An L-alpha-amino acid residue derived from O(3)-{beta-D-galactosyl-(1->3)-[6-O-sulfo-N-acetyl-beta-D-glucosaminyl-(1->6)]-N-acetyl-alpha-D-galactosaminyl}-L-threonine residue.


An L-alpha-amino acid residue derived from O(3)-{beta-D-galactosyl-(1->3)-[6-O-sulfo-N-acetyl-beta-D-glucosaminyl-(1->6)]-N-acetyl-alpha-D-galactosaminyl}-L-serine residue.


A member of the class of naphthalenes that is naphthalene substituted by a 4-[(E)-2-carboxyethenyl]phenyl group at position 1. It is a small molecule that reverses diet-induced obesity and its associated metabolic disorders.


A monochlorobenzene that is benzene substituted by (chloroacetyl){2-oxo-2-[(2-phenylethyl)amino]-1-(thiophen-2-yl)ethyl}amino, chloro and methoxy groups at positions 1, 3 and 4, respectively. It is a covalent inhibitor of glutathione peroxidase 4 (GPX4) that induces ferroptosis in cells.


cortisol

A 17alpha-hydroxy-C21-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a corticosteroid hormone or glucocorticoid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. It is usually referred to as the "stress hormone" as it is involved in response to stress and anxiety, controlled by corticotropin-releasing hormone (CRH). It increases blood pressure and blood sugar, and reduces immune responses.


A sulfone that is benzene substituted by [(E)-2-cyanoethenyl]sulfonyl and tert-butyl groups at position 1 and 4, respectively. It is an irreversible inhibitor of IkappaB-alpha phosphorylation in cells (IC50 = 10 muM) and prevents the activation of NF-kappaB.


A member of the class of  pyridobenzimidazoles that is pyrido[1,2-a]benzimidazole substituted by amino, cyano, 4-methylphenyl, and cyano groups at positions 1, 2, 3 and 4, respectively. It is a potent inhibitor of ferroptosis suppressor protein 1 (FSP1) with EC50 of 103 nM. It induces ferroptosis in GPX4 knockout cells that overexpress FSP1.


An N-acylpiperazine that is piperazine substituted by 5-methyl-4-nitro-1,2-oxazole-3-carbonyl and bis(4-chlorophenyl)methyl groups at positions 1 and 4, respectively. It is a glutathione peroxidase 4 (GPX4) inhibitor which induces ferroptosis in cancer cells expressing the RAS oncogene.


GlyTouCan G01664MY

A composition-only glycan consisting of one hexosyl group, one acetaminohexosyl group, one hexuronic acid group and one sulfate group (identities and connectivity unknown). Composition: Hex1 HexNAc1 HexA1 S1.


GlyTouCan G01666TL

A composition-only glycan consisting of one acetaminohexosyl group and two 6-deoxyhexosyl groups (identities and connectivity unknown). Composition: HexNAc1 dHex2.


pyridobenzimidazole

An organic heterotricyclic compound that is any benzimidazole ortho-fused to a pyridine ring.


D-buthionine-(S,R)-sulfoximine

A 2-amino-4-(S-butylsulfonimidoyl)butanoic acid which has R-configuration.


A group obtained by removing the hydroxy group from the hemiacetal function of 6-(2,6-bis[N-acetyl-beta-D-glucosaminyl]-alpha-D-mannosyl)-beta-D-mannose.


A non-proteinogenic alpha-amino acid that is homocysteine in which the thiol group carries an oxo, imino and butyl groups.


L-thyroxine sulfate(1-)

A thyroxine sulfate(1-) that has L-configuration. The major microspecies at pH 7.3.


fluciclovine ((14)C)

A member of the class of cyclobutanes that is ((14)C)cyclobutane which carries a carboxy, amino and fluoro groups at positions 1, 1 and 3, respectively (the 1r,3r-stereoisomer).


dimethyl diselenide

An organoselenium compound that is diselane covalently bound to two methyl groups. It has been detected in onion-family vegetables and soft-necked garlics. It induces ER stress and toxic protein aggregation in the budding yeast, S. cerevisiae and used as a reagent to identify distonic radical cations.


A doubly-charged L-alpha-amino acid anion resulting from deprotonation of both carboxy groups of 3-hydroxy-L-glutamic acid.


GlyTouCan G01797UE

A composition-only glycan consisting of seven hexosyl groups, six acetaminohexosyl groups, one 6-deoxyhexosyl group, three N-acetyl-neuraminic acid groups and one N-glycolyl-neuraminic acid group (identities and connectivity unknown). Composition: Hex7 HexNAc6 dHex1 NeuAc3 NeuGc1.


GlyTouCan G01883MR

A composition-only glycan consisting of seven hexosyl groups, five acetaminohexosyl groups and three N-acetyl-neuraminic acid groups (identities and connectivity unknown). Composition: Hex7 HexNAc5 NeuAc3.


A branched amino octasaccharide correspnding to the inner core and outer core moieties of the bacterial O-SP--core antigen of Vibrio cholerae O1, serotype Ogawa.


A branched amino oligosaccharide that is a henicosasaccharide derivative consisting of a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked a beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man linear hexasaccharide group via a (1->3) linkage and a beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-[beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)]-alpha-D-Man branched undecasaccharide group via a (1->6) linkage, while to the N-acetyl-beta-D-glucosamine residue at the reducing end is linked (1->6) an alpha-L-fucose residue.


A 3-sulfopropanediol(1-) that has S-configuration.


An organosulfonate oxoanion that is the conjugate base of 3-oxopropane-1-sulfonic acid, obtained by deprotonation of the sulfo group; major species at pH 7.3.


A member of the class of furans that is furan in which the hydrogen at position 2 is replaced by a nonyl group.


electron acceptor

A substance to which an electron may be transferred.


name: omega-methyl-very-long-chain fatty acid anion

description: A very long-chain fatty acid anion obtained by deprotonation of the carboxy group of any omega-methyl-very-long-chain fatty acid; major species at pH 7.3.


name: omega-hydroxy-very-long-chain fatty acid anion

description: An omega-hydroxy fatty acid anion obtained by deprotonation of the carboxy group of any omega-hydroxy-very-long-chain fatty acid; major species at pH 7.3.


name: phosphatidylserine amidated glycine zwitterion


A branched amino oligosaccharide that is a tetracosasaccharide derivative consisting of a linear trisaccharide of beta-D-Man and two beta-D-GlcNAc residues all linked in sequence (1->4), to the mannosyl residue of which are linked a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man linear heptasaccharide group via a (1->3) linkage and a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-[beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)]-alpha-D-Man branched tridecasaccharide group via a (1->6) linkage, while to the beta-D-GlcNAc residue at the reducing end is linked (1->6) an alpha-L-Fuc residue.


An amino oligosaccharide that is a heptacosasaccharide derivative consisting of a trisaccharide of beta-D-Man and two beta-D-GlcNAc residues all linked in sequence (1->4), to the Man residue of which are linked a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man heptasaccharide group via a (1->3) linkage and a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-[beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)]-alpha-D-Man tridecasaccharide group via a (1->6) linkage, while to the beta-D-GlcNAc residue at the reducing end is linked (1->6) an alpha-L-Fuc residue.


N-glycoloyl-alpha-neuraminate

An N-glycoloylneuraminate that is conjugate base of N-glycoloyl-alpha-neuraminic acid arising from the deprotonation of the carboxy group. Major microspecies at pH 7.3.


(R)-mandelic acid

The (R)-enantiomer of mandelic acid.


An amino oligosaccharide that is a triacontasaccharide derivative consisting of a trisaccharide of beta-D-Man and two beta-D-GlcNAc residues all linked in sequence (1->4), to the Man residue of which are linked a beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-2)-alpha-D-Man linear nonasaccharide group via a (1->3) linkage and a beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-2)-[beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-6)]-alpha-D-Man branched heptadecasaccharide group via a (1->6) linkage, while to the beta-D-GlcNAc residue at the reducing end is linked (1->6) an alpha-L-Fuc residue.


name: 4-HYDROXYHYDROCINNAMIC ACID METHYL ESTER

description: A methyl ester resulting from the formal condensation of the carboxy group of phloretic acid with methanol. It is a nitrification inhibitor and a plant growth regulator.


calcium-43 atom

A minor stable isotope of calcium with relative atomic mass 42.95877 and 0.135 atom percent natural abundance.


An oxidized N-acyl-gamma-aminobutyric acid obtained by deprotonation of the carboxy group; major species at pH 7.3.


brachialactone

A tetracyclic diterpenoid with formula C20H30O4. It is a nitrification inhibitor isolated from root exudates of Brachiaria humidicola.


molybdenum-98 atom

A stable isotope of molybdenum with relative atomic mass 97.90541, 24.29 atom percent natural abundance and nuclear spin 0.


strontium-88 atom

A major stable isotope of strontium with relative atomic mass 87.90561 and 82.58 atom percent natural abundance.


rubidium-85 atom

A stable isotope of rubidium with relative atomic mass 84.91179, 72.17 atom percent natural abundance and nuclear spin 5/2.


selenium-82 atom

A stable isotope of selenium with relative atomic mass 81.91670, 8.82 atom percent natural abundance and nuclear spin 0.


zinc-66 atom

A stable isotope of zinc with relative atomic mass 65.92603, 27.7 atom percent natural abundance and nuclear spin 0.


nickel-60 atom

A stable isotope of nickel with relative atomic mass 59.93079, 26.223 atom percent natural abundance and nuclear spin 0.


A diol that is decane substituted by hydroxy groups at position 1 and 9. It is a natural product found in rice root exudates and acts as an effective biological nitrification inhibitor for soil ammonia-oxidizing bacteria and archaea.


methyl (Z)-7-hexadecenoate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of (Z)-hexadec-7-enoic acid with methanol.


cobalt-59 atom

A stable isotope of cobalt with relative atomic mass 58.93319, 100 atom percent natural abundance and nuclear spin 7/2.


N-nitroso-N-methyl-4-aminobutyric acid

A nitrosamine that has methyl and 3-carboxypropyl substituents. It is a tobacco-derived nitrosamino acid that is a known animal and potential human carcinogen. It induces bladder transitional cell carcinomas in rats and has recently been identified as a contaminant in certain blood pressure medications.


tylosin

A macrolide antibiotic that is tylonolide having mono- and diglycosyl moieties attached to two of its hydroxy groups. It is found naturally as a fermentation product of Streptomyces fradiae.


A member of the class of morpholines that is morpholine in which the amino group is substituted by a 2-hydroxyethoxy group.


manganese-55 atom

A stable isotope of manganese with relative atomic mass 54.93804, 100 atom percent natural abundance and nuclear spin 5/2.


arsenic-75 atom

A stable isotope of arsenic with relative atomic mass 74.921596, 100 atom percent natural abundance and nuclear spin 3/2.


DL-aspartic acid-1,4-(13)C2

A racemate comprising equimolar amounts of L-aspartic acid-1,4-(13)C2 and D-aspartic acid-1,4-(13)C2.


N-acetyl-L-aspartic acid-1,2,3,4-(13)C4

A (13)C-modified compound that is N-acetyl-L-aspartic acid in which the carbon atoms at postions 1, 2, 3 and 4 are present as their (13)C isotopes. Used in biological studies for metabolic alterations associated with schizophrenia.


oxidized eicosatetraenoyl-CoA(4-)

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any oxidized eicosatetraenoic acid; major species at pH 7.3.


oxidized icosatrienoyl-CoA(4-)

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any oxidized eicosatrienoic acid; major species at pH 7.3.


name: 3'-terminal uridine 3'-phosphate(3-) residue


D-aspartate methyl ester residue

An amino-acid ester residue that is the methyl ester of a D-aspartate residue.


A platinum coordination entity consisting of two units of ethane-1,2-diamine co-ordinated via its amino groups to di-mu-iododiplatinum.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 2-oxodecanoic acid arising from the deprotonation of the carboxy group; major species at pH 7.3.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 2-oxohexadecanoic acid arising from the deprotonation of the carboxy group; major species at pH 7.3.


An amino oligosaccharide consisting of a trisaccharide of beta-D-Man and two beta-D-GlcNAc residues all linked in sequence (1-4), to the Man residue of which are linked a beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-2)-alpha-D-Man linear decasaccharide group via a (1-3) linkage and a beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-2)-[beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-6)]-alpha-D-Man branched nonadecasaccharide group via a (1-6) linkage, while to the beta-D-GlcNAc residue at the reducing end is linked (1-6) an alpha-L-Fuc residue.


An amino oligosaccharide that is beta-D-Man and two beta-D-GlcNAc residues all linked in sequence (1-4), with the Man being linked (1-3) to it a beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-2)-alpha-D-Man group and (1-6) a beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-2)-[beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-3)-beta-D-Gal-(1-4)-beta-D-GlcNAc-(1-6)]-alpha-D-Man group , while to the beta-D-GlcNAc residue is linked (1-6) an alpha-L-Fuc group.


A 6-isopentenylaminopurine in which has the isopentenyl double bond is located between the 2 and 3 positions of the isopentenyl group.


A carboxylic ester arising from the formal condensation of the alcoholic hydroxy group of one molecule of (3R)-3-hydroxybutanoic acid with the the carboxylic acid group of another. It is a sex pheromone in the European spider Linyphia triangularis.


An organic nitrate salt obtained by reaction of di-mu-iodobis(ethylenediamine)diplatinum(II) with two molar equivalents of nitric acid.


L-aspartic acid-1,4-(13)C2

The L-enantiomer of aspartic acid-1,4-(13)C2.


D-aspartic acid-1,4-(13)C2

The D-enantiomer of aspartic acid-1,4-(13)C2.


aspartic acid-1,4-(13)C2

A (13)C-modified compound that is apspartic acid in which the carbon atoms at postions 1 and 4 are present as their (13)C isotopes.


An L-alpha-amino acid residue derived from O(3)-{beta-D-galactosyl-(1->3)-[beta-D-galactosyl-(1->4)-6-O-sulfo-N-acetyl-beta-D-glucosaminyl-(1->6)]-N-acetyl-alpha-D-galactosaminyl}-L-threonine residue.


An L-alpha-amino acid residue derived from O(3)-{beta-D-galactosyl-(1->3)-[beta-D-galactosyl-(1->4)-6-O-sulfo-N-acetyl-beta-D-glucosaminyl-(1->6)]-N-acetyl-alpha-D-galactosaminyl}-L-serine residue.


A member of the class of benzophenones that is phenol substituted by a 4-fluorobenzoyl group at position 4.


alkylaminium

A primary ammonium ion obtained by protonation of the amino goup of any alkylamine; major species at pH 7.3.


oxidized glycerolipid

Any glycerolipid having an oxidized fatty acyl component.


oxidized ceramide

Any ceramide having an oxidized fatty acyl component.


GlyTouCan G02438LG

A composition-only glycan consisting of one 6-deoxyhexosyl group (identities and connectivity unknown). Composition: dHex1.


GlyTouCan G02791WJ

A composition-only glycan consisting of six hexosyl groups, six acetaminohexosyl groups, two 6-deoxyhexosyl groups and three N-acetyl-neuraminic acid groups (identities and connectivity unknown). Composition: Hex6 HexNAc6 dHex2 NeuAc3.


GlyTouCan G02809YH

A composition-only glycan consisting of two hexosyl groups, three acetaminohexosyl groups and one 6-deoxyhexosyl groups  (identities and connectivity unknown). Composition: Hex2 HexNAc3 dHex1.


GlyTouCan G02820IE

A composition-only glycan consisting of one hexosyl group, two acetaminohexosyl groups and one sulfate group (identities and connectivity unknown). Composition: Hex1 HexNAc2 S1.


alpha-D-glucose 6-phosphate

A D-glucopyranose 6-phosphate where alpha-D-glucose is the sugar component.


TETRAHYDRODEMETHOXYCURCUMIN

A beta-diketone that is tetrahydrocurcumin in which one the methoxy groups has been replaced by a hydrogen atom.


DIDEMETHYLCURCUMIN

A beta-diketone that is curcumin in which the two methoxy groups have been replaced by hydroxy groups. It is a metabolite of curcumin.


A phenylalanine derivative that is phenylalanine in which the amino group is substituted by a [(E)-{[(Z)-2-amino-1,2-dicyanoethenyl]imino}methyl]amino group. It is a chemical intermediate for nucleotide synthesis.


An aminoimidazole that is 1H-imidazole substituted by 1-carboxy-2-phenylethyl, cyano(imino)methyl, and amino groups at positions 1, 4 and 5, respectively. It is a chemical intermediate.


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


A class of glucoglycerolipids that consists of any 1,2-diacyl-sn-glycerol having an alpha-D-glucosyl residue attached at position 3.


A penicillinate anion formed by loss of a proton from the carboxy function of benzylpenicilloyl-butylamine.


XENOGNOSIN B

A member of the class of 4'-methoxyisoflavones that is formononetin with a hydroxy group at the 2'position.


(5Z)-5-octenoic acid

An olefinic fatty acid that is octanoic acid carrying a double bond at position 5 (the 5Z-isomer).


isodomoic acid A

An L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,5-dien-2-yl group at position 4. It is isolated from the red alga, Chondria armata.


vitamin C

Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.


A tertiary ammonium ion that is the conjugate acid of setiptiline obtained by protonation of the tertiary amino group. Major microspecies at pH 7.3.


A secondary ammonium ion that is the conjugate acid of dizocilpine obtained by protonation of the secondary amino group. Major microspecies at pH 7.3.


trimethylammonio group

An organic cationic group that is the univalent group derived from trimethylammonium by removal of a hydrogen atom.


A 3-hexene in which the double bond adopts a cis-configuration.


A terminal acetylenic compound that is hexane carrying a triple bond at position 1.


A member of the class of hydroquinones that is hydroquinone substituted by methyl groups at positions 2, 3 and 5.


pyridinium chlorochromate

A pyridinium salt having chlorochromate as the counterion. It is used as an oxidizing agent to convert primary and secondary alcohols to aldehydes and ketones respectively.


GlyTouCan G02860WV

A composition-only glycan consisting of six hexosyl groups, two acetaminohexosyl groups and one 6-deoxy-hexosyl group (identities and connectivity unknown). Composition: Hex6 HexNAc2 dHex1.


GlyTouCan G02886BB

A composition-only glycan consisting of six hexosyl groups and four acetaminohexosyl groups (identities and connectivity unknown). Composition: Hex6 HexNAc4.


GlyTouCan G03183MG

A composition-only glycan consisting of one 6-deoxyhexosyl group (identities and connectivity unknown). Composition: dHex1.


An alkene that is hexane carrying a double bond at position 3.


A 3-hexene in which the double bond adopts a trans-configuration.


An amino disaccharide epitope consisting of two N-formyl-alpha-D-perosamine residues linked (1->2). Its coupling with the carrier protein CRM197 via the DAS linker results in a neoglycoconjugate which has been used in investigations into vaccine development against brucellosis.


presqualene monophosphate(2-)

A double charged organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of presqualene monophosphate. Major species at pH 7.3.


carboxymethyl-pachyman

A polysaccharide derivative consisting of beta-D-glucopyranosyl residues linked (1->3), with approximately 20% of the residues carrying a carboxymethyl substituent at O-6. A soluble/gelatinous substrate for the assay of endo-1,3-beta-D-glucanase.


cis-alpha-bergamotene

An alpha-bergamotene that has cis-configuration. It can either be the (1R,5R,6R)-isomer or the (1S,5S,6S)-isomer.


A benzenetriol that is benzophenone in which one of the phenyl groups is substituted by hydroxy groups at positions 2, 3, and 4. It is a redox mediator.


benzoin

A ketone that consists of acetophenone bearing hydroxy and phenyl substituents at the alpha-position. The parent of the class of benzoins.


UDP-L-iduronic acid

A UDP-sugar in which the sugar component is L-iduronic acid.


name: Alanine conjugated chenodeoxycholic acid


name: Threonine conjugated chenodeoxycholic acid


vitamin B2

Any member of a group of vitamers that belong to the chemical structural class called flavins that exhibit biological activity against vitamin B2 deficiency. Symptoms associated with vitamin B2 deficiency include glossitis, seborrhea, angular stomaitis, cheilosis and photophobia. The vitamers include riboflavin and its phosphate derivatives (and includes their salt, ionised and hydrate forms).


vitamin B3

Any member of a group of vitamers that belong to the chemical structural class called pyridines that exhibit biological activity against vitamin B3 deficiency. Vitamin B3 deficiency causes a condition known as pellagra whose symptoms include depression, dermatitis and diarrhea. The vitamers include nicotinic acid and nicotinamide (and their ionized and salt forms).


A doubly-charged N-acyl-L-alpha-amino acid anion resulting from deprotonation of both carboxy groups of N-formyl-L-glutamic acid.


vitamin B5

Any member of a group of vitamers that belong to the chemical structural class called pantothenic acids that exhibit biological activity against vitamin B5 deficiency. Deficiency of vitamin B5 is rare due to its widespread distribution in whole grain cereals, legumes and meat. Symptoms associated with vitamin B5 deficiency are difficult to asses since they are subtle and resemble those of other B vitamin deficiencies. The vitamers include (R)-pantothenic acid and its ionized and salt forms.


vitamin B7

Any member of a group of vitamers that belong to the chemical structural class called biotins that exhibit biological activity against vitamin B7 deficiency. Vitamin B7 deficiency is very rare in individuals who take a normal balanced diet. Foods rich in biotin are egg yolk, liver, cereals, vegetables (spinach, mushrooms) and rice. Symptoms associated with vitamin B7 deficiency include thinning hair, scaly skin rashes around eyes, nose and mouth, and brittle nails. The vitamers include biotin and its ionized and salt forms.


vitamin B9

Any B-vitamin that exhibits biological activity against vitamin B9 deficiency. Vitamin B9 refers to the many forms of folic acid and its derivatives, including tetrahydrofolic acid (the active form), methyltetrahydrofolate (the primary form found in blood), methenyltetrahydrofolate, folinic acid amongst others. They are present in abundance in green leafy vegetables, citrus fruits, and animal products. Lack of vitamin B9 leads to anemia, a condition in which the body cannot produce sufficient number of red blood cells. Symptoms of vitamin B9 deficiency include fatigue, muscle weakness, and pale skin.


vitamin B12

Any member of a group of cobalamin vitamers that exhibit biological activity against vitamin B12 deficiency. Vitamin B12 deficiency is associated with low red blood cell count and anemia. The vitamers are found in foods such as cereals, meat, fish, and poultry. The vitamers include adenosylcobalamin, hydroxocobalamin, cyanocobalamin, aquacobalamin, nitritocobalamin and methylcobabalamin (also includes their ionized, salt and phosphate derivatives).


niraparib

A 2-[4-(piperidin-3-yl)phenyl]-2H-indazole-7-carboxamide that has S-configuration. It is a potent inhibitor of PARP1 and PARP2 (IC50 of 3.8 and 2.1 nM, respectively) and approved as a first-line maintenance treatment for women with advanced ovarian cancer after responding to platinum-based chemotherapy.


A 1(10),5-germacradien-4-ol in which the hydroxy group has S-configuration


A 1(10),5-germacradien-4-ol in which the hydroxy group has R-configuration


Asp-Met-Met-Cys

A tetrapeptide composed of L-aspartic acid, two L-methionine units, and a L-cysteine joined in sequence by peptide linkages.


Ala-Met-Asp-Tyr

A tetrapeptide composed of L-alanine, L-methionine, L-aspartic acid and L-tyrosine joined in sequence by peptide linkages.


Pro-Val-Val-Pro

A tetrapeptide composed of L-proline, two L-valine units and L-proline joined in sequence by peptide linkages.


Asn-Gly-Pro-His

A tetrapeptide composed of L-asparagine, glycine, L-proline, and L-histidine units joined in sequence by peptide linkages.


Asn-Lys-His-His

A tetrapeptide composed of L-asparagine, L-lysine and two L-histidine units joined in sequence by peptide linkages.


glycocholic acid

A bile acid glycine conjugate having cholic acid as the bile acid component.


GlyTouCan G03574QJ

A composition-only glycan consisting of six hexosyl groups, three 2-acetaminohexosyl groups and one 6-deoxyhexosyl group (identities and connectivity unknown). Composition: Hex6 HexNAc3 dHex1.


GlyTouCan G03666XN

A composition-only glycan consisting of five hexosyl groups, one 2-acetaminohexosyl group and one 6-deoxyhexosyl group (identities and connectivity unknown). Composition: Hex5 HexNAc1 dHex1.


GlyTouCan G03785NN

A composition-only glycan consisting of five hexosyl groups, four 2-acetaminohexosyl groups, three 6-deoxyhexosyl group and one N-acetyl-neuraminic acid group (identities and connectivity unknown). Composition: Hex5 HexNAc4 dHex3 NeuAc1.


GlyTouCan G03793VU

A composition-only glycan consisting of four hexosyl groups, two 2-acetaminohexosyl groups and three 6-deoxyhexosyl groups (identities and connectivity unknown). Composition: Hex4 HexNAc2 dHex3.


nicotine

A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum.


A linear amino hexasaccharide comprising a (2->3), (1->4), (1->3), (1->4), (1->3) sequence of alpha-N-acetylneuramine, beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose, N-acetyl-beta-D-glucosamine and (at the reducing end) N-acetyl-alpha-D-galactosamine.


trans-4-p-coumaroylquinic acid

A 4-p-coumaroylquinic acid in which the double bond adopts a trans-configuration.


sphingosylphosphorylcholine

A phosphosphingolipid consisting of sphingosine having a phosphocholine moiety attached to its primary hydroxyl group.


C-14 demethylated eburicol


A member of the class of pyrazoles that is 1H-pyrazole substituted by 2-fluoro-6-(trifluoromethyl)benzyl and (2,6-difluorobenzoyl)amino groups at positions 1 and 3, respectively. It is a inhibitor of Ca(2+) release-activated Ca(2+) (CRAC) channel and inhibits the release of mast cell mediators and T-cell cytokines in human and rat preparations.


A monoazo compound that is a photoisomerizable analogue of GSK-5498A. It is a Ca2+ release-activated Ca2+ (CRAC) channel inhibitor which exists in the trans-configuration in the dark (415nm) and in the cis-configuration under 365 nm illumination.


A carbohydrate acid derivative anion obtained by deprotonation of the carboxy group of any N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-N-acetyl-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminide; major species at pH 7.3.


14alpha-hydroxymethyl steroid

Any steroid carrying a 14alpha-hydroxymethyl substituent.


14alpha-formyl steroid

Any 14-formyl steroid in which the formyl group at position 14 has alpha- configuration.


14alpha-dihydroxymethyl steroid

Any steroid carrying a 14alpha-dihydroxymethyl substituent.


2'-deoxyuridine 3'-monophosphate(2-)

A 2'-deoxyribonucleoside 3'-monophosphate(2-) obtained by deprotonation of the phosphate OH groups of 2'-deoxyuridine 3'-monophosphate (3'-dUMP); major species at pH 7.3.


name: a 3'-terminal ribonucleotide 3'-(5'-diphosphoguanosine)(3-) residue


The trans isomer of piCRAC-1.


The cis isomer of piCRAC-1.


fatty acyl-L-carnitine

Any O-acylcarnitine in which the carnitine component has L-configuration and the acyl group is a fatty acid.


fatty acylcarnitine

Any O-acylcarnitine in which the acyl group is a fatty acid and the carnitine component has configuration undefined.


(1S)-isoindoline-1-carboxylic acid

A non-proteinogenic alpha-amino acid in which benzene is ortho-fused onto the C-3-C-4 bond of L-proline.


casbene

A diterpene comprising bicyclo[12.1.0]pentadeca-2,6,10-triene having three methyl substituents located at the 3-, 7- and 11-positions as well as gem-dimethyl groups at the 15-position.


isocyanuric acid

The keto tautomer of cyanuric acid.


salicylic acyl beta-D-glucuronide (1-)

metabolite of salicylate


A 1,3,5-triphenylcyclohexane in which two phenyl groups are on the same side of the cyclohexane ring and the third phenyl group is on the opposite side.


A 1,3,5-triphenylcyclohexane in which all three phenyl groups are on the same side of the cyclohexane ring.


7,8-dihydro-8-oxoguanyl group

A group that is derived from 7,8-dihydro-8-oxoguanine.


A branched heptasaccharide derivative consisting of a backbone of four alpha-D-mannose residues linked sequentially (1->3), with the residues at the non-reducing end and at the one proximal to the residue at the reducing end acetylated at O-6, and with a beta-D-glucuronosyl residue and two beta-D-xylosyl residues linked (1->2) to the main chain as shown in the diagram. One of a number of synthetic oligosaccharides used to create a synthetic strategy to Cryptococcus neoformans glucuronoxylomannan (GXM) capsular polysaccharide part structures.


N-acetylserotonin

An N-acylserotonin resulting from the formal condensation of the primary amino group of serotonin with the carboxy group of acetic acid.


A tertiary ammonium ion that is the conjugate acid of piroheptine, arising from the protonation of the pyrrolidine nitrogen. Major microspecies at pH 7.3.


A branched decasaccharide derivative consisting of a backbone of five alpha-D-mannose residues linked sequentially (1->3), with the middle residue carrying a beta-D-glucuronosyl residue via a (1->2) linkage. All of the remaining four mannose residues carry beta-D-xylosyl residues also linked (1->2), while three of the chain of five mannose residues are also acetylated at O-6 as depicted in the diagram. One of a number of synthetic oligosaccharides used to create a synthetic strategy to Cryptococcus neoformans glucuronoxylomannan (GXM) capsular polysaccharide part structures.


dainate A(1-)

A dicarboxylic acid anion that is conjugate base of dainic acid A, arising from the deprotonation of the carboxy groups and protonation of the pyrrolidine nitrogen. Major species at pH 7.3.


1-salicylate O-glucuronide(1-)

metabolite of salicylate


A member of the class of indoles that is (betaS)-beta-methyl-D-tryptophan in which the primary amino group undergoes formal condensation with the carboxy group of 4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidine-1-carboxylic acid and the carboxy group undegoes formal condensation with the amino group of (1R,3S)-cyclohexane-1,3-diyldimethanamine. It is a selective nonpeptidic agonist of the somatostatin subtype-2 (SST2) receptor with Ki of 0.05 nM.


chloramphenicol

An organochlorine compound that is dichloro-substituted acetamide containing a nitrobenzene ring, an amide bond and two alcohol functions.


name: 17-phenyl trinor-13,14-dihydro Prostaglandin A2


METHYL NONYL KETONE

A dialkyl ketone with methyl and nonyl as the two alkyl groups.


fatty acid phytyl ester

A fatty acid ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of any fatty acid.


palmitate phytyl ester

A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of hexadecanoic acid.


A hexane-2,5-diol with R-configuration at both the C-2 and C-5 centres.


dainic acid A

An L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a (2E)-6-methylhepta-2,5-dien-2-yl group at position 4. It is produced by the red algal Chondria armata.


myristate phytyl ester

A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of tetradecanoic acid.


laurate phytyl ester

A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of dodecanoic acid.


caprate phytyl ester

A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of decanoic acid.


A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of all-cis-7,10,13-hexadecatrienoic acid.


An oxysterol that is cholesterol substituted at position 26 by a hydroxy group.


ASPULVINONE E

A 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one in which the double bond adopts a Z-configuration. It is a marine metabolite isolated from the fungus Aspergillus terreus and exhibits antiviral activity.


VELUTIN

A dimethoxyflavone that is luteolin in which the hydroxy groups at positions 7 and 3' are replaced by methoxy groups.


An N-acyl-L-arginine resulting from the formal condensation of the alpha-amino group of L-arginine with one of the carboxy groups of succinic acid


name: Cyanidin 3-O-[2''-O-(xylosyl)-6''-O-(p-O-(glucosyl)-p-coumaroyl) glucoside] 5-O-glucoside


name: Phosphatidylethanolamine lyso alkenyl 16


name: Phosphatidylethanolamine lyso alkenyl 18


(R,R,S)-alpha-tocopherol

The (R,R,S)-stereoisomer of alpha-tocopherol.


SMS 201-995

Somatostatin analogue, C49H66N10O10S2, Cys2-Cys7


(R,S,R)-alpha-tocopherol

The (R,S,R)-stereoisomer of alpha-tocopherol.


(R,S,S)-alpha-tocopherol

The (R,S,S)-stereoisomer of alpha-tocopherol.


(S,R,R)-alpha-tocopherol

The (S,R,R)-stereoisomer of alpha-tocopherol.


(S,S,R)-alpha-tocopherol

The (S,S,R)-stereoisomer of alpha-tocopherol.


5'-adenylyl sulfate

An adenosine 5'-phosphate having a sulfo group attached to one the phosphate OH groups.


(S,R,S)-alpha-tocopherol

The (S,R,S)-stereoisomer of alpha-tocopherol.


MEVALONIC ACID

The (R)-enantiomer of mevalonic acid.


xanthine

An oxopurine in which the purine ring is substituted by oxo groups at positions 2 and 6 and N-9 is protonated.


A purine 2'-deoxyribonucleoside 5'-monophosphate having adenine as the nucleobase.


lactose

A glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a beta-1->4 glycosidic linkage. The glucose fragment can be in either the alpha- or beta-pyranose form, whereas the galactose fragment can only have the beta-pyranose form.


beta-D-glucose 6-phosphate

A D-glucopyranose 6-phosphate in which the anomeric centre has beta-configuration.


A fluoroindole that is 1H-indole substituted by phenyl, 4-{[(2S)-5-carbamimidamido-1-methoxy-1-oxopentan-2-yl]amino}-4-oxobutyl, fluoro and fluoro groups at positions 2, 3, 5 and 7, respectively. It is a selective nonpeptidic agonist of the somatostatin subtype-4 (SST4) receptor with Ki of 0.7 nM.


A benzoindole that is 1H-benzo[g]indole substituted by naphthalen-2-yl and 2-({(2R)-6-amino-1-[(2S)-2-aminopropoxy]-1-oxohexan-2-yl}amino)-2-oxoethyl groups at positions 2 and 3, respectively. It is a selective nonpeptidic agonist of the somatostatin subtype-5 (SST5) receptor with Ki of 0.4 nM.


2,3-bisphospho-D-glyceric acid

The D-enantiomer of  2,3-bisphosphoglyceric acid.


(S,S,S)-nicotianamine

The (S,S,S)-stereoisomer of  nicotianamine.


An N-acetyl-D-galactosaminyl group obtained by removing the hydroxy group from the hemiacetal function of beta-D-galactosyl-1,3-(N-acetyl-D-glucosaminyl-1,6)-N-acetyl-D-galactosamine


N,N-dimethylglycine

An N-methylglycine that is glycine carrying two N-methyl substituents.


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


methiosulfonium chloride

A sulfonium compound that is the conjugate acid of S-methyl-L-methioninate.


Decaanion of 1D-myo-inositol 1,2,3,4,5-pentakisphosphate arising from global deprotonation of the phosphate groups.


A member of the class of indazoles that is 2H-indazole substituted by 4-(piperidin-3-yl)phenyl and aminocarbonyl groups at positions 2 and 7, respectively. It is a potent PARP1 inhibitor with IC50 of 3.2 nM.


A 2-[4-(piperidin-3-yl)phenyl]-2H-indazole-7-carboxamide that has R-configuration. It is a potent PARP1 inhibitor with IC50 of 2.4 nM.


quercetin 3-sulfate

A quercetin sulfate with a sulfo group at position 3.


aldehydo-D-galactose 6-phosphate

The ring-opened aldehydo-form of D-galactose 6-phosphate.


A deuterated isotopologue of caffeine in which the nine hydrogens contained in the 1, 3, and 7 methyl groups are substituted with deuterium.


carbotetracyclic compound

A carbopolyclic compound comprising of four carbocyclic rings.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 3',2'-cGAMP; major species at pH 7.3.


GlyTouCan G03930BU

A composition-only glycan consisting of four hexosyl groups, three acetaminohexosyl groups and three 6-deoxyhexosyl groups (identities and connectivity unknown). Composition: Hex4 HexNAc3 dHex3.


GlyTouCan G04083LP

A composition-only glycan consisting of seven hexosyl groups, ten acetaminohexosyl groups, one 6-deoxyhexosyl group and four N-acetyl-neuraminic acid groups (identities and connectivity unknown). Composition: Hex7 HexNAc10 dHex1 NeuAc4.


GlyTouCan G04371QE

A composition-only glycan consisting of four hexosyl groups, two acetaminohexosyl groups and one N-acetyl-neuraminic acid group (identities and connectivity unknown). Composition: Hex4 HexNAc2 NeuAc1.


GlyTouCan G04681UD

A composition-only glycan consisting of ten hexosyl groups and one acetaminohexosyl group (identities and connectivity unknown). Composition: Hex10 HexNAc1.


GlyTouCan G04854VP

A composition-only glycan consisting of five hexosyl groups and eight acetaminohexosyl groups (identities and connectivity unknown). Composition: Hex5 HexNAc8.


GlyTouCan G05049IC

A composition-only glycan consisting of six hexosyl groups, six acetaminohexosyl groups and two 6-deoxyhexosyl groups (identities and connectivity unknown). Composition: Hex6 HexNAc6 dHex2.


GlyTouCan G05127BN

A composition-only glycan consisting of one hexosyl group, three acetaminohexosyl groups, one 6-deoxyhexosyl group and one N-acetyl-neuraminic acid group (identities and connectivity unknown). Composition: Hex1 HexNAc3 dHex1 NeuAc1.


GlyTouCan G05194RK

A composition-only glycan consisting of three hexosyl groups, two acetaminohexosyl groups and two N-acetyl-neuraminic acid group (identities and connectivity unknown). Composition: Hex3 HexNAc2 NeuAc2.


GlyTouCan G05394UY

A composition-only glycan consisting of two hexosyl groups and one acetaminohexosyl group (identities and connectivity unknown). Composition: Hex2 HexNAc1.


GlyTouCan G05460KC

A composition-only glycan consisting of one hexosyl group, two acetaminohexosyl groups and two 6-deoxyhexosyl groups (identities and connectivity unknown). Composition: Hex1 HexNAc2 dHex2.


GlyTouCan G05645NK

A composition-only glycan consisting of six hexosyl groups and one acetaminohexosyl group (identities and connectivity unknown). Composition: Hex6 HexNAc1.


GlyTouCan G05897GU

A composition-only glycan consisting of three hexosyl groups, one acetaminohexosyl group and one 6-deoxyhexosyl group (identities and connectivity unknown). Composition: Hex3 HexNAc1 dHex1.


GlyTouCan G05926FW

A composition-only glycan consisting of three hexosyl groups, nine acetaminohexosyl groups and one 6-deoxyhexosyl group (identities and connectivity unknown). Composition: Hex3 HexNAc9 dHex1.


N,N-dimethylaniline N-oxide

A member of the class of dimethylanilines that is N,N-dimethylaniline in which the tertiary amino group has been oxidised to give the corresponding N-oxide.


GlyTouCan G05933EN

A composition-only glycan consisting of five hexosyl groups, four acetaminohexosyl groups and four 6-deoxyhexosyl groups (identities and connectivity unknown). Composition: Hex5 HexNAc4 dHex4.


GlyTouCan G06004DG

A composition-only glycan consisting of one acetaminohexosyl group and one N-glycolyl-neuraminic acid group (identities and connectivity unknown). Composition: HexNAc1 NeuGc1.


thiazolidine-2-carboxylic acid

A thiazolidinemonocarboxylic acid that is 1,3-thiazolidine substituted by a carboxy group at position 2.


carbopentacyclic compound

A carbopolyclic compound comprising of five carbocyclic rings.


albumycin

A member of the class of isoindoles that is 4,7-dihydro-2H-isoindole substituted by methyl, oxo, methylamino, and oxo groups at positions 1, 4, 5, and 7, respectively. It is produced by heterologous expression of the fluostatin biosynthetic gene cluster from the marine derived Micromonospora rosaria SCSIO N160 in Streptomyces albus J1074.


MANSOURAMYCIN A

A member of the class of isoquinolines that is 5,8-dihydroisoquinoline substituted by methyl, methyl, oxo, methylamino and oxo groups at positions 3, 4, 5, 7 and 8, respectively. It was isolated from Streptomyces Sp. strain Mei37 from North Sea coast, Germany.


salumycin

A member of the class of indazoles that is 4,7-dihydro-2H-indazole substituted by oxo groups at positions 4 and 7, and a methylamino group at position 5. It is produced by Streptomyces albus J1074 mutant strain.


An organic anion that is the conjugate base of dehydro-L-arabinono-1,4-lactone, arising from selective deprotonation of the 3-hydroxy group; major species at pH 7.3.


A gamma-lactone that is 5-(hydroxymethyl)furan-2(5H)-one substituted at positions 3 and 4 by hydroxy groups (the 5S-stereoisomer).


An organic anion that is the conjugate base of 2-C-methyl-D-erythritol 3,4-cyclophosphate; major species at pH 7.3.


3-oxopropane-1-sulfonic acid

An organosulfonic acid that is propanal substituted by a sulfo group at position 3.


A member of the class of thiazepinedicarboxylic acids that is 2,5,6,7-tetrahydro-1,4-thiazepine substituted by carboxy groups at positions 3 and 5.


A member of the class of imidazopyrimidines that is imidazo[1,2-a]pyrimidine substituted by a [4-(3,4-dichlorophenyl)piperazin-1-yl]acetyl group at position 3.


desmosterol

A cholestanoid that is cholesta-5,24-diene substituted by a beta-hydroxy group at position 3. It is an intermediate metabolite obtained during the synthesis of cholesterol.


A malonate ester resulting from the formal condensation of the 6-hydroxy group of trans-rhaponticin with the carboxy group of malonic acid.


NAXAGOLIDE

An organic heterotricyclic compound that is (4aR,10bR)-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazine substituted by propyl and hydroxy groups at positions 4 and 9, respectively. It is a potent dopamine D2-receptor agonist and its hydrochloride salt was under clinical development by Merck & Co as a potential antiparkinsonian agent (now discontinued).


This drug is a zinc metalloendopeptidase inhibitor with cardiovascular effects similar to ACE inhibitors.


A tertiary ammonium ion that is the conjugate acid of naxagolide arising from the protonation of the tertiary amino group. Major microspecies at pH 7.3.


A  synthetic phosphate-linked oligosaccharide analogue that is a chimeric oligosaccharide antigen (ST19AF) comprised of one repeating unit each of the pneumococcal polysaccharides of Streptococcus pneumoniae serotypes 19A and 19F (ST19A and ST19F; CHEBI:62986 and CHEBI:62687). A terminal C5-amino linker enables site-specific conjugation to a carrier protein, to induce protective antibodies against both serotypes.


MK 351A

A member of the class of formamidines that is lisinopril in which the primary amino group is substituted by an {(E)-[(4-hydroxyphenyl)imino]methyl}amino group. It is a potent ACE inhibitor.


A hydroxycoumarin that is 4-hydroxycoumarin which is substituted at position 3 by a 4-azidobenzyl group. It is a photoaffinity probe used in the identification of warfarin-binding proteins present in mammalian tissue.


brequinar

A quinolinemonocarboxylic acid that is quinoline substituted by 2'-fluoro[1,1'-biphenyl]-4-yl, methyl, carboxy and fluoro groups at positions 2, 3, 4, and 6, respectively. It is an inhibitor of dihydroorotate dehydrogenase, an enzyme that is required for de novo pyrimidine biosynthesis. The compound exhibits antineoplastic and antiviral properties.


A 4-(trimethylammonio)but-2-enoic acid with a (E)-configuration at the double bond.


A non-proteinogenic alpha-amino acid that is serine in which the alcoholic hydroxy group has been formally oxidised to the corresponding formyl group.


DIMETHYLFORMAMIDE

A member of the class of formamides that is formamide in which the amino hydrogens are replaced by methyl groups.


PLINABULIN

A member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione substituted by benzylidene and (5-tert-butyl-1H-imidazol-4-yl)methylidene groups at positions 3 and 6, respectively. It is a vascular disrupting agent and a microtubule destabalising agent which was in clinical trials (now discontinued) for the treatment of non-small cell lung cancer.


An oxo dicarboxylate obtained by deprotonation of both carboxy groups of 4-hydroxy-2-oxoglutaric acid.


CONIFERYL ALCOHOL

A phenylpropanoid that is one of the main monolignols, produced by the reduction of the carboxy functional group in cinnamic acid and the addition of a hydroxy and a methoxy substituent to the aromatic ring.


BIS(2-ETHYLHEXYL) PHTHALATE

A phthalate ester that is the bis(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.


thymidine

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


betaine

The amino acid betaine derived from glycine.


An N(6)-acyl-L-lysine where the N(6)-acyl group is specified as acetyl.


glycerol

A triol with a structure of propane substituted at positions 1, 2 and 3 by hydroxy groups.


cystathionine

A modified amino acid generated by enzymic means from homocysteine and serine.


plastoquinone

A polyprenylbenzoquinone that is 2,3-dimethylbenzoquinone with a polyprenyl side chain at position 5. There are several naturally-occurring plastoquinones with side chains of different length (containing between 6 and 9 isoprene units).


methyl sulfate

An alkyl sulfate that is the monomethyl ester of sulfuric acid.


ceramide

Ceramides (N-acyl-sphingoid bases) are a major subclass of sphingoid base derivatives with an amide-linked fatty acid. The fatty acids are typically saturated or monounsaturated with chain lengths from 14 to 26 carbon atoms; the presence of a hydroxyl group on carbon 2 is fairly common. Ceramides are generally precursors of more complex sphingolipids. In the illustrated generalised structure, R(1) = OH, OX (where X = acyl, glycosyl, phosphate, phosphonate, etc.), or H.


A 3-oxo-5alpha- steroid that is 5alpha-cholestane substituted by an oxo group at position 3.


4-methylumbelliferyl acetate

An acetate ester consiting of umbelliferone carrying a 7-O-acetyl group.


A glucosylglycerol consisting of a beta-D-glucosyl residue attached at position 2 of glycerol via a glycosidic bond.


A cyclohexanedione carrying oxo substituents at positions 1 and 3.


D-mannonate

The D-enantiomer of mannonate.


N-acetylputrescine

An N-monoacetylalkane-alpha,omega-diamine that is the N-monoacetyl derivative of putrescine.


An omega-aminoaldehyde that is butanal in which one of the hydrogens of the terminal methyl group has been replaced by an amino group.


A monosaccharide derivative that is  alizarin substituted by a beta-D-glucopyranosyl residue at position 2 via a glycosidic linkage.


trans-urocanate

A urocanate obtained by deprotonation of the carboxy group of trans-urocanic acid; major species at pH 7.3.


(S)-tetrahydrocolumbamine

A berberine alkaloid consisting of columbamine having four extra hydrogens at positions 5, 8, 13 and 13a and (S)-configuration.


D-ribonate

Conjugate base of D-ribonic acid.


A dicarboxylic acid monoanion that is the conjugate base of pimelic acid.


uric acid

An oxopurine in which the purine ring is substituted by oxo groups at positions 2, 6, and 8.


The L-enantiomer of 5-hydroxytryptophan.


LUMICHROME

A compound showing blue fluorescence, formed by a photolysis of riboflavin in acid or neutral solution.


5-dehydro-4-deoxy-D-glucuronic acid

A hexuronic acid that results from hydrolytic ring cleavage of the hemiacetal group of 4-deoxy-alpha-L-threo-hex-4-enopyranuronic acid with subsequent tautomerisation of the resulting enol to the corresponding ketone.


dacarbazine

A dacarbazine in which the N=N double bond adopts a trans-configuration.


GLUCOSAMINIC ACID

Hexanoic acid with four hydroxy groups at C-3, C-4, C-5, C-6, and an amino group at C-2.


An N-acetyl-D-glucosaminyl group comprising one N-acetylated glucosamine and two galactose residues, linked as shown. A trisaccharide antigen found in all animals apart from Old World primates and humans, it is the main xenoantigen hampering the success of clinical xenotransplantation. Obtained formally by removing the hydroxy group from the hemiacetal function of the amino trisaccharide alpha-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-D-glucosamine.


ACETYL-L-LEUCINE

The N-acetyl derivative of L-leucine.


An indolecarboxylate that is the conjugate base of indole-5,6-quinone-2-carboxylic acid resulting from the deprotonation of the carboxy group. Major microspecies at pH 7.3.


A quinolinemonocarboxylate that is the conjugate base of brequinar arising from the deprotonation of the carboxy group. Major microspecies at pH 7.3.


N-trans-cinnamoyltyramine

A member of the class of cinnamamides that is tyramine substituted by a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at the nitrogen atom. It is found in rice and exhibits an allelopathic effect to suppress the growth of weeds.


grasshopper ketone

A member of the class of allenes that is cyclohexane substituted by 3-oxobut-1-en-1-ylidene, methyl, hydroxy, hydroxy, methyl and methyl groups at positions 1, 2, 2, 4, 6 and 6, respectively (the 2R,3R,4S-stereoisomer). It is isolated from the grasshopper, Romalea microptera.


A member of the class of benzimidazoles that is 1H-benzimidazole substituted by (4-benzylpiperidin-1-yl)methyl and (methylsulfonyl)amino groups at positions 2 and 6, respectively. It is a potent antagonist of the GluN2B subunit of the N-methyl-D-aspartate (NMDA) receptor.


A member of the class of benzimidazoles that is 1H-benzimidazole substituted by 4-phenoxybenzyl and (methylsulfonyl)amino groups at positions 2 and 6, respectively. It is a potent antagonist of the GluN2B subunit of the N-methyl-D-aspartate (NMDA) receptor.


A pentasaccharide derivative that comprises the distal pentasaccharide of the oligosaccharide segment of Bordetella pertussis strain 186 lipooligosaccharide.


A twelve-residue oligosaccharide derivative that comprises the core oligosaccharide and distal trisaccharide of the oligosaccharide segment of Bordetella pertussis strain 186 lipooligosaccharide.


A cyclopropylcarboxamide resulting from the formal condensation of the carboxy group of cyclopropanecarboxylic acid with the amino group of 3,7-dimethylocta-2,6-dien-1-amine.


An oxo dicarboxylic acid dianion that is the conjugate base of 2-oxosuberic acid resulting from the deprotonation of the two carboxy groups. Major microspecies at pH 7.3.


An N-alkylpiperazine that consists of piperazine bearing 2-(benzhydryloxy)ethyl and 2-(4-azido-3-iodophenyl)ethyl groups at positions 1 and 4 respectively.


A member of the class of piperidines that is piperidine substituted by (4-azidophenyl)methyl and 2-(diphenylmethoxy)ethyl groups at positions 1 and 4, respectively. It binds to the dopamine transporter ligand binding site.


This is a tropane ring containing compound that binds the dopamine transporter ligand binding site.


sesterorbiculene

A sesterterpene that is produced by several fungal chimeric terpene synthases (PTTS009, PTTS037 and PTTS054).


sesterevisene

A sesterterpene that is produced by a fungal chimeric terpene synthase, PTTS010.


variediene

A tricyclic diterpene that was initially produced by a chimeric terpene synthase gene found in the fungus Emericella variecolor which was heterologously expressed in Aspergillus oryzae.


A sesterterpene.


DIHYDROCHELIRUBINE

A benzophenanthridine alkaloid that is dihydrosanguinarine bearing a methoxy substituent at position 10.


A sesterterpene


fusaproliferene

A sesterterpene that is produced by the fungal chimeric terpene synthase, PTTS036.


(-)-variculatriene B

A sesterterpene.


variculatriene A

A sesterterpene.


clavaphyllene

A sesterterpene that is produced by a fungal chimeric terpene synthase, PTTS051.


fusicocccadiene

A diterpene.


sesterbrasiliatriene

A sesterterpene.


penichrysol

A diterpenoid that is produced by the fungal chimeric terpene synthases, PTTS087 and PTTS136.


GJ1012 C

A diterpene.


METHYL ALCOHOL

The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.


brassiteraene A

A sesterterpene that is produced by the fungal chimeric terpene synthase, PTTS125.


An acyclic carotene that is lycopene having a cis-double bond at position 5.


An acyclic carotene that is lycopene having a cis-double bond at position 13.


2,4-dichloro-3-oxoadipic acid

An oxo dicarboxylic acid that is adipic acid substituted by an oxo group at position 3 and chloro groups at positions 2 and 4.


A di-unsaturated long chain fatty aldehyde.


organohalogen compound

A compound containing at least one carbon-halogen bond (where X is a halogen atom).


An 8-heptadecenal in which the double bond at position 8 adopts a cis-configuration.


fatty acyl monophosphate(2-)

The dianion of a fatty acyl monophosphate compound arising from deprotonation of both phosphate OH groups; major species at pH 7.3.


CALYCOSIN

A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3' position and a methoxy group at the 4' position.


3-PHOSPHOGLYCERIC ACID

The D-enantiomer of 3-phosphoglyceric acid


A C4-dicarboxylate resuting from deprotonation of both carboxy groups of dihydroxyfumaric acid.


L-idonate

An optically active form of idonate having L-configuration; major species at pH 7.3.


aldehydo-D-ribose 5-phosphate

The acyclic form of D-ribose 5-phosphate.


A member of the class of indenes that is 2,4,5,7a-tetrahydro-1H-indene substituted by methyl groups at positions 1, 4, 4 and 7a and by a hydroxy group at position 2.


A racemate comprising equimolar amounts of 2-methyl-D-serine and 2-methyl-L-serine.


O-phosphoviomycin

A derivative of viomycin having a phospho group attached to the side-chain OH group of one of the serine residues.


A synthetic alpha-glucosyl-functionalized stereospecifically numbered glycerol phosphate (GroP) oligomer in which the alpha-glucosyl substituent is located at the terminal unit of an sn-3-GroP hexamer.


glycerol phosphate oligomer

An oligomer comprised principally of glycerol phosphate units.


A synthetic stereospecifically numbered glycerol phosphate (GroP) oligomer. The structure of an sn-3-GroP hexamer, it can be conjugated to a protein through a 6-aminohexyl linker.


A synthetic stereospecifically numbered glycerol phosphate (GroP) oligomer. The structure of an sn-3-GroP pentamer, it can be conjugated to a protein through a 6-aminohexyl linker.


pavettamine

An aminoalcohol that is N(1)-(5-aminopentyl)pentane-1,5-diamine substituted by hydroxy groups at positions 2, 2', 4 and 4' (the 2R,4S,2'R,4'S-stereoisomer). It is a toxin produced by several plant species and the casual agent of gousiekte (''quick'' disease).


leucopterin (keto form)

A member of the class of pterins that is 3,4,5,6,7,8-hexahydropteridine substituted by an amino group at position 2 and oxo groups at positions 4, 6 and 7. It is a pigment found in the wings of butterflies.


homoavicholic acid

A 3alpha-hydroxy steroid that is avicholic acid that contains an extra methylene (CH2) group at position 24.


pseudouridine

A C-glycosyl pyrimidine that consists of uracil having a beta-D-ribofuranosyl residue attached at position 5. The C-glycosyl isomer of the nucleoside uridine.


A tricarboxylic acid anion resulting from the deprotonation of the three carboxy groups of bongkrekic acid; major species at pH 7.3.


A tertiary ammonium ion that is conjugate acid of galanthamine resulting from the protonation of the tertiary amino group; major species at pH 7.3.


huperzine A(1+)

A primary ammonium ion that is the conjugate acid of huperzine A resulting from the protonation of the primary amino group; major species at pH 7.3.


A 3beta-sterol that is lanosterol carrying a hydroxy group at position 26.


A 3beta-sterol that is lanosterol carrying an oxo group at position 26.


hainanate A

A steroid acid anion that is the conjugate base of hainanic acid A resulting from the deprotonation of the carboxy group; major species at pH 7.3.


A gamma-lactone that is 5-(hydroxymethyl)furan-2(5H)-one substituted at positions 3 and 4 by hydroxy groups (the 5R-stereoisomer).


A branched amino pentasaccharide comprising a (1->3), (1->4), (1->6) sequence of N-acetyl-beta-D-glucosamine, beta-D-galactose, N-acetyl-beta-D-glucosamine and (at the reducing end) N-acetyl-alpha-D-galactosamine residues, with the N-acetyl-alpha-D-galactosamine residue also carrying a beta-D-galactose residue via a (1->3) linkage.


A branched amino heptasaccharide consisting of an N-acetyl-alpha-D-galactosamine residue to which are linked via (1->3) and (1->6) linkages two N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl trisaccharide units.


An amino oligosaccharide that is a branched undecasaccharide derivative in which two linear pentasaccharide branches, each formed from alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine are linked (1->3) and (1->6) to an N-acetyl-alpha-D-galactosamine residue.


dyspropterin

A tetrahydropterin  that is 2-amino-5,6,7,8-tetrahydropteridin-4(3H)-one substituted by a 2-oxopropanoyl group at position 6.


hastatoside

An iridoid monoterpenoid with formula C17H24O11 that is isolated from several plants including Verbena officinalis and exhibits a sleep-promoting effect.


phosphatidylserine 35:2

A 3-sn-phosphatidyl-L-serine in which the two acyl groups contain a total of 35 carbon atoms and 2 double bonds.


A monocarboxylic acid anion that is the conjugate base of platencin resulting from the deprotonation of the carboxy group; major species at pH 7.3.


N-acetyl-beta-D-galactosaminyl group

The glycosyl group obtained by removing the hydroxy group from the hemiacetal function of N-acetyl-beta-D-galactosamine.


A (13)C-modified compound that is caffeine in which the carbon atoms of the three methyl groups at positions 1, 3 and 7 are replaced by (13)C isotopes.


IDP

A purine ribonucleoside 5'-diphosphate having inosine as the nucleobase.


A monocarboxylic acid anion that is the conjugate base of platensimycin resulting from the deprotonation of the carboxy group; major species at pH 7.3.


A C21-steroid that is cortisone in which the oxo group at position 20 is replaced by a hydroxy group.


phosphatidylserine (17:1/18:1)

A phosphatidylserine 35:2 in which the acyl group at C-1 contains 17 carbons and 1 double bind while that at C-2 contains 18 carbons and 1 double bonds.


A linear amino hexasaccharide comprising a (2->6), (1->4), (1->3), (1->4), (1->3) sequence of alpha-sialyl, beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-alpha-D-galactosamine residues.


A linear tetrasaccharide comprising beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose and N-acetyl-alpha-D-galactosamine residues linked in sequence (1->4), (1->3) and (1->4).


A branched amino heptasaccharide comprising a linear hexasaccharide chain of alpha-N-acetylneuraminyl, beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-alpha-D-galactosamine residues linked sequentially (2->3), (1->4), (1->3), (1->4), (1->6), to the N-acetyl-alpha-D-galactosamine residue at the reducing end of which is also linked (1->3) a further beta-D-galactose residue.


A steroid glucuronide anion that is the conjugate base of 17beta-estradiol 3-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of 17beta-estradiol 3-O-(3-sulfo-beta-D-glucuronide) 17-sulfate arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


name: 17beta-estradiol 3-O-(beta-D-glucuronide) 17-sulfate (2-)

description: A steroid glucuronide anion that is the conjugate base of 17beta-estradiol 3-O-(beta-D-glucuronide) 17-sulfate arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of 17beta-estradiol 17-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of estriol 3-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of estriol 16-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of estriol 17-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A glycero-3-phosphocholine compound having an alk-1-enyl substituent at the 1-position and an acyl substituent at the 2-position.


estriol 17-O-(beta-D-glucuronide)(1-)

A steroid glucuronide anion that is the conjugate base of estriol 17-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic group; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of estrone 3-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of 5beta-pregnane 3alpha,20alpha-diol 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic group; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of 5beta-pregnane 3alpha,20alpha-diol 3-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of testosterone 17-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of dehydroepiandrosterone 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic group; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of dehydroepiandrosterone 3-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of 5beta-androstane-3alpha,17alpha-diol-11-one-17beta-carboxylate 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic groups; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of 5beta-androstane-3alpha,17alpha-diol-11-one-17beta-carboxylate 3-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


leucopterin (enol form)

A member of the class of pteridines that is pteridine substituted by an amino group at position 2 and hydroxy groups at positions 4, 6 and 7.


ent-pavettamine

An aminoalcohol that is N(1)-(5-aminopentyl)pentane-1,5-diamine substituted by hydroxy groups at positions 2, 2', 4 and 4' (the 2R,4S,2'R,4'S-stereoisomer).


An 8-heptadecenal in which the double bond at position 8 adopts a trans-configuration.


name: 2-Methyl-(3 or 5 or 6)-(methylthio)pyrazine (mixture of isomers)


salicin

An aryl beta-D-glucoside that is salicyl alcohol in which the phenolic hydrogen has been replaced by a beta-D-glucosyl residue.


name: Glycerol 2-(9Z,12Z-octadecadienoate) 1-hexadecanoate 3-O-[alpha-D-galactopyranosyl-(1->6)-beta-D-galactopyranoside]


avicholate

A bile acid anion that is the conjugate base of avicholic acid obtained by deprotonation of the carboxy group; major species at pH 7.3.


L-lanthionine dizwitterion

An L-alpha-amino acid zwitterion that is the dizwitterionic form of L-lanthionine obtained by migration of protons from both carboxy groups to the amino groups; major species at pH 7.3.


L-homolanthionine dizwitterion

An L-alpha-amino acid zwitterion that is the dizwitterionic form of L-homolanthionine obtained by migration of protons from both carboxy groups to the amino groups; major species at pH 7.3.


14-formyl steroid

A steroid aldehyde that is any steroid which is substituted by a formyl group at position 14.


A member of the class of indoles that is 1H-indole substituted by 4-chlorobenzyl and formyl groups at positions 1 and 3, respectively. It is an anti-cancer agent that is active against lung cancer cells with K-Ras mutations.


A steroid glucuronide anion that is the conjugate base of etiocholan-3alpha-ol-17-one 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic group; major species at pH 7.3.


A steroid glucuronide anion that is the conjugate base of etiocholan-3alpha-ol-17-one 3-O-(3-sulfo-beta-D-glucuronide) arising from deprotonation of the carboxylic and sulfate groups; major species at pH 7.3.


sotorasib

A pyridopyrimidine that is pyrido[2,3-d]pyrimidin-2(1H)-one substituted by 4-methyl-2-(propan-2-yl)pyridin-3-yl, (2S)-2-methyl-4-(prop-2-enoyl)piperazin-1-yl, fluoro and 2-fluoro-6-hydroxyphenyl groups at positions 1, 4, 6 and 7, respectively. It is approved for the treatment of patients with non-small cell lung cancer having KRAS(G12C) mutations.


Penta-2,4-dienoic acid in which the hydrogen at position 2 is substituted by hydroxy and one of the hydrogens at position 5 is substituted by a benzoyl group. It is a metabolic product of biphenyl from Pseudomonas putida.


thymine

A pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group.


serine

An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group.


1,25-dihydroxyvitamin D3

A hydroxycalciol that is calcidiol in which the pro-S hydrogen of calcidiol is replaced by a hydroxy group. It is the active form of vitamin D3, produced fom calciol via hydoxylation in the liver to form calcidiol, which is subsequently oxidised in the kidney to give calcitriol.


isopropanol

A secondary alcohol that is propane in which one of the hydrogens attached to the central carbon is substituted by a hydroxy group.


methylarsonous acid

A one-carbon compound that is arsonous acid in which the hydrogen attached to arsenic is replaced by a methyl group.


heparosan-N-sulfate D-glucuronic acid

A heparan sulfate composed of a backbone of repeating beta-D-glucuronosyl-(1->4)-N-sulfonyl-alpha-D-glucosamine units joined by (1->4)-linkages.


An sn-glycero-3-phosphocholine substituted at the 1-oxygen by an alk-1-enyl group.


2-phospho-D-glyceric acid

A 2-phosphoglyceric acid in which the glyceric acid moiety has D (R) configuration.


An  aromatic amino-acid anion that is the conjugate base of 4-aminobenzoic acid.


A pteroate that is the conjugate base of 7,8-dihydropteroic acid, arising from deprotonation of the carboxy group.


An aminobiphenyl that is biphenyl substituted by an amino group at position 4.


indoxyl

A member of the class of hydroxyindoles that is 1H-indole substituted by a hydroxy group at position 3.


An acetal that is dimethoxymethane substituted by a methyl group at position 1.


2-amino-3-oxobutanoic acid

An alpha-amino acid that is acetoacetic acid which is substituted by an amino group at position 2.


NARINGENIN

The (S)-enantiomer of naringenin.


p-CRESOL

A cresol that consists of toluene substituted by a hydroxy group at position 4. It is a metabolite of aromatic amino acid metabolism produced by intestinal microflora in humans and animals.


A 1,2-diacyl-sn-glycero 3-phosphocholine in which the acyl group at position 1 is unspecified while that at position 2 is specified as oleoyl


mRNA containing a 2'-O-methyladenosine cap.


CYCLOHEXANONE

A cyclic ketone that consists of cyclohexane bearing a single oxo substituent.


name: (20S)-1alpha,25-dihydroxy-20-methoxyvitamin D3 / (20S)-1alpha,25-dihydroxy-20-methoxycholecalciferol


name: 1alpha,25-dihydroxy-24a,24b-dihomo-22-oxavitamin D3 / 1alpha,25-dihydroxy-24a,24b-dihomo-22-oxacholecalciferol


name: 1alpha,25-dihydroxy-26,27-dimethyl-22-oxavitamin D3 / 1alpha,25-dihydroxy-26,27-dimethyl-22-oxacholecalciferol


name: 1alpha,25-dihydroxy-24a,24b-dihomo-23-oxavitamin D3 / 1alpha,25-dihydroxy-24a,24b-dihomo-23-oxacholecalciferol


name: (20S)-1alpha,20,25-trihydroxy-24a-homovitamin D3 / (20S)-1alpha,20,25-trihydroxy-24a-homocholecalciferol


name: (23R)-1alpha,23,25-trihydroxy-23-methylvitamin D3 / (23R)-1alpha,23,25-trihydroxy-23-methylcholecalciferol


triglyceride

Any glyceride resulting from the condensation of all three hydroxy groups of glycerol (propane-1,2,3-triol) with fatty acids.


name: 1alpha,25-dihydroxy-11alpha-methoxyvitamin D3 / 1alpha,25-dihydroxy-11alpha-methoxycholecalciferol


name: 1alpha,25-dihydroxy-11alpha-(hydroxymethyl)vitamin D3 / 1alpha,25-dihydroxy-11alpha-(hydroxymethyl)cholecalciferol


name: 1alpha,25-dihydroxy-11beta-methoxyvitamin D3 / 1alpha,25-dihydroxy-11beta-methoxycholecalciferol


GLUTARATE

An alpha,omega-dicarboxylic acid that is a linear five-carbon dicarboxylic acid.


name: (24R,25R)-25,26-epoxy-1alpha,24-dihydroxyvitamin D3 / (24R,25R)-25,26-epoxy-1alpha,24-dihydroxycholecalciferol


name: (24R,25S)-25,26-epoxy-1alpha,24-dihydroxyvitamin D3 / (24R,25S)-25,26-epoxy-1alpha,24-dihydroxycholecalciferol


name: (24S,25R)-25,26-epoxy-1alpha,24-dihydroxyvitamin D3 / (24S,25R)-25,26-epoxy-1alpha,24-dihydroxycholecalciferol


name: (24S,25S)-25,26-epoxy-1alpha,24-dihydroxyvitamin D3 / (24S,25S)-25,26-epoxy-1alpha,24-dihydroxycholecalciferol


name: 1alpha,25-dihydroxy-18-oxovitamin D3 / 1alpha,25-dihydroxy-18-oxocholecalciferol


name: (23S,25R)-25-hydroxyvitamin D3 26,23-lactol / (23S,25R)-25-hydroxycholecalciferol 26,23-lactol


A chlorobenzoate that is the conjugate base of 4-chlorobenzoic acid.


A 2-amino-1-hydroxyoctadecan-3-one that has S-configuration.


name: 24-(dimethoxyphosphoryl)-25,26,27-trinorvitamin D3 / 24-(dimethoxyphosphoryl)-25,26,27-trinorcholecalciferol


name: 2alpha-chloro-1beta,25-dihydroxyvitamin D3 / 2alpha-chloro-1beta,25-dihydroxycholecalciferol


A disaccharide consisting of D-glucono-1,5-lactone having a beta-D-glucosyl residue at the 4-position.


taurolithocholic acid sulfate

The steroid sulfate of taurolithocholic acid.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 4-methyl-2-oxopentanoic acid.


A UDP-amino sugar compound having 2-acetamido-2,6-dideoxy-beta-D-xylo-hexopyranosyl-4-ulose as the sugar residue.


6-hydroxyhexanoic acid

An omega-hydroxy fatty acid comprising hexanoic acid having a hydroxy group at the 6-position.


dihydrozeatin

A 6-alkylaminopurine that is 7H-purin-6-amine where one of the hydrogens of the amino group is replaced by a 4-hydroxy-3-methylbutyl group. It is an intermediate in the zeatin biosynthesis.


quercetin 3,3'-bissulfate

A quercetin bissulfate having sulfo groups at positions 3 and 3'.


The conjugate base of 4-hydroxybenzoic acid, comprising a 4-hydroxybenzoic acid core with a proton missing to give a charge of -1.


hydrochloric acid

A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms.


An a N(2)-phenylacetylglutamine having L-configuration.


CDP-glycerol

A nucleotide-alditol having cytidine-5'-diphosphate and glycerol as the nucleotide and alditol components respectively.


D-tagaturonate

Conjugate base of D-tagaturonic acid.


A disaccharide phosphate consisting of cellobiose having a monophosphate group at the 6'-position.


isopyridoxal

A pyridinecarbaldehyde that is pyridine-5-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 4 respectively.


TRYPTOPHOL

An indolyl alcohol that is ethanol substituted by a 1H-indol-3-yl group at position 2.


donor

A molecular entity that can transfer ("donate") an electron, a pair of electrons, an atom or a group to another molecular entity.


L-rhamnulose 1-phosphate

A deoxyketohexose phosphate consisting of L-rhamnulose having a monophosphate group at the 1-position.


(2R)-2-hydroxy monocarboxylic acid

A 2-hydroxy monocarboxylic acid having (2R)-configuration.


mRNA containing an N(6),2'-O-dimethyladenosine cap.


L-tyrosine

An optically active form of tyrosine having L-configuration.


L-rhamnulose

A deoxyketohexose consisting of L-fructose lacking the 6-hydroxy group.


all-trans-retinal

A retinal in which all four exocyclic double bonds have E- (trans-) geometry.


A cholestanoid consisting of a cholesterol core having an oxo group at the 3-position, a C=C bond at the 4,5-position and an alpha-hydroxy group at the 7-position.


N-carbamoylputrescine

An N-substituted putrescine where the N-substituent is a carbamoyl group.


mesna

An organosulfonic acid consisting of sulfonic acid having a 2-mercaptoethyl group attached to sulfur.


aminoacetone

A propanone consisting of acetone having an amino group at the 1-position.


styrene oxide

An epoxide that is oxirane in which one of the hydrogens has been replaced by a phenyl group.


A mannose phosphate that is D-mannose phosphorylated at position 6 by a N-acetyl-D-glucosaminyl-1-phosphono group. Found in the milk of giant pandas.


streptidine 6-phosphate

A derivative of streptidine having a phosphate group at the 6-position.


A polysaccharide that is galactogen linked to a (1->6)-beta-D-galactosyl unit.


name: 1alpha,25-dihydroxy-24-oxo-23-azavitamin D2 / 1alpha,25-dihydroxy-24-oxo-23-azaergocalciferol


name: 1alpha,25-dihydroxy-24-nor-22-oxavitamin D3 / 1alpha,25-dihydroxy-24-nor-22-oxacholecalciferol


A epsilon-lactone that is oxepane substituted by an oxo group at position 2.


L-allysine

An optically active form of allysine having L-configuration.


A secondary alcohol that is heptane substituted by a hydroxy group at position 3.


A sulfur-containing carboxylic acid consisting of isobutyric acid having mercapto substituents on both beta-carbons.


The simplest member of the class  fluoren-9-ones that is 9H-fluorene bearing an oxo substituent at position 9.


sorbitol

The D-enantiomer of glucitol (also known as D-sorbitol).


alpha-D-glucose

D-Glucopyranose having alpha-configuration at the anomeric centre.


An acetylspermidine having the acetyl group at the N1-position.


name: Quercetin 3,3'-dimethyl ether 4'-isovalerate


name: Quercetin 3,3'-dimethyl ether 4'-(2-methylbutyrate)


A scyllo-inositol phosphate having a monophosphate group at the 4-position as well as the hydroxy group at the 1-position replaced by an amino group.


NG,NG-dimethyl-L-arginine

A L-arginine derivative  having two methyl groups both attached to the primary amino moiety of the guanidino group.


calcifediol

A hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group. A prehormone resulting from the oxidation of calciol in the liver, it is further hydroxylated in the kidney to give calcitriol, the active form of vitamin D3.


OCTANAL

A saturated fatty aldehyde formally arising from reduction of the carboxy group of caprylic acid (octanoic acid).


An acyl-sn-glycero-3-phosphate in which a single acyl substituent is located at position 2.


A five-membered rhamnonolactone having L-configuration.


puromycin

An aminonucleoside antibiotic, derived from the Streptomyces alboniger bacterium, that causes premature chain termination during translation taking place in the ribosome.


D-allose 6-phosphate

An allose phosphate consisting of D-allose having a monophosphate group at the 6-position.


Polypropylene glycol (m w 1,200-3,000)

A macromolecule composed of repeating propyleneoxy units.


CYCLOHEXYLFORMAMIDE

A member of the class of  formamides that is cyclohexane substituted by a formamido group.


3-dehydroquinic acid

A 4-oxo monocarboxylic acid derived from quinic acid by oxidation of the hydroxy group at position 3 to the corresponding keto group.


(+)-TAXIFOLIN

A taxifolin that has (2R,3R)-configuration.


A diosylceramide having beta-D-galactosyl-(1->4)-beta-D-glucose as the disaccharide component.


Any glycosyloxyflavone that consists of a flavonol attached to a rhamnosylglucosyl residue at position 3 via a glycosidic linkage.


A member of the class of pteridines that is 7,8-dihydropteridine-2,4(1H,3H)-dione carrying a lactoyl group at position 6.


A galactosylglycerol phosphate compond having an alpha-D-galactosyl residue attached to the 1-position of an sn-glycerol 3-phosphate


A 1,3-thiazole that is thiazole substituted by a methyl group at position 4 and a 2-hydroxyethyl group at position 5.


name: chondroitin sulfate E (GalNAc4,6diS-GlcA), precursor 3


alkyl cinnamate

A cinnamate ester rusulting from the formal condensation of cinnamic acid with any alkyl alcohol.


oxidized Renilla luciferin

An aromatic amide obtained by formal condensation of the carboxy group of phenylacetic acid with the exocyclic amino group of 4-(5-amino-6-benzylpyrazin-2-yl)phenol.


farnesyl triphosphate

A polyprenol triphosphate where the polyprenol component is farnesol.


CDP-diacylglycerol

A CDP-glycerol having unspecified acyl groups (most commonly fatty acyl groups) at the 1- and 2-positions.


A tetrahydropyridine that is 1,2,3,6-tetrahydropyridine substituted by a methyl group at position 1 and a phenyl group at position 4.


An oxopurine that is adenine bearing two oxo substituents at positions 2 and 8.


An oxazolidinone that is 1,3-oxazolidine-2,4-dione substituted by a methyl and ethyl group at position 5. It is a metabolite of paramethadione.


PIPECOLIC ACID

A piperidinemonocarboxylic acid in which the carboxy group is located at position C-2.


ISOORIENTIN

A flavone C-glycoside consisting of luteolin having a beta-D-glucosyl residue at the 6-position.


cyclohexyl isocyanide

An isocyanide having a cyclohexyl group attached to nitrogen.


URETHANE

A carbamate ester obtained by the formal condensation of ethanol with carbamic acid. It has been found in alcoholic beverages.


butyrate

A short-chain fatty acid anion that is the conjugate base of butyric acid, obtained by deprotonation of the carboxy group.


alpha-D-galactose 1-phosphate

A D-galactopyranose 1-phosphate having alpha-configuration at the anomeric centre.


A tetrahydromethanopterin having a methanylylidene joined to the nitrogens at the 5- and 10-positions.


A member of the class of benzosemiquinones which results from the removal of one hydrogen atom with its electron from hydroquinone (or from the addition of one hydrogen atom with its electron to p-benzoquinone).


L-xylose

A xylose of ring-opened form having L-configuration.


An adenosine bisphosphate having monophosphate groups at the 3'- and 5'-positions and a sulfo group attached to the phosphate at position 5'.


O-acetyl-L-serine

An acetyl-L-serine where the acetyl group is attached to the side-chain oxygen. It is an intermediate in the biosynthesis of the amino acid cysteine in bacteria.


UDP-L-arabinose

A UDP-sugar having L-arabinose as the sugar component.


acyl-CoA

A thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any carboxylic acid.


An adenosine bisphosphate having two monophosphate groups at the 3'- and 5'-positions.


benzyl alcohol

An aromatic alcohol that consists of benzene bearing a single hydroxymethyl substituent.


An aliphatic alcohol that is nonan-1-ol carrying an oxo group at position 6.


sucrose

A glycosyl glycoside formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose.


A pyridinium ion that is L-alanine in which a methyl hydrogen is replaced by a 3,4-dioxidopyridinium-1-yl group.


D-ribose 1,5-bisphosphate

A ribose bisphosphate that consists of D-ribose having two monophosphate groups at the 1- and 5-positions.


A group obtained by formal removal of the hydroxy group from the hemiacetal function of beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-D-glucosamine.


chloride

A halide anion formed when chlorine picks up an electron to form an an anion.


nitrogen

An elemental molecule consisting of two trivalently-bonded nitrogen atoms.


A member of the class of phenols that is o-cresol in which the hydrogen para to the hydroxy group is replaced by a chlorine.


aralkylamine

An alkylamine in which the alkyl group is substituted by an aromatic group.


SECOLOGANIN

An iridoid monoterpenoid that is acetaldehyde in which on of the hydrogens of the methyl group has been replaced by a 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-4-yl group which is substituted at positions 3 and 5 by a vinyl and a methoxycarbonyl group, respectively (the 2S,3R,4S stereoisomer).


A carboxy-2-hydroxymuconate semialdehyde having the carboxy group at the 3-position.


D-hamamelose

An aldopentose comprising D-ribose having a hydroxymethyl group at the 2-position.


keto-phenylpyruvate

A 2-oxo monocarboxylic acid anion resulting from deprotonation of the carboxy group of keto-phenylpyruvic acid.


A dimethoxyflavone that the 3,7-di-O-methyl derivative of quercetin.


fumaric acid

A butenedioic acid in which the C=C double bond has E geometry. It is an intermediate metabolite in the citric acid cycle.


4-O-feruloyl-D-quinic acid

The 4-O-feruloyl derivative of D-quinic acid.


A CMP-sugar having 3-deoxy-alpha-D-manno-octulosonic acid as the sugar component.


oxidized Latia luciferin

A methyl ketone in which the keto group is attached to a 2-(2,6,6-trimethylcyclohex-1-en-1-yl)ethyl group.


CHRYSOSPLENOL D

A trimethoxyflavone that is the 3,6,7-trimethyl ether derivative of quercetagetin.


A glucosyl group obtained by removing the hydroxy group from the hemiacetal function of D-galactosyl-(1->4)-beta-D-glucose.


phosphoenolpyruvate

A monocarboxylic acid anion resuting from selective deprotonation of the carboxy group of phosphoenolpyruvic acid.


thiocyanate

A pseudohalide anion obtained by deprotonation of the thiol group of thiocyanic acid.


D-galacturonic acid

The D-enantiomer of galacturonic acid. It is the main component of pectin.


S-propyl hexanethioate

A thioester obtained by the formal condensation of the carboxy group of hexanoic acid with the thiol group of propane-1-thiol.


2-hydroxypropyl dihydrogen phosphate

A hydroxyalkyl phosphate consisting of propane-1,2-diol having a phosphate group at the 1-position.


2,3-DIHYDROXYBENZOIC ACID

A dihydroxybenzoic acid that is  benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta.


(17Z)-icosenoic acid

A 17-icosenoic acid in which the double bond adopts cis-configuration.


dihydromacarpine

A benzophenanthridine alkaloid that is dihydrosanguinarine bearing two methoxy substituents.


ethyl 2-methyl-3-pentenoate

A fatty acid ethyl ester of 2-methyl-3-pentenoic acid.


quercetin 3,4'-bissulfate

A quercetin bissulfate having the sulfo groups at the 3- and 4'-positions.


An aminopyrimidine having the amino group at the 4-position together with methyl and phosphooxymethyl groups at the 2- and 5-positions respectively.


A dicarboxylic acid dianion resuting from removal of a proton from both carboxy groups of 4-fumarylacetoacetic acid.


diglyceride

A glyceride that is glycerol in which any two of the hydroxy groups have been acylated. In the structure shown, two of the R groups (positions not specified) are acyl groups while the remaining R group can be either H or an alkyl group.


GDP-L-galactose

A GDP-galactose where the galactose moiety has L-configuration.


N-phospho-L-lombricine

A phosphoramide consisting of L-lombricine having a phospho group attached to the guanidine.


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


hainanic acid A

A tetracyclic triterpenoid isolated from the fruiting bodies of Ganoderma hainanense.


An iminium ion resulting from the protonation of the two imine groups of saxitoxin; major species at pH 7.3.


An iminium ion resulting from the protonation of the imine group of tetrodotoxin; major species at pH 7.3.


A carboxy-2-hydroxymuconate semialdehyde having the carboxy group at the 4-position and the aldehyde functijon at the 6-position.


Paracetamol-Cys-Gly conjugate

An intermediate metabolite in the detoxification of the active paracetamol metabolite NAPQI


A 5-nonen-2-one in which the double bond adopts a trans-configuration.


A 5-nonen-2-one in which the double bond adopts a cis-configuration.


dihydrolipoic acid

A  thio-fatty acid that is reduced form of lipoic acid. A potent antioxidant shown to directly destroy superoxide, hydroperoxy and hydroxyl radicals; also has neuroprotective and anti-tumour effects.


An acyclic carotene that is lycopene having a cis-double bond at position 9.


An acyclic carotene that is lycopene having a cis-double bond at position 15.


Definition: A 3-oxo-5alpha-steroid formed from corticosterone by reduction across the C4-C5 double bond.


A 3-oxo-5alpha-steroid formed from aldosterone by reduction across the C4-C5 double bond.


thiobenzyl benzyloxycarbonyl-L-lysinate

An L-lysine derivative that is L-lysine in which the amino group is replaced by a [(benzyloxy)carbonyl]amino group and the carboxy group is replaced by a (benzylsulfanyl)carbonyl group. It is a substrate for a sensitive colorimetric assay for trypsin-like enzymes.


A primary ammonium ion that is the conjugate acid of thiobenzyl benzyloxycarbonyl-L-lysinate resulting from the protonation of the primary amino group; major species at pH 7.3.


A member of the class of imidazoles that is 1H-imidazole substituted by (4-cyanophenyl)methyl and [4-(3-chlorophenyl)-3-oxopiperazin-1-yl]methyl groups at positions 1 and 5, respectively. It is a dual inhibitor of FPTase and GGPTase-I.


A branched amino pentasaccharide comprising a linear tetrasaccharide chain of alpha-N-acetylneuraminyl, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-alpha-D-galactosamine residues linked sequentially (2->6), (1->4) and (1->6), to the N-acetyl-alpha-D-galactosamine residue at the reducing end of which is also linked (1->3) a further beta-D-galactose residue.


DIMBOA

A lactol that is DIBOA in which the hydrogen at position 7 is replaced by a methoxy group. It has been isolated from the maize plants.


amperozide

A member of the class of ureas that is urea in which three of the four hydrogens are replaced by ethyl and 4-[4,4-bis(4-fluorophenyl)butyl]piperazin-1-yl groups. An atypical antipsychotic which was in clinical development for the treatment of schizophrenia and substance-related disorders. It is a potent 5-HT2A antagonist and used in veterinary medicine because of its sedative effect on pigs.


ribavirin 5'-diphosphate

A 1-ribosyltriazole that is ribavirin in which the hydroxy group at the 5'-position is replaced by a diphosphate group. It is the metabolite of the antiviral agent ribavirin.


A member of the class of triazoles that is 1H-1,2,4-triazole substituted by an aminocarbonyl group at position 3. It is the major catabolite and aglycon of ribavirin.


ribavirin carboxylic acid

A  1-ribosyltriazole that is ribavirin in which the carbamoyl group at position 3 is replaced by a carboxy group. It is a catabolite and impurity of ribavirin.


A tertiary ammonium ion that is conjugate acid of amperozide resulting from the protonation of the piperazine moiety; major species at pH 7.3.


A pyrrolidin-2-one substituted by two ethyl groups at position 3.


A branched amino tetrasaccharide comprising a linear trisaccharide chain of alpha-N-acetylneuraminyl, beta-D-galactosyl and N-acetyl-alpha-D-galactosamine residues linked sequentially (2->3) and (1->3), to the N-acetyl-alpha-D-galactosamine residue at the reducing end of which is also linked (1->6) an N-acetyl-beta-D-glucosamine residue.


A  tertiary ammonium ion obtained by protonation of the two tertiary amino groups of cis-flupenthixol.


piperidine

An azacycloalkane that is cyclohexane in which one of the carbons is replaced by a nitrogen. It is a metabolite of cadaverine, a polyamine found in the human intestine.


BEAUVERIOLIDE I

A cyclodepsipeptide with formula C27H41N3O5. It was originally isolated from the fungus Beauveria sp. FO-6979 during a screening program for inhibitors of lipid droplet accumulation in murine macrophages. It is an inhibitor of acyl-CoA: cholesterol acyltransferase (ACAT) and effective at reducing atherogenic lesions of the artery and heart in mouse models.


An amino pentasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the mannosyl group is substituted at position 3 by a beta-D-GlcNAc-(1->2)-alpha-D-Man group.


A branched amino octasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc in which the mannosyl group is substituted at position 6 by a beta-D-GlcNAc-(1->2)-alpha-D-Man group and at position 3 by a beta-D-GlcNAc-(1->2)-[beta-D-GlcNAc-(1->6)]-alpha-D-Man group.


FUROXAN

A 1,2,5-oxadiazole substituted by an oxido, cyano and phenyl groups at positions 2, 3 and 4, respectively. It is a vasodilator and inhibitor of platelet aggregation.


Lck inhibitor

A member of the class of pyrrolopyrimidines that is 7H-pyrrolo[2,3-d]pyrimidine substituted by amino, 4-phenoxyphenyl, and cyclopentyl groups at positions 4, 5 and 7, respectively. It is a potent inhibitor of Lck that inhibits Lck (64-509) and LckCD isoforms (IC50 of less than 1 and 2 nM, respectively).


L-glutamine

An optically active form of glutamine having L-configuration.


A secondary ammonium ion resulting from the protonation of the two amino groups of N,N'-bis(diphenylmethyl)ethane-1,2-diamine.


A tertiary ammonium ion that is the conjugate acid of chlorprothixene resulting from the protonation of the tertiary amino group; major species at pH 7.3.


A branched amino nonasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the mannosyl group is substituted at positions 3 and 6 by beta-D-GlcNAc-(1->2)-[beta-D-GlcNAc-(1->6)]-alpha-D-Man groups.


A member of the class of benzimidazoles that is 1H-benzimidazole substituted by a 2-aminophenyl group at position 2.


A branched amino decasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the mannosyl group is substituted at position 3 by a beta-D-GlcNAc-(1->2)-[beta-D-GlcNAc-(1->6)]-alpha-D-Man group and at position 6 by a beta-D-GlcNAc-(1->2)-[beta-D-GlcNAc-(1->4)]-[beta-D-GlcNAc-(1->6)]-alpha-D-Man group.


name: Cyclopenta[b]pyran-5-octanoic acid, octahydro-.epsilon.,2,6-trioxo-, (4aR,5R,7aS)-


name: 8,11-Tridecadienoic acid, 13-(3-pentyl-2-oxiranyl)-, methyl ester, (8Z,11Z)-


1-Aminocyclopropane carboxylic acid

A non-proteinogenic alpha-amino acid consisting of cyclopropane having amino and carboxy substituents both at the 1-position.


name: 3-Furancarboxylic acid, tetrahydro-4-methylene-2-octyl-5-oxo-, (2R,3S)-rel-


piperonylate

A monocarboxylic acid anion that is the conjugate base of piperonylic acid resulting from the deprotonation of the carboxy group; major species at pH 7.3.


A methoxybenzoate that is the conjugate base of 3-methoxybenzoic acid resulting from the deprotonation of the carboxy group; major species at pH 7.3.


(benzyloxy)acetic acid

A monocarboxylic acid that is benzyl alcohol in which the hydroxy group is replaced by a carboxymethoxy group.


diphthine

A quaternary ammonium ion consisting of L-histidine with a 3-(trimethylammonio)-3-carboxypropyl group at the 2-position of the the imidazole ring.


(E,E)-di-1-propenyl sulfide

A di-1-propenyl sulfide in which the two double bonds adopt trans-configuration.


(Z,Z)-di-1-propenyl sulfide

A di-1-propenyl sulfide in which the two double bonds adopt cis-configuration.


(E,Z)-di-1-propenyl sulfide

A di-1-propenyl sulfide in which one of the double bonds adopts a trans-configuration and the other double bond adopts a cis-configuration.


The dicarboxylate anion of (S)-2-hydroxymethylglutaric acid; mahor microspecies at pH 7.3.


A branched amino octasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc in which the mannosyl group is substituted at position 3 by a beta-D-GlcNAc-(1->2)-alpha-D-Man group and at position 6 by an alpha-D-Man-(1->3)-[alpha-D-Man-(1->6)]-alpha-D-Man group.


A glycopentaosylceramide having alpha-D-GalNAc-(1->3)-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc as the pentasaccharide portion; reported to be the Forssman hapten of horse spleen.


vellosimine

An indole alkaloid that is sarpagan in which the methyl group attached to position 16 has been oxidised to the corresponding aldehyde.


OXAMATE

A dicarboxylic acid monoamide resulting from the formal condensation of one of the carboxy groups of oxalic acid with ammonia.


lipid

'Lipids' is a loosely defined term for substances of biological origin that are soluble in nonpolar solvents. They consist of saponifiable lipids, such as glycerides (fats and oils) and phospholipids, as well as nonsaponifiable lipids, principally steroids.


name: Propanedioic acid, (methoxyimino)-, dimethyl ester


name: Nicotinamide arabinoside adenine dinucleotide


Any haloalkane where the halogen is located at position 1.


TIFORMIN

A butanamide having a guanidino group at the 4-position.


A member of the class of benzothiazoles that is 1,3-benzothiazole substituted by a 2-hydroxyphenyl group at position 2.


A 2-monoglyceride having a beta-Dgalactosyl residue at the 3-position.


A member of the class of 1,3-benzoxazoles that is 1,3-benzoxazole substituted by a 2-hydroxyphenyl group at position 2.


A branched amino oligosaccharide that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc in which the mannosyl group is substituted at position 3 by a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man group and at position 6 by a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-[beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)]-alpha-D-Man group.


3-hydroxyisobutyric acid

A 4-carbon, branched hydroxy fatty acid and intermediate in the metabolism of valine.


An oligopeptide that is N-[(1E,3S)-6-amino-1-(methanesulfonyl)-6-oxohex-1-en-3-yl]-N(2)-carboxy-L-leucinamide in which the carboxy group is protected by a Cbz group. It is a SARS-CoV-2 Nsp5 main protease inhibitor that inhibits SARS-CoV-2 replication.


An oligopeptide that is N-[(1E,3S)-6-amino-1-(methanesulfonyl)-6-oxohex-1-en-3-yl]-N(2)-carboxy-L-leucinamide in which the carboxy group is protected by a (3-ethynylphenyl)methyl group. It is a SARS-CoV-2 Nsp5 main protease inhibitor that inhibits SARS-CoV-2 replication.


A member of the class of triazolopyridines that is [1,2,4]triazolo[1,5-a]pyridin-5(1H)-one substituted by phenyl, ethylsulfanediyl, cyano, amino and cyano groups at positions 1, 2, 6, 7 and 8, respectively.


(R)-eliprodil

The R-enantiomer of eliprodil.


(S)-eliprodil

The S-enantiomer of eliprodil.


deacetylcephalosporin C

A 3-hydroxymethylcephalosporin having a (5-amino-5-carboxypentanoyl)amino group at the 7-position.


1,2,3,6-tetrahydrophthalic anhydride

A cyclic dicarboxylic anhydride that is 1,3,3a,4,7,7a-hexahydro-2-benzofuran carrying oxo groups at positions 1 and 3.


ELIPRODIL

A member of the class of piperidines that is piperidine substituted by a 2-(4-chlorophenyl)-2-hydroxyethyl group at position 1 and by a 4-fluorobenzyl group at position 4.


A member of the class of benzazepines that is 2,3,4,5-tetrahydro-1H-2-benzazepine substituted by a (2S)-2-{[(2E)-2-(hydroxyimino)acetyl]amino}propyl group at position 2. It is an antidote currently in development for nerve agent poisoning.


molnupiravir

A nucleoside analogue that is N(4)-hydroxycytidine in which the 5'-hydroxy group is replaced by a (2-methylpropanoyl)oxy group. It is the prodrug of the active antiviral ribonucleoside analog N(4)-hydroxycytidine (EIDD-1931), has activity against a number of RNA viruses including SARS-CoV-2, MERS-CoV, and seasonal and pandemic influenza viruses. It is currently in phase III trials for the treatment of patients with COVID-19.