=C=N- group at the para-position of benzoic acid.


DEMETHYLKOTANIN

A member of the class of 8,8'-bicoumarins that is kotanin in which the methoxy group at position 7 is replaced by a hydroxy group. A fungal metabolite, its isolation from Aspergillus clavatus was first reported in 1971.


benzenediazonium

The aromatic diazonium ion formed from diazotisation of aniline.


The aromatic diazonium ion formed from diazotisation of the amino group in 2-nitroaniline.


The aromatic diazonium ion formed from diazotisation of the amino group in 3-nitroaniline.


The aromatic diazonium ion formed from diazotisation of the amino group in 4-nitroaniline.


furopyrrole

Any organic heterobicyclic compound containing ortho-fused furan and pyrrole rings.


orlandin

A member of the class of 8,8'-bicoumarins that is kotanin in which the methoxy groups at the 7 and 7' positions are replaced by hydroxy groups. A fungal metabolite, its isolation from Aspergillus niger was first reported in 1979.


p-hydroxyphenyl lignin

Lignin composed principally of trans-p-coumaryl alcohol units.


guaiacyl lignin

Lignin composed principally of coniferol (guaiacyl) units.


syringal lignin

Lignin composed principally of trans-sinapyl alcohol (syringyl) units.


An anionic amino-acid residue formed by proton loss from the phospho group of an O-(pantetheine-4'-phosphoryl)serine residue, the principal form present at pH 7.3.


phosphatidylcholine O-38:4

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 38 carbons and 4 double bonds.


lysophosphatidylcholine 20:3

A lysophosphatidylcholine in which the acyl group contains 20 carbons with 3 double bonds. If R1 is an acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is an acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


phosphatidylcholine

A glycerophosphocholine that is glycero-3-phosphocholine bearing two acyl substituents at positions 1 and 2.


lysophosphatidylcholine 14:0

A lysophosphatidylcholine in which the remaining acyl group is specified as tetradecanoyl (myristoyl). If R1 is the acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphocholine.  If R1 is a hydrogen and R2 is the acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


A branched amino octasaccharide that consists of the linear tetrasaccharide beta-D-Xyl-(1->2)-beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-GlcNAc in which the Man residue is substituted at positions 3 and 6 by beta-D-GlcNAc-(1->2)-alpha-D-Man groups.


A sphingomyelin d18:1 in which the amino group of sphingosine is substituted by a pentadecanoyl group.


A sphingomyelin d18:1 in which the N-acyl group is specified as tetradecanoyl (myristoyl).


A N-hexadecenoylsphingosine-1-phosphocholine in which the amino group of sphingosine is in amide linkage with a 9Z-hexadecenoyl fatty acid.


lysophosphatidylcholine 20:3/0:0

A 1-O-acyl-sn-glycero-3-phosphocholine in which the acyl group at C-1 contains 20 carbons and 3 double bonds.


LYSOPHOSPHATIDYLCHOLINE

A lysophosphatidylcholine 14:0 in which the acyl group specified is myristoyl. The major species at pH 7.3.


A sulfonamide that is benzenesulfonamide bearing a nitroso substituent at position 4.


5,6,7,8-Tetrahydrobiopterin in which the 1,2-dihydroxypropyl side-chain has L-erythro-configuration.


sarcinapterin

A methanopterin derivative in which the methanopterin is modified by amide formation with L-glutamic acid.


tatiopterin

A pterin derivative that is an aspartyl derivative of sarcinapterin with a 7-proton instead of a 7-methyl group in the methanopterin moiety.


lysophosphatidylcholine O-16:0/0:0

A lysophosphatidylcholine O-16:0e in which the hexadecyl group at C-1 contains 16 carbons of which none are unsaturated.


cspyrone B1

An oxo monocarboxylic acid that is propionic acid carrying a 3-acetyl-4-hydroxy-2-oxo-2H-pyran-6-yl group at position 3; it is produced by the fungus Aspergillus oryzae


phosphatidylcholine 38:7

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 38 carbons in total with 7 double bonds.


SHAMIXANTHONE

A pyranoxanthene that is 2,3-dihydropyrano[3,2-a]xanthen-12(1H)-one bearing hydroxy substituents at positions 1 and 11 as well as a prop-1-en-2-yl group at position 2, a methyl substituent at position 5 and a 3,3-dimethylallyl group at position 8. A secondary metabolite produced by Aspergillus nidulans.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 are 7Z-hexadecenoyl and 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl respectively.


An unbranched seventeen-carbon alkene with one double bond between C-1 and C-2. It is produced by the Carrion beetles.


An unbranched nineteen-carbon alkene with one double bond between C-1 and C-2.


phosphatidylcholine 36:5

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 36 carbons in total with 5 double bonds.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 are 7Z-hexadecenoyl and 5Z,8Z,11Z,14Z-icosatetraenoyl respectively.


An unbranched nineteen-carbon alkadiene with a double bond between C-1 and C-2 and a cis-double bond between C-14 and C-15.


A branched C20 alkene consisting of a 19-carbon chain with a double bond between C-1 and C-2 and a methyl group at C-18.


A branched C20 alkene consisting of a 19-carbon chain with a double bond between C-1 and C-2 and a methyl group at C-17.


oxapenam

A fused-ring beta-lactam system where the beta-lactam ring is fused to a 1,3-oxazolidine ring.


carbapenam

A beta-lactam in which the beta-lactam is fused to a pyrrolidine ring.


THIANTHRENE

The organosulfur heterocyclic compound that is the parent compound of the thianthrenes, a tricyclic structure comprising two benzene rings fused to the b and e sides of 1,4-dithin.


EMERICELLIN

A xanthone that is xanthen-9-one bearing hydroxymethyl, 3,3-dimethylallyloxy, methyl, 3,3-dimethylallyl and hydroxy groups at positions 1, 2, 3, 5 and 8 respectively. A secondary metabolite produced by Aspergillus nidulans.


thianthrenes

An organic heterotricyclic compound containing a thianthrene skeleton.


The organophosphate oxoanion and tricarboxylic acid trianion formed from sarcinapterin by loss of a proton from the phospho group and from each of the three carboxy groups; major microspecies present at pH 7.3.


pyranoxanthene

An organic heterotetracyclic compound having a skeleton comprising a pyran ring ortho-fused to a tricyclic xanthene.


phosphatidylcholine 34:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 34 carbons in total with 2 double bonds.


phosphatidylcholine 34:1

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 34 carbons in total with 1 double bond.


CORDYOL C

A catechol that is 5-methylbenzene-1,2-diol bearing a 3-hydroxy-5-methylphenoxy substituent at position 3.


phosphatidylcholine 38:6

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 38 carbons in total with 6 double bonds.


lichenin

A glucan that is a major polysaccharide component of Cetraria islandica (Iceland moss). It is composed of beta-D-glucopyranose units linked in a linear manner by (1->4) and  (1->3) glycosidic bonds.


phosphatidylcholine 36:4

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 36 carbons in total with 4 double bonds.


phosphatidylcholine 40:7

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 40 carbons in total with 7 double bonds.


averantin

A tetrahydroxyanthraquinone that is 1,3,6,8-tetrahydroxy-9,10-anthraquinone bearing a 1-hydroxyhexyl substituent at position 2.


phosphatidylcholine 36:3

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 36 carbons in total with 3 double bonds.


phosphatidylcholine 40:5

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 40 carbons in total with 5 double bonds.


phosphatidylcholine 38:5

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 38 carbons in total with 5 double bonds.


phosphatidylcholine 38:4

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 38 carbons in total with 4 double bonds.


An alpha-D-galactosyl-(1->2)-D-galactose in which the reducing end anomeric centre has beta-configuration.


An alpha-D-Galp-(1->3)-D-GalpNAc in which the anomeric centre at the reducing end has beta-configuration.


An alpha-D-GalpNAc-(1->4)-D-GlcpNAc in which the reducing end anomeric centre has beta-configuration.


BREVIANAMIDE F

A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tryptophan and L-proline).


fumitremorgin B

An organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi via a tryptophan-proline diketopiperazine intermediate.


dihydroxytoluene

Any hydroxytoluene that has two hydroxy substituents


phosphatidylcholine O-40:6

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 40 carbons and 6 double bonds.


TERREQUINONE A

A bisindole alkaloid that is quinone bearing a hydroxy substituent at position 2, a 3,3-dimethylallyl group at position 5 and two indol-3-yl groups at positions 3 and 6, one of which is carrying a 1,1-dimethylallyl group at position 2.


PSEUROTIN A

A spirocyclic that is 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione bearing 1,2-dihydroxyhex-3-en-1-yl, methyl, methoxy, benzoyl and hydroxy substituents at positions 2, 3, 8, 8 and 9 respectively.


phosphatidylcholine O-38:6

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 38 carbons and 6 double bonds.


phosphatidylcholine O-36:3

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 36 carbons and 3 double bonds.


phosphatidylcholine O-36:6

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 36 carbons and 6 double bonds.


phosphatidylcholine O-38:7

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 38 carbons and 7 double bonds.


phosphatidylcholine O-36:5

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 36 carbons and 5 double bonds.


phosphatidylcholine O-34:3

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 34 carbons and 3 double bonds.


naphtho-gamma-pyrone

Any naphthopyran whose skeleton consists of a naphathalene ring system ortho-fused to a gamma-pyrone.


fonsecin

A naphtho-gamma-pyrone that is 2,3-dihydro-4H-benzo[g]chromen-4-one bearing a methyl substituent at position 2, a methoxy substituent at position 6 and three hydroxy substituents at positions 2, 5 and 8.


phosphatidylcholine O-34:2

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 34 carbons and 2 double bonds.