fumiquinazoline

A group of indole alkaloids biosynthesised using L-tryptophan, L-alanine and anthranilic acid building blocks.


FUMIQUINAZOLINE A

A fumiquinazoline that consists of imidazoindole and pyrazinoquinazoline units connected by a methylene group.


imidazoindole

Any organic heterotricyclic compound that consists of an imidazole ring ortho-fused to an indole.


pyrazinoquinazoline

Any organic heterotricyclic compound that consists of a pyrazine ring ortho-fused to a quinazoline.


lysophosphatidylcholine 18:2

A lysophosphatidylcholine in which the acyl group (position not specified) contains 18 carbons and 2 double bonds.


FUMIQUINAZOLINE F

A fumiquinazoline that consists of pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione bearing a methyl substituent at position 1 and an indol-3-yl group at position 4.


fumiquinazoline C

A fumiquinazoline obtained by oxidative spirocyclisation of fumiquinazoline A.


A hydroxy fatty acid anion that is the conjugate base of 2-hydroxybutyric acid, obtained by deprotonation of the carboxy group.


The organophosphate oxoanion and tetracarboxylic acid anion formed from tatiopterin by loss of a proton from the phospho group and from each of the four carboxy groups; major microspecies present at pH 7.3.


tryptophan zwitterion

An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of tryptophan; major species at pH 7.3.


trans-p-coumaryl alcohol

4-Hydroxycinnamyl alcohol with E-configuration of the propenyl double bond. It is one of the main monolignols.


trans-sinapyl alcohol

Sinapyl alcohol in which the configuration of the propenyl double bond is E.  It is one of the main monolignols.


lysophosphatidylcholine 20:5

A lysophosphatidylcholine in which the acyl group contains 20 carbons and 5 double bonds. If R1 is the acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is the acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


lidocaine

The monocarboxylic acid amide resulting from the formal condensation of N,N-diethylglycine with 2,6-dimethylaniline.


lysophosphatidylcholine 16:1

An lysophosphatidylcholine in which the acyl group is hexadecenoyl (position of double bond not specified). If R1 is hexadecenoyl and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is hexadecenoyl then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


lysophosphatidylcholine 18:0

A lysophosphatidylcholine in which the acyl group has a fully saturated C18 chain and is attached to the glycero moiety at either position 1 or 2.


D-thioproline

An optically active version of thioproline having D-configuration.


lysophosphatidylcholine 16:0

A lysophosphatidylcholine in which the acyl group has a fully saturated C16 chain and is attached to the glycero moiety at either position 1 or 2.


lysophosphatidylcholine 18:3

An acyl-sn-glycero-3-phosphocholine in which the acyl group contains 18 carbons with 3 double bonds. If R1 is an acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is an acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


lysophosphatidylcholine 18:1

A lysophosphatidylcholine in which the remaining acyl group (position not specified) contains 18 carbons with 1 double bond.


lysophosphatidylcholine 22:6

An acyl-sn-glycero-3-phosphocholine in which the acyl group (position not specified) contains 22 carbons with 6 double bonds.


lysophosphatidylcholine 20:4

An acyl-sn-glycero-3-phosphocholine in which the remaining acyl group (position not specified) contains 20 carbons with 4 double bonds.


lysophosphatidylethanolamine 20:4

An acyl-sn-glycero-3-phosphoethanolamine in which the acyl group contains twenty carbons and four double bonds. If R1 is an acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphoethanolamine. If R1 is a hydrogen and R2 is an acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphoethanolamine.


The zwitterion of a 1,2-diacyl-sn-glycero-3-phospho-N,N-dimethylethanolamine, formed by transfer of a proton from the phospho hydroxy to the amine nitrogen.


The zwitterion of a 1,2-diacyl-sn-glycero-3-phospho-N-methylethanolamine, formed by transfer of a proton from the phospho hydroxy to the amine nitrogen.


lysophosphatidylethanolamine

A glycerophosphoethanolamine resulting from partial hydrolysis of a phosphatidylethanolamine, which removes one of the fatty acid groups. The structure is depicted in the image where R(1) = acyl, R(2) = H or where R(1) = H, R(2) = acyl.


lysophosphatidylethanolamine 18:1

A lysophosphatidylethanolamine in which the acyl group (position not specified) contains 18 carbons and 1 double bond.


lysophosphatidylethanolamine 18:0

A lysophosphatidylethanolamine in which the acyl group has a fully saturated C18 chain and is attached to the glycero moiety at either position 1 or 2.


sphingomyelin

Any of a class of phospholipids in which the amino group of a sphingoid base is in amide linkage with one of several fatty acids, while the terminal hydroxy group of the sphingoid base is esterified to phosphorylcholine.


sphingomyelin 33:1

A sphingomyelin in which the total number of carbons in the sphingoid base (R1) and fatty acyl (R2) groups is 33 with 1 double bond.


sphingomyelin 32:1

A sphingomyelin in which the total number of carbons in the sphingoid base (R1) and fatty acyl (R2) groups is 32 with 1 double bond.


sphingomyelin 34:2

A sphingomyelin in which the total number of carbons in the sphingoid base (R1) and fatty acyl (R2) groups is 34 with 2 double bonds.


A glycerophosphocholine that is sn-glycero-3-phosphocholine bearing a single alkyl substituent at an unspecified position (either R(1) = H, R(2) = alkyl or R(1) = alkyl, R(2) = H).


lysophosphatidylcholine O-18:1

A monoalkylglycerophosphocholine in which the alkyl group contains 18 carbons and one double bond. If R1 is an alkenyl group and R2 is a hydrogen then the molecule is a 1-alkenyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is an alkenyl group then the molecule is a 2-alkenyl-sn-glycero-3-phosphocholine.


lysophosphatidylcholine O-16:1

A glycerophosphocholine that is sn-glycero-3-phosphocholine bearing a hexadecenyl group at an unspecified position (either R(1) = hexadecenyl, R(2) = H or R(1) = H, R(2) = hexadecenyl).


lysophosphatidylcholine O-16:0

A glycerophosphocholine that is sn-glycero-3-phosphocholine bearing a hexadecyl group at an unspecified position. If R1 is hexadecyl and R2 is a hydrogen then the molecule is 1-hexadecyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is hexadecyl then the molecule is 2-hexadecyl-sn-glycero-3-phosphocholine.


A phosphatidyl-N,N-dimethylethanolamine (1,2-diacylglycero-3-phospho-N,N-dimethylethanolamine) in which the stereochemistry of the glycerol moiety is specified as sn.


A phosphatidyl-N-methylethanolamine (1,2-diacylglycero-3-phospho-N-methylethanolamine) in which the stereochemistry of the glycerol moiety is specified as sn.


A differentiation-inducing factor that is hexaphenone bearing two chloro substituents at positions 3 and 5, two hydroxy substituents at positions 2 and 6 as well as a single methoxy substituent at position 4. A secreted, chlorinated molecule that controls cell fate during development of Dictyostelium cells.


A thiazolidinone that is 1,2-thiazolidin-3-one bearing an amino substituent at position 4.


C21-steroid hormone

A steroid compound with a structure based on a 21-carbon (pregnane) skeleton that acts as a hormone.


A glycohexaosylceramide having alpha-D-Gal-(1->3)-[alpha-L-Fuc-(1->2)]-beta-D-Gal-(1->4)-alpha-D-GalNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the glycohexaosyl component.


diadenosyl polyphosphate

A dinucleotide that consists of two adenosine moieties bridge by a chain of a variable number (from two to six) of phosphate units.


diphosphoinositol polyphosphate

An inositol phosphate that is inositol substituted by one or more diphosphate groups and with multiple monophosphate groups attached.


Fe3S4 iron-sulfur cluster

An iron-sulfur cluster containing three iron atoms and four sulfur atoms.


Fe4S4 iron-sulfur cluster

An iron-sulfur cluster containing four iron atoms and four sulfur atoms.


GDP-fucose

A GDP-hexose in which the hexose component is a fucosyl residue.


dinitrosyl-iron complex

An iron coordination entity containing one iron unit and two nitrogen oxide units. Acts to store and transport NO.


lilaline

A tetrahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 5, 7 and 4' and a 4-methyl-5-oxopyrrolidin-2-yl group at position 8.


TENOCYCLIDINE

A tertiary amino compound that consists of cyclohexane having piperidin-1-yl and thiophen-2-yl groups attached at position 1. A dissociative anaesthetic drug with halluccinogenic and stimulant effects. Its effects are similar to those of phencyclidine (PCP, an analogue with the thienyl group replaced by phenyl), but it is rather more potent.


ether lipid

A lipid similar in structure to a glycerolipid but in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.


An optically active phosphatidylethanolamine zwitterion having R-configuration


triacyl-sn-glycerol

Any optically active triglyceride that has R-configuration.


apiogalacturonan

A pectin polymer characterized by a backbone of alpha-(1-4)-linked D-galacturonic acid residues substituted with apiose and apiobiose (D-apiofuranosyl-beta-(1-3)-D-apiose) side chains via O-2 or O-3 links.


phosphagen

Any of a group of guanidine or amidine phosphates that function as storage depots for high-energy phosphate in muscle with the purpose of regenerating ATP from ADP during muscular contraction.


purine ribonucleoside bisphosphate

A nucleoside phosphate consisting of a purine base linked to a ribose sugar esterified with one phosphate group attached to each of two different hydroxy groups on the sugar.


quercetin O-glucoside

A quercetin O-glycoside that is an O-glucosylated derivative of quercetin.


reuteran

A soluble alpha-D-glucan with mainly alpha(1->4) glycosidic linkages but with also significant amounts of alpha(1->6) and alpha(1->4,6) linkages.


saturated monocarboxylic acid

Any monocarboxylic acid containing fully saturated C-C bonds.


microcin B17

A 43-membered microcin composed of Val, Gly, Ile, Gly, Gly, Gly, Gly, Gly, Gly, Gly, Gly, Gly, Gly, Ser, Cys, Gly, Gly, Gln, Gly, Gly, Gly, Cys, Gly, Gly, Cys, Ser, Asn, Gly, Cys, Ser, Gly, Gly, Asn, Gly, Gly, Ser, Gly, Gly, Ser, Gly, Ser, His and Ile residues joined in sequence.


teichuronic acid

A polymer containing chains of uronic acids and N-acetylglucosamine found in the cell wall, membrane or capsule of Gram-positive bacteria.


somatostatin

A fourteen-membered heterodetic cyclic peptide comprising the sequence Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys cyclised by a disulfide bridge between the two Cys residues at positions 3 and 14.


DOI

An organoiodine compound that is amphetamine bearing two methoxy substituents at positions 2 and 5 as well as an iodo substituent at position 4.


A branched amino tetrasaccharide that consists of the linear trisaccharide alpha-D-galactosyl-(1->3)-beta-D-galactosyl-(1->3)-N-acetyl-D-glucosamine having an alpha-L-fucosyl residue attached at the 2-position of the central galactose.


indoleacetic acid conjugate

A conjugated form of indole-3-acetic acid.  There are two types of indoleacetic acid conjugates: ester and amide conjugates. The ester conjugates are formed with sugars or polyols through an ester bond, whereas the amide conjugates are formed with amino acids or polypeptides through an amide bond.


indoleacetic acid amide conjugate

A conjugate of indole-3-acetic acid with amino acids or polypeptides via an amide bond.


indoleacetic acid ester conjugate

A conjugate of indole-3-acetic acid with sugars or polyols via an oxygen bridge.


kaempferol O-glucoside

A glycosyloxyflavone that is an O-glucosylated derivative of kaempferol.


A C-nitro compound that is imidazole bearing a nitro substituent at position 5.


(3-sulfonatophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the meta position with a deprotonated sulfo group.  Derived from the parent diazonium compound, it is commonly involved in conjugate formation with proteins.


O-polysaccharide

A repetitive glycan polysaccharide contained within a lipopolysaccharide (LPS). The O-antigen is attached to the core oligosaccharide, and comprises the outermost domain of the LPS molecule.


phenylazo groups

A phenylazo group is a group formed from a substituted or unsubstituted phenyldiazene or benzenediazonium compound, with the free valence at the terminal nitrogen.


An amino-acid residue derived from O-(alpha-D-mannose-1-phosphoryl)-L-serine. A modified serine residue.


hypusine residue

An alpha-amino-acid residue derived from hypusine.


divalent inorganic cation

An inorganic cation with a valency of two.


An amino-acid cation obtained by deprotonation of the carboxy group and protonation of the two amino groups of (3R)-3-methyl-D-ornithine; major species at pH 7.3.


A peptide cation obtained by deprotonation of the carboxy group and protonation of the three amino groups of N(6)-[(3R)-3-methyl-D-ornithyl]-L-lysine; major species at pH 7.3.


3-(glycinocarbonyl)phenylazo group

A phenylazo group in which the phenyl ring is substituted at the meta position with a glycinocarbonyl group.


amyloid-beta polypeptide 40

A beta-amyloid that is a 40 amino acid polypeptide of sequence Asp Ala Glu Phe Arg His Asp Ser Gly Tyr Glu Val His His Gln Lys Leu Val Phe Phe Ala Glu Asp Val Gly Ser Asn Lys Gly Ala Ile Ile Gly Leu Met Val Gly Gly Val Val.


amyloid-beta polypeptide 42

A beta-amyloid that ia a 42 amino acid polypeptide of sequence Asp Ala Glu Phe Arg His Asp Ser Gly Tyr Glu Val His His Gln Lys Leu Val Phe Phe Ala Glu Asp Val Gly Ser Asn Lys Gly Ala Ile Ile Gly Leu Met Val Gly Gly Val Val Ile Ala.


ENNIATIN B

An enniatin obtained from formal cyclocondensation of three N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-valine units.


ENNIATIN B4

An enniatin obtained from formal cyclocondensation of one N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-leucine and two N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-valine units.


enniatin A

An enniatin obtained from formal cyclocondensation of three N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-isoleucine units.


enniatin A1

An enniatin obtained from formal cyclocondensation of one N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-valine and two N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-isoleucine units.


(2-carboxylatophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the ortho position with a deprotonated carboxy group.


guanosine residue

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


2'-O-methylguanosine residue

The nucleoside residue formed from 2'-O-methylguanosine with linkages at the 2' and 5' positions.


cytidine residue

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


2'-O-methylcytidine residue

The nucleoside residue formed from 2'-O-methylcytidine with linkages at the 3' and 5' positions.


(3-carboxylatophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the meta position with a deprotonated carboxy group.


(4-carboxylatophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the para position with a deprotonated carboxy group.


[2-(hydroxyarsinato)phenyl]azo group

A phenylazo group in which the phenyl ring is substituted at the ortho position with a monodeprotonated arsono group.


(2-sulfonatophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the ortho position with a deprotonated sulfo group.


(4-sulfonatophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the para position with a deprotonated sulfo group.


(2-nitrophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the ortho position with a nitro group.


(3-nitrophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the meta position with a nitro group.


(4-nitrophenyl)azo group

A phenylazo group in which the phenyl ring is substituted at the para position with a nitro group.


phenylazo group

A phenylazo group in which the benzene ring carries no other substituents; the parent of the class 'phenylazo groups'.


geranylgeranyl-chlorophyll a

A chlorophyll that is the ester obtained by formal condensation between the carboxy group of chlorophyllide a and the hydroxy group of geranylgeraniol.


A hydroxy monocarboxylic acid anion that is the conjugate base of 2-hydroxy-3-methylbutyric acid, formed by loss of a proton from the carboxy group.


differentiation-inducing factor

An aromatic ketone that is penta- or hexaphenone bearing chloro, hydroxy and methoxy substituents on the benzene ring. A class of effector molecules isolated from Dictyostelium discoideum.


fumigaclavine C

An ergot alkaloid produced by the fungus Aspergillus fumigatus that is ergoline which is substituted by a 2-methylbut-3-en-2-yl group at position 2, methyl groups at the 6 and 8beta positions, and by an acetoxy group at the 9beta position.


An optically active form of phosphatidylethanolamine having R-configuration.


A dioxo monocarboxylic acid anion that is the conjugate base of 2,6-dioxo-6-phenylhexa-3-enoic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.


CDP-N,N-dimethylethanolamine

A nucleotide-(amino alcohol) that is the N,N-dimethyl derivative of CDP-ethanolamine.


An anthracycline cation that is the conjugate acid of daunorubicin, arising from protonation of the amino group.


anthracycline cation

An organic cation obtained by protonation of any anthracycline.


A mannose phosphate in which in which the phosphate group of alpha-D-mannose 1-phosphate is esterified by the alcoholic hydroxy group of L-serine.


phenol O-(beta-D-glucuronide)

A beta-D-glucosiduronic acid that is the glucuronide conjugate of phenol.


A 1-monoglyceride in which the glycerol moiety has sn stereochemistry.


A carboxamidinium ion that is the conjugate acid of 7-formamidino-7-deazaguanine, arising from selective protonation of the imino nitrogen; major species at pH 7.3.


methylselenol

An organoselenium compound that is a selenium analogue of methanol, comprising a methyl group covalently bound to a selenol group.


A pyrrolopyrimidine that is 7-deazaguanine bearing a carboxamidine substituent at the 7 position.


2,6-dioxo-6-phenylhexa-3-enoic acid

A dioxo monocarboxylic acid that is 6-phenylhexa-3-enoic acid bearing oxo substituents at position3 2 and 6.


artemisinic aldehyde

A sesquiterpenoid aldehyde, an intermedediate in the biosynthesis of artemisinin from artemisinic alcohol in Artemisia annua.


mycophenolic acid O-acyl-glucuronide

A carboxylic ester resulting from the formal condensation of the carboxylic acid group of mycophenolic acid with the anomeric hydroxy group of beta-D-glucuronic acid.


linalyl acetate

A racemate comprising equimolar amounts of (R)- and (S)-linalyl acetate. It forms a principal component of the essential oils from bergamot and lavender.


(11R)-dihydroartemisinic aldehyde

A sesquiterpenoid aldehyde, an intermedediate and reduction product from artemisinic aldehyde in the biosynthesis of artemisinin from artemisinic alcohol in Artemisia annua.


A dipeptide formed by formal condensation of the carboxy group of (3R)-3-methyl-D-ornithine with the side-chain amino group of L-lysine.


A D-alpha-amino acid that is D-isoleucine bearing an amino substituent at position 5.


The dihydroxybenzoate anion formed by loss of a proton from the carboxy group of 3,4-dihydroxy-5-polyprenylbenzoic acid.  The major species present at pH 7.3, it is an intermediate in the formation of ubiquinone.


pyripyropene A

A sesquiterpenoid that consists of (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-(acetoxymethyl)-12-hydroxy-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diol in which the hydrogens of the 3- and 6-hydroxy functions are substituted by acetyl groups.


nucleotide-sulfate

A nucleotide derivative containing one or more sulfate groups.


p-aminohippurate

A hippurate that is the conjugate base of p-aminohippuric acid, arising from deprotonation of the carboxy group.


aspyridone A

2-Pyridone carrying as substituents a branched dimethylhexanoyl group, a hydroxy group and a p-hydroxyphenyl group at C-3, -4 and -5 respectively. Secondary metabolite produced by Aspergillus spp.


aspyridone B

2-Pyridone carrying as substituents a branched dimethylhexanoyl group, a hydroxy group and a 3,4-dihydroxyphenyl group at C-3, -4 and -5 respectively. Secondary metabolite produced by Aspergillus spp.


decarboxytiaprofenic acid

A thiophene substituted at C-2 by benzoyl and at C-4 by an ethyl group.


decarboxysuprofen

A thiophene substituted at C-2 by a 4-ethylbenzoyl group.


one-carbon compound

An organic molecular entity containing a single carbon atom (C1).


organic acid

Any organic molecular entity that is acidic and contains carbon in covalent linkage.


purine nucleotide-sugar

A nucleotide-sugar whose nucleobase is a purine.


trivalent inorganic cation

An atom or small molecule with a positive charge that does not contain carbon in covalent linkage, with a valency of three.


A phosphatidylglycerol(1-) in which the phosphatidyl moiety has R-configuration and the glycerol moiety has S-configuration.


A glycerophosphoglycerol(1-) having (R,S)-configuration.


L-alaniniumyl group

The organic cationic group formed from L-alaninium; the major structure at pH 7.3 of the L-alanyl group, formed by protonation of the alpha-amino group.


L-argininiumyl(2+) group

The organic cationic group formed from L-argininium(2+); the major structure at pH 7.3 of the L-arginyl group, formed by protonation of both the guanidino and alpha-amino groups.


lincomycin

A carbohydrate-containing antibiotic produced by the actinomyces Streptomyces lincolnensis.


L-alpha-aspartyl zwitterionic group

The zwitterionic group formed from L-aspartic acid; the major structure at pH 7.3 of the L-alpha-aspartyl group, formed by protonation of the alpha-amino group and concomitant deprotonation of the gamma-carboxy group.


L-alpha-glutamyl zwitterionic group

The zwitterionic group formed from L-glutamic acid; the major structure at pH 7.3 of the L-alpha-glutamyl group, formed by protonation of the alpha-amino group and concomitant deprotonation of the gamma-carboxy group.


L-glutaminiumyl group

The organic cationic group formed from L-glutaminium; the major structure at pH 7.3 of the L-glutaminyl group, formed by protonation of the alpha-amino group.


glyciniumyl group

The organic cationic group formed from glycinium; the major structure at pH 7.3 of the glycyl group, formed by protonation of the amino group.


L-histidiniumyl group

The organic cationic group formed from L-histidine zwitterion;  the major structure at pH 7.3 of the L-histidyl group, formed by protonation of the alpha-amino group.


L-isoleuciniumyl group

The organic cationic group formed from L-isoleucinium; the major structure at pH 7.3 of the L-isoleucyl group, formed by protonation of the amino group.


thioselenide

A sulfur molecular entity containing a selenium-sulfur bond.


L-leucyl(1+) group

The organic cationic group formed from L-leucinium; the major structure at pH 7.3 of the L-leuyl group, formed by protonation of the alpha-amino group.


glutathioselenol

A glutathione derivative that is glutathione in which the hydrogen attached to the sulfur is replaced by a selenol group.


collagen cross-link

A group that links two or more collagen chains to one another.


L-methioniniumyl group

The organic cationic group formed from L-methioninium; the major structure at pH 7.3 of the L-methionyl group, formed by protonation of the alpha-amino group.


A collagen cross-link having an aldimine-type structure, formed by condensation of a telopeptide lysine-aldehyde with a helical hydroxylysine residue.


L-phenylalaniniumyl group

The organic cationic group formed from L-phenylalaninium; the major structure at pH 7.3 of the L-phenylalanyl group, formed by protonation of the alpha-amino group.


L-seriniumyl group

The organic cationic group formed from L-serinium; the major structure at pH 7.3 of the L-seryl group, formed by protonation of the alpha-amino group.


L-threoniniumyl group

The organic cationic group formed from L-threoninium; the major structure at pH 7.3 of the L-threonyl group, formed by protonation of the alpha-amino group.


L-tryptophaniumyl group

The organic cationic group formed from L-trytophanium; the major structure at pH 7.3 of the L-tryptophyl group, formed by protonation of the alpha-amino group.


L-valiniumyl group

The organic cationic group formed from L-valinium; the major structure at pH 7.3 of the L-valyl group, formed by protonation of the alpha-amino group.


L-asparaginiumyl group

The organic cationic group formed from L-asparaginium; the major structure at pH 7.3 of the L-asparaginyl group, formed by protonation of the alpha-amino group.


The organophosphate oxoanion formed from 2-monolysocardiolipin by deprotonation of the two phospho groups; principal species present at pH 7.3


phytochelatin 2

A phytochelatin that is a pentapeptide consisting of 2 units of gamma-Glu-Cys, with a glycyl unit at the C-terminus.


phytochelatin 3

A phytochelatin that is a heptapeptide consisting of 3 units of gamma-Glu-Cys, with a glycyl unit at the C-terminus.


phytochelatin 4

A phytochelatin that is a nonapeptide consisting of 4 units of gamma-Glu-Cys, with a glycyl unit at the C-terminus.


dehydro-lysinonorleucine cross-link

A collagen cross-link having an aldimine-type structure, formed by condensation of a telopeptide lysine-aldehyde with a helical lysine residue.


A collagen cross-link having an keto-imine-type structure, formed by condensation of a telopeptide hydroxylysine-aldehyde with the epsilon-amino group of a helical hydroxylysine residue and a subsequent spontaneous Amadori rearrangement of the resulting Schiff base.


lysino-5-ketonorleucine cross-link

A collagen cross-link having an keto-imine-type structure, formed by condensation of a telopeptide hydroxylysine-aldehyde with a helical lysine residue and a subsequent Amadori rearrangement.


A collagen cross-link formed by spontaneous reaction of a dehydro-hydroxylysino-norleucine cross-link (deH-HLNL; CHEBI:64732) with a histidine residue.


hydroxylysyl-pyridinoline cross-link

A collagen cross-link formed from two hydroxylysyl-aldehyde residues and a helical hydroxylysine residue.


lysyl-pyridinoline cross-link

A collagen cross-link formed from two hydroxylysine residues and a helical lysine residue.


A tetracarboxylic acid anion formed by deprotonation of two of the four carboxy groups in ethylenediaminetetraacetic acid (EDTA).


hydroxylysyl-pyrrole cross-link

A collagen cross-link postulated to be formed from the reaction of a telopeptidyl lysine-aldehyde and the immature cross-link hydroxylysino-5-ketonorleucine (HLKNL, CHEBI:64749).


A 3-acyl-sn-glycerol in which the acyl group is specified as palmitoyl (hexadecanoyl).


lysyl-pyrrole cross-link

A collagen cross-link postulated to be formed from the reaction of a telopeptidyl lysine-aldehyde and the immature cross-link lysino-5-ketonorleucine (LKNL, CHEBI:64750).


A 1-monoglyceride in which the glycerol moiety has (R)-configuration.


propyl octadecanoate

An octadecanoate ester obtained by formal condensation between the carboxy group of octadecanoic (stearic) acid and the hydroxy group of propanol.


dehydroergosterol

A phytosterol consiting of ergostane having double bonds at the 5,6-, 7,8- 9,11- and 22,23-positions as well as a 3beta-hydroxy group.


A glycerol 1-phosphoserine(1-) in which the glycero portion has R-configuration and the serine moiety has L-configuration.


cationic group

A group that carries an overall positive charge.


anionic group

A group that carries an overall negative charge.


zwitterionic group

A neutral group having formal unit electrical charges of opposite sign on non-adjacent atoms.


organic cationic group

A cationic group that contains carbon.


inorganic cationic group

A cationic group that contains no carbon.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 1-acyl-sn-glycero-3-phospho-1D-myo-inositol; major species at pH 7.3.


An N-acyl-L-alpha-amino acid anion that is the anion formed by loss of a proton from the carboxy group of N-carbamoyl-L-cysteine; major species present at pH 7.3.


A 2-amino-Delta(2)-thiazoline-4-carboxylic acid that has R configuration.


A 2-amino-Delta(2)-thiazoline-4-carboxylic acid that has S configuration.


organic anionic group

An anionic group that contains carbon.


inorganic anionic group

An anionic group that contains no carbon.


A 1,3-thiazole that is 4,5-dihydro-1,3-thiazole which is substituted at positions 2 and 4 by an amino and a carboxy group, respectively.


A 2-amino-Delta(2)-thiazoline-4-carboxylic acid zwitterion that has S-configuration. The major species at pH 7.3.


An amino acid zwitterion obtained from 2-amino-Delta(2)-thiazoline-4-carboxylic acid by the transfer of a proton from the carboxy group to the thiazoline nitrogen. The major species at pH 7.3.


A 2-amino-Delta(2)-thiazoline-4-carboxylic acid zwitterion that has R-configuration. The major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of both phosphate OH groups of 3-heptaprenyl-sn-glycero-1-phosphate; major species at pH 7.3.


(+)-artemisinate

A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of (+)-artemisinic acid. The major species at pH 7.3.


(+)-artemisinic alcohol

A monocarboxylic acid that is prop-2-en-1-ol acid which is substituted at position 2 by a 4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group (the 1S,4R,4aS,8aR diastereoisomer). It is a sesquiterpenoid precursor of artemisinin, obtained from sweet wormwood, Artemisia annua.


The acyl-CoA oxoanion resulting from the removal of all four protons from the phosphate groups of [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA. Major species at pH 7.3.


An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of [(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA; major species at pH 7.3.


A 6-hydroxycamphor that is (+)-camphor bearing a 6-exo-hydroxy substituent.


A 6-hydroxycamphor that is (+)-camphor bearing a 6-endo-hydroxy substituent.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 3,4-dihydro-4-hydroxyphenylpyruvic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A 2-oxo monocarboxylic acid anion that is the conjugate base of tetrahydro-4-hydroxyphenylpyruvic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


tetrahydrotyrosine zwitterion

An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of tetrahydrotyrosine; major species at pH 7.3.


A carotenoid ether that is (3E,3'E)-1,1'-dihydroxy-3,3',4,4'-tetradehydro-1,1',2,2'-tetrahydro-psi,psi-carotene-2-one in which both hydroxyl hydrogens are substituted by methyl groups.


A carotenoid ether that is (3E,3'E)-1,1'-dihydroxy-3,3',4,4'-tetradehydro-1,1',2,2'-tetrahydro-psi,psi-carotene-2,2'-dione in which both hydroxyl hydrogens are substituted by methyl groups.


An organophosphate oxoanion obtained by deprotonation of both phosphate OH groups of salicin-6-phosphate; major species at pH 7.3.


phytosphingosine 1-phosphate(1-)

An anionic phospholipid obtained by deprotonation of the phosphate OH groups and protonation of the amino group of phytosphingosine 1-phosphate; major species at pH 7.3.


A tetrahydroxycyclohexanone that is cyclohexanone having four hydroxy groups located at positions 2, 3, 4 and 5 (the 2S,3R,4S,5R-diastereomer).


alpha-muurolene

A sesquiterpene that is 1,2,4a,5,6,8a-hexahydronaphthalene which is substituted at position 1 by an isopropyl group and at positions 4 and 7 by methyl groups (the 1S,4aS,8aR-diastereoisomer).


gamma-muurolene

A sesquiterpene that is 1,2,3,4,4a,5,6,8a-octahydronaphthalene which is substituted at positions 1, 4 and 7 respetively by isopropyl, methylene and methyl groups (the 1S,4aS,8aR-diastereoisomer).


beta-copaene

A sesquiterpene that is tricyclo[4.4.0.0(2,7)]decane bearing methyl, isopropyl and methylene substituents at positions 1, 8 and 3 respectively (the 1S,6S,7S,8S-diastereomer)


sativene

A sesquiterpene that is octahydro-1H-1,4-methanoindene bearing methyl, isopropyl and methylene substituents at positions 4, 7 and 8 respectively (the 1R,3aS,4R,7R,7aR-isomer).


(R)-tetraprenyl-beta-curcumene

A sesquarterpene that is 1,4-cyclohexadiene bearing a methyl substituent at position 1 and a 6,10,14,18,22-pentamethyltricosa-5,9,13,17,21-pentaen-2-yl group at position 4.


An organic cation that is the conjugate acid of L-histidinal, arising from protonation of the amino group; major species at pH 7.3.


A phenol that is 2-phenylethanol in which the phenyl ring is substituted at position 2 by a hydroxy group.


sesquarterpene

Any terpene having a 35-carbon skeleton.


A 2-demethylmenaquinol having a side chain composed of seven isoprenoid units.


tetrahydrotyrosine

An alpha-amino acid that is alanine substituted at position 3 by a 4-hydroxycyclohex-2-en-1-yl group


tetrahydro-4-hydroxyphenylpyruvic acid

A 2-oxo monocarboxylic acid that is pyruvic acid substituted at position 3 by a 4-hydroxycyclohex-2-en-1-yl group


tetrahydroxycyclohexanone

Any hydroxycyclohexanone bearing four hydroxy substituents.


dimethylbenzoic acid

A benzoic acid in which any two of the ring hydrogens are substituted by methyl groups.


2,4-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 2 and 4.


A dimethylbenzoate in which the two methyl groups are located at positions 2 and 4.


dimethylbenzoate

A benzoate obtained by deprotonation of the carboxy group of any dimethylbenzoic acid.


A cyclic monoterpene ketone that is camphor bearing a hydroxy substituent at position 6.


A 4-oxo monocarboxylic acid anion that is the conjugate base of [(R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.


An anthracycline cation that is the conjugate acid of doxorubicin, arising from protonation of the amino group; major species at pH 7.3.


An optically active form of (2,2,3-trimethyl-5-oxocyclopent-3-en-1-yl)acetic acid having R-configuration.


3,4-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 3 and 4.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetic acid.


LINURON

A member of the class of phenylureas that is N-methyl urea substituted by a methoxy group at position 1 and a 3,4-dichlorophenyl group at position 3.


A dimethylbenzoate in which the two methyl groups are located at positions 3 and 4.


3,5-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 3 and 5.


A dimethylbenzoate in which the two methyl groups are located at positions 3 and 5.


2,3-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 2 and 3.


A dimethylbenzoate in which the two methyl groups are located at positions 2 and 3.


2,5-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 2 and 5.


A dimethylbenzoate in which the two methyl groups are located at positions 2 and 5.


2,6-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 2 and 6.


A dimethylbenzoate in which the two methyl groups are located at positions 2 and 6.


trimethylbenzoic acid

A benzoic acid in which any three of the ring hydrogens are substituted by methyl groups.


2,4,6-trimethylbenzoic acid

A trimethylbenzoic acid in which the three methyl substituents are located at positions 2, 4 and 6.


trimethylbenzoate

A benzoate obtained by deprotonation of the carboxy group of any trimethylbenzoic acid.


A trimethylbenzoate in which the three methyl substituents are located at positions 2, 4 and 6.


A trisaccharide that consists of sucrose having an additional fructosyl residue attached to the fructose residue via a beta-(2->6)-linkage.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of seven isoprenoid units.


A branched tetrasaccharide that consists of sucrose having two additional beta-fructosyl residues attached to the fructose at positions 1 and 6.


A linear tetrasaccharide that consists of sucrose having a beta-D-fructosyl-(2->6)-beta-D-fructosyl moiety attached at position 6 of the fructosyl residue.


N(pros)-phosphonato-L-histidine residue

An anionic amino-acid residue formed by loss of both protons from the phospho group of an N(pros)-phospho-L-histidine residue, the principal form present at pH 7.3.


1D-myo-inositol 6-phosphate

A myo-inositol monophosphate in which the phosphate group is located at position 6.


An anionic phospholipid obtained by deprotonation of the phosphate OH groups of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphate; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol); major species at pH 7.3.


1D-myo-inositol 6-phosphate(2-)

A organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 1D-myo-inositol 6-phosphate.


A 1,2-diacyl-sn-glycerol 3-phosphate in which the 1- and 2-acyl groups are palmitoyl and oleoyl respectively.


A 1-acyl-sn-glycero-3-phosphoglycerol in which the glycerol moiety has R-configuration.


An organophosphate oxoanion obtained by removal of the proton from the phosphate group of glycyl-AMP.


An organophosphate oxoanion obtained by removal of the proton from the phosphate group of L-threonyl-AMP.


A carbohydrate acid derivative anion that is the conjugate base of N-acetyl-beta-muramic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.


glycyl-AMP

A purine ribonucleoside 5'-monophosphate that is adenosine 5'-monophosphate in which one of the hydroxy groups of the phosphate has been condensed with the carboxylic acid group of glycine.


N-carbamoylaspartic acid

An N-carbamoylamino acid that is aspartic acid with one of its amino hydrogens replaced by a carbamoyl group.


L-threonyl-AMP

A purine ribonucleoside 5'-monophosphate that is adenosine 5'-monophosphate in which one of the hydroxy groups of the phosphate has been condensed with the carboxylic acid group of L-threonine.


N-carbamoyl-D-aspartic acid

The D-enantiomer N-carbamoylaspartic acid.


An organic phosphoramidate anion obtained by removal of the proton from the phosphoramidate OH group of N(epsilon)-(5'-guanylyl)-N(alpha)-acetyl-L-lysine methyl ester; major species at pH 7.3.


An organic cation that is the conjugate acid of N(alpha)-acetyl-L-lysine methyl ester, obtained by protonation of the side-chain amino group; major species at pH 7.3.


N-carbamoyl-L-cysteine

A cysteine derivative that is the N-carbamoyl derivative of L-cysteine.


A organic phosphoramidate that is guanosine 5'-monophosphate in which one of the hydroxy groups of the phosphate has been condensed with the side chain amino group of N(alpha)-acetyl-L-lysine methyl ester.


cosmetic

The role played by a substance in enhancing the appearance or odour of the human body; a name given to the substance itself or to a component of it.


A triply-charged organic cation obtained by protonation of all three amino groups of aminopropylcadaverine; major species at pH 7.3.


N(alpha)-acetyl-L-lysine methyl ester

An alpha-amino acid ester obtained by formal condensation of the carboxy group of N(alpha)-acetyl-L-lysine with the hydroxy group of methanol.


aminopropylcadaverine

A polyazaalkane that is the 1,4,11-triaza derivative of undecane.


An anionic phospholipid obtained by deprotonation of the phosphate OH groups of any 1-acyl-2-octadecanoyl-sn-glycero-3-phosphate; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate OH groups of any 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphate; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate OH groups of any 1-acyl-2-tetradecanoyl-sn-glycero-3-phosphate; major species at pH 7.3.


A 1,2-diacyl-sn-glycerol 3-phosphate in which the acyl group at position 1 is unspecified while that at position 2 is specified as stearoyl (octadecanoyl).


An anionic phospholipid obtained by deprotonation of the phosphate OH groups of any 1-acyl-2-dodecanoyl-sn-glycero-3-phosphate; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate OH groups of any 1-acyl-2-decanoyl-sn-glycero-3-phosphate; major species at pH 7.3.


A saturated fatty acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of hexacosanoyl-CoA; the major species at pH 7.3.


A 1,2-diacyl-sn-glycerol 3-phosphate in which the acyl group at position 1 is unspecified while that at position 2 is specified as palmitoyl (hexadecanoyl).


A carbohydrate acid derivative anion obtained by deprotonation of both carboxy groups of (S)-malyl N-acetyl-alpha-D-glucosaminide; major species at pH 7.3.


(S)-malyl alpha-D-glucosaminide(1-)

A carbohydrate acid derivative anion obtained by deprotonation of both carboxy groups and protonation of the amino group of (S)-malyl alpha-D-glucosaminide; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 2-acyl-sn-glycero-3-phospho-D-myo-inositol; major species at pH 7.3.


A 1,2-diacyl-sn-glycerol 3-phosphate in which the acyl group at position 1 is unspecified while that at position 2 is specified as myristoyl (tetradecanoyl).


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 1-acyl-2-hexadecanoyl-sn-glycero-3-phospho-1D-myo-inositol; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 1-hexadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol; major species at pH 7.3.


A carbohydrate acid derivative anion obtained by deprotonation of both carboxy groups and protonation of the amino group of bacillithiol; major species at pH 7.3.


A 1,2-diacyl-sn-glycerol 3-phosphate in which the acyl group at position 1 is unspecified while that at position 2 is specified as lauroyl (dodecanoyl).


A 1,2-diacyl-sn-glycerol 3-phosphate in which the acyl group at position 1 is unspecified while that at position 2 is specified as decanoyl


A triply-charged organophosphate oxoanion obtained by deprotonation of the free phosphate and diphosphate OH groups of 6-O-(1-glycerylphospho)-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl undecaprenyl diphosphate; major species at pH 7.3.


An N-acetyl-alpha-D-glucosaminide having (S)-malyl as the anomeric substituent.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of diacetylchitobiose-6-phosphate; major species at pH 7.3.


C20 phytosphingosine 1-phosphate(1-)

An anionic C20 phospholipid obtained by deprotonation of the phosphate OH groups and protonation of the amino group of C20 phytosphingosine 1-phosphate; major species at pH 7.3.


C20 phytosphingosine(1+)

A cationic sphingoid that is the conjugate acid of C20 phytosphingosine, obtained by protonation of the primary amino function; major species at pH 7.3.


C20 sphinganine 1-phosphate(1-)

The organophosphate oxoanion resulting from the addition of a proton to the amino group and the removal of the two acidic protons from the phosphate group of C20 sphinganine 1-phosphate.


C20 sphinganine(1+)

A cationic sphingoid obtained by protonation of the amino group of C20 sphinganine; major species at pH 7.3.


(S)-malyl alpha-D-glucosaminide

A D-glucosaminide having (S)-malyl as the anomeric substituent and alpha-configuration at the anomeric centre.


A 1-phosphatidyl-D-myo-inositol in which the acyl group at position 1 is unspecified while that at position 2 is specified as palmitoyl (hexadecanoyl).


A 1-phosphatidyl-D-myo-inositol in which the acyl group at position 1 is specified as palmitoyl (hexadecanoyl) while that at position 2 is unspecified.


An alpha-amino-acid residue derived from O-(pantetheine-4'-phosphoryl)serine.


A polyprenyl phospho oligosaccharide where 6-O-(1-glycerylphospho)-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl comprises the oligosaccharide component and the polyprenyl chain consists of eleven prenyl units.


A diketone that is bornane bearing two oxo substituents at positions 2 and 6.


A hydroxy monocarboxylic acid anion that is the conjugate base of [(1S)-4-hydroxy-2,2,3-trimethylcyclopent-3-enyl]acetic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.


A serine derivative in which L-serine is substituted on oxygen by a pantetheine 4'-phosphate group.


A disaccharide phosphate that is diacetylchitobiose substituted at position 6' by a phospho group.


anionic amino-acid residue

An amino-acid residue carrying an overall negative charge.


A 5-hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxy-2,2,3-trimethylcyclopent-3-enyl group (the S-enantiomer).


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-en-1-yl]acetic acid.


mygalin

A member of the class of  benzamides obtained by formal condensation of the two primary amino groups of spemidine with the carboxy groups from two molecules of 2,5-dihydroxybenzoic acid.


A perylene that consists of dihydroxyperylene-3,9-dione bering hydroxy groups at positions 4 and 10.


C20 sphinganine

A 2-aminoicosane-1,3-diol having (2S,3R)-configuration.


An aminodiol that is icosane bearing two hydroxy substituents at positions 1 and 3 as well as an amino substituent at position 2.


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


C20 phytosphingosine

A sphingoid that is C20 sphinganine bearing an additional 4R-hydroxy substituent.


antimitotic

Any compound that inhibits cell division (mitosis).


CERAMIDE

A dihydroceramide in which the ceramide acyl group is specified as acetyl.


inositol phosphoceramide(1-)

An anionic phospholipid obtained by deprotonation of the free phosphate OH group of any inositol phosphoceramide; major species at pH 7.3.


C20 sphinganine 1-phosphate

The phosphosphingolipid that is the phosphate ester of C20 sphinganine.


C20 phytosphingosine 1-phosphate

A phosphosphingolipid that is C20 phytosphingosine bearing a phospho group at position 1.


3,4-dihydroxy-5-polyprenylbenzoic acid

Benzoic acid substituted with hydroxy groups at C-3 and -4 and with a polyprenyl chain of unspecified length at C-5.


A steroid acid anion that is the conjugate base of 4beta-methylzymosterol-4alpha-carboxylic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


2-oxohex-3-enedioic acid

The oxo dicarboxylic acid that is hex-3-enedioic acid oxo-substituted at C-2; the stereochemistry of the C=C double bond is unspecified.


The oxo dicarboxylate dianion that is hex-3-enedioate oxo-substituted at C-2; the stereochemistry of the C=C double bond is unspecified.


A glycerophosphoinositol resulting from partial hydrolysis of a phosphatidyl-1D-myo-inositol, which removes one of the fatty acid groups. The structure is depicted in the image where R(1) = acyl, R(2) = H or where R(1) = H, R(2) = acyl.


A steroid acid anion that is the conjugate base of 3-dehydro-4-carboxyzymosterol, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N(pros)-phospho-L-histidine residue

An alpha-amino-acid residue derived from substitution of a phospho group on the pros N atom of an L-histidine residue.


A prenylglycerol phosphate that consists of 1-phosphoglycerol having a heptaprenyl group attached at position 3.


N(pros)-phospho-L-histidine

A histidine derivative in which L-histidine has been phosphorylated on the pros N atom.


3,4-dihydro-4-hydroxyphenylpyruvic acid

A 2-oxo monocarboxylic acid that is pyruvic acid substituted at position 3 by a 4-hydroxycyclohexa-1,5-dien-1-yl group


An inositol phosphoceramide(1-) in which a D-myo-inositol residue is linked via a phosphodiester bridge to a C18 phytoceramide moiety; major species at pH 7.3.


inositol phosphodihydroceramide(1-)

An inositol phosphoceramide(1-) in which a D-myo-inositol residue is linked via a phosphodiester bridge to a C18 dihydroceramide moiety; major species at pH 7.3.


A 2-oxo monocarboxylic acid that is pyruvic acid substituted at position 3 by a 4-hydroxycyclohex-2-en-1-ylidene group


ascorbigen

An indolyl carbohydrate that consists of (3aS,6S,6aR)-3,3a,6-trihydroxy-3-tetrahydrofuro[3,2-b]furan-2-one in which position 3 is substituted by an indol-3-ylmethyl group. Formed from indole-3-carbinol and ascorbic acid in brassica vegetables.


A glycerol 1-phosphoserine in which the glycero portion has R-configuration.


pyrrolizidine alkaloid

An alkaloid based on the structure of pyrrolizidine.


pyrrolizidine

A bicyclic organonitrogen heterocyclic compound comprised of two ortho-fused pyrrolidine rings which share a common nitrogen atom.


A glycerophosphoglycerol having (R,S)-configuration.


A phytoceramide in which the ceramide fatty acyl group is specified as 2-hydroxyhexacosanoyl.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3-hydroxyhexacosanoyl-CoA; major species at pH 7.3.


A phosphatidylglycerol in which the phosphatidyl moiety has R-configuration and the glycerol moiety has S-configuration.


An indolylmethylglucosinolate that is the conjugate base of glucobrassicin, obtained by deprotonation of the sulfo group.


An indolylmethylglucosinolate that is the conjugate base of neoglucobrassicin, obtained by deprotonation of the sulfo group.


A 3-oxo steroid, the structure of which is that of zymosterol, carboxy-substituted at C-4, and in which the 3-hydroxy function has been oxidised to an oxo group.


A steroid acid anion that is the conjugate base of 4-carboxyzymosterol, obtained by deprotonation of the carboxy group; major species at pH 7.3.


inositol phosphodihydroceramide

An inositol phosphoceramide in which a D-myo-inositol residue is linked via a phosphodiester bridge to a C18 dihydroceramide moiety.


lipoxin

A nonclassic icosanoid and signalling molecule that has four conjugated double bonds and is derived from arachidonic acid.


inositol phosphophytoceramide (t18:0)

An inositol phosphoceramide in which a D-myo-inositol residue is linked via a phosphodiester bridge to a C18 phytoceramide moiety.


A sterol ester that is ergosta-5,7,22,24(28)-tetraen-3beta-ol in which the hydroxyl hydrogen is substituted by an acetyl group.


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxyhexacosanoic acid.


bicyclic nitroimidazole

Any organic heterobicyclic compound comprising two ortho-fused rings, one of which is a 4-nitroimidazole.


MICROPERFURANONE

A butenolide that is furan-2(5H)-one which is substituted by a phenyl group at position 3, a benzyl group at position 4, and a hydroxy group at position 5 (the (-)-enantiomer). A secondary metabolite obtained from Aspergillus nidulans.


lanosteryl palmitate

A lanosterol ester obtained by formal condensation of the 3-hydroxy group of lanosterol with the carboxy group of hexadecanoic (palmitic) acid.


ergosteryl palmitate

A ergosteryl ester obtained by formal condensation of the 3-hydroxy group of ergosterol with the carboxy group of hexadecanoic (palmitic) acid. A natural product found in Chaetomium globosum and Chaetomium longirostre.


cichorine

A member of the class of isoindoles that is 6-hydroxy-4-methoxy-5-methyl-2,3-dihydro-1H-isoindol-1-one which is substituted at position 4, 5, and 6 by methoxy, methyl, and hydroxy groups, respectively. A secondary metabolite found in Aspergillus silvativus, Aspergillus nidulans and Alternaria cichorii, it is poisonous to Russian knapweed (Acroptilon repens).


gammaGluCys(IAN)Glu

A tripeptide that consists of L-gamma-glutamyl-L-cysteinyl-L-glutamic acid in which the the cysteine side chain is substituted by a cyano(indol-3-yl)methyl group.


A peptide anion obtained by deprotonation of the carboxy groups and protonation of the free amino group of gammaGluCys(IAN)Glu; major species at pH 7.3.


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


gammaGluCys(IAN)Gly

A glutathione conjugate that is the S-cyano(indol-3-yl)methyl derivative of glutathione.


A peptide anion obtained by deprotonation of the carboxy groups and protonation of the free amino group of gammaGluCys(IAN)Glu.


An anionic phospholipid obtained by deprotonation of the phosphate OH groups of any 2-acyl-sn-glycero-3-phosphate: major species at pH 7.3.


ALTERNARIOL

A benzochromenone that is 6H-benzo[c]chromen-6-one which is substituted by a methyl group at position 1 and by hydroxy groups at positions 3, 7, and 9. It is the most important mycotoxin produced by the black mould Alternaria species, which are the most common mycoflora infecting small grain cereals worldwide.


A cephem monocarboxylic acid derivative having a structure based on cephalosporanic acid, deacetoxylated and carrying a 7beta-amino group.


bioconjugate

A molecular entity consisting of at least 2 biological molecules covalently linked together.


benzochromenone

A benzochromene in which the heterotricyclic ring system is substituted by an oxo group.


S-conjugate

A  bioconjugate containing molecules covalently bonded by a sulphur linkage


L-Cys(IAN)

An S-conjugate that is the S-cyano(1H-indol-3-yl)methyl derivative of L-cysteine.


A glycosyl group derived from a beta-D-mannopyranosyl-(1->2)-beta-D-mannopyranosyl-(1->2)-beta-D-mannopyranosyl group by removal of the hydroxy function at C-4 of the residue at the non-reducing end.


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


A glycosyl group derived from a beta-D-mannopyranosyl-(1->2)-beta-D-mannopyranosyl-(1->2)-beta-D-mannopyranosyl group by removal of the hydroxy function at C-4 of the residue at the reducing end.


A mannosylinositol phosphorylceramide(1-) in which the ceramide portion consists of a phytoceramide. As with other ceramide derivatives, The R substituents vary with different phytosphingoid bases and fatty acyl moieties.


An anionic phospholipid obtained by deprotonation of the free phosphate OH groups of any inositol phosphomannosylinositol phosphophytoceramide. R1 varies with different sphingoid bases, and R2 varies with different fatty acyl moieties.


inositol phosphophytoceramide(1-)

An inositol phosphoceramide(1-) in which a D-myo-inositol residue is linked via a phosphodiester bridge to any phytoceramide moiety; major species at pH 7.3.


inositol phosphophytoceramide

An inositol phosphoceramide in which a D-myo-inositol residue is linked via a phosphodiester bridge to any phytoceramide moiety; major species at pH 7.3.


mannosylinositol phosphorylceramide(1-)

An anionic phospholipid obtained by deprotonation of the phosphate OH group of any mannosylinositol phosphorylceramide; major species at pH 7.3.


nicotine blue(2-)

An organic anion obtained by selective deprotonation of the hydroxy groups at positions 2 and 2' of nicotine blue; major species at pH 7.3 (according to Marvin v 6.2.0.).


A bipyridine that is 3,3'-bipyridine bearing six hydroxy groups at positions 2, 2', 5, 5', 6 and 6'.


mannosylinositol phosphophytoceramide

A mannosylinositol phosphorylceramide in which the ceramide portion consists of a phytoceramide. As with other ceramide derivatives, The R substituents vary with different phytosphingoid bases and fatty acyl moieties.


An organic cation obtained by protonation of the amino group of 3-amino-2,3-dideoxy-scyllo-inosose; major species at pH 7.3.


An organic cation obtained by deprotonation of the amino group of 2-deoxy-scyllo-inosamine; major species at pH 7.3.


(+)-SECOISOLARICIRESINOL

An enantiomer of secoisolariciresinol having (-)-(2R,3R)-configuration.


A class of phytoceramide derivatives containing a inositol-P-mannose-inositol-P head group. R1 varies with different sphingoid bases, and R2 varies with different fatty acyl moieties.


A tripeptide that is glutathione in which the side-chain thiol group of the cysteine residue is substituted by a 4-methoxyindol-3-ylmethyl group.


An aldehyde resulting from the oxidation of the primary hydroxy group of paromamine to the corresponding aldehyde.


An aralkylamino compound that is indole substituted at position 3 by an aminomethyl group.


An organic cation obtained by protonation of the two free amino groups of 2'-N-acetylparomamine; major species at pH 7.3.


nicotine blue

An extended quinone obtained by formal autoxidation of 2,3,6-trihydroxypyridine.


An aromatic ketone in which the two substituents attached to the carbonyl group are 2-formamidophenyl and thiazol-2-yl.


extended quinone

Compounds having a fully conjugated cyclic dione structure derived from ring assembly or polycyclic aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included).


A trisaccharide consisting of three mannopyranose residues linked beta(1->2), of which the residue at the non-reducing end is dehydroxylated at C-4.


An ammonium ion resulting from the protonation of all three amino groups of paromamine. The major species at pH 7.3.


An ammonium ion resulting from the protonation of all three amino groups of 6'-oxoparomamine. The major species at pH 7.3.


dihydroascorbigen hexoside

A glycoside that is dihydroascorbigen having a hexosyl residues attached to one of the hydroxy groups via a glycosidic linkage.


An aminoglycoside that is 4alpha,6alpha-diaminocyclohexane-1beta,2alpha,3beta-triol in which the pro-R hydroxy group has been converted into its 2-acetamido-alpha-D-glucoside derivative.


methyl indole-3-carboxylate

The methyl ester of indole-3-carboxylic acid.


A trisaccharide consisting of three mannopyranose residues linked beta(1->2), of which the residue at the reducing end is dehydroxylated at C-4.


D-glucosyl indole-3-carboxylate

An O-acyl carbohydrate obtained by formal condensation of the carboxy group of indole-3-carboxylic acid with the anomeric hydroxy group of D-glucose.


gammaGluCys(IAN)

An S-conjugate dipeptide consisting of L-gamma-glutamyl-L-cysteine in which the the cysteine side chain is substituted by a cyano(indol-3-yl)methyl group.


anti-asthmatic agent

Any compound that has anti-asthmatic effects.


An oxindole that is indolin-2-one substituted at position 3 by thiazol-2-yl and hydroxy groups.


An indolyl carbohydrate that is 6-hydroxyindole-3-carboxylic acid in which the hydroxy group is substituted by a D-glucosyl residue.


An O-acyl carbohydrate obtained by formal condensation of the carboxy group of 6-hydroxyindole-3-carboxylic acid with the anomeric hydroxy group of D-glucose.


A trihydroxycyclohexanone that is cyclohexanone having three hydroxy groups located at positions 2, 3 and 4 as well as an amino group at position 5 (the 2S,3R,4S,5R-diastereomer).


An organic cation obtained by protonation of the four amino groups of ribostamycin; major species at pH 7.3.


trihydroxycyclohexanone

Any hydroxycyclohexanone bearing three hydroxy substituents.


2'''-acetyl-6'''-hydroxyneomycin C(4+)

A quadruply-charged organic cation obtained by protonation of the four free amino groups of 2'''-acetyl-6'''-hydroxyneomycin C; major species at pH7.3.


6'''-hydroxyneomycin C(5+)

An organic cation obtained by protonation of the five free amino groups of 6'''-hydroxyneomycin C; major species at pH7.3.


dihydrochanoclavine-I aldehyde(1+)

A cationic ergot alkaloid that is the conjugate acid of dihydrochanoclavine-I aldehyde, obtained by protonation of the secondary amino group; major species at pH 7.3.


A cationic ergot alkaloid that is the 6,8-dimethyl-6,7-didehydro derivative of ergoline.


festuclavine

An alkaloid that is the 6,8beta-dimethyl derivative of ergoline.


didehydroagroclavine

A cationic ergot alkaloid that is the 6,8-dimethyl-6,7,8,9-tetradehydro derivative of ergoline.


miltiradiene

An abietadiene in which the two doule bonds are located at positions 8 and 12. It is a key intermediate in the biosynthesis of many important natural diterpene compounds such as triptolide, tanshinones, carnosic acid and carnosol.


A UDP-2-acetamido-2-deoxy-D-glucuronate(3-) having alpha-configuration at the anomeric centre.


dihydrochanoclavine-I aldehyde

An ergot alkaloid that is 1,3,4,5-tetrahydrobenzo[cd]indole which is substituted at position 4 by a methylamino group and at position 5 by a 2-methyl-3-oxopropyl group (the 4R,5R diastereoisomer).


An ammonium ion resulting from the protonation of the tertiary amino group of agroclavine. The major species at pH 7.3.


6'''-hydroxyneomycin C

An aminoglycoside derived from neomycin and consisting of neamine substituted at position 3 by a 2-amino-2-deoxy-alpha-D-glucopyranosyl-(1->3)-beta-D-ribofuranosyl group.


2'''-acetyl-6'''-hydroxyneomycin C

An aminoglycoside derived from neomycin and consisting of neamine substituted at position 3 by a 2-acetamido-2-deoxy-alpha-D-glucopyranosyl-(1->3)-beta-D-ribofuranosyl group.


An organic cation obtained by deprotonation of the tertiary amino group of festuclavine; major species at pH 7.3.


An amino cyclitol that is scyllo-inosamine in which the 2-hydroxy group is substituted by hydrogen.


A UDP-2-acetamido-2-deoxy-D-glucuronic acid having alpha-configuration at the anomeric centre.


cyclo(tyrosyl-tyrosyl)

A member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione in which one hydrogen at position 3 and one hydrogen at position 6 are replaced by p-hydroxybenzyl groups.


An ionic macromolecule consisting of (6R)-5,10-methenyltetrahydrofolate(2-) with an arbitrary number of glutamate residues attached as a polypeptide to the single existent one.


An ionic polymer, composed of 5,10-methenyltetrahydrofolate polyglutamate macromolecules.


A 3-hydroxy fatty acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-hydroxytetracosanoyl-CoA; the major species at pH 7.3.


A saturated fatty acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of tetracosanoyl-CoA. The major species at pH 7.3.


3,4-methylenedioxymandelic acid

A 2-hydroxy monocarboxylic acid that is mandelic acid in which positions 3 and 4 on the benzene ring are substituted by a methylenedioxy group.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 1-hexadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol; major species at pH 7.3.


adenosine A1 receptor agonist

An agonist at the A1 receptor.


A glycol in which the two hydroxy groups are located at positions 1 and 2 of isopentane.


A saturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of docosanoyl-CoA (behenoyl-CoA); major species at pH 7.3.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of myristoleoyl-CoA; major species at pH 7.3.


cyclo(L-tyrosyl-L-tyrosyl)

A cyclo(tyrosyl-tyrosyl) in which both stereocentres have L-configuration. Synthesized by Mycobacterium tuberculosis.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of trans,octacis-decaprenylphospho-beta-D-arabinofuranose; major species at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of trans,octacis-decaprenylphospho-beta-D-erythro-pentofuranosid-2-ulose; major species at pH 7.3.


6'''-oxoneomycin C(5+)

An organic cation obtained by protonation of all five free amino groups of 6'''-oxoneomycin C; major species at pH 7.3.


An organic cation obtained by protonation of the two free amino groups of 2-deoxystreptamine; major species at pH 7.3.


The alpha-amino-acid cation formed from carboxynorspermidine by zwitterion formation between the carboxy and alpha-amino groups and protonation of the nitrogen atoms at positions 5 and 9; the major structure of carboxynorspermidine at pH 7.3.


An organic cation obtained by protonation of the two free amino groups of 2'-deamino-2'-hydroxyparomamine; major species at pH 7.3.


The alpha-amino-acid cation formed from carboxyspermidine by zwitterion formation between the carboxy and alpha-amino groups and protonation of the nitrogen atoms at positions 5 and 10; the major structure of carboxyspermidine at pH 7.3.


C20 3-dehydrosphinganine(1+)

A cationic sphingoid that is the conjugate acid of C20 3-dehydrosphinganine, obtained by protonation of the primary amino function; major species at pH 7.3.


A ceramide that is the N-hexacosanoyl derivative of C20 phytosphingosine.


An amino cyclitol glycoside that is 4alpha,6alpha-diaminocyclohexane-1beta,2alpha,3beta-triol (2-deoxystreptamine) in which the pro-R hydroxy group is substituted by an alpha-D-glucosyl residue.


An organic cation obtained by protonation of the four free amino groups of neamine; major species at pH 7.3.


neomycin C(6+)

An organic cation obtained by protonation of the six free amino groups of neomycin C; major species at pH 7.3.


isopentenyl phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of isopentenyl phosphate; major species at pH 7.3.


trans,polycis-decaprenyl phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of trans,polycis-decaprenyl phosphate; major species at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of N-acetyl-alpha-D-glucosaminyl-1-diphospho-trans,polycis-decaprenol; major species at pH 7.3.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 2-oxo-3-(5-oxofuran-2-ylidene)propanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An organic cation obtained by protonation of the four free amino groups and deprotonation of the phosphate OH groups of 5''-phosphoribostamycin; major species at pH 7.3.


A pyridine ring substituted with methyl groups at positions 2 and 4, a hydroxyl at position 3, and a hydroxymethyl group at position 5.


A long-chain aldehyde that is octadecanal in which one of the hydrogens at position 2 is replaced by a hydroxy group.


butirosin B(4+)

An organic cation obtained by protonation of the four free amino groups of butirosin B; major species at pH 7.3.


gamma-L-glutamylbutirosin B(3+)

A primary ammonium ion obtained by protonation of the four amino groups and deprotonation of the carboxy group of gamma-L-glutamylbutirosin B; major species at pH 7.3.


An unsaturated fatty acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z)-myristoleic acid.


docosanoyl-CoA

A very long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of docosanoic (behenic) acid.


A anionic ceramide phosphoinositol compound having a hexacosanoyl group attached to the ceramide nitrogen and no hydroxylation at C-4 of the long-chain base or at C-2 or C-3 of the very-long-chain fatty acid. Major species at pH 7.3


A 1-phosphatidyl-D-myo-inositol in which the acyl group at position 1 is specified as stearoyl (octadecanoyl) while that at position 2 is unspecified.


An anionic ceramide phosphoinositol compound having a tetracosanoyl group attached to the ceramide nitrogen and no hydroxylation at C-4 of the long-chain base, or at C-2 or C-3 of the very-long-chain fatty acid. Major species at pH 7.3.


The organophosphate oxoanion formed from 1-monolysocardiolipin by deprotonation of the two phospho groups; principal species present at pH 7.3


An anionic ceramide phosphoinositol compound having a hexacosanoyl group attached to the ceramide nitrogen, no hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid. Major species at pH 7.3.


An anionic ceramide phosphoinositol compound having a tetracosanoyl group attached to the ceramide nitrogen, no hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid. Major species at pH 7.3.


A polyprenyl glycosyl phosphate consisting of beta-D-arabinofuranose attached at the 1-position to trans,octacis-decaprenyl phosphate.


A hydroxy fatty acid anion that is the conjugate base of 2-hydroxypalmitic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


6'''-oxoneomycin C

An amino cyclitol glycoside derived from neomycin and consisting of neamine substituted at position 3 by a 3-O-(2-amino-2-deoxy-alpha-D-gluco-hexodialdo-1,5-pyranosyl)-beta-D-ribofuranosyl group.


alpha-Neu5Ac-(2->8)-Neu5Ac in which the configuration at the anomeric carbon atom of the residue at the reducing end is beta.


LOCHNERICINE

An Aspidosperma alkaloid with molecular formula C21H24N2O3 found in the roots of Madagascar periwinkle (Catharanthus roseus, formerly known as Vinca rosea).


A polyprenyl glycosyl phosphate consisting of beta-D-erythro-pentofuranosid-2-ulose attached at the 1-position to trans,octacis-decaprenyl phosphate.


2-hydroxyhexadecanoic acid

A 2-hydroxy fatty acid comprising a C16 straight chain carrying a hydroxy substituent at position 2.


3-hydroxy fatty acyl-CoA(4-)

An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of any 3-hydroxy fatty acyl-CoA; major species at pH 7.3.


alpha-Neup5Ac-(2->8)-alpha-Neup5Ac-(2->8)-Neup5Ac in which the sialyl residue at the reducing end has beta anomeric configuration.


A phosphatidylglycerol consisting of cardiolipin lacking one fatty acyl group from the 1 or 1'-position.


N-hexadecanoylphytosphingosine

A phytoceramide compound having a hexadecanoyl group attached to the nitrogen atom.


gamma-L-glutamylbutirosin B

A butirosin that is butirosin B in which a gamma-L-glutamyl is attached to the amino group of the (S)-4-amino-2-hydroxybutyrate side-chain.


butirosin

A family of amino cyclitol glycoside antibiotics produced by Bacillus circulans, bears the unique (S)-4-amino-2-hydroxybutyrate (AHBA) side chain.


butirosin B

A butirosin that consists of neamine in which is substituted at position 2 by a beta-D-ribofuranosyl and at position 4 by an (S)-2-hydroxy-4-aminobutyryl group.


3-substituted propionyl-CoA(4-)

An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of any 3-substituted propionyl-CoA; major species at pH 7.3.


BUTIROSIN A

A butirosin that consists of neamine in which is substituted at position 2 by a beta-D-xylofuranosyl and at position 4 by an (S)-2-hydroxy-4-aminobutyryl group.


A glycoside phosphate that is ribostamycin (vistamycin) in which the ribofuranosyl residue is substituted at position 5 by a phosphate group.


A 2-oxo monocarboxylic acid that is pyruvic acid substituted at position 3 by a 5-oxofuran-2-ylidene group.


A 3-oxoacyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate groups of 3-oxoicosanoyl-CoA: major species at pH 7.3.


A polyprenyl glycosyl phosphate consisting of N-acetyl-alpha-D-glucosamine attached at the 1-position to trans,octacis-decaprenyl phosphate.


An organophosphate oxoanion that is the conjugate base of CDP-N,N-dimethylethanolamine, obtained by deprotonation of the diphosphate OH groups and protonation of the tertiary amino group; major species at pH 7.3.


C20 3-dehydrosphinganine

A sphingoid obtained by formal oxidation of the 3-hydroxy group of C20 sphinganine.


A purine ribonucleoside 5'-triphosphate that is ATP in which position 2 on the adenine moiety is substituted by a hydroxy group.


An amino trisaccharide comprised of an 6-sulfated N-acetylglucosamine residue linked beta(1->3) to a galactose residue, which is itself linked beta(1->4) to an N-acetylglucosamine residue.


ISOPENTENYL PHOSPHATE

A monoalkyl phosphate that is isopentenyl alcohol in which the hydroxyl hydrogen is substituted by a phosphate group.


3-substituted propionyl-CoA

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 3-substituted propionic acid (R =/= H).


A branched amino pentasaccharide comprising two galactosyl-(1->4)-N-acetylglucosaminyl units linked beta(1->3) and beta(1->6) to an alpha-D-galactose residue; beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-[beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->6)]-D-GalpNAc with alpha configuration at the reducing-end anomeric centre.


A linear amino pentasaccharide comprising five N-acetylglucosaminyl residues linked beta(1->4).


hydroxyallysine

An alpha-amino acid, comprised of norleucine hydroxylated at C-5 and with an aldehydic oxygen at C-6.


erythro-L-hydroxyallysine

Hydroxyallysine in which the configuration at the alpha-carbon is L and that at C-5 is R.


erythro-L-hydroxyallysine residue

The alpha-amino-acid residue derived from erythro-L-hydroxyallysine.


A linear amino hexasaccharide comprising six N-acetylglucosaminyl residues linked beta(1->4).


A purine ribonucleoside 5'-monophosphate that is the 2-hydroxylated form of AMP.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,9Z,12Z,15Z,18Z,21Z)-3-hydroxytetracosahexaenoic acid. It is a member of n-3 PUFA and a product of alpha-linolenoic acid metabolism.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,9Z,12Z,15Z,18Z,21Z)-3-oxotetracosahexaenoic acid. It is a member of n-3 PUFA and a product of alpha-linolenoic acid metabolism.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid. It is a member of n-3 PUFA and a product of alpha-linolenoic acid metabolism.


A purine ribonucleoside 5'-diphosphate that is the 8-oxo derivative of GDP.


A purine ribonucleoside 5'-monophosphate that is the 8-oxo form of GMP.


The all-cis-isomer of a C22 polyunsaturated fatty acid having five double bonds in the 4-, 7-, 10-, 13- and 16-positions. It is a member of n-6 PUFA and a product of linoleic acid metabolism.


N-hydroxydebrisoquine O-glucuronide

A glucosiduronic acid that is the O-beta-D-glucuronide conjugate of N-hydroxydebrisoquine.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,6Z,9Z,12Z,15Z,18Z,21Z)-tetracosaheptaenoic acid. It is a member of n-3 PUFA and a product of alpha-linolenoic acid metabolism.


An O-glycosyl-L-serine having the linear heptasaccharide alpha-D-GlcNAc-(1->4)-beta-D-GlcA-(1->4)-alpha-D-GlcNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl as the glycosyl component. An intermediate glycan in the synthesis of heparan


A carbohydrate acid derivative that consists of D-glucuronic acid having an N-acetyl-alpha-D-glucosaminyl residue attached at position 4. An intermediate glycan in the degradation of heparan sulfate.


A carbohydrate acid derivative that consists of D-glucuronic acid having a 6-O-sulfo-N-acetyl-alpha-D-glucosaminyl residue attached at position 4. An intermediate glycan in the degradation of heparan sulfate.


A linear trisaccharide derivative that consists of 2-sulfated beta-D-glucuronic acid, 6-sulfated N-acetyl-alpha-D-glucosamine and beta-D-glucuronic acid units connected in sequence by (1->4)-linkages. An intermediate glycan involved in the degradation of heparan sulfate.


A linear amino trisaccharide that consists of a 6-sulfated N-acetyl-alpha-D-glucosamyl residue flanked by two beta-D-glucuronic acid units connected by (1->4)-linkages. An intermediate glycan involved in the degradation of heparan sulfate.


An amino disaccharide that consists of N-acetyl-beta-D-glucosamine having a 3,4-di-O-sulfo-beta-D-galactosyl residue attached at position 4.


An amino disaccharide that consists of 6-O-sulfo-N-acetyl-beta-D-glucosamine having a 3,6-di-O-sulfo-beta-D-galactosyl residue attached at position 4.


An amino disaccharide that consists of N-acetyl-beta-D-glucosamine having a 3,6-di-O-sulfo-beta-D-galactosyl residue attached at position 4.


A monosaccharide sulfate that is beta-D-galactose bearing a single sulfo substituent at position 3; sulfatide in which both acyl chains have been removed by treatment with ceramide glycanase.


A branched amino trisaccharide consisting of N-acetylglucosamine having a fucosyl residue attached at the 4-position via an alpha-linkage and a 3-sulfated galactosyl residue attached at the 3-position via a beta-linkage.


An amino disaccharide composed of 3-sulfated beta-D-galactose and N-acetyl-alpha-D-galactosaminyl residues in beta-(1->3) linkage.


An amino disaccharide composed of 3-sulfated beta-D-galactose and N-acetyl-beta-D-glucosaminyl residues in beta-(1->3) linkage.


A glycosylglucose derivative that is beta-lactose bearing two sulfo substituents at position 3 of the galactosyl residue and position 6 of the glucose.


A trisaccharide derivative that consists of 6-sulfated D-glucose having an alpha-L-fucosyl residue attached at position 3 and a 3-sulfated beta-D-galactosyl residue attached at position 4.


An inositol phosphophytoceramide(1-) having a tetracosanoyl group attached to the ceramide nitrogen. Major species at pH 7.3.


An inositol phosphophytoceramide(1-) having a hexacosanoyl group attached to the ceramide nitrogen. Major species at pH 7.3.


A mannosylinositol phosphorylceramide(1-) having a tetracosanoyl group attached to the ceramide nitrogen, with no hydroxylation at C-4 of the long-chain base or on the very-long-chain fatty acid.


A mannosylinositol phosphorylceramide(1-) having a hexacosanoyl group amide-linked to a C20 sphinganine base, with no hydroxylation at C-4 of the long-chain base or on the C26 very-long-chain fatty acid.


A mannosylinositol phosphorylceramide(1-) having a tetracosanoyl group attached to the ceramide nitrogen, with hydroxylation at C-2 of the very-long-chain fatty acid.


A mannosylinositol phosphorylceramide(1-) having a hexacosanoyl group amide-linked to a C18 sphinganine base, with hydroxylation at C-2 of the C26 very-long-chain fatty acid.


A mannosylinositol phosphorylceramide(1-) having a tetracosanoyl group attached to the ceramide nitrogen, with hydroxylation at C-4 of the long-chain base.


A mannosylinositol phosphorylceramide(1-) having a hexaacosanoyl group amide-linked to a C18 phytosphingosine base, with no hydroxylation of the C26 very long chain fatty acid. Major species at pH 7.3.


An inositol phosphophytoceramide(1-) having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid.


A mannosylinositol phosphorylceramide(1-) having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid.


An inositol phosphophytoceramide(1-) having a 2-hydroxyhexacosanoyl group attached to the ceramide nitrogen. Major species at pH 7.3.


A mannosylinositol phosphorylceramide(1-) having a hexacosanoyl group amide-linked to a C18 phytosphingosine base, with hydroxylation at C-2 of the C26 very-long-chain fatty acid. Major species at pH 7.3.


An inositol phosphophytoceramide(1-) having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 and C-3 of the very-long-chain fatty acid. Major species at pH 7.3.


A mannosylinositol phosphorylceramide(1-) having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 and C-3 of the very-long-chain fatty acid. Major species at pH 7.3.


An inositol phosphophytoceramide(1-) having a hexacosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 and C-3 of the very-long-chain fatty acid.


A mannosylinositol phosphorylceramide(1-) having a hexacosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the C18 sphingoid base, and hydroxylation at C-2 and C-3 of the C26 very-long-chain fatty acid. Major species at pH 7.3.


A trisaccharide derivative that consists of D-glucose having an alpha-L-fucosyl residue attached at position 3 and a 3-sulfated beta-D-galactosyl residue attached at position 4.


An amino trisaccharide that consists of N-acetyl-beta-D-glucosamine having an alpha-L-fucosyl residue attached at position 3 and a 3-sulfated beta-D-galactosyl residue attached at position 4; beta-D-Galp3S-(1->4)-[alpha-L-Fucp-(1->3)]-D-GlcpNAc in which the configuration at the anomeric centre of the reducing-end residue is beta.


iloperidone

A member of the class of piperidines that is the 4-acetyl-2-methoxyphenyl ether of 3-(piperidin-1-yl)propan-1-ol which is substituted at position 4 of the piperidine ring by a 6-fluoro-1,2-benzoxazol-3-yl group. A member of the group of second generation antipsychotics (also known as an atypical antipsychotics), it is used for the treatment of schizophrenia.


An amino disaccharide that consists of 6-sulfated N-acetyl-beta-D-glucosamine having a 3-sulfated beta-D-galactosyl residue attached at position 4.


An amino trisaccharide that consists of 6-sulfated N-acetyl-D-glucosamine having an alpha-L-fucosyl residue attached at position 3 and a 3-sulfated beta-D-galactosyl residue attached at position 4.


An amino trisaccharide that consists of N-acetyl-D-glucosamine having an alpha-L-fucosyl residue attached at position 3 and a 3-sulfated beta-D-galactosyl residue attached at position 4.


An amino disaccharide that consists of N-acetyl-beta-D-glucosamine having a 3-sulfated beta-D-galactosyl residue attached at position 4.


A glycosylglucose derivative that consists of beta-D-glucose having a 3-sulfated beta-D-galactosyl residue attached at position 4.


An organophosphate oxoanion arising from deprotonation of two of the the three diphosphate OH groups of guanosine 5'-diphosphate.


An amino disaccharide that consists of N-acetyl-beta-D-glucosamine having a 4,6-di-O-sulfo-beta-D-galactosyl residue attached at position 4.


An amino disaccharide that consists of N-acetyl-beta-D-glucosamine having a 4-O-sulfo-beta-D-galactosyl residue attached at position 4.


An amino disaccharide that consists of N-acetyl-6-O-sulfo-beta-D-glucosamine having a 6-O-sulfo-beta-D-galactosyl residue attached at position 4.


A glycosylglucose derivative that consists of 6-sulfated beta-D-glucose having a 6-sulfated beta-D-galactosyl residue attached at position 4.


An amino disaccharide that consists of N-acetyl-beta-D-glucosamine having a 6-O-sulfo-beta-D-galactosyl residue attached at position 4.


A glycosylglucose derivative that consists of beta-D-glucose having a 6-sulfated beta-D-galactosyl residue attached at position 4.


An N-acetylneuraminic acid that is N-acetyl-alpha-neuraminic acid in which the 9-hydroxy group has been replaced by an acetamido group.


An amino trisaccharide consisting of a 9-deoxy-9-acetamido-N-acetyl-alpha-neuraminyl residue attached to the galactose residue of N-acetyllactosamine via an alpha-(2->6)-linkage.


A seven-membered branched galactosamine oligosaccharide that consists of a branched tetrasaccharide unit alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc, attached by a glycosidic linkage to position 6 of the GalNAc residue of the trisaccharide alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-D-GalNAc.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having a tetracosanoyl group attached to the ceramide nitrogen. Major species at pH 7.3.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having an inositol 1-phosphoryl group linked at the 6-position to the mannose residue and a hexacosanoyl group amide-linked to a C18 sphinganine base, with no hydroxylation at C-4 of the long-chain base or on the C26 very-long-chain fatty acid. Major species at pH 7.3.


A linear trisaccharide derivative that consists of alpha-L-fucose, 6-sulfated beta-D-galactose and D-glucose units connected in sequence by (1->2) and (1->4) links, respectively.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having an inositol 1-phosphoryl group attached to the mannose residue and a tetracosanoyl group attached to the ceramide nitrogen, with no hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid. Major species at pH 7.3


A linear trisaccharide derivative that consists of alpha-L-fucose, 6-sulfated beta-D-galactose and 6-sulfated D-glucose units connected in sequence by (1->2) and (1->4) links, respectively.


A linear amino trisaccharide that consists of alpha-L-fucose, 6-sulfated beta-D-galactose and N-acetyl-D-glucosamine units connected in sequence by (1->2) and (1->4) links, respectively.


A thirteen-membered glucosamine oligosaccharide that consists of the linear trisaccharide beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc to which two alpha-L-Fuc-(1->2)-beta-D-Gal-(1->3)-[alpha-L-Fuc-(1->4)]-beta-D-GlcNAc-(1->2)-alpha-D-Man units are attached at positions 3 and 6 of the mannosyl residue.


lomustine

An N-nitrosourea that is urea in which one of the nitrogens is substituted by a 2-chloroethyl group and by a nitroso group, while the other nitrogen is substituted by a cyclohexyl group. An alkylating antineoplastic agent, it is used in the treatment of brain tumours, lung cancer, malignant melanoma and other solid tumours.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having an inositol 1-phosphinato group linked to the mannose residue (at the 6-position) and a hexacosanoyl group amide-linked to a C18 sphinganine base, with no hydroxylation at C-4 of the long-chain base and hydroxylation at C2 of the C26 very-long-chain fatty acid. Major species at pH 7.3.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and no additional hydroxylation of the very-long-chain fatty acid.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having an inositol 1-phosphoryl group linked to the mannose residue (at the 6-position) and a hexacosanoyl group amide-linked to a C18 phytosphingosine base, with no hydroxylation of the C26 very-long-chain fatty acid. Major species at pH 7.3.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid. Major species at pH 7.3.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 and C-3 of the very-long-chain fatty acid. Major species at pH 7.3.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having an inositol 1-phosphoryl group attached to the mannose residue (at the 6-position) and a hexacosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the C18 sphingoid base, and hydroxylation at C-2 and C-3 of the C26 very-long-chain fatty acid. Major species at pH 7.3.


An inositol phosphomannosylinositol phosphophytoceramide(2-) having a 2-hydroxyhexacosanoyl group attached to the ceramide nitrogen. Major species at pH 7.3.


An organic cation obtained by protonation of the primary amino function of 6-({7-[(1-aminocyclopropyl)methoxy]-6-methoxyquinolin-4-yl}oxy)-N-methyl-1-naphthamide


lucitanib

A naphthalenecarboxamide obtained from formal condensation of the carboxy group of aminocyclopropyl)methoxy]-6-methoxyquinolin-4-yl}oxy)-1-naphthoic acid with methylamine.


lonchocarpenin

A  hydroxycoumarin that is 2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one substituted by a hydroxy group at position 4, a methoxy group at position 5, 4-methoxyphenyl group at position 3 and two methyl groups at position 8 respectively.


A polyunsaturated fatty acid that is tetracosanoic acid having seven double bonds at positions 2, 6, 9, 12, 15, 18 and 21 (the 2E,6Z,9Z,12Z,15Z,18Z,21Z-isomer).


A phosphatidylcholine 24:0 in which the acyl groups at positions 1 and 2 are specified as lauroyl (dodecanoyl).


polysaccharide derivative

A carbohydrate derivative that is any derivative of a polysaccharide.


A lysophosphatidylethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of any 2-acyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


An anionic phospholipid that is the conjugate base of 2-acyl-sn-glycero-3-phosphoserine, in which the carboxy and phosphate groups are anionic and the amino group is cationic; major species at pH 7.3.


An alkyl,acyl-sn-glycero-3-phosphocholine in which unspecified acyl and alkyl groups are located at positions 1 and 2 respectively.


An alkyl,acyl-sn-glycero-3-phosphoethanolamine zwitterion in which unspecified acyl and alkyl groups are located at positions 1 and 2 respectively.


An alkyl,acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) in which unspecified acyl and alkyl groups are located at positions 1 and 2 respectively.


An alkyl,acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) in which unspecified alkyl and acyl groups are located at positions 1 and 2 respectively.


An alkyl,acyl-sn-glycero-3-phosphoserine(1-) in which unspecified acyl and alkyl groups are located at positions 1 and 2 respectively.


An alkyl,acyl-sn-glycero-3-phosphoserine(1-) in which unspecified alkyl and acyl groups are located at positions 1 and 2 respectively.


A 1-phosphatidyl-1D-myo-inositol(1-) that is the conjugate base of 1,2-dioctanoyl-sn-glycero-3-phospho-1D-myo-inositol, obtained by deprotonation of the phosphate OH group; major species at pH 7.3.


C8 beta-D-glucosyl N-acylsphingosine

A beta-D-glucosylceramide in which the ceramide N-acyl group is specified as octanoyl.


A 3-sn-phosphatidyl-L-serine(1-) that is the conjugate base of 1,2-dioctanoyl-sn-glycero-3-phosphoserine, obtained by deprotonation of the phosphate OH group; major species at pH 7.3.


A 3-sn-phosphatidyl-L-serine(1-) that is the conjugate base of 1,2-dilauroyl-sn-glycero-3-phosphoserine, obtained by deprotonation of the phosphate OH group; major species at pH 7.3.


An amino tetrasaccharide consisting of alpha-L-fucose, beta-D-galactose, N-acetyl-alpha-D-galactosamine and alpha-D-galactose residues joined in sequence with (1->2)-, (1->3)- and (1->3)-linkages, respectively.


galacturonan derivative

Any polysaccharide derivative obtained from a galacturonan.


3-hydroxyphenyl propanoate

A carboxylic ester obtained by formal condensation of the carboxy group of propionic acid with one of the phenol groups of resorcinol.


A mannosylinositol phosphorylceramide having a hexacosanoyl group attached to the ceramide nitrogen, with no hydroxylation at C-4 of the long-chain base or on the very-long-chain fatty acid.


An alkyl,acyl-sn-glycero-3-phosphoethanolamine in which unspecified acyl and alkyl groups are located at positions 1 and 2 respectively.


An alkyl,acyl-sn-glycero-3-phospho-1D-myo-inositol in which unspecified acyl and alkyl groups are located at positions 1 and 2 respectively.


amidoxime

Amidines of general formula RC(=NOH)NR(1)R(2), in which the imino nitrogen is substituted by a hydroxy group.


An alkyl,acyl-sn-glycero-3-phospho-1D-myo-inositol in which unspecified alkyl and acyl groups are located at positions 1 and 2 respectively.


propylidene group

An alkylidiene group formed from propane by removal of two hydrogen atoms from the same carbon atom, the free valencies of which are part of a double bond.


L-homomethionine residue

An alpha-amino-acid residue derived from L-homomethionine.


An alkyl,acyl-sn-glycero-3-phosphoserine in which unspecified acyl and alkyl groups are located at positions 1 and 2 respectively.


An alkyl,acyl-sn-glycero-3-phosphoserine in which unspecified alkyl and acyl groups are located at positions 1 and 2 respectively.


2-(pentylsulfanyl)acetic acid

A C7 sulfur-containing carboxylic acid.


A 1-phosphatidyl-1D-myo-inositol in which the two phosphatidyl acyl groups are specified as octanoyl.


zeinoxanthin

A carotenol, the structure of which is (6'R)-beta,epsilon-carotene hydroxy-substituted at C-3 with R-stereochemistry.


An amino hexasaccharide consisting of alpha-L-fucose, beta-D-galactose, N-acetyl-alpha-D-galactosamine, alpha-D-galactose, beta-D-galactose and beta-D-glucose residues joined in sequence with (1->2)-, (1->3)-, (1->3)-, (1->4)- and (1->4)-linkages, respectively.


A 3-sn-phosphatidyl-L-serine in which the two phosphatidyl acyl groups are specified as octanoyl.


A 3-sn-phosphatidyl-L-serine in which the two phosphatidyl acyl groups are specified as lauroyl (dodecanoyl).


L-tyrosiniumyl group

The organic cationic group formed from L-tyrosinium; the major structure at pH 7.3 of the L-tyrosyl group, formed by protonation of the alpha-amino group.


L-lysiniumyl(2+) group

The organic cationic group formed from L-lysinium(2+); the major structure at pH 7.3 of the L-lysyl group, formed by protonation of the alpha- and epsilon-amino groups.


L-cysteiniumyl group

The organic cationic group formed from L-cysteinium; the major structure at pH 7.3 of the L-cystyl group, formed by protonation of the alpha-amino group.


L-proliniumyl group

The organic cationic group formed from L-prolinium; the major structure at pH 7.3 of the L-prolyl group, formed by protonation of the alpha-amino group.


L-pyrrolysiniumyl group

The organic cationic group formed from L-pyrrolysinium; the major structure at pH 7.3 of the L-pyrrolysyl group, formed by protonation of the alpha-amino group.


O-phosphonato-L-seriniumyl(1-) group

The organic anionic group formed from O-phosphonato-L-serinium; the major structure at pH 7.3 of the O-phospho-L-serinyl group, formed by protonation of the alpha-amino group and deprotonation of the phosphate OH groups.


food preservative

Substances which are added to food in order to prevent decomposition caused by  microbial growth or by undesirable chemical changes.


alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->3)-D-GalpNAc in which the configuration at the GalNAc anomeric carbon is alpha.


L-pyrrolysinium

An alpha-amino-acid cation that is the conjugate acid of L-pyrrolysine, obtained by deprotonation of the alpha-amino group.


GABA antagonist

A compound that inhibits the action of gamma-aminobutyric acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 3-hydroxy carboxylic acid.


purine deoxyribonucleotide(1-) residue

A organic anionic residue involved in a DNA molecule which is derived from deprotonation of the phosphate OH group of purine deoxyribonucleotide residue.


An organic anionic residue derived by deprotonation of the phosphate OH group of pyrimidine deoxyribonucleotide residue.


cyclobutadithymidine(2-) residue

An organic anionic residue formed by deprotonation of the phosphate OH groups of cyclobutadithymidine residue.


An anionic amino-acid residue formed by loss of a proton from the phospho group of dodecanoyl-pantetheine-4-phosphorylserine residue.


antacid

Any substance which is used to neutralise stomach acidity.


An anionic amino-acid residue formed by loss of a proton from the phospho group of (3R)-3-hydroxypalmitoyl-pantetheine-4-phosphorylserine residue.


An anionic amino-acid residue formed by loss of a proton from the phospho group  of hexadec-2-enoyl-pantetheine-4-phosphorylserine residue.


An amino oligosaccharide that is an undecasaccharide in which two tetrasaccharide branches, each formed from fucose, galactose, N-acetylglucosamine and mannose residues linked alpha(1->2), beta(1->3) and beta(1->2) respectively, are linked alpha(1->3) and alpha(1->6) to the mannose residue of a trisaccharide chain consisting of mannose and two N-acetylglucosamine residues all linked beta(1->4) with a beta-configuration of the anomeric carbon of the N-acetylglucosamine residue at the reducing end.


[4)-D-GlcpNS-(1->](1-) residue

An organic anionic group resulting from the removal of the proton from the sulfamic acid group of [4)-D-GlcpNS-(1->] residue. The major structure at pH 7.3 of N-sulfo-D-glucosamine residue.


[4)-D-GlcpN-(1->](1+) residue

An organic cationic group obtained by protonation of the amino group of [4)-D-GlcpN-(1->] residue. The major structure at pH 7.3 of D-glucosamine residue.


[4)-D-GlcpN-(1->] residue

A monosaccharide residue obtained by removal of the anomeric hydroxy group and the hydrogen attached to the 4-hydroxy group of D-glucosamine.


cytosin1-yl group

An organic group obtained by removal of the hydrogen attached to the nitrogen at position 1 from cytosine.


5-methylcytosin-1-yl group

An organic group obtained by removal of the hydrogen attached to the nitrogen at position 1 from 5-methylcytosine.


[4)-D-GlcpNS-(1->] residue

A monosaccharide residue obtained by removal of the anomeric hydroxy group and the hydrogen attached to the 4-hydroxy group of N-sulfo-D-glucosamine.


alpha-L-Fucp-(1->2)-beta-D-Galp-(1->3)-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-D-Glcp in which the configuration at the anomeric carbon of the glucose residue is beta.


dihydroascorbigen 5'-O-beta-D-glucoside

A dihydroascorbigen hexoside in which the hexoside component is a beta-D-glucosyl residue attached at position 5 via a glycosidic bond.