SEQUIRIN C

A norlignan that is a derivative of agatharesinol in which  the aromatic ring B has an additional hydroxy substituent ortho to the one present in the parent compound.


sugiresinol

A norlignan that is an isomer of agatharesinol in which the dihydroxypentene side chain is cyclised.


hydroxysugiresinol

A norlignan that is a derivative of sugiresinol in which the aromatic ring B has an additional hydroxy substituent.


dehydroglycine

A dehydroamino acid derived from glycine.


3,5-DINITROSALICYLIC ACID

A monohydroxybenzoic acid consisting of 2-hydroxybenzoic acid having nitro substituents at the 3- and 5-positions. It is used in colorimetric testing for the presence of free carbonyl groups (C=O) in reducing sugars.


An N-substituted diamine that consists of 1,6-hexanediamine bearing a 2,4-dinitro-6-carboxyphenyl substituent.


guaiacylglycerol-beta-guaiacyl ether

A glycerol ether in which guaiacyl and guaiacylglycerol subunits are joined by an arylglycerol-beta-aryl (beta-O-4) linkage.


A galactobiose comprising an alpha-D-galactopyranose residue and a D-galactopyranose residue joined via an alpha-(1->3) linkage.


A cephalosporin carboxylate anion having (R)-mandelamido and N-methylthiotetrazole side-groups.


A primary amine comprising an octane skeleton with amino substituents at carbon positions 1 and 8; and an aminomethyl substituent at position 5.


cefamandole nafate

A cephalosporin compound having (R)-O-formylmandelamido and N-methylthiotetrazole side groups. It is used (as the sodium salt) as a progrug for cefamandole.


A cephalosporin carboxylic acid anion having methoxy, 2-thienylacetamido and carbamoyloxymethyl side-groups, formed by proton loss from the carboxy group of the semisynthetic cephamycin antibiotic cefoxitin.


polyacrylamide macromolecule

An acrylic macromolecule prepared from acrylamide or a derivative of acrylamide.


A cephalosporin carboxylic acid anion having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups, formed by proton loss from the carboxy group of cefazolin.


A cephalosporin carboxylis acid anion having 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetylamino and [(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl side-groups, formed by proton loss from the carboxy group of ceftriaxone.


Phenylhydrazine substituted at the para position by a chloro group.


alexidine

An amphipathic bisbiguanide with a structure consisting of two (2-ethylhexyl)guanide units linked by a hexamethylene bridge.


biguanides

A class of oral hypoglycemic drugs used for diabetes mellitus or prediabetes treatment. They have a structure based on the 2-carbamimidoylguanidine skeleton.


GUAIACYL GLYCEROL

A compound made up of a guaiacyl core with an alpha-glyceryl substituent para to the aromatic hydroxy group.


dehydroglycinate

The carboxylate anion of 1,2-didehydroglycine.


oxazinoquinoline

Any organic heterotricyclic compound based on a skeleton comprised of an oxazine ring fused onto a quinoline system.


kaurane diterpenoid

A diterpenoid compound having a kaurane skeleton.


A  bromoamino acid comprising an L-tyrosine core with a bromo- substituent ortho to the hydroxy group on the benzene ring.


A cephalosporin carboxylic acid anion having a 7beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino side-chain, formed by proton loss from the carboxy group of the cephalosporin cefadroxil.


A cephalosporin carboxylic acid anion having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups, formed by proton loss from the carboxy group of the cephalosporin cefotaxime.


An acrylate macromolecule composed of repeating 1-methyl-1-[(oxiran-2-ylmethoxy)carbonyl]ethylene units.


A macromolecule composed of repeating 2,7-diethenyl-9H-carbazole units.


poly(aryleneethynylene) macromolecule

A macromolecule containing alternating arylene and ethynylene repeating units.


A polymer composed of repeating 1-ethynylnaphthalene units.


A cephalosporin carboxylic acid anion formed by proton loss from the carboxy group of ceftazidime, a cephalosporin having 7beta-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino and 3-pyridinium-1-ylmethyl side-groups.


N-acetyldichloro-L-tyrosine

An L-tyrosine derivative in which an L-tyrosine core has two chloro substituents at each position ortho to the benzyl hydroxy group and an acetyl substituent on the nitrogen atom.


GLABRANIN

A dihydroxyflavanone that is pinocembrin substituted by a prenyl group at position 8.


dihalogenated L-tyrosine

An L-tyrosine derivative which has two halogeno-substituents on the benzyl moiety.


ionomer macromolecule

A macromolecule that contain both neutral and charged repeating units.


nafion macromolecule

An ionomer macromolecule formed by incorporating perfluorovinyl ether groups terminated with sulfonate groups onto a tetrafluoroethylene (Teflon) backbone.


poly(silane) macromolecules

A macromolecule containing exclusively silicon atoms in the backbone.


poly(dimethylsilanediyl) macromolecule

A macromolecule composed of repeating dimethylsilane units.


3,5-dichloro-4-hydroxybenzoic acid

A derivative of p-salicylic acid with chloro- substituents at C-3 and C-5 of the benzene ring.


The conjugate base of 3,5-dichlorohydroxybenzoic acid. Comprising a 3,5-dihydroxybenzoic acid core with the carboxylic acid proton missing, giving a charge of -1.


A galactotetraose composed of four beta-D-galactose units joined by (1->4)-linkages.


methyl beta-D-glucuronoside

A derivative of beta-D-glucuronic acid in which a methyl group is present at the anomeric position.


hyperbranched macromolecule

A macromolecule having many branched main chains attached to the backbone.


GLABRIDIN

A member of the class of  hydroxyisoflavans that is (R)-isoflavan substituted by hydroxy groups at positions 2' and 4' and a 2,2-dimethyl-2H-pyran group across positions 7 and 8 respectively.


A linear trisaccharide comprising D-glucuronic acid, D-galacturonic acid and L-rhamnose residues, linked sequentially (1->3) and (1->2).


diatrizoate

A member of the class of benzoic acids that is benzoic acid having iodo substituents at the 2-, 4- and 6-positions and acetamido substituents at the 3- and 5-positions. It is used, mainly as its N-methylglucamine and sodium salts, as an X-ray contrast medium in gastrointestinal studies, angiography, and urography.


An iodoamino acid that is L-histidine in which the imidazole ring is substituted by iodine at positions  2- and 5(4).


An iodoamino acid that is L-histidine derivative in which the imidazole ring is substituted by iodine at position 5.


A diblock copolymer composed of adjacent blocks of poly(methyl acrylate) and deuterated polystyrene.


An L-tyrosine derivative having a 4-arsonophenyldiazenyl group at the 3-position of the benzene ring.


N-(2,4-dinitrophenyl)aminohexanoic acid

A C-nitro compound comprising hexanoic acid with a (2,4-dinitrophenyl)amino substituent at position C-6.


4-arsonophenyldiazenyl group

An organoheteryl group consisting of arsonophenyl attached to diazene at the 4-position and having the beta-nitrogen as the point of attachment.


quinoline yellow

A quinoline derivative with a 1,3-dioxoindan-2-yl substituent at C-2.


benzylpenicilloyl group

A penicilloyl group formed from nucleophilic cleavage of the beta-lactam ring of benzylpenicillin.


phenoxymethylpenicilloyl group

A penicilloyl group formed from nucleophilic cleavage of the beta-lactam ring of phenoxymethylpenicillin.


ampicilloyl group

A penicilloyl group formed from nucleophilic cleavage of the beta-lactam ring of ampicillin.


amoxicilloyl group

A penicilloyl group formed from nucleophilic cleavage of the beta-lactam ring of amoxicillin.


phenoxymethylpenicillanyl group

The acyl group formed from phenoxymethylpenicillin.


polyisocyanide macromolecule

A polymer macromolecule composed of repeating substituted or unsubstituted methanimine units.


poly(isocyanide) macromolecule

A macromolecule composed of repeating methanimine units.


poly(ethylene glycol monomethacrylate)

A poly(ethylene glycol) derivative that is poly(ethylene glycol) in which one of the terminal hydroxy groups has been acylated by formal condensation with methacrylic acid.


GLAUCARUBINONE

A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties.


conjugated macromolecule

A macromolecule composed of a main chain containing a sequence of conjugated multiple bonds.


amoxicillanyl group

The acyl group formed from amoxicillin.


ampicillanyl group

The acyl group formed from ampicillin.


name: poly(L-isocyanolalanyl-L-alanine methyl ester) macromolecule

description: A macromolecule composed of repeating methyl (2S)-2-[(2S)-2-(methylideneamino)propanamido]propanoate units.


A triblock copolymer composed of a central polybutadiene chain flanked on each side by polystyrene chains.


poly(fluorene-co-phenylene)

A copolymer composed of repeating substituted or unsubstituted fluorene and phenylene units.


A copolymer composed of unsubstituted 2,7-fluorene and 1,4-phenylene units.


poly(9,9'-fluorene) macromolecule

A macromolecule composed of repeating substituted or unsubstituted fluorene units linked at the 9- and 9'-positions.


poly(N-dodecylacrylamide) macromolecule

A macromolecule composed of repeating 1-(dodecylcarbamoyl)ethylene units.


poly(sulfide) macromolecule

A macromolecule containing sulfur-sulfur linkages in the backbone.


OLEIC ACID ANILIDE

The fatty amide resulting from the formal condensation of oleic acid and aniline.


linoleylanilide

A fatty amide conjugate of linoleic acid and aniline.


A macromolecule composed of repeating (2-methoxy-5-sulfo-1,4-phenylene)imino units.


poly(isobutylene)

A polymer composed of repeating 1,1-dimethylethylene units.


sulfametoxydiazine

A sulfonamide consisting of pyrimidine having a methoxy substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 2-position.


An aminoxyl (nitroxide) free radical dipalmitoyl glycerophosphoethanolamine derivative used as a hapten in immunological investigations.


divinyl sulfone

A sulfone compound having two S-vinyl substituents.


GLAUCINE

An  aporphine alkaloid that is (S)-1,2,9,10-tetrahydroxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline in which the four phenolic hydrogens have been replaced by methyl groups.


4-tolyl isocyanate

An isocyanate comprising a benzene core with isocyanato and methyl substituents para to each other.


remazole orange-3R(2-)

The organosulfonate oxoanion that is the dianionic form of the azo dye remazole orange-3R.


remazole black-GR (4-)

The organosulfonate oxoanion that is the tetraanionic form of the azo dye remazole black-GR.


name: deuterated poly(methyl methacrylate) macromolecule

description: A macromolecule composed of repeating methyl methacrylate units in which some of the hydrogen atoms have been replaced by deuterium atoms.


d8-PMMA macromolecule

A macromolecule composed of repeating fully deuterated methyl methacrylate units.


d5-PMMA macromolecule

A macromolecule composed of repeating methyl methacrylate units in which the five hydrogen atoms on the methacrylate moiety have been replaced by deuterium atoms.


d3-PMMA macromolecule

A macromolecule composed of repeating methyl methacrylate units in which three of the hydrogen atoms on the methacrylate moiety have been replaced by deuterium atoms.


An L-tyrosine derivative having an N(alpha)-acetyl substituent and a 4-arsonophenyldiazenyl group at the 3-position of the benzene ring.


A dolichyl diphosphooligosaccharide compound consisting of a branched pentasaccharide attached to the dolichyl chain via a diphosphate linkage.


A 1,3-oxazolone derivative having a nitrophenyl substituent at the 2-position, an ethoxymethylene group at the 4-position, and an oxo group at the 5-position.


A 1,2,4-triazine compound having oxo-substituents at the 3- and 5-positions.


linolenic acid anilide

A fatty amide conjugate of alpha-linolenic acid and aniline.


name: L-aspartic acid 4-semialdehyde zwitterion

description: An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxylic acid group to the amino group of L-aspartic acid 4-semialdehyde.


A carboxylic ester that is a modified acyl glycerol with oleyl and linoleyl entities at C-1 and C-2, respectively, and an aniline moiety at C-3.


GLYCERYL TRIOLEATE

A triglyceride formed by esterification of the three hydroxy groups of glycerol with oleic acid. Triolein is one of the two components of Lorenzo's oil.


A  carboxylic ester that is a modified acyl glycerol with oleoyl and linolenoyl entities at C-1 and C-2, respectively, and an aniline moiety at C-3.


A  carboxylic ester that is a modified acyl glycerol with linolenyl and linoleyl entities at C-1 and C-2, respectively; and an anilino moiety at C-3.


PAP

A glycol that is a derivative of glycerol in which one of the hydroxy groups is replaced by an anilino group.


trielaidin

A triglyceride formed by esterification of the three hydroxy groups of glycerol with elaidic acid.


eszopiclone

The (5S)- (active) enantiomer of zopiclone. Unlike almost all other hypnotic sedatives, which are approved only for the relief of short-term (6-8 weeks) insomnia, eszopiclone is approved by the U.S. Food and Drug Administration for long-term use.


A diblock copolymer composed of adjacent blocks of poly(ethylene glycol) and poly(glycerol 1-O-monomethacrylate).


The (5R)-enantiomer of zopiclone.


A piperidine compound having a (2-thienyl)ethyl substituent at the 1-position, a methyl group at the 3-position and an N-phenylpropanamido group at the 4-position.


The (R)-enantiomer of 3-methylthiofentanyl.


The (S)-enantiomer of 3-methylthiofentanyl.


acenocoumarol

A hydroxycoumarin that is warfarin in which the hydrogen at position 4 of the phenyl substituent is replaced by a nitro group.


(R)-acenocoumarol

The (R)-enantiomer of acenocoumarol.


(S)-acenocoumarol

The (R)-enantiomer of acenocoumarol.


aceprometazine

A phenothiazine compound having an acetyl group at the 2-position and a 2-(dimethylamino)-1-propyl group at the 10-position.


(R)-aceprometazine

The (R)-enantiomer of aceprometazine.


(S)-aceprometazine

The (S)-enantiomer of aceprometazine.


acetyldigitoxin

A cardenolide glycoside compound consisting of digitoxin having an acetyl substituent at the 3-position on the D-ribo-hexopyranosyl residue at the non-reducing end.


tergitol

A poly(ethylene glycol) derivative that is poly(ethylene glycol) in which one of the terminal hydroxy groups has been converted into the corresponding p-nonylphenyl ether.


nonoxinol

A tergitol polymer consisting of nonylbenzene with a nine-membered poly(ethylene glycol) moiety attached at position 4.


ALCLOMETASONE

A prednisolone compound having an alpha-chloro substituent at the 7-position and an alpha-methyl substituent at the 16-position.


almitrine

A triamino-1,3,5-triazine compound having allylamino substituents at the 2- and 4-positions and a 4-(bis(p-fluorophenyl)methyl)-1-piperazinyl group at the 6-position.


poly(methyl acrylate) macromolecule

An acrylate macromolecule composed of repeating methoxycarbonylethylene units.


tosylchloramide sodium

Toluene-p-sulfonamide chlorinated at nitrogen.


(R)-aminoglutethimide

The (3R)-enantiomer of aminoglutethimide.


phenanthrene alkaloid

Any alkaloid with a phenanthrene skeleton.


pyridochromene

An organic heterotricyclic compound composed of a pyridine ring fused to a chromene.


(4-hydroxy-3-nitrophenyl)acetyl group

A univalent carboacyl group formed by loss of OH from the carboxy group of (4-hydroxy-3-nitrophenyl)acetic acid.


A monocarboxylic acid anion that is the conjugate base of (4-hydroxy-3-nitrophenyl)acetic acid, obtained by deprotonation of the carboxy group.


(R)-amlodipine

The (4R)-enantiomer of amlodipine.


levamlodipine

The (4S)-enantiomer of amlodipine.


A univalent carboacyl group formed by loss of OH from the carboxy group of (4-hydroxy-5-iodo-3-nitrophenyl)acetic acid.


A member of the class of phenylacetic acids that is phenylacetic acid in which the phenyl group is substituted by iodo, hydroxy and nitro groups at positions 3, 4 and 5 respectively.


An acetate derivative carrying a 4-hydroxy-5-iodo-3-nitrophenyl substituent at C-2.


glepidotin A

A trihydroxyflavone that is  galangin substituted by a prenyl  group at position 8.


A medium-chain fatty acid anion comprising hexanoate substituted at C-2 and C-4 with oxo and hydroxy groups respectively.


dibenzooxazepine

An organic heterotricyclic compound consisting of two benzene rings fused to a seven-membered ring containing one oxygen and one nitrogen atom.


atactic macromolecule

A macromolecule in which the substituents are placed randomly along the backbone.


isotactic macromolecule

A polymer in which all the substituents are located on the same side of the backbone.


syndiotactic macromolecule

A macromolecule in which the substituents are located on alternate sides of the backbone


phenyl isocyanate

An isocyanate composed of a benzene ring bearing a single isocyanato substituent.


glepidotin B

A trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 3, 5 and 7 and a prenyl group at position 8 respectively.


glipizide

An N-sulfonylurea that is glyburide in which the (5-chloro-2-methoxybenzoyl group is replaced by a (5-methylpyrazin-2-yl)carbonyl group. An oral hypoglycemic agent, it is used in the treatment of type 2 diabetes mellitus.


GLIOTOXIN

A pyrazinoindole with a disulfide bridge spanning a dioxo-substituted pyrazine ring; mycotoxin produced by several species of fungi.


Glu-Glu

A dipeptide composed of two L-glutamic acid units joined by a peptide linkage.


glucagon

A 29-amino acid peptide hormone consisting of His, Ser, Gln, Gly, Thr, Phe, Thr, Ser, Asp, Tyr, Ser, Lys, Tyr, Leu, Asp, Ser, Arg, Arg, Ala, Gln, Asp, Phe, Val, Gln, Trp, Leu, Met, Asn and Thr residues joined in sequence.


glucoalyssin

A thia-glucosinolic acid that is glucoberteroin in which the sulfur atom of the methyl thioether group has been oxidised to the corresponding sulfoxide.


A thia-alkylglucosinolate that has a 5-(methylsulfanyl)pentyl side chain attached to the sulfonated oxime group.


An alkenylglucosinolate that is the conjugate base of glucobrassicanapin.


An alkylglucosinolate that is the conjugate base of glucocapparin.


A  dithiane  that is cyclohexane in which the -CH2- units at positions 1 and 2 have been replaced by sulfur atoms.


A hydroxy-alkylglucosinolate that is 2-methylbutylglucosinolate which has been hydroxylated at the 2-position of the 2-methylbutyl chain.


An alkylglucosinolate that is the conjugate base of glucocochlearin.


An hydroxy-alkylglucosinolate that is isobutylglucosinolate which has been hydroxylated at the 2-position of the isobutyl chain.


A thia-alkylglucosinolate that has a 4-(methylsulfanyl)butyl side chain attached to the sulfonated oxime group.


A thia-alkylglucosinolate resulting from the removal of the proton of the hydrogen sulfate group of glucoiberverin.


REYNOSIN

A sesquiterpene lactone of the eudesmanolide group, found particularly in Magnolia grandiflora and Laurus nobilis.


glucolepidiin

An alkylglucosinolic acid that consists of 1-thio-beta-D-glucopyranose attached to an -N-(sulfooxy)propanimidoyl group at the anomeric sulfur. It occurs in Lepidium sativum (garden cress) and Armoracia lapathifolia (horseraddish). A flavour component; the hydrolysis product, ethyl isothiocyanate, is very pungent and garlic-like.


An aralkylglucosinolate that is glucotropeolin in which the phenyl group is substituted at position 3 by a methoxy group.


An alkenylglucosinolate that is the conjugate base of gluconapin.


A glucosinolate that is glucobrassicanapin which has been hydroxylated at the 3-position of the hex-5-enimidoyl chain.


A aralkylglucosinolate that is the conjugate base of gluconasturtiin.


A alkylglucosinolate that is the conjugate base of glucoputranjivin.


A glucosinolate that is the  conjugate base of glucoraphanin.


A glucosinolate resulting from the removal of the proton from the oxime hydrogen sulfate group of glucoraphenin.


EPIANDROSTERONE

A 3beta-hydroxy steroid that is (5alpha)-androstane substituted by a beta-hydroxy group at position 3 and an oxo group at position 17.


MINQUARTYNOIC ACID

A straight-chain, C18 polyunsaturated fatty acid having four conjugated C#C bonds at positions 9, 11, 13 and 15 as well as an (S)-hydroxy group at position 17.


A dicarboximide that is piperidine which is substituted by oxo groups at positions 2 and 6.


A trimethoxyflavone that is the 3',4',5'-tri-O-methyl ether of tricetin.


DIHYDROCUBEBIN

A glycol that is butane-1,4-diol substituted at the 2- and 3-positions by (1,3-benzodioxol-5-yl)methyl groups (the R,R-configuration).


glibenclamide

An N-sulfonylurea that is acetohexamide in which the acetyl group is replaced by a 2-(5-chloro-2-methoxybenzamido)ethyl group.


glyceraldehyde

An aldotriose comprising propanal having hydroxy groups at the 2- and 3-positions. It plays role in the formation of advanced glycation end-products (AGEs), a deleterious accompaniment to ageing.


TRAUMATIC ACID

A monounsaturated straight-chain dicarboxylic acid with the double bond at C-2; a plant wound-healing hormone.


glycerophosphoglycerol

A glycerophosphoglycerol where both glycerol moieties are attached at primary positions.


HOMOVANILLIC ACID

A monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite.


(4-hydroxy-3-nitrophenyl)acetic acid

A monocarboxylic acid that is acetic acid carrying a 2-hydroxy-3-nitrophenyl substituent at C-2.


An amino disaccharide consisting of D-galactopyranose at the non-reducing end joined by a (1->3) glycosidic linkage to N-acetyl-D-galactopyranosamine.


A glycosylgalactose consisting of D-galactopyranose having an alpha-D-galactopyranosyl residue attached at the 4-position.


4-nitrophenyl alpha-D-galactoside

An alpha-D-galactopyranoside having a 4-nitrophenyl substituent at the anomeric position.


A galactosyl group obtained by removing the hydroxy group from the hemiacetal function of alpha-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->2)]-D-galactose.


name: Glycoprotein with the oligosaccharide chain attached by N-glycosyllinkage to protein L-asparagine


ritropirronium bromide

A racemate composed of equimolar amounts of (2S,3R)- and (2S,3R)-glycopyrronium bromide. Used either alone or in combination therapy for maintenance treatment of airflow obstruction in patients with chronic obstructive pulmonary disease.


[125I]GnRH I (human, mouse, rat)

A ten-membered synthetic oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, glycyl, leucyl, arginyl, prolyl and glycinamide residues joined in sequence.


gossypin

A glycosyloxyflavone that is  gossypetin attached to a beta-D-glucopyranosyl residue at position 8 via a glycosidic linkage.


A C-glycosylphytoceramide consisting of 1-O-(alpha-D-galactopyranosyl)-N-hexacosanylphytosphingosine with the anomeric oxygen replaced by a methylene group.


polyfuran macromolecule

A macromolecule composed of sigma-bonded furan or substituted furan rings.


poly(2,5-furan) macromolecule

A polyfuran macromolecule composed of unsubstituted furan rings linked at the 2 and 5 positions.


A macromolecule composed of repeating 2-ethenylfuran units.


poly(2,5-ethylene furandicarboxylate)

A polymer composed of 5-(ethoxycarbonyl)furan-2-carboxylic acid units.


furfuryl group

The substituent group formed from furfuryl alcohol.


diphenylmethane monoisocyanate

An isocyanate that is the 4-isocyanato derivative of diphenylmethane.


ALCURONIUM

An indole alkaloid of the curare family. A neuroblocker, it is often used in chloride form as an anesthesia adjuvant.


A copolymer composed of repeating N-(propanamidomethyl)propanamide and 2-methylpropanoic acid units.


A macromolecule composed of N-(propanamidomethyl)propanamide units.


TETRAPROPYLAMMONIUM

A quarternary ammonium cation with four propyl substituents around the central nitrogen.


octyltrimethylammonium ion

A quarternary ammonium cation having one octyl and three methyl substituents around the central nitrogen.


gastrointestinal drug

A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.


decyltrimethylammonium ion

A quarternary ammonium cation having one decyl and three methyl substituents around the central nitrogen.


A nitrogen oxoanion arising from deprotonation of the hydroxy group of nitroethane.


16-hydroxyhexadecanoic acid

An omega-hydroxy-long-chain fatty acid that is hexadecanoic acid (also known as palmitic acid) which is substituted at position 16 by a hydroxy group. It is a key monomer of cutin in the plant cuticle.


An omega-hydroxy-long-chain fatty acid anion that is the conjugate base of 16-hydroxyhexadecanoic acid (also known as 16-hydroxypalmitic acid or juniperic acid).


16-feruloyloxypalmitic acid

The O-feruloyl derivative of 16-hydroxyhexadecanoic acid.


A monocarboxylic acid anion that is the conjugate base of 16-feruloyloxypalmitic acid obtained by deprotonation of the carboxy group.


A glycosylrhamnose having a galactosyl residue attached to rhamnose via a beta-(1->4)-linkage.


glycosylrhamnose

A disaccharide having rhamnose at the reducing end with a glycosyl residue attached at an unspecified position via a glycosidic bond.


A beta-D-glucoside having a malonyl group at the 6-position and a 3-O-delphinidin moiety at the anomeric position.


ternatin C5

An anthocyanin cation consisting of delphinidin with beta-D-glucosyl groups at the 3-, 3'- and 5'-positions.


An anthocyanin cation consisting of delphinidin with beta-D-glucosyl groups at the 3- and 3'-positions.


all-trans-polyprenyl diphosphate

A polyprenol diphosphate of unspecified chain-length with all double bonds having (E)-configuration.


A diblock copolymer composed of adjacent blocks of polystyrene and poly(2-vinylpyridine).


camphorsulfonate salt

Any salt of camphorsulfonic acid.


The ester formed between N-hydroxysuccinimide and (4-hydroxy-3-nitrophenyl)acetic acid.


The ester formed between N-hydroxysuccinimide and (4-hydroxy-5-iodo-3-nitrophenyl)acetic acid.


amyl nitrite

A nitrite ester having n-pentyl as the alkyl group.


ANIDULAFUNGIN

A semisynthetic echinocandin anti-fungal drug. It is active against Aspergillus and Candida species and is used for the treatment of invasive candidiasis.


ceftizoxime

A parenteral third-generation cephalosporin, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7beta-position.


deacetyllaurenobiolide

A germacranolide derived from laurenobiolide by deacetylation.


(R)-atenolol

The (R)-enantiomer of atenolol.


(2E)-but-2-ene-1,2,3-tricarboxylic acid

A tricarboxylic acid compound consisting of but-2-ene having carboxy substituents at the 1-, 2- and 3-positions.


A tryptophan derivative having a chloro substituent at the 7-position of the indole ring.


ipratropium chloride

The chloride salt of ipratropium.


A 7-chlorotryptophan in which the chiral centre has D- (R-) configuration.


A piperazine-2-carboxamide having (R)-configuration.


(R)-piperazine-2-carboxylic acid

A piperazine-2-carboxylic acid having (R)-configuration.


Conjugate base of (R)-piperazine-2-carboxylic acid.


An N-tert-butyl substituted piperazine-2-carboxamide having (R)-configuration.


beta-alaninamide

An amino acid amide compound consisting of propionamide having a 3-amino substituent.


verlotorin

A germacranolide isolated from Laurus nobilis L.


(R)-azelastine

The (R)-enantiomer of azelastine.


(S)-azelastine

The (S)-enantiomer of azelastine.


ABA diazonium

The aromatic diazonium ion corresponding to (p-aminophenyl)arsonic acid (arsanilic acid).


alpha-hexylcinnamaldehyde

A member of the class of  cinnamaldehydes carrying a hexyl substituent at the alpha-position.


ribonucleotide residue

A nucleotide residue consisting of a nucleobase bound at the glycosidic nitrogen to a ribose ring that has a free valence at an oxygen atom and which is bound at the O-5' atom to a phosphate group, having a further free valence at one of its oxygen atoms.


deoxyribonucleotide residue

A nucleotide residue consisting of a nucleobase bound at the glycosidic nitrogen to a 2'-deoxyribose ring that has a free valence at an oxygen atom and which is bound at the O-5' atom to a phosphate group, having a further free valence at one of its oxygen atoms.


ifosfamides

Compounds containing an ifosfamide skeleton.


imidazolidinone

An imidazolidine containing one or more oxo groups.


isoquinolinone

An isoquinoline containing one or more oxo groups.


isobenzofuranone

A 2-benzofuran containing one or more oxo groups.


isoxazolidinone

An oxazolidinone in which the N and O atoms are adjacent.


ferriheme b(1-)

Ferriheme b carrying an overall charge of -1, caused by loss of a proton from each of the two carboxy groups.


ketoimine

A ketimine, R2C=NR' (R =/= H), in which R' is a keto (C=O) group.


camphorsulfonic acid

A sulfonic acid containing the camphorsulfonate anion.


beta-hydroxy ketone

A ketone containing a hydroxy group on the beta-carbon relative to the C=O group.


diacetone alcohol

A beta-hydroxy ketone formed by hydroxylation of 4-methylpentan-2-one at the 4-position. It has been isolated from Achnatherum robustum.


camphorsulfonates

Any salt or ester of camphorsulfonic acid.


bambuterol

A carbamate ester that is terbutaline in which both of the phenolic hydroxy groups have been protected as the corresponding N,N-dimethylcarbamates. A long acting beta-adrenoceptor agonist used in the treatment of asthma, it is a prodrug for terbutaline.


camphorsulfonate anion

The conjugate base of camphorsulfonic acid.


diketide

A polyketide compound synthesized from two ketide units. Diketides are derivatives of a 4-carbon skeleton.


disodium acetylide

The salt formed from the acetylide dianion and two sodium cations.


The monoanion formed by loss of one proton from acetylene (ethyne).


A piperazine-2-carboxamide having (S)-configuration.


(S)-piperazine-2-carboxylic acid

A piperazine-2-carboxylic acid having (S)-configuration.


An alpha-amino-acid anion that is the conjugate base of piperazine-2-carboxylic acid.


p-nitrophenylphosphocholine

A phosphocholine that is the 4-nitrophenyl ester of choline phosphate.


phosphocholine group

The monodehydrogenated form of phosphocholine; the inorganic hapten formed from phosphocholine in hapten-protein conjugates.


A ketoaldohexose compound consisting of a pyranose ring with a keto group at the 2-position.


2-deoxyribose triphosphate

A 2-deoxyribose phosphate bearing a triphosphate substituent at an unspecified position.


A ketoaldohexose compound consisting of a pyranose ring with a keto group at the 3-position.


(R)-camphorsulfonic acid

The R enantiomer of camphorsulfonic acid.


The 3-dehydro derivative of D-glucose.


(S)-camphorsulfonic acid

The S enantiomer of camphorsulfonic acid.


N-acetyl-D-galactosamine 1-phosphate

A D-galactosamine 1-phosphate compound having an N-acetyl substituent.


The beta-anomer of N-acetyl-D-galactosamine 1-phosphate.


A disaccharide compound comprising a D-apiofuranosyl residue joined to D-glucopyranose via a beta-1,6-linkage.


(R)-camphorsulfonate

The R enantiomer of camphorsulfonate.


(S)-camphorsulfonate

The S enantiomer of camphorsulfonate.


The monoimine of 1,2-benzoquinone.


An anthocyanidin glucoside having a 6-O-malonylglucosyl residue at the 3-position attached via a beta-linkage.


A primary amide formed between lactobionic acid and hexane-1,6-diamine.


N-acyl-L-homoserine

The L-enantiomer of N-acylhomoserine.


N-acylhomoserine

An N-acyl-amino acid consisting of homoserine bearing an unspecified N-acyl substituent.


N-acyl-D-homoserine

The D-enantiomer of N-acylhomoserine.


The phenol that is the N-methyl derivative of 4-aminophenol.


maleimides

Compounds containing a cyclic dicarboximide skeleton in which the two carboacyl groups on nitrogen together with the nitrogen itself form a 1H-pyrrole-2,5-dione structure.


nitroguanosine

Any guanosine containing a nitro group.


Guanosine substituted at the purine 8-position by a nitro group.


GRAYANOTOXIN I

A tetracyclic diterpenoid that is grayanotoxane in which the pro-R hydrogen at position 14 is substituted by an acetoxy group and in which the 3beta-, 5-, 6beta-, 10-, and 16- positions are substituted by hydroxy groups.


Guanosine substituted at the ribosyl 5'-position by a nitro group.


An N-acetyl-beta-D-glycosaminyl glycopeptide consisting of an N-acetyl-beta-D-glycosaminyl-(1->4)-N-acetylmuramoyl moiety attached to the amino terminus of the pentapeptide L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala via an amide linkage.


salicylaldehyde imines

Aldimines in which the the imino group is bonded to the methyl group of o-cresol or a derivative thereof.


salicylaldehyde imine

Phenol with an iminomethyl substituent at the 2-position; the parent of the class of salicylaldehyde imines.


salicylaldehyde N-tosylimines

Salicylaldehyde imines with a tosyl (toluene-p-sulfonyl) group bonded to the imine N atom.


salicylaldehyde N-tosylimine

Salicylaldehyde imine with a tosyl (toluene-p-sulfonyl) group bonded to the imine N atom.


cephamycin

Any member of the cephamycin sub-group of cephem antibiotics, differing from cephalosporins in possessing a methoxy group at the 7alpha-position of the cephem nucleus, and in being resistant to beta-lactamase.


A 1-O-alkyl-2-O-arachidonoyl-sn-glycero-3-phosphocholine where the alkyl group is specified as hexadecyl.


A ketoaldohexose compound consisting of a pyranose ring with keto groups at the 2- and 3-positions.


The 2,3-didehydro derivative of D-glucose.


A diketide with a pentanoic acid structure substituted at the alpha and beta positions by methyl and hydroxy groups respectively.


beta-Asp-Arg

A dipeptide consisting of an L-aspartyl residue attached to L-arginine via the beta-carboxy group.


A primary amine of general formula RCH2CH2NH2 where R represents an aryl moiety.


A polyprenylnaphthohydroquinone that is naphthalene-1,4-diol having a polyprenyl substituent of unspecified chain-length at the 2-position.


Ile(5)-angiotensin II (1-7)

An angiotensin compound consisting of the linear heptapeptide sequence L-Asp-L-Arg-L-Val-L-Tyr-L-Ile-L-His-L-Pro.


amoxicilloyl-benzylamine

Amide formed between amoxicillin and benzylamine.


6-aminopenicilloyl group

A penicillin-derived group formed from nucleophilic cleavage of the beta-lactam ring of 6-aminopenicillanic acid.


Amide formed between 6-aminopenicillanic acid and benzylamine.


N-(p-hydroxyphenyl)glycine

A phenol that is the N-(4-hydroxyphenyl) derivative of glycine. Synthesised by reaction of p-aminophenol with chloracetic acid, it is used as a photographic developing agent.


1,3-Thiazolidine substituted with methyl groups at C-2, -5 and -5 and with a carboxy group at C-4, representing the thiazolidine ring of a generalised penicillin structure.


cefapirin

A cephalosporin with  acetoxymethyl and 2(pyridin-4-ylsulfanyl)acetamido substituents at positions 3 and 7, respectively, of the cephem skeleton. It is used (as its sodium salt) as an antibiotic, being effective against gram-negative and gram-positive organisms.


A polycyclic compound comprising a 5-hydroxy-4H-chromen-4-one core with 3-sulfooxyphenyl and 6-gulonate substituents; which can act as a non-peptide antigen.


The conjugate base of 6-O-{5-hydroxy-4-oxo-3-[2-(sulfooxy)phenyl]-4H-chromen-6-yl}-L-gulonic acid.


A compound comprising a 2-(5-hydroxy-4-oxo-4H-chromen-3-yl)phenyl sulfate core with a 9-1-(1-carboxy-2-oxoethoxy)-2-oxoethanolate substituent; a product of 6-O-{5-hydroxy-4-oxo-3-[2-(sulfooxy)phenyl]-4H-chromen-6-yl}-L-gulonic acid oxidation.


The product of desulfonating 6-O-{5-hydroxy-4-oxo-3-[2-(sulfooxy)phenyl]-4H-chromen-6-yl}-L-gulonic acid.


The conjugate base of 6-O-[5-hydroxy-3-(2-hydroxyphenyl)-4-oxo-4H-chromen-6-yl]-L-gulonic acid.


lipoyl-AMP

A purine ribonucleoside 5'-monophosphate having adenine as the nucleobase and a lipoyl group attached to one of the phosphate OH groups.


genistin 4',6''-disulfate(2-)

The conjugate base of genistin 4',6''-disulfate.


genistein 4',7-disulfate(2-)

The conjugate base of genistein 4',7-disulfate.


genistein 4',7-disulfate

A bisulfonated derivative of genistein.


An anthocyanin cation consisting of delphinidin with two beta-D-glucosyl residues attached to the 3- and 5-hydroxy groups.


delphinidin 3,3',5-tri-O-glucoside

An anthocyanin cation consisting of delphinidin with three beta-D-glucosyl residues attached to the 3-, 3'- and 5-hydroxy groups.


genistin 4',6''-disulfate

A bisulfonated derivative of genistin.


A pyridine nucleoside consisting of 1,4-dihydronicotinamide with a beta-D-ribofuranosyl moiety at the 1-position.


sulbenicilloyl group

An acyl group formed from nucleophilic cleavage of the beta-lactam ring of sulbenicillin.


trimellityl group

An acyl group derived from trimellitic acid by the removal of a hydroxy substituent from the carboxy group at C-4.


methylhexahydrophthalic anhydride

A cyclic dicarboxylic anhydride that is the cyclic anhydride of methylhexahydrophthalic acid.


A ketoaldohexose compound consisting of a pyranose ring with keto groups at the 3- and 4-positions.


The 3,4-didehydro derivative of D-glucose.


A beta-D-glucoside having a beta-D-apiosyl residue at the 2-position and an isoflavon-7-yl moiety at the anomeric position.


A hydroxyisoflavone compound having a hydroxy group at the 7-position.


methyltetrahydrophthalic anhydride

A cyclic dicarboxylic anhydride that is the cyclic anhydride of methyltetrahydrophthalic acid.


A 7-[beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranosyloxy]isoflavone having methoxy substituents at the 6- and 2'-positions and a methylenedioxy moiety at the 4'- and 5'-positions.


carbenicilloyl group

An acyl group formed from nucleophilic cleavage of the beta-lactam ring of carbenicillin.


An acetamide compound of general formula RCH2CH2NHC(=O)CH3 where R represents an aryl moiety.


amoxicilloyl-butylamine

A monocarboxylic acid amide formed by nucleophilic ring cleavage of the beta-lactam ring of amoxicillin by butylamine.


N-acetyl-beta-D-glucosaminyl group

An N-acetyl-D-glucosaminyl group having beta-configuration at its point of attachment.


benzylpenicilloyl-butylamine

An amide formed between benzylpenicillin and butylamine.


ampicilloyl-butylamine

An amide formed between ampicillin and butylamine.


N-acyl-L-homoserine lactone

An N-acyl homoserine lactone that has L configuration.


An amide formed between 6-aminopenicillin and butylamine.


N-formyl-D-kynurenine

A formamide that is the D-enantiomer of N-formylkynurenine.


N-phenylglycine

A glycine carrying an N-phenyl substituent.


An N-acetyl-beta-D-glycosaminyl glycopeptide consisting of an N-acetyl-beta-D-glycosaminyl-(1->4)-N-acetylmuramoyl moiety attached to the amino terminus of the pentapeptide L-Ala-gamma-D-Glu-N(6)-(beta-D-Asp)-L-Lys-D-Ala-D-Ala via an amide linkage.


The (3R)-cis-diastereomer of 3-hydroxy-L-proline.


6-formamidopenicilloyl group

An acyl group formed from nucleophilic cleavage of the beta-lactam ring of 6-formamidopenicillanic acid.


lactobionic acid

A disaccharide formed between beta-D-galactose and D-gluconic acid.


Morpholine substituted at nitrogen by a 2-nitrobutyl group.


A C-nitro compound that is a bismorpholine consisting of two morpholinomethyl groups bonded to C-1 of 1-nitropropane.


alpha-phenylglycine

An amino acid with a structure in which a phenyl ring is bonded to the alpha-carbon of glycine.


dermatan 6'-sulfate

A mucopolysaccharide consisting of dermatan with sulfate substituents at the 6'-position of the N-acetylgalactosamines.


carumonam

An N-sulfonated monobactam antibiotic.


A a methoxyisoflavone that is a 7-methoxyisoflavone compound arising from enzyme-mediated epoxidation/cyclisation of 7-O-methylluteone.


cefuzonam

A second generation cephalosporin antibiotic.


A flavanone 7-O-beta-D-glucoside having a beta-L-rhamnosyl residue attached at the 2-position of the glucose ring.


cefmenoxime

A third-generation cephalosporin antibiotic, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7beta-position and a [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl group at the 3-position.


glycerol 1-phosphodiester

A monoester of glycerophosphoric acid where R is an organyl group.


The  monocarboxylic acid anion formed by deprotonating carumonam at the carboxyl proton.


A glycerophosphoethanolamine having an unspecified O-acyl substituent at the 1-position of the glycerol fragment.


The monocarboxylic acid anion formed by deprotonating cefuzonam at the carboxyl oxygen.


coerulignone

A dimeric cyclic ketone arising from enzymic oxidation of 2,6-dimethoxyphenol.


litreol

Catechol carrying a pentadecenyl substituent at position 3.


The monocarboxylic acid anion formed by deprotonating ceftizoxime at the carboxyl oxygen.


The 2-dehydro derivative of D-galactose.


4-methoxyphenylacetic acid

A monocarboxylic acid that is phenylacetic acid carrying a 4-methoxy substituent. It is used as an intermediate for pharmaceuticals and other organic synthesis. It has been found to inhibit the germination of cress and lettuce seeds.


An aminopyrimidine in which the pyrimidine ring bears amino and hydroxy substituents at positions 2 and 4, respectively.


3,4-dimethoxybenzyl group

A benzylic group having methoxy substituents at the 3- and 4-positions on the phenyl ring.


carbacephem

Any member of a group of synthetic antibiotics, similar to cephems but with carbon substituted for the sulfur; all possessing an acylated amine functionality at C-6 and (S,R) stereochemistry at C-6 and C-7.


A benzothiazole consisting of a benzene ring fused to an isothiazole.


oxacephem

Any member of the oxacephem sub-group of cephem antibiotics, in which the thiaazabicyclo moiety of the cephalosporins is replaced by an oxaazabicyclo moiety, and  where R3 is -H or -OCH3.


methyl alpha-D-galactoside

An alpha-D-galactoside having a methyl substituent at the anomeric position.


An organyl group consisting of a phenyl ring having methoxy substituents at the 2- and 3-position and a (2,4-diaminopyrimidin-5-yl)methyl group at the  5-position.


The anion of cefmenoxime.


A keto-disaccharide consisting of alpha,alpha-trehalose with the keto group at the 3-position.


erlose

A trisaccharide consisting of sucrose having an alpha-D-glucopyranosyl residue attached at the 4-position of the glucose ring.


2-deoxy-D-ribofuranose 5-phosphate

The furanose form of 2-deoxy-D-ribose 5-phosphate.


laminaritriose

A trisaccharide consisting of three beta-(1->3)-linked D-glucopyranose units with undefined stereochemistry at the reducing end.


NB-ACETYLTRYPTAMINE

A tryptamine compound having an acetyl substituent attached to the side-chain amino function.


trichothecene

Any one of a large family of chemically related mycotoxins with a structure based on a sesquiterpene skeleton. The most important structural features causing the biological activities of trichothecenes are a 12,13-epoxy ring, the presence of hydroxy or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.


butanilicaine

An amino acid amide amide in which N-butylglycine and 2-chloro-6-methylaniline have combined to form the amide bond; used as a local anaesthetic (amide caine).


3-(5-benzyloxyindol-3-yl)pyruvic acid

A pyruvic acid having a 5-benzyloxyindol-3-yl group at the 3-position.


The anion of 3-(5-benzyloxyindol-3-yl)pyruvic acid.


3-fluoropyruvic acid

A pyruvic acid derivative having a 3-fluoro substituent.


The anion of 3-fluoropyruvic acid.


2-oxononanoic acid

A nine-carbon straight-chain 2-oxo monocarboxylic acid.


The anion of 2-oxononanoic acid.


A butyric acid derivative having an oxo group at the 2-position and a hydroxymethylphosphinyl moiety at the 4-position.


The carboxylate anion of 4-(hydroxymethylphosphinyl)-2-oxobutyric acid.


(R)-indole-3-lactic acid

A propanoic acid derivative having an (R)-hydroxy substituent at the 2-position and a 1H-indol-3-yl group at the 3-position.


The conjugate base of (R)-indole-3-lactic acid.


A propanoic acid derivative having an (R)-hydroxy substituent at the 2-position and a 5-benzyloxy-1H-indol-3-yl group at the 3-position.


The conjugate base of (R)-3-(5-benzyloxyindol-3-yl)lactic acid.


(S)-3-fluorolactic acid

A propanoic acid derivative having an (R)-hydroxy substituent at the 2-position and a fluoro substituent at the 3-position.


The conjugate base of (S)-3-fluorolactic acid.


(R)-2-hydroxy-4-methylpentanoic acid

The (R)-enantiomer of 2-hydroxy-4-methylpentanoic acid. Found in patients with short-bowel syndrome (an inborn error of metabolism), and in maple syrup urine disease, MSUD.


The anion of (R)-2-hydroxy-4-methylpentanoic acid.


A valeric acid derivative having an (R)-hydroxy substituent at the 2-position and an (S)-methyl substituent at the 3-position; one of 4 steroisomers of 2-hydroxy-3-methylpentanoic acid, generated by isoleucine metabolism. Found at significantly higher levels than normal in patients with maple syrup urine disease (MSUD).


The conjugate base of (2R,3S)-2-hydroxy-3-methylpentanoic acid.


(R)-2-hydroxynonanoic acid

A nine-carbon straight-chain (2R)-2-hydroxy monocarboxylic acid.


The anion of (R)-2-hydroxynonanoic acid.


(R)-2-hydroxyadipic acid

An adipic acid derivative having a (2R)-hydroxy substituent.


Amino acid amide with 2,6-dimethylanilino and 2-aminobutanoyl components.


The conjugate base of (R)-2-hydroxyadipic acid.


A butyric acid derivative having an (R)-hydroxy sbustituent at the 2-position and a hydroxymethylphosphinyl moiety at the 4-position.


A substituted aniline in which the aniline ring carries 4-hydroxy and 2,6-dimethyl substituents; a urinary metabolite of lidocaine.


A substituted aniline in which the aniline ring carries 4-hydroxy and 6-methyl substituents; a urinary metabolite of lidocaine.


The conjugate base of (R)-2-hydroxy-4-(hydroxymethylphosphinyl)butyric acid


sulfamoxole

A sulfonamide antibiotic in which 4-aminobenzenesulfonic acid and 4,5-dimethyl-1,3-oxazol-2-amine have combined to form the sulfonamide bond.


dalpatein

An methoxyisoflavone having methoxy substituents at the 6- and 2'-positions, a hydroxy group at position 7 and a methylenedioxy moiety at the 4'- and 5'-positions.


guanadrel

A spiroketal resulting from the formal condensation of the keto group of cyclohexanone with the hydroxy groups of 1-(2,3-dihydroxypropyl)guanidine. A postganglionic adrenergic blocking agent formerly used (generally as the sulfate salt) for the management of hypertension, it has been largely superseded by other drugs less likely to cause orthostatic hypotension (dizzy spells on standing up or stretching).


A 7-[beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranosyloxy]isoflavone having four methoxy substituents at the 2'-, 4'-, 5'- and 6-positions.


dalnigrein

A member of the class of 7-hydroxyisoflavones that is isoflavone having four methoxy substituents at the 2'-, 4'-, 5'- and 6-positions and a hydroxy group at position 7.


thymidine 3'-monophosphate

A pyrimidine 2'-deoxyribonucleoside 3'-monophosphate having thymine as the nucleobase.


2'-deoxyguanosine 3'-monophosphate

A deoxyguanosine phosphate having a monophosphate group located at the 3'-position.


inosine 3'-monophosphate

An inosine phosphate having a monophosphate group located at the 3'-position.


N-dodecanoyl-L-homoserine lactone

An N-acyl-L-homoserine lactone having dodecanoyl as the acyl substituent.


guanethidine

A member of the class of  guanidines in which one of the hydrogens of the amino group has been replaced by a 2-azocan-1-ylethyl group.


RADICICOL

An antifungal macrolactone antibiotic, obtained from Diheterospora chlamydosporia and Chaetomium chiversii that inhibits protein tyrosine kinase and heat shock protein 90 (Hsp90).


fenticlor

An aryl sulfide having two 5-chloro-2-hydroxyphenyl groups attached to sulfur; an antiinfective drug mostly used in veterinary medicine.


guattegaumerine

An aromatic ether resulting from oxidative dimerisation between the 4-hydroxy group of one molecule of (1R)-1-(4-hydroxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol and the 3-position of the 4-hydroxybenzyl group of another.


IMINOCTADIENE

A member of the class of guanidines that is dioctylamine in which a hydrogen from each of the terminal methyl groups is replaced by a guanidino group. Once used as a fungicidal seed dressing, it is no longer approved for use in the European Union.


guvacine

A alpha,beta-unsaturated monocarboxylic acid that is nicotinic acid which has been hydrogenated at the 1-2 and 5-6 positions of the pyridine ring.


gypsogenin

A sapogenin that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3 and an oxo group at position 23.


cefditoren pivoxil

The pivaloyloxymethyl ester prodrug of cefditoren.


hallactone B

A  diterpenoid that is a  organic heterohexacyclic compound consisting of lactone and epoxide ring systems. It is isolated from Podocarpus macrophyllus.


An N-acyl-D-homoserine lactone having 3-oxododecanoyl as the acyl substituent.


haloalkene

A compound derived from an alkene by replacing a hydrogen atom with a halogen atom.


haloperidol

A compound composed of a central piperidine structure with hydroxy and p-chlorophenyl substituents at position 4 and an N-linked p-fluorobutyrophenone moiety.


halothane

A haloalkane comprising ethane having three flouro substituents at the 1-position as well as bromo- and chloro substituents at the 2-position.


HARMAN

An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.


A furan carrying acetyl and methyl substituents at the 2- and 5-positions respectively.


heavy metal

Any metal that is characterized by its rather high atomic mass and density. Although typically occurring in low concentrations, they can be found all throughout the Earth's crust (Commonly, a density of at least 5 g cm(3) is used to define a heavy metal and to differentiate it from other, ''light'' metals).


hederagenin 3-O-arabinoside

A triterpenoid saponin that is hederagenin attached to an alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage.


HELENALIN

A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3 (the 3aS,4S,4aR,7aR,8R,9aR stereoisomer).


A member of the class of coumarins that is coumarin in which the hydrogen at position 6 is replaced by a methyl group.


heliamine

An isoquinoline that is 1,2,3,4-tetrahydroisoquinoline substituted by methoxy groups at positions 6 and 7.


heliangin

A sesquiterpene lactone of the heliangolide group isolated from Eupatorium kiirunense and Calea rotundifolia and exhibits cytotoxicity against human oral epidermoid (KB), cervical epitheloid (Hela) and liver (hepa59T/VGH) carcinoma cells.


heliosupine

An azabicycloalkane compound having angelyloxy and echimidinyloxymethyl substituents attached to the ring system.


helminthosporoside A

A sesquiterpenoid glycoside obtained from Helminthosporium sacchari with formula C39H64O22.


helveticoside

A cardenolide glycoside that consists of strophanthidin having a digitoxosyl group attached at position 3.


hemiacetal

A compound having the general formula RR'C(OH)OR'' (R'' =/= H).


A dialkyl ketone that is hentriacontane in which the hydrogens at position 16 are replaced by an oxo group.


A beta-diketone that is hentriacontane in which the hydrogens at position 14 and 16 are replaced by oxo groups.


MALONALDEHYDE

A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.


3,4,5-trimethoxycinnamic acid

A methoxycinnamic acid with three methoxy substituents at the 3-, 4- and 5-positions.


ethylaminium

An ammonium ion resulting from the protonation of the nitrogen of ethylamine. The conjugate acid of ethylamine; major species at pH 7.3.


An ammonium ion that is the conjugate acid of propylamine.


A dialkyl ketone with methyl and pentyl as the alkyl groups.


cladribine

2'-Deoxyadenosine in which the hydrogen at position 2 on the purine ring has been substituted by chlorine. It inhibits the synthesis and repair of DNA, particularly in  lymphocytes and monocytes, and is used as an antimetabolite antineoplastic drug for the treatment of lymphoid malignancies including  hairy-cell leukaemia and chronic lymphocytic leukaemia.


herbimycin

A 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It is an ansamycin antibiotic that induces apoptosis and displays antitumour effects.


HERNIARIN

A member of the class of coumarins that is coumarin substituted by a methoxy group at position 7.


tioxolone

A 1,3-benzoxathiole having a hydroxy substituent at the 6-position.


heterocyclic compound

A cyclic compound having as ring members atoms of at least two different elements.


The thioester formed between dithiobutyric acid and 1-(4-methoxyphenyl)-2-sulfanylethanone.


PERCHLOROBENZENE

A member of the class of chlorobenzenes that is benzene in which all of the hydrogens are replaced by chlorines. An agricultural fungicide introduced in the mid-1940s and formerly used as a seed treatment, its use has been banned since 1984 under the Stockholm Convention on Persistent Organic Pollutants.


hexachlorophene

An organochlorine compound that is diphenylmethane in which each of the phenyl groups is substituted by chlorines at positions 2, 3, and 5, and by a hydroxy group at position 6. An antiseptic that is effective against Gram-positive organisms, it is used in soaps and creams for the treatment of various skin disorders. It is also used in agriculture as an acaricide and fungicide, but is not approved for such use within the European Union.


papulacandin B

A papulacandin that is papulacandin A in which the (2E,4E)-deca-2,4-dienoyl chain at the O-(6') position is replaced by a (2E,4Z,6E)-8-hydroxydeca-2,4,6-trienoyl chain. It is the major carbohydrate-containing antibiotic from the deuteromycetous fungus Papularia sphaerosperma which shows potent antifungal activity against Candida albicans.


hexobarbital

A member of the class of barbiturates taht is barbituric acid substituted at N-1 by methyl and at C-5 by methyl and cyclohex-1-enyl groups.


A 6-carbon primary aliphatic amine.


high-mannose oligosaccharide

Any oligosaccharide derivative which typically contains unsubstituted terminal mannose sugars with between five and nine mannose residues attached to the chitobiose [(GlcNAc)2] core.


himbacine

A  piperidine alkaloid that is decahydronaphtho[2,3-c]furan-1(3H)-one substituted by a methyl group at position 3 and a 2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl group at position 4. It has been isolated from the bark of Australian magnolias.


HINOKIFLAVONE

A biflavonoid that is apigenin substituted by a 4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy group at position 6. A diflavonyl ether, it is isolated from Rhus succedanea and has been found to possess significant cytotoxic potential.


HINOKININ

A lignan that is dihydrofuran-2(3H)-one (gamma-butyrolactone) substituted by a 3,4-methylenedioxybenzyl group at positions 3 and 4 (the 3R,4R-diastereoisomer).


hippeastrine

An indole alkaloid isolated from the Amaryllidaceae family and has been shown to exhibit cytotoxic activity.


A deoxygluconolactone with the hydroxy group at position 2 replaced by hydrogen.


deoxygluconolactone

An aldonolactone derived from glucose with one or more of the hydroxy groups replaced by hydrogen.


A deoxygluconolactone with the hydroxy group at position 6 replaced by hydrogen.


A deoxygalactonolactone with the hydroxy group at position 6 replaced by hydrogen.


deoxygalactonolactone

An aldonolactone derived from galactose with one or more of the hydroxy groups replaced by hydrogen.


Conjugate base of (3S)-3-hydroxy-L-aspartic acid.


Tetraanion of (E)-cinnamoyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.


An acyl-CoA oxoanion arising from deprotonation of the phosphate, diphosphate and carboxy groups of (R)-2-benzylsuccinyl-CoA.


An acyl-CoA(4-) that is the tetraanion of (R)-phenyllactoyl-CoA, arising from deprotonation of the phosphate and diphosphate OH groups.


Conjugate base of 3-(4-oxo-4,5-dihydro-1H-imidazol-5-yl)propanoic acid.


Decaanion of 1L-myo-inositol 1,2,3,4,6-pentakisphosphate.


The dianion obtained by removal of the two acidic protons from the phosphate group of 2-amino-5-formylamino-6-(1-D-ribosylamino)pyrimidin-4(3H)-one 5'-phosphate.


2-deoxy-alpha-D-ribose 1-phosphate(2-)

Dianion of 2-deoxy-alpha-D-ribose 1-phosphate.


Tetraanion of 2-methylbut-2-enoyl-CoA arising from deprotonation of phosphate and diphosphate groups.


3,3',5'-triiodo-L-thyronine zwitterion

Zwitterionic form of 3,3',5'-triiodo-L-thyronine.


A singly-charged anionic phospholipid that is the conjugate base of 1,2-diacyl-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.


Conjugate base of 4-carboxymethylenebut-2-en-4-olide.


4-fluoro-L-threonine zwitterion

Zwitterionic form of 4-fluoro-L-threonine.


The conjugate base of a 6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol compound.


(-)-usnic acid(2-)

Dianion of (-)-usnic acid.


beta-D-fructofuranose 2-phosphate(2-)

Dianion of beta-D-fructofuranose 2-phosphate.


beta-L-fucose 1-phosphate(2-)

Dianion of beta-L-fucose 1-phosphate.


Dianion of N,N'-diacetylchitobiosyldiphosphodolichol.


N,N-dihydroxy-L-tyrosinate

Conjugate base of N,N-dihydroxy-L-tyrosine.


An acyl-CoA(4-) that is the tetraanion of indol-3-ylacetyl-CoA, arising from deprotonation of the phosphate and diphosphate OH groups.


Dicarboxylate anion of (1S,6R)-2-succinyl-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid.


A nucleotide-sugar oxoanion resulting from the removal of both of the hydrogens from the diphosphate group of GDP-beta-L-fucose.


Dianon of 3,5-dibromo-4-hydroxybenzoic acid arising from deprotonation of both the carboxy and phenolic functions.


Dianion of dTDP-D-galactose.


An acyl-CoA(4-) that is the tetraanion of feruloyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.


A monocarboxylic acid anion that is the conjugate base of 3-(3-hydroxyphenyl)propanoic acid.


The conjugate base of a 3-acylpyruvic acid.


3-ammonio-2-oxopropyl phosphate(1-)

Conjugate base of 3-amino-2-oxopropyl phosphate.


hirsutidin

An anthocyanidin cation consisting of benzopyrylium with hydroxy substituents at positions 3 and 5, a methoxy group at position 7 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 2.


N(6)-lipoyl-L-lysinium(1+) residue

N(6)-Lipoyl-L-lysine residue protonated on the nitrogen at C-2.


N(6)-(S(8)-aminomethyldihydrolipoyl)-L-lysine residue protonated on both the alpha- and side-chain amino groups.


N(alpha)-methyl-L-tryptophan zwitterion

An N-methyl-L-alpha-amino acid zwitterion derived from N(alpha)-methyl-L-tryptophan.


Conjugate base of 5,7-dihydroxy-4'-methoxyflavone.


agaritine zwitterion

Zwitterionic form of agaritine.


A 3-oxoacyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of acetoacetyl-CoA.


coenzyme A(4-)

Tetraanion of coenzyme A.


An acyl-CoA(4-) that is the tetraanion of acetyl-CoA, arising from deprotonation of the phosphate and diphosphate OH groups.


blasticidin S(1+)

A  guanidinium ion that is the conjugate acid of blasticidin S.


His-Leu

A dipeptide formed from L-histidine and L-leucine residues.


hydroxyacetone phosphate(2-)

Dianion of hydroxyacetone phosphate.


A multi-methyl-branched fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3-oxopristanoyl-CoA.


An acyl-CoA oxoanion that is the pentaanion of succinyl-CoA, arising from deprotonation of the phosphate, diphosphate and carboxylic acid OH groups.


(+)-bornyl diphosphate(3-)

Trication of (+)-bornyl diphosphate.


(+)-dihydrokaempferol 7-oxoanion

Conjugate base of (+)-dihydrokaempferol.


(-)-ephedrinium

Conjugate acid of (-)-ephedrine.


(-)-ureidoglycolate

Conjugate base of (-)-ureidoglycolic acid.


A monocarboxylic acid anion that is the conjugate base of ent-kaur-16-en-19-oic acid, obtained by deprotonation of the carboxy group.


A monocarboxylic acid anion that is the conjugate base of ent-7alpha-hydroxykaur-16-en-19-oic acid, obtained by deprotonation of the carboxy group.


A ribonucleoside triphosphate oxoanion that is the trianion of adenosine 5'-triphosphate arising from deprotonation of three of the four free triphosphate OH groups.


HISPAGLABRIDIN A

A member of the class of  hydroxyisoflavans that is (R)-isoflavan substituted by hydroxy groups at positions 2' and 4' , a  3-methylbut-2-en-1-yl group at position 3' and a 2,2-dimethyl-2H-pyran group across positions 7 and 8 respectively.


clavaminic acid zwitterion

Zwitterionic form of clavaminic acid.


dihydroclavaminic acid zwitterion

Zwitterionic form of dihydroclavaminic acid.


proclavaminic acid zwitterion

Zwitterionic form of proclavaminic acid.


Zwitterionic form of deoxyamidinoproclavaminic acid.


An amino acid zwitterion obtained from N(2)-(2-carboxyethyl)-L-arginine by the removal of a proton for both of the carboxy groups and the addition of a proton to the alpha-amino group and to the guanidyl group.


The dicarboxylate anion of protoporphyrin, obtained by deprotonation of both carboxy groups.


Dicarboxylate anion of protoporphyrinogen.


uroporphyrinogen III(8-)

An octacarboxylic acid anion obtained by deprotonation of all eight carboxy groups of uroporphyrinogen III.


coproporphyrinogen III(4-)

Tetracarboxylate anion of coproporphyrinogen III.


hispidol

A hydroxyaurone that is aurone substituted by hydroxy groups at positions 6 and 4' respectively.


presqualene diphosphate(3-)

A triply-charged organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of presqualene diphosphate.


Tetraanion of (1-hydroxycyclohexyl)acetyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.


An acyl-CoA(4-) that is the tetraanion of (2S,3S)-3-hydroxy-2-methylbutanoyl-CoA, arising from deprotonation of the phosphate and diphosphate OH groups.


The tetraanion of a (2R)-2-methylacyl-CoA compound.


The tetraanion of a (2S)-2-methylacyl-CoA compound.


Tetraanion of (R)-3-hydroxybutanoyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.


Tetraanion of (S)-3-hydroxybutanoyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.


A acyl-CoA oxoanion that is the pentaanion of (3S)-3-carboxy-3-hydroxypropanoyl-CoA, arising from deprotonation of phosphate, diphosphate and carboxy functions.


The tetraanion of an (S)-3-hydroxyacyl-CoA compound.


The tetraanion of an (R)-3-hydroxyacyl-CoA compound.


Pentaanion of citramalyl-CoA arising from deprotonation of phosphate, diphosphate and carboxy functions.


Hexaanion of (3S)-citryl-CoA arising from deprotonation of phosphate, diphosphate and carboxy functions.


Tetraanion of trans-tetradec-11-enoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of cis-tetradec-11-enoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) that is the tetraanion of cinnamoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) species arising from deprotonation of the phosphate and diphosphate OH groups of (E,E)-piperonyl-CoA; major species at pH 7.3.


Pentaanion of (R)-methylmalonyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


Pentaanion of (S)-methylmalonyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


Dianion of 3'-dephospho-CoA.


An acyl-CoA(4-) that is the tetraanion of 2,4-dichlorobenzoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of trans-dodec-2-enoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) that is the tetraanion of anthraniloyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of crotonoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) that is the tetraanion of 2-furoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


A multi-methyl-branched fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyphytanoyl-CoA .


An acyl-CoA(4-) that is the tetraanion of 2-methylacetoacetyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


A short chain fatty acyl-CoA(4-) that is the tetraanion of 2-methylbutanoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of 2-methylcrotonoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


A short chain fatty acyl-CoA(4-) that is the tetraanion of isobutyryl-CoA, arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA oxoanion arising from deprotonation of phosphate, diphosphate and carboxylic acid functions of 3-(4-methylpent-3-en-1-yl)pent-2-enedioyl-CoA.


Tetraanion of 3-hydroxy-2-methylpropanoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Pentaanion of 3-hydroxy-3-(4-methylpent-3-en-1-yl)glutaryl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


An acyl-CoA(4-) that is the tetraanion of 3-hydroxybenzoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Pentaanion of 3-hydroxypimeloyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


An acyl-CoA(4-) that is the tetraanion of 3-methylbut-2-enoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


A short chain fatty acyl-CoA(4-) that is the tetraanion of isovaleryl-CoA arising from deprotonation of phosphate and diphosphate functions.


Pentaanion of trans-3-methylglutaconyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


3-oxo-fatty acyl-CoA(4-)

An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate groups of any 3-oxo-fatty acyl-CoA.


Pentaanion of 3-oxoadipyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3-oxopalmitoyl-CoA.


Pentaanion of 3-oxopimeloyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


A multi-methyl-branched fatty acyl-CoA(4-) arising from deprotonation of phosphate and diphosphate functions of 4,8,12-trimethyltridecanoyl-CoA.


A triply-charged acyl-CoA arising from deprotonation of phosphate and diphosphate functions as well as protonation of the amino group of 4-aminobutanoyl-CoA.


Pentaanion of trans-4-carboxybut-2-enoyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


Tetraanion of 4-chlorobenzoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of 4-coumaroyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of 4-hydroxybenzoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) that is the tetraanion of 5-hydroxypentanoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


Pentaanion of 5-hydroxythiophene-2-carbonyl-CoA arising from deprotonation of phosphate and diphosphate functions as well as the hydroxythiophene moiety.


Pentaanion of 2,3-didehydropimeloyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


An acyl-CoA oxoanion that is the pentaanion of pimeloyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


Tetraanion of 6-hydroxycyclohex-1-ene-1-carbonyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA oxoanion arising from deprotonation of phosphate and diphosphate functions as well as protonation of the amino group of beta-alanyl-CoA.


An octadecatrienoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of gamma-linolenoyl-CoA.


An acyl-CoA oxoanion that is the pentaanion of 4-(2-carboxyphenyl)-4-oxobutanoyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


An acyl-CoA oxoanion that is the pentaanion of 5-hydroxy-2-furoyl-CoA arising from deprotonation of phosphate and diphosphate functions as well as the hydroxyfuran moiety.


An acyl-CoA oxoanion arising from deprotonation of phosphate and diphosphate functions as well as protonation of the amino function of L-3-aminobutanoyl-CoA.


Tetraanion of acryloyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of arachidonoyl-CoA.


An acyl-CoA(4-) that is the tetraanion of benzoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of biotinyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) that is the tetraanion of butyryl-CoA, arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of caffeoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) that is the tetraanion of choloyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of cyclohexa-1,5-diene-1-carbonyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) arising from deprotonation of phosphate and diphosphate functions of lauroyl-CoA; major species at pH 7.3.


Tetraanion of formyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of geranoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA oxoanion that is the pentaanion of glutaryl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


A saturated fatty acyl-CoA(4-) that is palmitoyl-CoA in which the phosphate and diphosphate groups have been deprotonated to give the corresponding tetra-anion.


Tetraanion of icosanoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Pentaanion of itaconyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


An acyl-CoA(4-) that is the tetraanion of lactoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An octadecadienoyl-CoA(4-) resulting from the deprotonation of phosphate and diphosphate functions of linoleoyl-CoA.


Pentaanion of malonyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


An acyl-CoA oxoanion that is the tetraanion of myristoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) that is the tetraanion of octanoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


An octadecenoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of oleoyl-CoA.


An acyl-CoA oxoanion that is the pentaanion of oxalyl-CoA, arising from deprotonation of phosphate, diphosphate and carboxylic acid functions.


An acyl-CoA(4-) that is the tetranion of pentanoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


histrelin

An oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, 1-benzyl-D-histidyl, 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 diacetate salt) for the treatment of prostate cancer and for the suppression of gonadal sex hormone production in children with central precocious puberty.


Tetraanion of phenylacetyl-CoA arising from deprotonation of phosphate and diphosphate functions.


A multi-methyl-branched fatty acyl-CoA(4-) arising from deprotonation of phosphate and diphosphate functions of phytanoyl-CoA .


Tetranion of propionyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of sinapoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


An acyl-CoA(4-) arising from deprotonation of phosphate and diphosphate functions of stearoyl-CoA.


An acyl-CoA(4-) that is the tetraanion of thiophene-2-carbonyl-CoA, arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of vinylacetyl-CoA arising from deprotonation of phosphate and diphosphate functions.


prostaglandin E1(1-)

Conjugate base of prostaglandin E1.


prostaglandin A1(1-)

Conjugate base of prostaglandin A1.


prostaglandin C1(1-)

Conjugate base of prostaglandin C1.


15-dehydro-prostaglandin E2(1-)

Conjugate base of 15-dehydro-prostaglandin E2.


15-dehydro-prostaglandin E1(1-)

Conjugate base of 15-dehydro-prostaglandin E1.


Conjugate base of 13,14-dihydro-15-oxo-prostaglandin E2.


prostaglandin I2(1-)

Conjugate base of prostaglandin I2.


prostaglandin F2alpha(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin F2alpha, obtained by deprotonation of the carboxy group; major species at pH 7.3.


prostaglandin H2(1-)

Conjugate base of prostaglandin H2.


prostaglandin D2(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin D2., obtained by deprotonation of the carboxy group; major species at pH 7.3.


15-dehydro-prostaglandin I2(1-)

Conjugate base of 15-dehydro-prostaglandin I2.


15-dehydro-prostaglandin D2(1-)

Conjugate base of 15-dehydro-prostaglandin D2.


A polyunsaturated hydroxy fatty acid anion that is the conjugate base of 15(S)-HETE.


A polyunsaturated oxo fatty acid anion that is the conjugate base of 15-oxo-ETE.


Conjugate base of (15Z)-12-oxophyto-10,15-dienoic acid.


Conjugate base of (3S,4R)-3,4-dihydroxycyclohexa-1,5-diene-1,4-dicarboxylic acid.


Conjugate base of (1S,3R,4S)-3,4-dihydroxycyclohexane-1-carboxylic acid.


Conjugate base of (1S,4S)-4-hydroxy-3-oxocyclohexane-1-carboxylic acid.


N-(carboxylatoaminomethyl)urea

Conjugate base of N-(carboxyaminomethyl)urea.


D-alanine zwitterion

Zwitterionic form of D-alanine.


2,3-dihydroxybenzoyl 5'-adenylate(1-)

Conjugate base of 2,3-dihydroxybenzoyl 5'-adenylate.


Zwitterionic form of (2-aminoethyl)phosphonic acid.


Conjugate base of (2E,6E,10R,11S)-10,11-epoxy-3,7,11-trimethyltrideca-2,6-dienoic acid.


Dicarboxylate anion of (2R,3S)-2,3-dimethylmalic acid.


Dicarboxylate anion of (R)-2-ethylmalic acid.


Dicarboxylate anion of (R)-3,3-dimethylmalic acid.


Dicarboxylate anion of 3-ethylmalic acid.


sinapoyl (S)-malate(2-)

Dicarboxylate anion of sinapic acid (S)-malate ester


(3R)-beta-leucine zwitterion

Zwitterionic form of (3R)-beta-leucine.


A tricarboxylic acid trianion resulting from the deprotonation of all three carboxy groups of (2S,3R)-3-hydroxybutane-1,2,3-tricarboxylic acid.


Tricarboxylate anion of (2S,3S)-2-hydroxytridecane-1,2,3-tricarboxylic acid.


N-(ammoniomethyl)urea

Conjugate acid of N-(aminomethyl)urea.


gibberellin A12 aldehyde(1-)

Conjugate base of gibberellin A12 aldehyde.


Conjugate acid of (3S)-3,6-diaminohexanoic acid.


Tricarboxylate anion of (3S,4S)-3-hydroxytetradecane-1,3,4-tricarboxylic acid.


Conjugate acid of (3S,5S)-3,5-diaminohexanoic acid.


Dicarboxylate anion of (2R,3Z)-phycocyanobilin.


Dicarboxylate anion of (3Z)-phycocyanobilin.


Dicarboxylate anion of (3Z)-phytochromobilin.


N-ethylglycine zwitterion

Zwitterionic form of N-ethylglycine.


A dioxo monocarboxylic acid anion that is the conjugate base of 2,3-diketogulonic acid, and the major species at pH 7.3.


A hydroxy monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of (4S,5S)-4,5-dihydroxy-2,6-dioxohexanoic acid. The major species at pH 7.3.


S-adenosyl-L-methioninamine

Conjugate acid of S-adenosylmethioninamine arising from protonation of the primary amino group.


Conjugate base of 12(S)-HPETE arising from deprotonation of the carboxylic acid function.


thromboxane A2(1-)

Conjugate base of thromboxane A2 arising from deprotonation of the carboxylic acid function.


Conjugate base of 15(S)-HPETE arising from deprotonation of the carboxylic acid function.


Conjugate base of 8(R)-HPETE arising from deprotonation of the carboxylic acid function.


Conjugate base of (5Z,9E,12S,14Z)-8,11,12-trihydroxyicosa-5,9,14-trienoic acid arising from deprotonation of the carboxylic acid function.


Conjugate base of (5Z,9E,14Z)-(8xi,11R,12S)-11,12-epoxy-8-hydroxyicosa-5,9,14-trienoic acid arising from deprotonation of the carboxylic acid function.


Conjugate base of 5(S)-HPETE arising from deprotonation of the carboxylic acid function.


Dianion of dihydrofolic acid arising from deprotonation of both carboxylic acid functions.


Dianion of 10-formyldihydrofolic acid arising from deprotonation of both carboxylic acid functions.


Dianion of (6S)-5,6,7,8-tetrahydrofolic acid arising from deprotonation of both carboxylic acid functions.


Dianion of 10-formyltetrahydrofolic acid arising from deprotonation of both carboxylic acid functions.


A dicarboxylic acid anion arising from deprotonation of both carboxylic acid functions of (6R)-5,10-methenyltetrahydrofolic acid.


Dianion of 5-formimidoyltetrahydrofolic acid arising from deprotonation of both carboxylic acid functions.


A dicarboxylic acid dianion arising from deprotonation of both carboxylic acid groups of (6S)-5-formyltetrahydrofolic acid.


The anion of (6S)-6-hydroxy-1,4,5,6-tetrahydronicotinamide adenine dinucleotide arising from deprotonation of both OH groups of the diphosphate moiety.


Conjugate acid of (6S)-6-hydroxyhyoscyamine arising from protonation of the bridging tertiary amino function.


20-hydroxy-leukotriene B4(1-)

Conjugate base of 20-hydroxy-leukotriene B4 arising from deprotonation of the carboxylic acid function.


leukotriene B4(1-)

The leukotriene anion that is the conjugate base of leukotriene B4 arising from deprotonation of the carboxylic acid function.


leukotriene E4(1-)

The leukotriene anion that is the conjugate base of leukotriene E4 arising from deprotonation of the two carboxy groups and protonation of the cysteinyl alpha-amino group.


leukotriene A4(1-)

The leukotriene anion that is the conjugate base of leukotriene A4 arising from deprotonation of the carboxylic acid group. Major microspecies at pH 7.3.


A nucleoside 5'-monophosphate(2-) that results from the removal of two protons from the phosphate group of 5'-xanthylic acid; major species at pH 7.3.


A long-chain unsaturated fatty acid anion that is the conjugate base of (9Z,13S)-12,13-epoxyoctadeca-9,11-dienoic acid arising from deprotonation of the carboxylic acid function.


Conjugate base of 13(S)-HPODE arising from deprotonation of the carboxylic acid function.


Conjugate base of (11S)-11-hydroperoxylinoleic acid arising from deprotonation of the carboxylic acid function.


Conjugate base of 7(S),8(S)-DiHODE arising from deprotonation of the carboxylic acid function.


Dianion of (2E)-2-(methoxycarbonylmethyl)but-2-enedioic acid arising from deprotonation of both carboxylic acid functions.


Dianion of (2E)-3-(methoxycarbonyl)pent-2-enedioic acid arising from deprotonation of both carboxylic acid functions.


Trianion of (1E)-4-oxobut-1-ene-1,2,4-tricarboxylic acid arising from deprotonation of all three carboxylic acid groups.


Conjugate base of (N(omega)-L-arginino)succinic acid.


Conjugate acid of 3'-demethylstaurosporine.


Conjugate base of (R)-S-lactoylglutathione.


D-4-hydroxyphenylglycine zwitterion

A D-alpha-amino acid zwitterion that is D-4-hydroxyphenylglycine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.


L-homoserine zwitterion

Zwitterionic form of L-homoserine.


A  nucleotide-sugar oxoanion that is the dianion of dTDP-alpha-D-glucose arising from deprotonation of both OH groups of the diphosphate.


alpha-maltose 6'-phosphate(2-)

Dianion of maltose 6'-phosphate arising from deprotonation of both OH groups of the phosphate.


Conjugate acid of 2,6-dioxo-6-phenylhexanoate.


2,3-dihydrobiochanin A(1-)

Conjugate base of 2,3-dihydrobiochanin A arising from selective deprotonation of the 7-hydroxy group.


Trianion of UTP arising from deprotonation of three of the OH groups from the triphosphate moiety.


streptomycin 3''-phosphate(1+)

Conjugate acid of streptomycin 3''-phosphate.


sedoheptulose 7-phosphate(2-)

An organophosphate oxoanion that is the dianion of sedoheptulose 7-phosphate arising from deprotonation of both OH groups from the phosphate.


trimethylenediaminium

An alkane-alpha,omega-diammonium(2+) that is the dication of trimethylenediamine arising from protonation of both nitrogens.


4-guanidinobutanoic acid zwitterion

Zwitterionic form of 4-guanidinobutanoic acid.


pyruvate oxime

Conjugate base of pyruvic oxime.


hydrogen phosphonatoacetate(2-)

A  monocarboxylic acid anion that is the dianion of phosphonoacetic acid arising from deprotonation of the carboxylic acid and partial depronation of the phosphate.


N-carbamoylsarcosinate

Conjugate base of N-carbamoylsarcosine.


staurosporinium

Conjugate acid of staurosporine.


isopropylaminium

Conjugate acid of isopropylamine.


pseudotropinium

Conjugate acid of pseudotropine.


Dianion of dTDP-4-dehydro-6-deoxy-L-mannose arising from deprotonation of both free OH groups of the diphosphate.


2-aminomuconate 6-semialdehyde(1-)

Conjugate base of 2-aminomuconic 6-semialdehyde arsing from deprotonation of the carboxylic acid function.


Trianion of 3-carboxy-cis,cis-muconic acid arising from deprotonation of all three carboxylic acid functions.


dolichyl diphosphate(3-)

An organophosphate oxoanion that is a trianion of dolichyl diphosphate arising from deprotonation of all three free OH groups of the diphosphate.


ADP alpha-D-glucoside(2-)

A nucleotide-sugar oxoanion resutling from the deprotonation of both free OH groups of the diphosphate group of ADP alpha-D-glucoside.


Dianion of 2-oxoadipic acid arising from deprotonation of both carboxylic acid groups.


Zwitterionic form of (S)-4-amino-5-oxopentanoic acid.


nicotinate D-ribonucleotide(2-)

Dianion of nicotinic acid D-ribonucleotide arising from deprotonation of carboxylic acid and phosphate functions.


The oxonium betaine of anthocyanidin 3,5-di-O-beta-D-glucoside arising from selective deprotonation of the 7-hydroxy group.


Conjugate acid of N-benzoyl-D-arginine-4-nitroanilide arsing from protonation of the side-chain guanidine function of the arginine residue.


An alpha-amino-acid anion that is the conjugate base of 3,5-diiodo-L-tyrosine.


D-erythritol 4-phosphate(2-)

Dianion of D-erythritol 4-phosphate arising from deprotonation of both OH groups of the phosphate.


L-dopachromate

Conjugate base of L-dopachrome.


Dianion of dTDP-6-deoxy-beta-L-mannose arising from deprotonation of both free OH groups of the diphosphate.


cephalosporin C(1-)

Conjugate base of cephalosporin C.


Dianion of an N-acyl-D-aspartic acid arising from deprotonation of both carboxylic acid groups.


N-acetyl-D-glucosamine 6-phosphate(2-)

Dianion of N-acetyl-D-glucosamine 6-phosphate arising from deprotonation of both OH groups of the phosphate.


The zwitterion of 1-(alk-1-enyl)-sn-glycero-3-phosphoethanolamine, having an anionic phosphate group with a protonated amino group.


A proton-exchange tautomer of 3-hydroxy-N(6),N(6),N(6)-trimethyl-L-lysine having an anionic carboxy group and a protonated amino group.


deoxylimononate D-ring-lactone(2-)

Dianion of deoxylimonoic acid D-ring-lactone arising from deprotonation of both carboxy groups.


The conjugate base of D-alanyl-L-alanyl poly(glycerol phosphate); major species at pH 7.3.


1-palmitoyl-sn-glycerol 3-phosphate(2-)

Dianion of 1-palmitoyl-sn-glycerol 3-phosphate arising from deprotonation of both OH groups of the phosphate.


Conjugate base of alpha,beta-didehydrotryptophan.


D-octopine dizwitterion

A D-alpha-amino acid zwitterion that is D-octopine in which both carboxy groups are anionic and the secondary amino and guanidine imino functions are protonated.


beta-L-arabinose 1-phosphate(2-)

Dianion of beta-L-arabinose 1-phosphate arising from deprotonation of both OH groups of the phosphate.


12-dehydrotetracycline zwitterion

Zwitterionic form of 12-dehydrotetracycline arising from transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group.


dolichyl D-mannosyl phosphate(1-)

Conjugate base of dolichyl D-mannosyl phosphate arising from deprotonation of the free OH group of the phosphate.


An O-phosphonatooxyserine(2-) that is the conjugate base of O-phospho-L-serine.


dolichyl beta-D-glucosyl phosphate(1-)

Conjugate base of dolichyl beta-D-glucosyl phosphate arising from deprotonation of the free OH group of the phosphate.


Dianion of N(6)-(dimethylallyl)adenosine 5'-phosphate arising from deprotonation of both OH groups of the phosphate.


Conjugate base of GDP-alpha-D-mannose arising from deprotonation of both free OH groups of the diphosphate.


A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of 5-hydroxy-6-methylpyridine-3-carboxylic acid.


17alpha-estradiol 3-glucosiduronate

A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of 17alpha-estradiol 3-glucosiduronic acid.


1,5-dihydrocoenzyme F420(4-)

Tetraanion of 1,5-dihydrocoenzyme F420 arising from deprotonation of acidic OH groups from carboxylic acid and phosphate functions.


L-serine O-sulfate(1-)

Conjugate base of L-serine O-sulfate having the carboxylic acid and sulfate functions in anionic form and a protonated nitrogen.


8-amino-7-oxononanoic acid zwitterion

Zwitterionic form of 8-amino-7-oxononanoic acid having an anionic carboxy group and a protonated nitrogen.


geranylgeranyl diphosphate(3-)

Trianion of geranylgeranyl diphosphate arising from deprotonation of the three acidic OH groups of the diphosphate.


1-acylglycerone 3-phosphate(2-)

Dianion of a 1-acylglycerone 3-phosphate arising from deprotonation of both OH groups of the phosphate.


4-phosphonato-L-aspartic acid(2-)

Dianionic form of 4-phosphonato-L-aspartic acid having carboxylic acid and phosphate functions in anionic form and a protonated nitrogen.


Dicarboxylate anion of (7R)-7-(5-carboxy-5-oxopentanamido)cephalosporanate acid.


N-acylneuraminate 9-phosphate(3-)

Dianion of an N-acylneuraminic acid 9-phosphate arising from deprotonation of the acidic OH groups of the carboxylic acid and phosphate functions.


orotidine 5'-phosphate(3-)

Trianion of orotidine 5'-phosphate arising from deprotonation of carboxylic acid and phosphate functions.


Octaanion of 1D-myo-inositol 3,4,5,6-tetrakisphosphate arising from global deprotonation of the acidic phosphate OH groups.


homoferreirin

A dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and methoxy groups at positions 2' and 4' respectively.


An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.


Conjugate base of 2-(alpha-D-mannosyl)-D-glyceric acid


The dianion formed by loss of a proton from each carboxy group of an aryl(methyl)malonic acid.


3-(uracil-1-yl)-L-alanine zwitterion

Zwitterionic form of 3-(uracil-1-yl)-L-alanine having an anionic carboxy group and a protonated amino group.


Dianion of 4-(4-deoxy-beta-D-gluc-4-enosyluronic acid)-D-galacturonic acid arising from deprotonation of both carboxy groups.


A flavonoid oxoanion that is the conjugate base of luteolin, arising from selective deprotonation of the 7-hydroxy group.


Conjugate base of CDP-N-methylethanolamine having a dianionic diphosphate group and a protonated secondary amino group.


o-orsellinate depsidate(1-)

Conjugate base of o-orsellinate depside.


Dicarboxylate anion of N(2)-malonyl-D-tryptophan.


Dianion of S-methyl 3-phospho-1-thio-D-glycerate arising from deprotonation of both OH groups of the phosphate.


Conjugate base of 2-oxopropyl-coenzyme M arising from deprotonation of the sulfonate function.


Tetraanion of P(1),P(4)-bis(5'-guanosyl) tetraphosphate arsing from deprotonation of thefour free OH groups of the tetraphosphate.


tropinium

Conjugate acid of tropine arising from protonation of the tertiary amino group.


An L-alpha-amino acid zwitterion obtained from L-2-amino-4-chloropent-4-enoic acid by transfer of a proton from the carboxy group to the amino group. It is the major species at pH 7.3.


Dianion of S-succinylglutathione having anionic carboxy groups and a protonated primary amino group.


atovaquone

A naphthoquinone compound having a 4-(4-chlorophenyl)cyclohexyl group at the 2-position and a hydroxy substituent at the 3-position.


An organophosphate oxoanion arising from deprotonation of carboxylic acid and phosphate functions of (R)-5-diphosphomevalonic acid.


Dicarboxylate anion of trans-2,3-epoxysuccinic acid.


alpha-D-xylose 1-phosphate(2-)

Dianion of alpha-D-xylose 1-phosphate arising from deprotonation of both OH groups of the phosphate.


long-chain fatty acid anion

A fatty acid anion with a chain length of C13 to C22.


L-threonate

Conjugate base of L-threonic acid.


A 2-hydroxyoctadecanoate that has R configuration. The conjugate base of (R)-2-hydroxyoctadecanoic acid.


2-amino-4-oxopentanoic acid zwitterion

Zwitterionic form of 2-amino-4-oxopentanoic acid having an anionic carboxy group and a protonated amino group.


Dianion of ADP-L-glycero-D-manno-heptose arising from deprotonation of both free OH groups of the diphosphate.


serine phosphoethanolamine dizwitterion

Dizwitterionic form of serine phosphoethanolamine having anionic carboxy and phosphate groups and both amino groups protonated.


2'-deoxycytosine 5'-monophosphate(2-)

A 2'-deoxyribonucleoside 5'-monophosphate(2-) obtained by deprotonation of the phosphate OH groups of 2'-deoxycytidine 5'-monophosphate (dCMP); major species at pH 7.3.


Tetraanion of N(6)-(1,2-dicarboxyethyl)-AMP arising from deprotonation of carboxylic acid and phosphate functions.


Tricarboxylate anion of (3E)-5-oxopent-3-ene-1,2,5-tricarboxylic acid.


An organophosphate oxoanion that is a trianion arising from deprotonation of the carboxylic acid and phosphate groups of 2-dehydro-3-deoxy-6-phospho-D-gluconic acid.


homostachydrine

An ammonium betaine that is pipecolic acid zwitterion with methyl groups substituted for the two hydrogens at the nitrogen. It is found in in fruits, seeds, and leaves of orange, lemon, and bergamot.


dolichyl diphosphooligosaccharide(2-)

The conjugate base of a dolichyl diphosphooligosaccharide.


A carbohydrate acid derivative anion resulting from the removal of a proton from the carboxy and sulfate groups of 2-acetamido-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranosyluronic acid)-4-O-sulfo-beta-D-galactopyranose arising from deprotonation of carboxylic acid and sulfate functions.


Dianion of UDP-D-apiose arising from deprotonation of both OH groups of the diphosphate.


The conjugate base of trans-5-O-(4-coumaroyl)-D-quinic acid.


Conjugate base of 2,3-dihydroxy-2,3-dihydrobenzoic acid.


name: poly(glycerol phosphate) anion macromolecule

description: The polyanion macromolecule arising from global deprotonation of the phosphate groups of poly(glycerol phosphate).


Conjugate acid of 6-O-methylnorlaudanosoline arising from protonation of the isoquinoline nitrogen.


D-fructose 6-phosphate(2-)

An organophosphate oxoanion arising from deprotonation of both phosphate OH groups of D-fructose 6-phosphate.


diphthamide zwitterion

A zwitterionic tautomer of diphthamide having an anionic carboxy group and a protonated primary amino group.


(S)-coclaurinium

Conjugate acid of (S)-coclaurine arising from protonation of the isoquinoline nitrogen.


Conjugate base of dTDP-4-amino-4,6-dideoxy-D-glucose having both the OH groups of the diphosphate deprotonated and a cationic amino group on the sugar ring.


Conjugate base of 6-imino-5-oxocyclohexa-1,3-dienecarboxylic acid.


aldehydo-D-glucose 6-phosphate(2-)

Dianion of aldehydo-D-glucose 6-phosphate arising from deprotonation of the two OH groups of the phosphate.


discadenine zwitterion

Zwitterionic form of discadenine having an anionic carboxy group and a protonated amino group.


biotinate

Conjugate base of biotin arising from deprotonation of the carboxy group.


Dianion of stipitatic acid arising from deprotonation of the carboxylic acid and 6-hydroxy groups.


The zwitterion of a phosphatidyl-N-methylethanolamine compound formed by proton transfer from the phosphate to the secondary amino group.


acetyl-L-carnitine

An O-acyl-L-carnitine where the acyl group specified is acetyl. It facilitates movement of acetyl-CoA into the matrices of mammalian mitochondria during the oxidation of fatty acids.


Dianion of O-phospho-L-homoserine having anionic phosphate and carboxy groups and a protonated amino group.


cyclohexylsulfamate

An organic sulfamate oxoanion that is the conjugate base of cyclohexylsulfamic acid.


3-guanidinopropanoic acid zwitterion

Zwitterionic form of 3-guanidinopropanoic acid having an anionic carboxy group and a protonated imine nitrogen.


O-carbamoyl-L-serine zwitterion

Zwitterionic form of O-carbamoyl-L-serine having an anionic carboxy group and a protonated amino group.


Conjugate base of dTDP-4-amino-4,6-dideoxy-D-galactose having both the OH groups of the diphosphate deprotonated and a cationic amino group on the sugar ring.


sn-glycerol 3-phosphate(2-)

An organophosphate oxoanion that is the dianion of sn-glycerol 3-phosphate arising from deprotonation of both phosphate OH groups.


Conjugate acid of 1-benzyl-2-methyl-1,2,3,4-tetrahydroisoquinoline arising from protonation of the tertiary amino group.


N-acyl-D-glucosamine 6-phosphate(2-)

Dianion of N-acyl-D-glucosamine 6-phosphate arising from deprotonation of the phosphate OH groups.


A hopanoid that is hopane substituted by an acetoxy group at position 29.


Trianion of GTP arising from deprotonation of three of the four phosphate OH groups.


A primary aliphatic ammonium ion that is the conjugate acid of 2-methylpropanamine.


Trianion of (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate arising from deprotonation of the three diphosphate OH groups.


A primary aliphatic ammonium ion that is the conjugate acid of ethanolamine arising from protonation of the primary amino function.


3-phosphonato-D-glyceroyl phosphate(4-)

Tetraanion of 3-phospho-D-glyceroyl dihydrogen phosphate arising from deprotonation of both phosphate groups.


adenin-9-yl riburonosate(1-)

The conjugate base of 9-riburonosyladenine arising from deprotonation of the carboxylic acid function.


The conjugate base of 5-oxoproline.


oleandomycin 2'-O-phosphate(1-)

The conjugate base of oleandomycin 2'-O-phosphate having an anionic phosphate group and a protonated tertiary amino group.


Dianion of CDP-ribitol arising from deprotonation of both free diphosphate OH groups.


A zwitterion that is derived from LL-2,6-diaminopimelic acid by deprotonation of both carboxylic acid groups and protonation of both amino groups.


An amino acid zwitterion of N(alpha),N(alpha)-dimethyl-L-histidine having an anionic carboxy group and a protonated amino group.


Dianion of phosphoguanidinoacetic acid having anionic carboxylic acid and phosphoramido groups and a protonated imino group.


phosphatidylethanolamine zwitterion

The zwitterion of a phosphatidylethanolamine compound formed by proton transfer from the phosphate to the primary amino group.


Trianion of inosine 5'-triphosphate arising from deprotonation of three of the four free OH groups of the triphosphate.


2-deoxy-D-glucose 6-phosphate(2-)

Dianion of 2-deoxy-D-glucose 6-phosphate arising from deprotonation of both phosphate OH groups.


L-methioninium residue

L-Methionine residue protonated on nitrogen.


Dianion of alpha-D-galactosyl undecaprenyl diphosphate arising from deprotonation of both free diphosphate OH groups.


Dianion of reduced flavin mononucleotide arising from deprotonation of both phosphate OH groups.


A nucleotide-sugar oxoanion that is the dianion of CDP-abequose, arising from deprotonation of the two free diphosphate OH groups.


HORDATINE A

A member of the calss of benzofurans that is a homodimer of para-coumarylagmatine where a hydroxy group of one molecule has reacted across the other molecule's ethene double bond to combine the two molecules and form a furan ring.


poly(ribitol phosphate) polyanion

The polyanion of poly(ribitol phosphate) arising from global deprotonation of phosphate OH groups in the repeating units.


A dicarboxylic acid dianion that is the conjugate base of 2-benzylsuccinic acid.


dimethylallyl diphosphate

Trianion of prenyl diphosphate arising from deprotonation of the three diphosphate OH groups.


limonin 17-beta-D-glucoside(1-)

The conjugate base of limonin 17-beta-D-glucoside arising from deprotonation of the carboxy group.


Octaanion of 1D-myo-inositol 1,4,5,6-tetrakisphosphate arising from global deprotonation of the phosphate OH groups.


A hydroxy monocarboxylic acid anion that is the conjugate base of 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoic acid.


D-glucopyranose 1-phosphate(2-)

An organophosphate oxoanion that is the dianion of D-glucopyranose 1-phosphate arising from deprotonation of both phosphate OH groups.


hordatine B

A member of the class of benzofurans that is a heterodimer of feruloylagmatine and para-coumarylagmatine where the former's hydroxy group has reacted across the latter's ethene double bond resulting in oxidative coupling to form a furan ring.


Zwitterionic form of gamma-amino-beta-hydroxybutyric acid having an anionic carboxy group and a protonated amino group.


Dianion of dTDP-L-dihydrostreptose arising from deprotonation of both free diphosphate OH groups.


Dianion of UDP-alpha-D-xylose arising from deprotonation of both free diphosphate OH groups.