A dihydroxy-5beta-cholanic acid that is deoxycholic acid with a double bond at position 6.


eldecalcitol

A hydroxycalciol that is calcitriol with a 3-hydroxypropoxy group at position 2.


His-Glu

A dipeptide formed from L-histidine and L-glutamic acid residues.


A hydroxycalciol that is calcitriol with a 4-hydroxybutoxy group at position 2.


His-Gly

A dipeptide formed from L-histidine and glycine residues.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-4-dehydro-3,6-dideoxy-alpha-D-mannose.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-beta-L-colitose.


A dTDP-D-fucose(2-) in which the anomeric centre of the fucose fragment has alpha-configuration.


A monocarboxylic acid anion that is the conjugate base of (S)-2-chloropropanoic acid obtained by deprotonation of the carboxy group.


A monocarboxylic acid anion that is the conjugate base of 2-chloroacrylic acid obtained by deprotonation of the carboxy group.


An alpha-amino-acid cation obtained by deprotonation of the carboxy group and protonation of the amino and guanidino groups of L-enduracididine.


An alpha-amino-acid cation obtained by deprotonation of the carboxy group and protonation of the amino and guanidino groups of (3S)-3-hydroxy-L-enduracididine.


An alpha-amino-acid cation obtained by deprotonation of the carboxy group and protonation of the amino and guanidino groups of (3S)-3-hydroxy-L-arginine


A monocarboxylic acid anion that is the conjugate base of (3S,5S)-carbapenam-3-carboxylic acid, obtained by deprotonation of the carboxy group.


A GDP-sugar having 4-dehydro-3,6-dideoxy-alpha-D-mannose as the sugar fragment.


benzene-1,3-disulfonic acid

A member of the class of benzenesulfonic acids consisting of benzene carrying two sulfo groups at positions 1 and 3 respectively.


benzenesulfonic acids

An arenesulfonic acid that consists of a benzene ring substituted by at least one sulphonic acid group.


A monocarboxylic acid anion that is the conjugate base of (5R)-carbapenem-3-carboxylic acid, obtained by deprotonation of the carboxy group.


2,3-dinor-6-oxoprostaglandin F1alpha

A prostanoid that is prostaglandin F1alpha lacking two methylenes in the carboxyalkyl chain and bearing an oxo group at the 6-position.


benzene-1,2-disulfonic acid

A member of the class of benzenesulfonic acids consisting of benzene carrying two sulfo groups at positions 1 and 2 respectively.


GDP-beta-L-colitose

A GDP-sugar having beta-L-colitose as the sugar fragment.


benzene-1,4-disulfonic acid

A member of the class of benzenesulfonic acids consisting of benzene carrying two sulfo groups at position 1 and 4 respectively.


A 2-oxo monocarboxylic acid anion that is the conjugate base of (S)-3-hydroxy-2-oxo-3-phenylpropanoic acid, obtained by deprotonation of the carboxy group.


An azabicycloalkane that consists of a hexahydropyrimidine ring fused with a cyclopentane ring at positions 2 and 3.


dTDP-alpha-D-fucose

A dTDP-D-fucose in which the anomeric centre of the fucose fragment has alpha-configuration.


A prostanoid that is 2,3-dinor-6-oxo-prostaglandin F1alpha in which a hydrogen at position 19 is replaced by a hydroxy group.


2,3-dinor-prostaglandin E2

A prostanoid that is prostaglandin E2 lacking two methylenes in the carboxyalkyl chain.


novobiocic acid(1-)

An organic anion obtained by selective deprotonation of the 4-hydroxy group on the chromene ring of novobiocic acid.


8-desmethylnovobiocic acid(1-)

An organic anion obtained by selective deprotonation of the 4-hydroxy group on the chromene ring of 8-desmethylnovobiocic acid.


An organic anion obtained by selective deprotonation of the 4-hydroxy group on the chromene ring of descarbamoylnovobiocin.


(S)-2-chloropropanoic acid

A monocarboxylic acid that is propanoic acid substituted at position 2 by a chloro group (the S-enantiomer).


An organic anion obtained by selective deprotonation of the 4-hydroxy group on the chromene ring of desmethyldescarbamoylnovobiocin.


methylhypoxanthine

An oxopurine that is hypoxanthine with at least one methyl group substituted on to the ring.


A methylhypoxanthine that is hypoxanthine with the methyl group at position 1.


A sulfone that is 1-phenyl-2-propenone with a phenylsulfonyl group at position 3.


1-salicylate glucuronide

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


An alpha-amino-acid anion that is the conjugate base of (2S,5S)-5-carboxymethylproline, obtained by deprotonation of the two carboxy groups and protonation of the endocyclic amino group.


2-chloroacrylic acid

A chlorocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by chlorine.


A thiazolidinemonocarboxylic acid  that is L-thioproline with a sulfomethyl group at position 2.


prostaglandin E2-UM

A prostanoid that is prostaglandin E2 in which the acyclic hydroxy group has been oxidised to the corresponding ketone, the methyl group has been oxidised to the corresponding carboxylic acid and the 6-carboxyhexenyl group has been oxidatively cleaved to a 2-carboxyethyl group. It is the major urinary metabolite of prostaglandin E2.


2,2,4-trihydroxybutanoic acid

A hydroxybutyric acid that is butyric acid  substituted by hydroxy groups at positions 2, 2 and 4.


An alpha,omega-dicarboxylic acid and phosphate monoester that is adipic acid with a phosphate group at position 4 and hydroxy groups at positions 2, 3, and 5.


L-enduracididine

An L-alpha-amino acid that is L-alanine in which one of the methyl hydrogens is substituted by a 2-iminoimidazolidin-4-yl group.


A pyrazole that is 1H-pyrazole bearing an ethyl group at position 3, a 2-hydroxyphenyl group at position 2, and a 4-methoxyphenyl group at position 5.


A non-proteinogenic L-alpha-amino acid that is L-serine substituted at position 3 by a 2-iminoimidazolidin-4-yl group.


A hydroxy-L-arginine in which the hydroxy group is located at position 3 (the 3S-diastereomer).


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of beta-D-Gal-(1->3)-alpha-D-GlcNAc-diphospho-ditrans,octacis-undecaprenol


A member of the class of prostaglandins Falpha that is 15-oxo-prostaglandin F2alpha in which the methyl group has been oxidised to the corresponding carboxylic acid and in which the double bond at positions 13-14 has been reduced to a single bond.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxo-octacosanoic acid (3-oxomontanoic acid).


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxo-octacosanoyl-CoA (3-oxomontanoyl-CoA).


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxotetracosanoyl-CoA.


(3S,5S)-carbapenam-3-carboxylic acid

A carbapenam substituted at position 3 by a carboxy group (the 3S,5S-diastereomer).


A glycal derivative that is 1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol substituted by an acetylamino group at position 2.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxohexacosanoyl-CoA.


A dihydropterin that is 2-amino-6-hydroxymethyl-7,8-dihydropteridin-4-one with two methyl substituents at position 7.


A butan-4-olide that is gamma-butyrolactone with a 6-methylheptanoyl substituent at position 3 and a hydroxymethyl substituent at position 4 (the 3R,4R-stereoisomer).


A prostanoid that is prostaglandin F2alpha  which is lacking two methylenes in the carboxyalkyl chain and in which the hydroxy group at position 15 has been oxidised to the corresponding ketone.


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of beta-D-Gal-(1->4)-alpha-D-GlcNAc-diphospho-ditrans,octacis-undecaprenol.


A 2-oxo monocarboxylic acid that is pyruvic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxy groups (the S-enantiomer).


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of beta-D-Glc-(1->3)-alpha-D-GlcNAc-diphospho-ditrans,octacis-undecaprenol


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-diphospho-ditrans,octacis-undecaprenol.


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-diphospho-ditrans,octacis-undecaprenol.


2,3,4,5-tetranor-prostaglandin FM

A prostanoid that is prostaglandin E2-UM in which the oxo group at position 9 has been reduced to the corresponding alcohol (alpha-configuration).


2-oleoyl glycerol

A 2-monoglyceride where the acyl group is (9Z)-octadecenoyl.


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of alpha-L-Fuc-(1->2)-beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-diphospho-ditrans,octacis-undecaprenol.


A disaccharide consisting of alpha-L-rhamnose and beta-D-glucose linked via a 1->2 glycosidic bond.


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of alpha-D-Gal-(1->3)-[alpha-L-Fuc-(1->2)]-beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-diphospho-ditrans,octacis-undecaprenol.


thromboxane B1

A thromboxane B that is thromboxane B2 in which the double bond at position 5-6 has been reduced to a single bond.


A 2-(3-amino-3-carboxypropyl)-L-histidine zwitterion obtained by transfer of a proton from the amino to the carboxy group of 2-[(3S)-3-amino-3-carboxypropyl]-L-histidine residue.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups and protonation of the 4-amino group of GDP-4-amino-4,6-dideoxy-alpha-D-mannose.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-N-acetyl-alpha-D-perosamine.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) ion in which the acyl groups at C-1 and C-2 are hexadecanoyl and (9Z)-hexadec-9-enoyl respectively.


A phosphatidylethanolamine 32:1 in which the acyl groups at C-1 and C-2 are hexadecanoyl and (9Z)-hexadec-9-enoyl respectively.


ANABASINE

The (S)-enantiomer of anabasine.


A phosphatidylcholine 32:1 in which the acyl groups at C-1 and C-2 are hexadecanoyl and (9Z)-hexadec-9-enoyl respectively.


A 1-O-alkyl-sn-glycerol that has octadecyl as the alkyl group. The S enantiomer of batilol.


A 1-O-alkyl-sn-glycerol that has octadec-9-en-1-yl as the alkyl group. The S enantiomer of selachyl alcohol.


2,3,4,5-tetranor-thromboxane B1

A monocarboxylic acid that is thromboxane B1 which is lacking four methylenes in the carboxyalkyl chain. It is a urinary metabolite of thromboxane B2.


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of CDP-2,3-bis-O-(phytanyl)-sn-glycerol.


8-desmethylnovobiocic acid

A hydroxycoumarin that is novobiocic acid lacking the 8-methyl group.


An ionic phospholipid obtained by deprotonation of the phosphate OH groups of 1-archaetidyl-1D-myo-inositol 3-phosphate.


An ionic phospholipid that is the conjugate base of 1-archaetidyl-D-myo-inositol, obtained by deprotonation of the phosphate OH group.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 3-O-phospho-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-[alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)]n-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-GlcNAc-ditrans,octacis-undecaprenol.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 3-O-methylphospho-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-[alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)]n-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-GlcNAc-ditrans,octacis-undecaprenol.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-[alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)]n-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-GlcNAc-ditrans,octacis-undecaprenol.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxo-(11Z)-eicosa-11-enoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (11Z,14Z)-3-oxoicosa-11,14-dienoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (9Z,12Z)-3-oxolinoleoyl-CoA.


An icosanoid that is leukotriene E4 in which the non-conjugated double bond has been reduced to a single bond and four methylene groups have been lost from the resulting carboxyalkyl chain.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (9Z,12Z,15Z)-3-oxoicosatrienoyl-CoA.


An icosanoid that is leukotriene E4 in which the isolated double bond has migrated into conjugation with the triene moiety and in which four methylene groups have been lost from the resulting carboxyalkyl chain.


18-carboxy-19,20-dinor-leukotriene E4

An icosanoid that is leukotriene E4 in which two methylene groups are removed from the carboxyalkyl chain attached to the non-conjugated double bond.


leukotriene E3

A leukotriene that is leukotriene E4 in which the non-conjugated double bond has been reduced to a single bond.


An icosanoid that is leukotriene E3 in which the terminal octyl group is replaced by a carboxymethyl group.


DISOGLUSIDE

A sterol 3-beta-D-glucoside having diosgenin as the sterol component.


2-oxobut-3-enoic acid

A 2-oxo monocarboxylic acid that is 2-oxobutanoic acid with double bond at position 3.


dioscin

A spirostanyl glycoside that consists of the trisaccharide alpha-L-Rha-(1->4)-[alpha-L-Rha-(1->2)]-beta-D-Glc attached to position 3 of diosgenin via a glycosidic linkage.


An aminoalkylpyridine that is pyridine substituted by a ethanamino group at position 2.


A steroid saponin that is protodioscin lacking the 26-O-glucosyl moiety.


A sulfonium compound that is dimethysulfonium with a 3-oxopropyl substituent.


A polyprenyl phospho oligosaccharide that consists of a beta-D-Gal-(1->3)-alpha-D-GlcNAc moiety linked via a diphospho group to ditrans,octacis-undecaprenol.


A pyrimidone that is cytosine substituted by an ethyl group at position 3.


A taxane diterpenoid that is 3'-N-debenzoyltaxol which is lacking the 2-hydroxy group.


3-sulfopropanoic acid

A carboxyalkanesulfonic acid that is the C-sulfo derivative of propanoic acid.


A polyprenyl phospho oligosaccharide that consists of a beta-D-Gal-(1->4)-alpha-D-GlcNAc moiety linked via a diphospho group to ditrans,octacis-undecaprenol.


A polyprenyl phospho oligosaccharide that consists of a beta-D-Glc-(1->3)-alpha-D-GlcNAc moiety linked via a diphospho group to ditrans,octacis-undecaprenol.


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


small nuclear RNA

A class of small RNA molecules which are comprised of approximately 150 nucleotides and which are found within the nucleus of eukaryotic cells.


A polyprenyl phospho oligosaccharide that consists of an alpha-D-GalNAc-(1->3)-alpha-D-GalNAc moiety linked via a diphospho group to ditrans,octacis-undecaprenol.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-3-oxoicosa-11-enoic acid.


A polyprenyl phospho oligosaccharide that consists of a beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc moiety linked via a diphospho group to ditrans,octacis-undecaprenol.


perillene

A monoterpenoid that is furan in which the hydrogen at position 3 is replaced by a 4-methylpent-3-en-1-yl group. A defensive allomone of thrips that has a flowery, citrus-like flavour.


A polyprenyl phospho oligosaccharide that consists of an alpha-L-Fuc-(1->2)-beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc moiety linked via a diphospho group to ditrans,octacis-undecaprenol.


A polyprenyl phospho oligosaccharide that consists of the pentasaccharide alpha-D-Gal-(1->3)-[alpha-L-Fuc-(1->2)]-beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc linked via a diphospho group to ditrans,octacis-undecaprenol.


A 2-(3-amino-3-carboxypropyl)-L-histidine dizwitterion arising from transfer of two protons from the carboxy to the amino groups of 2-[(3S)-3-amino-3-carboxypropyl]-L-histidine.


A 2-(3-amino-3-carboxypropyl)-L-histidine in which position 3 on the side-chain has S-configuration.


5-chloro-4-hydroxy-2-oxopentanoic acid

A monocarboxylic acid that is the 5-chloro derivative of  4-hydroxy-2-oxopentanoic acid.


A GDP-hexose having 4-amino-4,6-dideoxy-alpha-D-mannose as the hexose fragment.


A thioadenosine that is adenosine with the hydroxy group at C-5' substituted with an ethylthio (ethylsulfanyl) group.


GDP-N-acetyl-alpha-D-perosamine

A GDP-hexose having N-acetyl-alpha-D-perosamine as the hexose fragment.


5-hydroxypipecolic acid

A  piperidinemonocarboxylic acid that is pipecolic acid with a hydroxy substituent at position 5.


An L-tryptophan derivative that is L-tryptophan with a methoxy substituent at position 5.


A CDP-glycerol that is 2,3-bis-O-(phytanyl)-sn-glycerol (archaeol) having a CDP moiety attached at position 1.


His-His

A dipeptide formed from two L-histidine residues.


His-Lys

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


His-Met

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


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (11Z,14Z,17Z)-3-oxoicosatrienoyl-CoA.


His-Pro

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


His-Ser

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


A 16-carboxy-Delta(13)-17,18,19,20-tetranor-leukotriene E4 in which the double bond at position 13-14 has E-configuration.


His-Trp

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


His-Tyr

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


His-Val

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


Ile-Arg

A dipeptide formed from L-isoleucine and L-arginine residues.


Ile-Ala

A dipeptide formed from L-isoleucine and L-alanine residues.


Ile-Asn

A dipeptide formed from L-isoleucine and L-asparagine residues.


An  oxopurine that is  guanine with an oxo group at position 8 and a methyl substituent at position 7.


Ile-Gln

A dipeptide formed from L-isoleucine and L-glutamine residues.


Ile-Gly

A dipeptide formed from L-isoleucine and glycine residues.


Ile-Ile

A dipeptide formed from two L-isoleucine residues.


A monounsaturated fatty acyl-CoA(4-) resulting from the deprotonation of the phosphate and diphosphate OH groups of erucoyl-CoA.


A monounsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (11Z)-eicosenoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (13Z)-3-oxodocosenoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (15Z)-3-oxotetracosenoyl-CoA.


Ile-Leu

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


Ile-Met

A dipeptide formed from L-isoleucine and L-methionine residues.


allopurinol riboside

A nucleoside analogue that is allopurinol with a beta-D-ribofuranosyl moiety at the 1-position.


Ile-Phe

A dipeptide formed from L-isoleucine and L-phenylalanine residues.


Ile-Pro

A dipeptide formed from L-isoleucine and L-proline residues.


Ile-Ser

A dipeptide formed from L-isoleucine and L-serine residues.


ALLYLTHIOUREA

A thiourea with a prop-2-enyl group attached to one of the amines.


Ile-Trp

A dipeptide formed from L-isoleucine and L-tryptophan residues.


A glycerophosphoinositol phosphate that is 1-archaetidyl-1D-myo-inositol bearing an additional phospho substituent at position 3.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoA; major species at pH 7.3.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoyl-CoA; major species at pH 7.3.


A monocarboxylic acid that is acrylic acid with substituents 4-methoxyphenyl at position 2 and 6-methylpyridin-2-yl at position 3.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA; major species at pH 7.3.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (9Z,12Z,15Z,18Z)-tetracosatetraenoyl-CoA; major species at pH 7.3.


A glycerophosphoinositol that is 1-D-myo-inositol substituted at position 1 by an archaetidyl group.


name: aspartyl adenylate beta-ketophosphonate isostere

description: An organic phosphonate that is adenosine having a [(3S)-3-amino-4-carboxy-2-oxobutyl](hydroxy)phosphoryl group attached at position 5'.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z)-3-oxolinoleic acid.


is_a CHEBI:57318


biotin sulfone

A member of the class of biotins that is biotin sulfoxide with a sulfone group replacing the sulfoxide.


A polyprenyl phospho polysaccharide that consists of the polysaccharide 3-O-phospho-[2)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-alpha-D-Man-(1->3)-alpha-D-Man-(1->]n-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-GlcNAc linked via a diphospho group to ditrans,octacis-undecaprenol.


polyprenyl phospho polysaccharide

A polyprenyl phospho carbohydrate in which the carbohydrate portion is any polysaccharide.


caproylcholine

An acylcholine with an acyl group that is hexanoyl.


A polyprenyl phospho polysaccharide that consists of the polysaccharide 3-O-methylphospho-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-[alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)]n-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-GlcNAc linked via a diphospho group to ditrans,octacis-undecaprenol.


A polyprenyl phospho polysaccharide that consists of the polysaccharide alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-[alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)]n-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-GlcNAc linked via a diphospho group to ditrans,octacis-undecaprenol.


N-octanoylglycine

An N-acylglycine that has octanoyl as the acyl group.


A dihydroceramide in which the ceramide N-acyl group is specified as (9Z)-octadecenoyl (oleoyl).


N-acetylglycine-N-methylamide

An amino acid amide that is methylglycinamide with an acetyl group substituent on the amino group.


A cholesterol ester in which the acyl group is specified as  (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl.


A cholesterol ester in which the acyl group contains 22 carbons in total and 6 double bonds.


An S-substituted L-cysteine where the S-substituent is specified as (2-hydroxyethyl)sulfane.


An aldonolactone obtained by formal oxidation of the anomeric position of any aldopyranose.


erucoyl-CoA

An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of erucic acid.


decanoylcholine

An acylcholine obtained by formal condensation of the carboxy group of decanoic acid with the hydroxy group of choline.


tatridin A

A germacrane sesquiterpenoid in which the 10-membered ring contains one E- and one Z- double bond and is fused to a 3-methylenedihydrofuran-2(3H)-one moiety. It has been isolated from Artemesia arbuscala, Anthemis altissima and Tanacetum vulgare.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z,14Z)-3-oxoicosa-11,14-dienoic acid.


A secondary aliphatic amine with two undecyl groups


A fluoroamino acid that is lysine with a difluoromethyl group at position 2.


A non-proteinogenic amino-acid derivative that is norvaline (2-aminopentanoic acid) in which a hydrogen at position 3 is replaced by a hydroxy group.


TATRIDIN B

A germacrane sesquiterpenoid found in Tanacetum vulgare, Anthemis altissima and Anthemis melanolepsis that is tatridin A in which the double bond at position 9-10 has migrated to position 10-14.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z,14Z,17Z)-3-oxoicosatrienoic acid.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxypalmitoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxystearoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxybehenoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxytetracosanoyl-CoA.


A 2-oxo monocarboxylic acid anion that is the conjugate base of (3S)-3-methyl-2-oxo-3-phenylpropanoic acid, obtained by deprotonation of the carboxy group.


Gly-Met

A dipeptide formed from glycine and L-methionine residues.


O-dodecanedioylcarnitine

An O-acylcarnitine having 11-carboxyundecanoyl as the acyl substituent.


A 2-oxo monocarboxylic acid that is pyruvic acid in which two of the methyl hydrogens are substituted by phenyl and methyl groups (the S-enantiomer).


6-guanidinohexanoic acid

A member of the class of guanidines that consists of hexanoic acid substituted by a guanidino group at position 6.


A biphenylyltetrazole that is losartan with the hydroxymethyl group at position 5 on the imidazole ring replaced with a carboxylic acid.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-eicosenoic acid.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z)-3-oxodocosenoic acid.


A C24:1-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (15Z)-tetracosenoyl-CoA.


gamma-thiomethyl glutamate

A glutamic acid derivative with a methylsulfanyl group  at position 4.


A dihydroceramide in which the ceramide N-acyl group is specified as (15Z)-tetracosenoyl (nervonoyl).


aloin B

A C-glycosyl compound that is beta-D-glucopyranose in which the anomeric hydroxy group is replaced by a 4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl moiety (the 9R diastereoisomer).


A dihydroceramide in which the ceramide N-acyl group is specified as (17Z)-hexacosenoyl


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (15Z)-3-oxotetracosenoic acid.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (17Z)-hexacosenoyl-CoA


Gly-Pro-Hyp

A  tripeptide composed of glycine, L-proline and 3-hydroxy-L-proline units joined in sequence by peptide linkages.


A hydroxy fatty-acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxypalmitic acid.


A hydroxy fatty-acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxystearic acid.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z,15Z)-3-oxoicosatrienoic acid


A hydroxy fatty-acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxytetracosanoic acid.


A saturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of montanoyl-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 (15Z)-tetracosenoic acid.


A nucleotide-sugar oxoanion arising from deprotonation of the free diphosphate OH groups of dTDP-6-deoxy-alpha-D-allose.


A pyrimidine 2'-deoxyribonucleoside 5'-monophosphate that is the mono-p-nitrophenyl ester of thymidine 5'-monophosphate.


A nucleotide-sugar oxoanion arising from deprotonation of the free diphosphate OH groups of dTDP-4-dehydro-6-deoxy-beta-D-gulose.


An acyl-CoA(4-) in which the S-acyl moiety contains 24 carbons and 1 double bond. Major species at pH 7.3.


pyrazoloquinoline

Any organic heterotricyclic compound that consists of a pyrazole ring ortho-fused to a quinoline.


A hydroxy fatty-acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxybehenic acid.


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 (17Z)-hexacosenoic acid.


octacosanoyl-CoA

An ultra-long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of octacosanoic acid (montanic acid).


S-palmitoyl-L-cysteine residue

An alpha-amino-acid residue derived from S-palmitoyl-L-cysteine.


Conjugated base of chebi:32333


A hydroxycoumarin that is 4,7-dihydroxycoumarin bearing additional amino and methyl substituents at positions 3 and 8 respectively.


ETHYLMALONATE

A dicarboxylic acid obtained by substitution of one of the methylene hydrogens of malonic acid by an ethyl group.


A monohydroxybenzoate that is the conjugate base of 3-dimethylallyl-4-hydroxybenzoic acid, obtained by deprotonation of the carboxy group.


An organic anion that is the conjugate base of 3-amino-4,7-dihydroxycoumarin, obtained by selective deprotonation of the 7-hydroxy group


A nucleotide-sugar oxoanion arising from deprotonation of the free diphosphate OH groups of dTDP-beta-D-fucofuranose.


O-ureido-D-serine zwitterion

An amino acid zwitterion resulting from the transfer of a proton from the carboxy to the amino group of O-ureido-D-serine.


A dihydroceramide in which the acyl moiety contains 24 carbons and 1 double bond.


An acyl-CoA(4-)in which the acyl moiety contains 26 carbons and 1 double bond. Major species at pH 7.3.


A dihydroceramide in which the acyl moiety contains 26 carbons and 1 double bond.


A dTDP-sugar having 4-dehydro-6-deoxy-beta-D-gulose as the sugar component.


nitrocyclohexane

A C-nitro compound that is cyclohexane in which a single hydrogen is replaced by a nitro group.


An alkadiene consisting of pentane with the two double bonds located at positions 1 and 3.


C17 sphingosine(1+)

A cationic sphingoid that is the conjugate acid of C17 sphingosine, obtained by protonation of the primary amino function; major species at pH 7.3.


A ceramide that is the N-tetracosanoyl derivative of C17-sphingosine.


A five-membered form of ribonolactone having D-configuration.


An organic cation that is the conjugate acid of L-alaninamide, obtained by protonation of the gamma-amino group.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 14 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 15 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 16 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 17 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 18 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 19 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 20 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 21 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 22 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 23 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 24 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 25 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphinganine in which the acyl group has 26 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphing-4-enine in which the acyl group has 14 carbons and 0 double bonds.


A N-acyl-15-methylhexadecasphing-4-enine in which the acyl group has 15 carbons and 0 double bonds.


A ceramide in which the N-acyl moiety contains 24 carbons and 1 double bond, with the sphingoid base specified as C17-sphingosine.


dTDP-beta-D-fucofuranose

A dTDP-sugar having beta-D-fucofuranose as the sugar component.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 17 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 16 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 18 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 17 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 19 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 18 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 20 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 19 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 21 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 20 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 22 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 21 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 23 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 22 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 24 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 23 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 25 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 24 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 26 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 25 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 26 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 28 carbons and 0 double bonds.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 27 carbons and 0 double bonds and is 2-hydroxylated.


A N-acyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 28 carbons and 0 double bonds and is 2-hydroxylated.


O-ureido-D-serine

A serine derivative that is D-serine in which the hydroxyl hydrogen is replaced by a ureido group.


An organophosphate oxoanion resulting from the removal of two protons from the diphosphate group of N-acetyl-alpha-D-galactosaminyl-1-diphospho-ditrans,polycis-undecaprenol.


An acyl-CoA(4-) in which the acyl moiety contains 24 carbons, 1 double bond, and 1 hydroxyl group on position 2. Major species at pH 7.3.


A dihydroceramide in which the acyl moiety contains 24 carbons, 1 double bond, and a hydroxyl group on position 2.


An N-acyl-15-methylhexadecaphytosphingosine in which the ceramide N-acyl group is apecified as hexadecanoyl (palmitoyl).


A polyprenyl phospho oligosaccharide that consists of a N-acetyl-alpha-D-galactosaminyl residue linked via a diphospho group to ditrans,polycis-undecaprenol.


fumicycline A

An anthrafuran and meroterpenoid that is 2,3,11,11a-tetrahydroanthra[2,3-b]furan which is substituted by a 2-oxopropylidene group at position 2, a 3-methylbut-2-en-1-yl group at position 5, an oxo group at position 11, and hydroxy groups at positions 3a, 7, 9, and 10. It is one of the 'cryptic' secondary metabolites (i.e. expressed at very low levels in the absence of specific triggers and/or conditions) of Aspergillus fumogatus, obtained following the induction of the fungus with the actinomycete Streptomyces rapamycinicus.


C17 sphingosine

A sphingoid that is the C17 analogue of sphingosine.


aspernidine A

A member of the class of isoindoles that is isoindolin-1-one which is substituted at positions 4, 5 and 6 by hydroxy, triprenyloxy and methoxy groups, respectively. The alkaloid was isolated from the model fungus Aspegillus nidulans.


gamma-lactam

A lactam in which the amide bond is contained within a five-membered ring, which includes the amide nitrogen and the carbonyl carbon.


A pyrrolidinone in which the oxo group is at position 2 of the pyrrolidine ring.


An organic anion that is the conjugate base of genistein, obtained by selective deprotonation of the 7-hydroxy group.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxotriacontanoyl-CoA (3-oxomelissoyl-CoA).


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (11Z,14Z,17Z,20Z,23Z)-hexacosapentaenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (13Z,16Z,19Z,22Z,25Z)-3-oxooctacosapentaenoyl-CoA.


phosphatidylinositol 32:0(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 32 carbons in total and 0 double bonds.


phosphatidylinositol 34:0(1-)

A 1,2-diacyl-sn-glycero-3-phospho-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 34 carbons in total and 0 double bonds.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (13Z,16Z,19Z,22Z,25Z)-octacosapentaenoyl-CoA.


A member of the class of isoindoles that is  2,3-dihydro-1H-isoindole in which the hydrogens at positon 1 are replaced by an oxo group.


phosphatidylinositol 34:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 34 carbons in total and 1 double bond.


phosphatidylinositol 34:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 34 carbons in total and 2 double bonds.


phosphatidylinositol 36:0(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 36 carbons in total and 0 double bonds.


phosphatidylinositol 38:4(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 38 carbons in total and 4 double bonds.


phosphatidylinositol 38:5(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 38 carbons in total and 5 double bonds.


phosphatidylinositol 38:6(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 38 carbons in total and 6 double bonds.


A lysophosphatidylinositol 18:0(1-) that is a 1-acyl-sn-glycero-3-phospho-D-myo-inositol which has octadecanoyl as the acyl group and a free hydroxy group at position 2 of the glycerol moiety.


is_a CHEBI:65055 is_a CHEBI:74241


A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (15Z,18Z,21Z,24Z,27Z)-3-oxotriacontapentaenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (15Z,18Z,21Z,24Z,27Z)-triacontapentaenoyl-CoA.


keto-meromycolic acid

A mycolic acid produced by Mycobacterium tuberculosis, the structure of which is tetracosanoic acid substituted at the alpha-carbon by a C55 chain which incorporates a hydroxy group at C-1, a cyclopropyl ring fused onto the C-16-C-17 bond, an oxo group at C-35 and a methyl group at C-36.


A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (19Z,22Z,25Z,28Z,31Z)-3-oxotetratriacontapentaenoyl-CoA.


A monounsaturated fatty acid that is (7Z)-heptadec-7-enoic acid which is substituted by a hydroxy group at position 14 and by oxo groups at positions 10 and 13.


glycerol mono(keto-meromycolate)

A mycolate ester formed by esterification of keto-meromycolic acid with the 1-OH of glycerol.


rhizobactin 1021

A hydoxy monocarboxylic acid that is citric acid in which the two carboxy groups attached to methylene groups have each been converted to the carboxamide arising  by formal condensation with the primary amino group of N-hydroxypropane-1,3-diamine and in which the nitrogen of one of the hydroxylamino groups has been acetylated while the other has been acylated with a (2E)-dec-2-enoyl group. Rhizobactin 1021 is a siderophore obtained fromj the nitrogen-fixing alfalfa symbiont Rhizobium meliloti 1021.


mycolate ester

A carboxylic ester formed by esterification of a mycolic acid.


A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (17Z,20Z,23Z,26Z,29Z)-3-oxodotriacontapentaenoyl-CoA.


C80 D-glucose mono(keto-meromycolate)

A mycolate ester formed by esterification of keto-meromycolic acid with the 6-OH of D-glucose.


6-deoxy-D-glucos-6-yl corynomycolate

A mycolate ester formed by esterification of corynomycolic acid with the 6-OH of D-glucose. (C32 is the average tail length of a reported naturally occurring range of 30-36 carbon atoms.)


FMN-L-threonine(2-) residue

An organic anionic group obtained by deprotonation of the phosphate OH group and the heterocyclic ring of FMN-L-threonine residue.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (17Z,20Z,23Z,26Z,29Z)-dotriacontapentaenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (19Z,22Z,25Z,28Z,31Z)-tetratriacontapentaenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (21Z,24Z,27Z,30Z,33Z)-3-oxohexatriacontapentaenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (21Z,24Z,27Z,30Z,33Z)-hexatriacontapentaenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (23Z,26Z,29Z,32Z,35Z)-3-oxooctatriacontapentaenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (8Z,11Z,14Z)-icosatrienoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (8Z,11Z,14Z,17Z)-icosatetraenoyl-CoA.


N-acylurea

A member of the class of ureas that has the general formula R-CO-NH-CO-NH2 or R-CO-NH-CO-NH-CO-R', formally derived by the acylation of one or both of the nitrogens of a urea moiety.


A nucleotide residue derived from N(1)-methylguanosine 5'-monophosphate with linkages at the 3'- and 5'-positions.


N(1)-methylguanosine 5'-monophosphate

A purine ribonucleoside 5'-monophosphate that is GMP bearing a methyl substituent at position 1.


guanosine 5'-monophosphate(1-) residue

An organic anionic group obtained by deprotonation of the phosphate OH group of GMP residue.


A nucleotide residue derived from 4-demethylwyosine 5'-monophosphate with linkages at the 3'- and 5'-positions.


A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (R)-3-hydroxydecanoyl-CoA.


4-demethylwyosine 5'-monophosphate

A ribonucleotide that is the 5'-monophosphate derivative of 4-demethylwyosine.


dextromoramide

An N-acylpyrrolidine arising by formal condensation of pyrrolidine with (3S)-3-methyl-4-(morpholin-4-yl)-2,2-diphenylbutanoic acid. An opioid analgesic that is structurally related to methadone, it is more poweful than morphine but shorter acting. It has been used (particularly as the hydrogen tartrate salt) for the treatment of severe pain, but was discontinued in the UK in 2004.


name: 7-[(3S)-(3-amino-3-methoxycarbonyl)propyl]wyosine 5'-phosphate zwitterion residue

description: A zwitterionic group obtained by transfer of a proton from the phosphate to the amino group of 7-[(3S)-(3-amino-3-methoxycarbonyl)propyl]wyosine 5'-phosphate residue.


An (R)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (R)-3-hydroxylauroyl-CoA.


A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (R)-3-hydroxytetradecanoyl-CoA.


A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (R)-3-hydroxypalmitoyl-CoA.


An (R)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (R)-3-hydroxyoctanoyl-CoA.


A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (R)-3-hydroxyoctanoyl-CoA.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of trans-2-hexacosenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (11Z,14Z,17Z,20Z)-hexacosatetraenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (13Z,16Z,19Z,22Z)-3-oxooctacosatetraenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (13Z,16Z,19Z,22Z)-octacosatetraenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (15Z,18Z,21Z,24Z)-3-oxotriacontatetraenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (15Z,18Z,21Z,24Z)-triacontatetraenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (17Z,20Z,23Z,26Z)-3-oxodotriacontatetraenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (17Z,20Z,23Z,26Z)-dotriacontatetraenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (19Z,22Z,25Z,28Z)-3-oxotetratriacontatetraenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (19Z,22Z,25Z,28Z)-tetratriacontatetraenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (21Z,24Z,27Z,30Z)-3-oxohexatriacontatetraenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (21Z,24Z,27Z,30Z)-hexatriacontatetraenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (23Z,26Z,29Z,32Z)-3-oxooctatriacontatetraenoyl-CoA.


A member of the class of 2-pyranones that is 2H-pyran-2-one in which the hydrogens at positions 4 and 6 are substituted by hydroxy and (2,4-dihydroxy-6-methylphenyl)-2-oxoethyl groups respectively.


An octadecenoyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (11E)-octadecenoyl-CoA.


An octadecadienoyl-CoA(4-) in which the double bonds are located at positions 9 and 11 of the acyl group and have Z and E geometry, respectively.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA.


geranyllinalool

A diterpenoid that is linalool in which one of the terminal methyl hydrogens is substituted by a geranyl group (the 6E,10E-geoisomer)


PEDILSTATIN

A phorbol ester that is 4-deoxyphorbol in which the hydroxy groups at positions  12 and 13 have been replaced by octa-2,4-dienoyloxy and acetyloxy groups respectively.


wybutosine 5'-monophosphate

A ribonucleotide that is the 5'-monophosphate derivative of wybutosine.


wybutosine 5'-monophosphate residue

A nucleotide residue derived from wybutosine 5'-monophosphate with linkages at the 3'- and 5'-positions.


A nucleotide residue derived from beta-wybutosine 5'-monophosphate with linkages at the 3'- and 5'-positions.


O-heptanoylcarnitine

An  O-acylcarnitine that is the O-heptanoyl derivative of carnitine.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (6Z,9Z,12Z,15Z,18Z,21Z)-3-oxotetracosahexaenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (8Z,11Z,14Z,17Z,20Z,23Z)-3-oxohexacosahexaenoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoA.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of heptadecanoyl-CoA.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (9Z)-heptadecenoyl-CoA.


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


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (9Z)-pentadecenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (10Z,13Z,16Z,19Z,22Z,25Z)-3-oxooctacosahexaenoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (10Z,13Z,16Z,19Z,22Z,25Z)-octacosahexaenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (12Z,15Z,18Z,21Z,24Z,27Z)-3-oxotriacontahexaenoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (12Z,15Z,18Z,21Z,24Z,27Z)-triacontahexaenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (14Z,17Z,20Z,23Z,26Z,29Z)-3-oxodotriacontahexaenoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (14Z,17Z,20Z,23Z,26Z,29Z)-dotriacontahexaenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (16Z,19Z,22Z,25Z,28Z,31Z)-3-oxotetratriacontahexanoic acid.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontahexaenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (18Z,21Z,24Z,27Z,30Z,33Z)-3-oxohexatriacontahexaenoyl-CoA.


A glucosyl-N(6)-isopentenyladenine in which the glucosyl moiety is in the pyranose form, has alpha-D-configuration and is located at position N-7.


A sesquiterpene that is trideca 1,3,7,11-tetraene bearing three methyl substituents at poitions 4, 8 and 12 (the 3E,7E-geoisomer).


Leu-FMDP

A  dipeptide  composed of 3-{[(2E)-4-methoxy-4-oxobut-2-enoyl]amino}alanine and L-leucine joined by peptide linkages.


L-glyceric acid

An optically active form of glyceric acid having L-configuration.


A member of the class of phenols that is 2,4-dinitrophenol which is substituted at position 6 by a 1-(p-chlorophenyl)ethyl group. A metaquinone-8 inhibitor.


Ile-Tyr

A dipeptide formed from L-isoleucine and L-tyrosine residues.


Ile-Val

A dipeptide formed from L-isoleucine and L-valine residues.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (11Z,14Z,17Z)-icosatrienoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (13Z,16Z,19Z)-3-oxodocosatrienoyl-CoA.


lysophosphatidic acid 0:0/18:2(9Z,12Z)

A 2-acyl-sn-glycerol 3-phosphate having (9Z,12Z)-octadeca-9,12-dienoyl as the 2-O-acyl group.


Leu-Asp

A dipeptide formed from L-leucine and L-aspartic acid residues.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (10Z,13Z,16Z,19Z)-3-oxodocosatetraenoyl-CoA.


1-phosphatidyl-1D-myo-inositol(1-) in which the 2-acyl group is specified as (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl.


D-asparagine zwitterion

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


D-valine zwitterion

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


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (6Z)-hexadecenoyl-CoA.


A lysophosphatidylcholine 17:0 in which the acyl group at position 1 is 1-heptadecanoyl and the hydroxy group at position 2 is unsubstituted.


A lysophosphatidylcholine 20:3 in which the acyl group at position 1 is (5Z,8Z,11Z)-icosatrienoyl (meadoyl) and the hydroxy group at position 2 is unsubstituted.


A lysophosphatidylcholine 20:4 in which the acyl group at position 1 is (5Z,8Z,11Z,14Z)-icosatetraenoyl (arachidonoyl) and the hydroxy group at position 2 is unsubstituted.


An imidazolidinone that is imidazolin-2-one substituted at positions 4 and 5 by hydroxy and ureido groups respectively.


FMN-L-threonine residue

An alpha-amino-acid residue derived from FMN-L-threonine.


FMN-L-threonine

A L-threonine derivative that is L-threonine attached via its side-chain to FMN via a phosphate linkage.


A lysophosphatidylcholine 22:5 in which the acyl group at position 1 is (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl and the hydroxy group at position 2 is unsubstituted.


lysophosphatidylcholine 22:5

A lysophosphatidylcholine in which the acyl group (position not specified) contains 22 carbons with 5 double bonds.


N-diazoacetylnorleucine methyl ester

A  diazonium betaine obtained by the deprotonation of the hydroxy group of (Z)-2-hydroxy-2-{[(2S)-1-methoxy-1-oxohexan-2-yl]amino}ethenediazonium.


aclacinomycin T

An anthracycline that is aklavinone having an alpha-L-rhodosaminyl residue attached at position 4 via a glycosidic linkage.


aclacinomycin A(1+)

An anthracycline cation that is the conjugate acid of aclacinomycin A, obtained by protonation of the tertiary amino group.


15-demethylaclacinomycin T zwitterion

A zwitterion obtained by transfer of a proton from the carboxy to the tertiary amino group of 15-demethylaclacinomycin T.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxotriacontanoic acid (3-oxomelissic acid).


Met-FMDP

A  dipeptide  composed of 3-{[(2E)-4-methoxy-4-oxobut-2-enoyl]amino}alanine and L-methionine joined by peptide linkages.


S-methyl methanethiosulfonate

A sulfonic acid derivative obtained by condensaton of methanesulfonic acid with methanethiol.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z,14Z,17Z,20Z,23Z)-hexacosapentaenoic acid.


L-alpha-aminobutyrate zwitterion

An L-alpha-amino acid zwitterion that is L-alpha-aminobutyric acid in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z,16Z,19Z,22Z,25Z)-3-oxooctacosapentaenoic acid.


A linear tetrapyrrole anion obtained by deprotonation of both the carboxy groups of 5-oxo-delta-bilirubin (more correctly known as 10-oxo-delta-bilirubin; see comment).


A linear tetrapyrrole anion obtained by deprotonation of both the carboxy groups of 15-oxo-beta-bilirubin.


A peptide anion obtained by protonation of the amino group and deprotonation of the two carboxy groups of Ala-Asp.


phosphatidylinositol 28:0(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 28 carbons in total and 0 double bonds.


phosphatidylinositol 28:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 28 carbons in total and 1 double bond.


phosphatidylinositol 30:0(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 30 carbons in total and 0 double bonds.


phosphatidylinositol 30:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 30 carbons in total and 1 double bond.


phosphatidylinositol 30:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 30 carbons in total and 2 double bonds.


phosphatidylinositol 32:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 32 carbons in total and 1 double bond.


phosphatidylinositol 32:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 32 carbons in total and 2 double bonds.


phosphatidylinositol 36:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 36 carbons in total and 1 double bond.


phosphatidylinositol 36:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 36 carbons in total and 2 double bonds.


phosphatidylinositol 38:0(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 38 carbons in total and 0 double bonds.


phosphatidylinositol 38:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 38 carbons in total and 1 double bond.


phosphatidylinositol 38:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 38 carbons in total and 2 double bonds.


phosphatidylinositol 40:0(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 40 carbons in total and 0 double bonds.


phosphatidylinositol 40:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 40 carbons in total and 1 double bond.


phosphatidylinositol 40:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 40 carbons in total and 2 double bonds.


phosphatidylinositol 42:0(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 42 carbons in total and 0 double bonds.


N-methylformamide

A member of the class of formamides  having a N-methyl substituent.


phosphatidylinositol 42:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 42 carbons in total and 1 double bond.


phosphatidylinositol 42:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 42 carbons in total and 2 double bonds.


phosphatidylinositol 44:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 44 carbons in total and 1 double bond.


phosphatidylinositol 46:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 46 carbons in total and 1 double bond.


phosphatidylinositol 46:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 46 carbons in total and 2 double bonds.


phosphatidylinositol 48:1(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the acyl groups at C-1 and C-2 contain 48 carbons in total and 1 double bond.


Ala-Gln zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Ala-Gln.


Ala-His zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Ala-His.


Ala-Leu zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Ala-Leu.


Ala-Thr zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Ala-Thr.


Gly-Asn zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Gly-Asn.


Gly-Gln zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Gly-Gln.


Gly-Met zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Gly-Met.


Met-Ala zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Met-Ala.


An octadecenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11E)-octadecenoic acid.


An octadecadienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,11E)-octadecadienoic acid.


heptadecanoyl-CoA

A long-chain  fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of heptadecanoic acid,


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


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (15Z,18Z,21Z,24Z,27Z)-3-oxotriacontapentaenoic acid.


A phorbol ester that consists of 16-hydroxyphorbol bearing O-hexadecanoyl (palmitoyl) and O-decanoyl substituents at position 12 and 13 respectively.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (15Z,18Z,21Z,24Z,27Z)-triacontapentaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (19Z,22Z,25Z,28Z,31Z)-3-oxotetratriacontapentaenoic acid.


The S-enantiomer of 2-hydroxy-3-methylbutyrate. The conjugate base of (S)-2-hydroxy-3-methylbutyric acid, formed by loss of a proton from the carboxy group, it is the major species present at physiological pH.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (17Z,20Z,23Z,26Z,29Z)-3-oxodotriacontapentaenoic acid.


A  member of the class of acetohydroxamic acids that is trimethylenediamine bearing N-hydroxy and N-acetyl substituents.


N-(octanoyl)-L-homoserine

An N-acyl-L-homoserine with the acyl group being octanoyl.


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


A monocarboxylic acid amide obtained by the formal condensation of the terminal amino group of 3-amino-L-alanine with the carboxy group of (2E)-4-methoxy-4-oxobut-2-enoic acid.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 3-dimethylallyl-4-hydroxyphenylpyruvic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (17Z,20Z,23Z,26Z,29Z)-dotriacontapentaenoic acid.


N-acetylcysteamine

A member of the class of  acetamides that is the N-acetyl-deriavtive of cysteamine.


adenosine 5'-monophosphate(1-) residue

An organic anionic group obtained by deprotonation of the free phosphate OH group of AMP residue.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z,16Z,19Z,22Z,25Z)-octacosapentaenoic acid.


A monocarboxylic acid anion that is the conjugate base of 3-ureidoisobutyric acid, obtained by deprotonation of the carboxy group.


An organic anionic group obtained by deprotonation of the free phosphate OH group of N(6)-dimethylallyladenine 5'-monophosphate residue.


An organic anionic group obtained by deprotonation of the free phosphate OH group of 2-thio-N(6)-dimethylallyladenine 5'-monophosphate residue.


An organic anionic group obtained by deprotonation of the free phosphate OH group of 2-methylthio-N(6)-dimethylallyladenine 5'-monophosphate residue.


An organic anionic group obtained by deprotonation of the free phosphate OH and carboxy groups of N(6)-L-threonylcarbamoyladenine 5'-monophosphate residue.


An organic anionic group obtained by deprotonation of the free phosphate OH and carboxy groups of 2-thio-N(6)-L-threonylcarbamoyladenine 5'-monophosphate residue.


An organic anionic group obtained by deprotonation of the free phosphate OH and carboxy groups of 2-methylthio-N(6)-L-threonylcarbamoyladenine 5'-monophosphate residue.


3-thio-L-aspartate residue

An alpha-amino-acid residue anion obtained by deprotonation of the carboxy group of 3-thio-L-aspartic acid residue.


An organic heterotetracyclic compound that is the 9- epimer of 4'-demethylpodophyllotoxin.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (10Z,13Z,16Z)-docosatrienoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (10Z,13Z,16Z,19Z)-docosatetraenoyl-CoA.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (12Z,15Z,18Z,21Z)-tetracosatetraenoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (10Z,13Z,16Z)-3-oxodocosatrienoyl-CoA.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (12Z,15Z,18Z,21Z)-3-oxotetracosatetraenoyl-CoA.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (19Z,22Z,25Z,28Z,31Z)-tetratriacontapentaenoic acid.


An organic anionic group obtained by deprotonation of the three free phosphate OH groups of 7-methylguanosine 5'-triphosphate group.


nabumetone

A methyl ketone that is 2-butanone in which one of the methyl hydrogens at position 4 is replaced by a 6-methoxy-2-naphthyl group. A prodrug that is converted to the active metabolite, 6-methoxy-2-naphthylacetic acid, following oral administration. It is shown to have a slightly lower risk of gastrointestinal side effects than most other non-steroidal anti-inflammatory drugs.


N-decanoylglycine

An N-acylglycine with an acyl group that is decanoyl.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (21Z,24Z,27Z,30Z,33Z)-3-oxohexatriacontapentaenoic acid.


An organic anionic group obtained by deprotonation of the three free phosphate OH groups of N(2),N(2),N(7)-trimethylguanosine 5'-triphosphate group.


N-heptanoylglycine

An N-acylglycine with an acyl group that is heptanoyl.


An organophosphate oxoanion that is the conjugate base of N(2),N(2),N(7)-trimethylguanosine 5'-phosphate.


N-vinylacetylglycine

An N-acylglycine with an acyl group that is but-3-enoyl.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (21Z,24Z,27Z,30Z,33Z)-hexatriacontapentaenoic acid.


N-tridecanoylglycine

An N-acylglycine with an acyl group that is tridecanoyl.


N-undecanoylglycine

An N-acylglycine with an acyl group that is undecanoyl.


N-nonanoylglycine

An N-acylglycine with an acyl group that is nonanoyl.


nadolol

Nadolol is a diastereoisomeric mixture consisting of equimolar amounts of the four possible 2,3-cis-isomers of 5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol.


N-dodecanoylglycine

An N-acylglycine with an acyl group that is lauroyl.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (23Z,26Z,29Z,32Z,35Z)-3-oxooctatriacontapentaenoic acid.


An organic anionic group obtained by deprotonation of the free phosphate OH group 5,6-dihydrouridine 5'-monophosphate residue.


A nucleotide residue derived from 7-[(3S)-(3-amino-3-methoxycarbonyl)propyl]wyosine 5'-phosphate.


An organic anionic group obtained by deprotonation of the free phosphate OH group of 2'-O-methylguanosine 5'-monophosphate residue.


A ribonucleoside 5'-monophosphate having methyl (2S)-2-amino-4-(6-methyl-9-oxo-4,9-dihydro-3H-imidazo[1,2-a]purin-7-yl)butanoate as the nucleobase.


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


senegasaponin b

A triterpenoid saponin isolated from Polygala senega var latifolia and has been shown to exhibit hypoglycemic activity.


An organic anionic group obtained by deprotonation of the free phosphate OH group of N(6)-methyladenosine 5'-monophosphate residue.


nafarelin

An oligopeptide comprising of 5-oxo-L-proline, L-histidine, L-tryptophan, L-serine, L-tyrosine, 3-(2-naphthyl)-D-alanine, L-leucine, L-arginine and L-prolylglycinamide residues joined sequence by peptide linkages. It is a gonadotropin releasing hormone agonist that is used to treat central precocious puberty in children and endometriosis in women.


An N-tetracosenoylsphingosine in which the double bond in the ceramide acyl group is located at position 15 (the Z-geoisomer.


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


NMNH

A nicotinamide mononucleotide that is obtained by addition of hydride to position 4 on the pyridine ring of NMN(+).


name: 5-aminomethyl-2-thiouridine 5'-monophosphate zwitterion residue

description: A zwitterionic group obtained by transfer of a proton from the phosphate to the amino group of 5-aminomethyl-2-thiouridine 5'-monophosphate residue.


name: 5-methylaminomethyl-2-thiouridine 5'-monophosphate zwitterion residue

description: A zwitterionic group obtained by transfer of a proton from the amino to the phosphate group of 5-methylaminomethyl-2-thiouridine 5'-monophosphate residue.


A member of the class of furans that is 5-methyl-2,3-dihydrofuran with a hydroxy group at position 4 and a keto group at position 3.


N-tetracosenoylsphingosine

An acylsphingosine in which the acyl moiety contains 24 carbons and 1 double bond.


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


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


clioquinol

A monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 are replaced by chlorine and iodine, respectively. It has antibacterial and atifungal properties, and is used in creams for the treatment of skin infections. It has also been investigated as a chelator of copper and zinc ions for the possible treatment of Alzheimer's disease.


lysophosphatidylinositol 14:0(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 14 carbons and zero double bonds.


lysophosphatidylinositol 14:1(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 14 carbons and 1 double bond.


lysophosphatidylinositol 16:0(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 16 carbons and 0 double bonds.


lysophosphatidylinositol 16:1(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 16 carbons and 1 double bond.


lysophosphatidylinositol 18:0(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 18 carbons and 0 double bonds.


lysophosphatidylinositol 18:1(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 18 carbons and 1 double bond.


lysophosphatidylinositol 20:1(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 20 carbons and 0 double bonds.


lysophosphatidylinositol 22:0(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 22 carbons and 0 double bonds.


lysophosphatidylinositol 26:0(1-)

A lysophosphatidyl-1D-myo-inositol(1-) in which the remaining acyl group (position not specified) contains 26 carbons and 0 double bonds.


nafcillin

A penicillin in which the substituent at position 6 of the penam ring is a (2-ethoxy-1-naphthoyl)amino group.


lysophosphatidylcholine 24:0

A lysophosphatidylcholine in which the remaining acyl group (position not specified) contains 24 carbons and 0 double bonds.


lysophosphatidylcholine 24:1

A lysophosphatidylcholine in which the remaining acyl group (position not specified) contains 24 carbons and 1 double bond.


lysophosphatidylcholine 26:0

A lysophosphatidylcholine in which the remaining acyl group (position not specified) contains 26 carbons and 0 double bonds.


lysophosphatidylcholine 26:1

A lysophosphatidylcholine in which the remaining acyl group (position not specified) contains 26 carbons and 1 double bond.


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


PALMITAMIDE

A fatty amide that is the carboxamide derived from palmitic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z,14Z,17Z,20Z)-hexacosatetraenoic acid.


An organic anionic group obtained by deprotonation of the free phosphate OH group of 2'-O-methyladenosine 5'-monophosphate residue.


An organic anionic group obtained by deprotonation of the free phosphate OH group of 2'-O-methyluridine 5'-monophosphate residue.


A phosphatidylcholine in which the acyl groups at C-1 and C-2 are (9Z)-hexadecenoyl and (13Z,16Z)-docosadienoyl respectively.


name: N(7)-methylguanosine 5'-phosphate zwitterion residue

description: A zwitterionic group derived from N(7)-methylguanosine 5'-phosphate.


An organic anionic group obtained by deprotonation of the phosphate OH group of N(2)-methylguanosine 5'-monophosphate residue


A phosphatidylcholine O-38:0 in which the alkyl and acyl groups (located at positions 1 and 2 respectively) are octadecyl and icosanoyl.


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


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as octadecanoyl and (7Z,10Z,13Z,16Z)-docosatetraenoyl respectively.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z,16Z,19Z,22Z)-3-oxooctacosatetraenoic acid.


An organic anionic group obtained by deprotonation of the phosphate OH group of N(3)-methylpseudouridine 5'-monophosphate residue.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as (11Z)-octadecenoyl and (13Z,16Z)-docosadienoyl respectively.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z,16Z,19Z,22Z)-octacosatetraenoic acid.


nafenopin

A racemate comprising equimolar amounts of (R)- and (S)-nafenopin. It is a peroxisome proliferator that is used experimentally to promote liver tumors. It has been used as an hypolipidemic agent.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as (6Z,9Z,12Z,15Z)-octadecatetraenoyl and (15Z)-tetracosenoyl respectively.


An organic anionic group obtained by deprotonation of the phosphate OH group of N(1)-methyladenosine 5'-monophosphate residue.


Phe-FMDP

A dipeptide composed of 3-{[(2E)-4-methoxy-4-oxobut-2-enoyl]amino}alanine and L-phenylalanine joined by peptide linkages.


An organic anionic group obtained by deprotonation of the free phosphate OH group of N(6),N(6)-dimethyladenosine 5'-monophosphate residue.


pyrimidine 5'-deoxyribonucleoside

A pyrimidine deoxyribonucleoside that is a pyrimidine ribonucleoside in which the hydroxy group at the 5' position is replaced by a hydrogen.


An organic anionic group obtained by deprotonation of the free phosphate OH group of 2'-O-methylcytidine 5'-monophosphate residue.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (15Z,18Z,21Z,24Z)-3-oxotriacontatetraenoic acid.


An organic anionic group obtained by deprotonation of the free phosphate OH group of 2-methyladenosine 5'-monophosphate residue.


5-fluoroorotic acid

A pyrimidinemonocarboxylic that is orotic acid which is substituted by fluorine at position 5. It is used in yeast molecular genetics to detect expression of the URA3 gene, which encodes orotine-5'-monophosphate dicarboxylase. A yeast with and active URA3 gene converts 5-fluoroorotic acid to fluorodeoxyuridine, which is toxic to cells.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (15Z,18Z,21Z,24Z)-triacontatetraenoic acid.


chlorquinaldol

A monohydroxyquinoline that is quinolin-8-ol which is substituted by a methyl group at position 2 and by chlorine at positions 5 and 7. An antifungal and antibacterial, it was formerly used for topical treatment of skin conditions and vaginal infections.


Tyr-FMDP

A dipeptide composed of 3-{[(2E)-4-methoxy-4-oxobut-2-enoyl]amino}alanine and L-tyrosine joined by peptide linkages.


An organic anionic group obtained by deprotonation of the free phosphate OH group of N(3)-methyluridine 5'-monophosphate residue.


An inositol phosphoceramide(1-) in which the acyl group is not hydroxylated at position 2 and the ceramide base is not hydroxylated at position 4. Major species at pH 7.3.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (17Z,20Z,23Z,26Z)-3-oxodotriacontatetraenoic acid.


An inositol phosphoceramide in which the acyl group is not hydroxylated at position 2 and the ceramide base is not hydroxylated at position 4.


An organic anionic group obtained by deprotonation of the free phosphate OH group of N(4)-methylcytidine 5'-monophosphate residue.


Ins-1-P-Cer B/B'(1-)

An inositol phosphoceramide(1-) in which either the acyl group is hydroxylated at position 2 or the ceramide base is hydroxylated at position 4. Major species at pH 7.3.


An organic anionic group that is the conjugate base of  5-carboxymethylaminomethyluridine 5'-monophosphate residue.


Val-FMDP

A  dipeptide composed of 3-{[(2E)-4-methoxy-4-oxobut-2-enoyl]amino}alanine and L-valine joined by peptide linkages.


naftifine

A tertiary amine in which the nitrogen is substituted by methyl, alpha-naphthylmethyl, and (1E)-cinnamyl groups. It is used (usually as its hydrochloride salt) for the treatment of fungal skin infections.


carbazole alkaloid

Any alkaloid based on a carbazole skeleton.


An organic anionic group that is the conjugate base of 5-carboxymethylaminomethyl-2'-O-methyluridine 5'-monophosphate residue.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (17Z,20Z,23Z,26Z)-dotriacontatetraenoic acid.


An organic anionic group obtained by deprotonation of the free phosphate OH group of N(2),N(2)-dimethylguanosine 5'-phosphate residue.


A  monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 6-aminonicotinic acid with ammonia. An inhibitor of the NADP(+)-dependent enzyme, 6-phosphogluconate dehydrogenase, it interferes with glycolysis, resulting in ATP depletion and synergizes with DNA-crosslinking chemotherapy drugs, such as cisplatin, in killing cancer cells.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (19Z,22Z,25Z,28Z)-3-oxotetratriacontatetraenoic acid.


propionyl adenylate

A member of the class of  adenosines that is adenosine with the hydrogen on the 5'-hydroxy group replaced with a propanoyl group.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (19Z,22Z,25Z,28Z)-tetratriacontatetraenoic acid.


AcNADH

A dinucleotide that is NADH with the amide group om the nictotinamide ring replaced with an acetyl group.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (21Z,24Z,27Z,30Z)-3-oxohexatriacontatetraenoic acid.


5-oxotetrahydrofuran-2-carboxylic acid

A gamma-lactone resulting from the formal intramolecular condensation of the alcoholic hydroxy group of 2-hydroxyglutaric acid with the carboxy group at position 5.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (21Z,24Z,27Z,30Z)-hexatriacontatetraenoic acid.


sec-butylamine

A primary aliphatic amine that is butane in which one hydrogen at position 2 is replaced by an amino group. A fumigant fungicide with a high potential for bioaccumulation, it is not approved for fungicidal use in the European Union.


Leu-beta-Ala

A dipeptide formed from L-leucine and beta-alanine residues.


Leu-D-Leu

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


Leu-Glu

A dipeptide formed from L-leucine and L-glutamic acid residues.


A sphingomyelin d18:1 in which the N-acyl group is specified as docosanoyl


A sphingomyelin d18:1 in which the N-acyl group is specified as (13Z)-docosenoyl.


Leu-Gly

A dipeptide formed from L-leucine and glycine residues.


A sphingomyelin d18:1 in which the N-acyl group is specified as (15Z)-tetracosenoyl.


MONOTHIOGLYCEROL

A thiol that is glycerol in which one of the primary hydroxy groups is replaced by a thiol group.


Leu-Gly-Gly

A tripeptide composed of one L-leucine and two glycine residues joined in sequence.


Leu-His

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


Leu-Ile

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


Leu-Leu-Leu

A tripeptide formed from three L-leucine residues.


trichloroethyl beta-D-glucoside

A beta-D-glucoside in which the anomeric substituent is specified as 2,2,2-trichloroethyl.


An organic anionic group obtained by deprotonation of the free phosphate OH group of 8-methyladenosine 5'-monophosphate residue.


A 1-acyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-sn-glycero-3-phosphate.


acivicin

An L-alpha-amino acid that is L-alanine in which the methyl group is replaced by a (5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl group. A glutamine analogue antimetabolite, it interferes with glutamate metabolism and  several glutamate-dependent synthetic enzymes. It is obtained as a fermentation product of Streptomyces sviceus bacteria.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1,2-dioleoyl-sn-glycero-3-phosphate.


A 1-acyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-linoleoyl-sn-glycero-3-phosphate.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-linoleoyl-2-oleoyl-sn-glycero-3-phosphate.


A 1-acyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-linolenoyl-sn-glycero-3-phosphate.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-linolenoyl-2-oleoyl-sn-glycero-3-phosphate.


A 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-palmitoyl-sn-glycero-3-phosphate.


A 1-acyl-2-octadecanoyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-stearoyl-sn-glycero-3-phosphate.


Lys-Arg

A dipeptide formed from L-lysine and L-arginine residues.


A 1-acyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-heptadecanoyl-sn-glycero-3-phosphate.


TuMP

A ribonucleoside monophosphate that is tubercidin with a phosphate group replacing the hydrogen on the 5'-hydroxy group.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-heptadecanoyl-2-oleoyl-sn-glycero-3-phosphate.


Lys-Glu

A dipeptide formed from L-lysine and L-glutamic acid residues.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-heptadecanoyl-sn-glycero-3-phosphate.


Lys-Ile

A dipeptide formed from L-lysine and L-isoleucine residues.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-stearoyl-2-oleoyl-sn-glycero-3-phosphate.


Lys-Leu

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


valpromide

A fatty amide derived from valproic acid.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-linoleoyl-sn-glycero-3-phosphate.


Lys-Lys

A dipeptide formed from two L-lysine residues.


A 1-acyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-stearoyl-sn-glycero-3-phosphate.


Lys-Met

A dipeptide formed from L-lysine and L-methionine residues.


Lys-Pro

A dipeptide formed from L-lysine and L-proline residues.


Lys-Ser

A dipeptide formed from L-lysine and L-serine residues.


Lys-Trp

A dipeptide formed from L-lysine and L-tryptophan residues.


IODOACETIC ACID

A haloacetic acid that is acetic acid in which one of the hydrogens of the methyl group is replaced by an iodine atom.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (23Z,26Z,29Z,32Z)-3-oxooctatriacontatetraenoic acid.


pentadecanoyl-CoA

A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of pentadecanoic acid.


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


1-phosphatidyl-1D-myo-inositol in which the 2-acyl group is specified as (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl.


1-phosphatidyl-1D-myo-inositol in which the 2-acyl group is specified as (5Z,8Z,11Z,14Z)-eicosatetraenoyl (arachidonoyl).


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-pentadecanoyl-sn-glycero-3-phosphate.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-myristoyl-sn-glycero-3-phosphate.


A 1-acyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of gamma-linolenoyl-sn-glycero-3-phosphate.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-(gamma-linolenoyl)-2-oleoyl-sn-glycero-3-phosphate.


A 1-acyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-arachidoyl-sn-glycero-3-phosphate.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-icosanoyl-2-oleoyl-sn-glycero-3-phosphate.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (8Z,11Z,14Z,17Z,20Z,23Z)-3-oxohexacosahexaenoic acid.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-myristoyl-2-oleoyl-sn-glycero-3-phosphate.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (10Z,13Z,16Z,19Z,22Z,25Z)-3-oxooctacosahexaenoic acid.


Ser-tRNA(Sec) polyanion

A polyanionic polymer obtained by global deprotonation of the phosphate OH groups of Ser-tRNA(Sec).


naloxone

A synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (10Z,13Z,16Z,19Z,22Z,25Z)-octacosahexaenoic acid.


A phosphorus oxoanion obtained by selective deprotonation of the SH goup and one of the OH groups of dithiophosphoric acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (12Z,15Z,18Z,21Z,24Z,27Z)-3-oxotriacontahexaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (12Z,15Z,18Z,21Z,24Z,27Z)-triacontahexaenoic acid.


Ins-1-P-Cer B/B'

An inositol phosphoceramide in which either the acyl group is hydroxylated at position 2 or the ceramide base is hydroxylated at position 4.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (14Z,17Z,20Z,23Z,26Z,29Z)-3-oxodotriacontahexaenoic acid.


An inositol phosphoceramide(1-) in which the acyl group is hydroxylated at position 2 and the ceramide base is hydroxylated at position 4.


An inositol phosphoceramide in which the acyl group is hydroxylated at position 2 and the ceramide base is hydroxylated at position 4.


Ins-1-P-Cer D(1-)

An inositol phosphoceramide(1-) in which the acyl group is hydroxylated at position 2 and one other unspecified position while the ceramide base is hydroxylated at position 4. Major species at pH 7.3.


An inositol phosphoceramide in which the acyl group is hydroxylated at position 2 and one other unspecified position while the ceramide base is hydroxylated at position 4.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (14Z,17Z,20Z,23Z,26Z,29Z)-dotriacontahexaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (16Z,19Z,22Z,25Z,28Z,31Z)-3-oxotetratriacontahexaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontahexaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (18Z,21Z,24Z,27Z,30Z,33Z)-3-oxohexatriacontahexaenoic acid.


guanosine 2'-monophosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of guanosine 2'-monophosphate.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z,14Z,17Z)-icosatrienoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z,16Z,19Z)-3-oxodocosatrienoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (10Z,13Z,16Z,19Z)-3-oxodocosatetraenoic acid.


A hexadecenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z)-hexadecenoic acid.


methyl (R)-lactate

A methyl lactate that has R configuration.


Ins-1-P-Cer B/B' 34:0(1-)

An Ins-1-P-Cer B/B'(1-) in which the acyl group and the ceramide base contain a total of 34 carbons and 0 double bonds, and in which either the acyl group is hydroxylated at position 2 or the ceramide base is hydroxylated at position 4.


Ins-1-P-Cer B/B' 36:0(1-)

An Ins-1-P-Cer B/B'(1-) in which the acyl group and the ceramide base contain a total of 36 carbons and 0 double bonds, and in which either the acyl group is hydroxylated at position 2 or the ceramide base is hydroxylated at position 4.


Ins-1-P-Cer B/B' 42:0(1-)

An Ins-1-P-Cer B/B'(1-) in which the acyl group and the ceramide base contain a total of 42 carbons and 0 double bonds, and in which either the acyl group is hydroxylated at position 2 or the ceramide base is hydroxylated at position 4.


Ins-1-P-Cer B/B' 44:0(1-)

An Ins-1-P-Cer B/B'(1-) in which the acyl group and the ceramide base contain a total of 44 carbons and 0 double bonds, and in which either the acyl group is hydroxylated at position 2 or the ceramide base is hydroxylated at position 4.


Ins-1-P-Cer B/B' 46:0(1-)

An Ins-1-P-Cer B/B'(1-) in which the acyl group and the ceramide base contain a total of 46 carbons and 0 double bonds, and in which either the acyl group is hydroxylated at position 2 or the ceramide base is hydroxylated at position 4.


A 1-acyl-sn-glycero-3-phosphoserine(1-) that is the conjugate base of 1-oleoyl-sn-glycero-3-phosphoserine.


Ins-1-P-Cer C 38:0(1-)

An Ins-1-P-Cer-C(1-) in which the acyl group and the ceramide base contain a total of 38 carbons and 0 double bonds, with the acyl group hydroxylated at position 2 and the ceramide base hydroxylated at position 4.


aclarubicin

An anthracycline antibiotic that is produced by Streptomyces galilaeus and also has potent antineoplastic activity.


15-demethylaclacinomycin T

An anthracycline obtained by hydrolysis of the methyl ester group of aclacinomycin T.


A biladiene that is the 5-oxo derivative of delta-bilirubin (more correctly known as 10-oxo-delta-bilirubin; see comment).


A biladiene that is the 15-oxo derivative of beta-bilirubin.


Ins-1-P-Cer C 40:0(1-)

An Ins-1-P-Cer-C(1-) in which the acyl group and the ceramide base contain a total of 40 carbons and 0 double bonds, with the acyl group hydroxylated at position 2 and the ceramide base hydroxylated at position 4.


Ins-1-P-Cer C 42:0(1-)

An Ins-1-P-Cer-C(1-) in which the acyl group and the ceramide base contain a total of 42 carbons and 0 double bonds, with the acyl group hydroxylated at position 2 and the ceramide base hydroxylated at position 4.


Ins-1-P-Cer C 44:0(1-)

An Ins-1-P-Cer-C(1-) in which the acyl group and the ceramide base contain a total of 44 carbons and 0 double bonds, with the acyl group hydroxylated at position 2 and the ceramide base hydroxylated at position 4.


Ins-1-P-Cer C 46:0(1-)

An Ins-1-P-Cer-C(1-) in which the acyl group and the ceramide base contain a total of 46 carbons and 0 double bonds, with the acyl group hydroxylated at position 2 and the ceramide base hydroxylated at position 4.


Ins-1-P-Cer D 42:0(1-)

An Ins-1-P-Cer D(1-) in which the acyl group and the ceramide base contain a total of 42 carbons and 0 double bonds, with the acyl group hydroxylated at position 2 and one other unspecified position, and the ceramide base hydroxylated at position 4.


3-vinylbacteriochlorophyllide a

A chlorophyllide obtained by hydrolysis of the terpenoid ester moiety of 3-vinylbacteriochlorophyll a.


Ins-1-P-Cer D 44:0(1-)

An Ins-1-P-Cer D(1-) in which the acyl group and the ceramide base contain a total of 44 carbons and 0 double bonds, with the acyl group hydroxylated at position 2 and one other unspecified position, and the ceramide base hydroxylated at position 4.


glycosyloxyisoflavone

A member of the class of isoflavones having one or more glycosyl residues attached at unspecified positions.


cysteamine S-phosphate(2-)

An organic phosphorothioate anion that is the conjugate base of cysteamine S-phosphate, obtained by deprotonation of the two free thiophosohate OH groups and protonation of the amino group.


pyranochromane

An organic heterotricyclic compound that consists of a pyran ring fused on to a chromane skeleton.


tanghinigenin

A member of the class of  cardenolides that is 7,8-epoxycard-20(22)-enolide substituted by hydroxy groups at positions 3 and 14 (the 3beta,5beta,7beta stereoisomer).


An N(4)-glycosylated L-asparagine residue in which the glycosyl element is a branched undecasaccharide comprising a beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl chain, to the mannosyl residue of which are linked (1->3) and (1->6) two alpha-sialyl-(1->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl units.


A nucleotide residue derived from N(6)-L-threonylcarbamoyladenine 5'-monophosphate with linkages at the 3'- and 5'-positions.


A nucleotide-amino acid that is the N(6)-L-threonylcarbamoyl derivative of adenine 5'-monophosphate.


A nucleotide residue derived from N(6)-dimethylallyladenine 5'-monophosphate with linkages at the 3'- and 5'-positions.


ACETYLTRYPTOPHAN

A  N-acetyl-L-amino acid that is the N-acetyl derivative of L-tryptophan.


A nucleotide residue derived from 2-thio-N(6)-dimethylallyladenine 5'-monophosphate with linkages at the 3'- and 5'-positions.


A purine ribonucleoside 5'-monophosphate that is AMP substituted at C-2 by a thio group and at N-6 by a dimethylallyl group.


phenylethanoid

Any organic aromatic compound with a structure based on a phenethyl alcohol skeleton and its substituted derivatives.


A nucleotide residue derived from 2-methylthio-N(6)-dimethylallyladenine 5'-monophosphate with linkages at the 3'- and 5'-positions.


A purine ribonucleoside 5'-monophosphate that is AMP substituted at C-2 by a methylthio group and at N-6 by a dimethylallyl group.


A nucleotide residue derived from 2-thio-N(6)-L-threonylcarbamoyladenine 5'-monophosphate with linkages at the 3'- and 5'-positions.


A nucleotide-amino acid that is the N(6)-L-threonylcarbamoyl derivative of 2-thioadenine 5'-monophosphate.


naltrexone

An  organic heteropentacyclic compound that is naloxone substituted in which the allyl group attached to the nitrogen is replaced by a cyclopropylmethyl group. A mu-opioid receptor antagonist, it is used to treat alcohol dependence.


A nucleotide residue derived from 2-methylthio-N(6)-L-threonylcarbamoyladenine 5'-monophosphate with linkages at the 3'- and 5'-positions.


A nucleotide-amino acid that is the N(6)-L-threonylcarbamoyl derivative of 2-methylthioadenine 5'-monophosphate.


3-thio-L-aspartic acid residue

An alpha-amino-acid residue derived from 3-thio-L-aspartic acid