R-NADOLOL

An aromatic ether, being the (2R)-3-(tert-butylamino)-2-hydroxypropyl ether of the phenolic hydroxy group of (6R,7S)-5,6,7,8-tetrahydronaphthalene-1,6,7-triol.


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


iminium salt

Salts in which the cation has the structure R2C=N(+)R2. Thus N-hydronated imines and their N-substituted derivatives.


An O-sulfoamino acid that is L-tyrosine in which the phenolic hydrogen has been replaced by a sulfo group.


A polybromodiphenyl ether that is diphenyl ether in which the hydrogens at the 2, 4, 3', and 4' positions have been replaced by bromines.


acid green 5

An organic sodium salt having 3-[(ethyl{4-[(4-{ethyl[(3-sulfonatophenyl)methyl]amino}phenyl)(4-sulfonatophenyl)methylidene]cyclohexa-2,5-dien-1-ylidene}azaniumyl)methyl]benzene-1-sulfonate as the counterion. It is the standard dye in North American for staining collagen and is also used extensively in plant histology.


acid fuchsin

An organic sodium salt that is the disodium salt of 2-amino-5-[(4-amino-3-sulfophenyl)(4-imino-3-sulfocyclohexa-2,5-dien-1-ylidene)methyl]-3-methylbenzene-1-sulfonic acid. It is used in the Van Gieson method in conjunction with picric acid to demonstrate collagen fibres red, and in Masson's trichrome to colour smooth muscle in contrast to collagen.


alpha-L-Fucp-(1->2)-beta-D-Galp6S-(1->4)-D-GlcpNAc in which the anomeric configuration of the N-acetyl-D-glucosamine residue at the reducing end is beta.


iron-sulfur-vanadium cofactor

A 7Fe-V-9S-X-homocitryl cluster, the structure of which is assumed to be analogous to the 7Fe-Mo-9S-X-homocitryl cluster. The identity of the X atom is not known, possibly carbon or oxygen.


A 3-demethylubiquinol in which the polyprenyl chain contains 7 prenyl units.


geraldone

A dihydroxyflavone that is the 5-deoxy-derivative of 4',5,7-trihydroxy-3'-methoxyflavone (chrysoeriol).


A member of the class of phenols that is p-cresol in which one of the methyl hydrogens has been replaced by a methoxy group.


2-acetamidophenol sulfate

An aromatic amide that is 2-aminophenol in which one of the amino hydrogens has been replaced by an acetyl group and the phenolic hydrogen replaced by a sulfo group.


A tertiary alcohol that is benzene substituted by a 3-hydroxy-3-methylbutyl group.


name: N,N-dimethylcarbamic acid [[1-amino-2-(4-tert-butylphenoxy)ethylidene]amino] ester


sulfolipid

A compound containing a sulfonic acid residue joined by a carbon-sulfur bond to a lipid.


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


pyrocatechol sulfate

An aryl sulfate that is catechol with one of the two hydroxy groups substituted by a sulfo group.


(S)-secondary-alcohol

A secondary alcohol where the substiuents are arranged so the hydroxy group is in (S)-configuration. Published in DOI:10.1002/adsc.201100864


6-hydroxyluteolin 7-O-laminaribioside

A glycosyloxyflavone that is 6-hydroxyluteolin attached to a beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. Isolated from Globularia cordifolia and Globularia alypum, it exhibits antioxidant activity.


(R)-bromisoval

A 2-bromo-N-carbamoyl-3-methylbutanamide that has R configuration.


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


An organic sodium salt that has 17beta-estradiol 17-glucosiduronate as the anion.


RHAMNETIN

A monomethoxyflavone that is quercetin methylated at position 7.


GlyTouCan G00232ED

A composition-only glycan consisting of four hexosyl, five acetaminohexosyl, one N-acetyl-neuraminic acid and one sulfate groups (identities and connectivity unknown). Composition: Hex4 HexNAc5 NeuAc1 S1.


alkyllithium compound

An organolithium compound where an alkyl group is bound to a lithium atom.


hermannioside A

A quercetin O-glycoside that is quercetin attached to a alpha-L-rhamnopyranosyl residue at position 7 and a alpha-L-rhamnopyranosyl-(1->2)-alpha-L-arabinopyranosyl residue at position 3 via glycosidic linkages. It has been isolated from Anthyllis hermanniae.


A glycosyl alditol consisting of alpha-D-glucopyranose and D-galactitol residues joined in sequence by a (1->6) glycosidic bond.


rivastigmine tartrate

A tartrate salt obtained by reaction of rivastigmine with one equivalent of (R,R)-tartaric acid. A reversible cholinesterase inhibitor.


A glycosyloxyflavone that is 3',4',5,7-tetrahydroxy-3-methoxyflavone attached to (6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is isolated from the whole plant of Lepisorus contortus.


A triol that is pentane with the three hydroxy groups located at positions 1,3 and 5.


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


IODOMETHANE

A member of the class of  iodomethanes that is methane in which one of the hydrogens is replaced by iodine.


inorganic titanium salt

A titanium salt that lacks C-H bonds


sodium metavanadate

An inorganic sodium salt having metavanadate as the counterion.


methanediols

A  diol that is methane in which two of the hydrogens have been replaced by hydroxy groups respectively.


hermannioside B

A glycosyloxyflavone that is kaempferol attached to alpha-L-rhamnopyranosyl-(1->2)-alpha-L-arabinopyranosyl residue at position 3 and a alpha-L-rhamnopyranosyl residue at position 7 via glycosidic linkages. It has been isolated from the whole plant of Anthyllis hermanniae.


An amino pentasacchride comprising a chain of 3-O-sulfo-beta-D-glucuronic acid, beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose and D-glucose residues linked sequentially (1->3), (1->4), (1->3) and (1->4).


A sphingoid that is 1-deoxysphinganine having cis-double bonds at positions 6, 9, 12, and 15.


Major species at pH 7.3. See https://pdb101.rcsb.org/learn/structural-biology-highlights/anthrax-stealth-siderophores for structure


An alkyne that is decane carrying a triple bond at position 1.


name: sulfuric acid [4-(2-aminoethyl)phenyl] ester


phlorotannin

A type of tannin usually found in brown algae such as kelps and rockweeds. Unlike the hydrolysable or condensed tannins, these compounds are oligomers of phloroglucinol.


ITRAMIN TOSYLATE

An organosulfonate salt obtained by combining equimolar amounts of aminoethyl nitrate and 4-toluenesulfonic acid. Used as a vasodilator for the treatment of angina.


tetrahydroxyflavone

Any hydroxyflavone carrying four hydroxy substituents.


(-)-geosmin

The (-)-stereoisomer of geosmin, having 4S,4aS,8aR configuration.


A disaccharide derivative that is lactose in which the hydroxy group at position 6 of the galactopyranose ring has been converted into the corresponding hydrogen sulfate derivative.


SODIUM BROMIDE

An inorganic sodium salt having bromide as the counterion.


benzyl halide

Any compound containing a (halomethyl)benzene skeleton.


name: sodium polyanethol sulfonate macromolecule

description: An organic sodium salt that is a macromolecule composed of repeating sodium polyanethol sulfonate units. For the sake of clarity, a representative structure is shown; there may also be some of the 3-sulfonated analogue present.


resveratrol disulfate

Any  stilbenol that is the disulfate derivative of resveratrol.


sodium methoxyacetate

An organic sodium salt comprising equal numbers of sodium and methoxyacetate ions.


GlyTouCan G00058XR

A composition-only glycan consisting of two hexosyl groups, one acetaminohexosyl group and one sulfate group (identities and connectivity unknown). Composition: Hex2 HexNAc1 S1.


A sulfonamide that consists of two moieties of 4-methyl-N-phenylbenzenesulfonamide connected to each other at position 2 by an aldimine linker. It is a ATP-competitive inhibitor of sphingosine kinase that targets both SK1 and SK2 (Ki values of 27 muM and 6.9 muM, respectively) and exhibits anti-cancer properties.


A member of the class of sulfamic acids that is sulfamic acid in which one of the amino hydrogens has been replaced by a (3Z,6Z)-dodeca-3,6-dien-1-yl group.


An oligosaccharide sulfate that is 2-acetamido-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-beta-D-galactopyranose in which the hydroxy group at position 2 of the 4-deoxy-hex-4-enopyranuronosyl moiety is converted to the corresponding sulfate derivative.


iron(III) nitrilotriacetate

An iron chelate resulting from the combination of equimolar amounts of iron(3+) and nitrilotriacetate(3-).


guanidinoethane sulfonic acid

The N-amidino derivative of taurine.


name: 5-nitro-2-furancarboxylic acid [2-oxo-2-[3-(1-piperidinylsulfonyl)anilino]ethyl] ester


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.


resveratrol

A resveratrol in which the double bond has E configuration.


A disaccharide derivative consisting of 3-O-sulfo-beta-D-glucopyranuronic acid and D-xylopyranose joined by a (1->4) glycosidic linkage.


AMIKACIN SULFATE

An aminoglycoside sulfate salt obtained by combining amikacin with two molar equivalents of sulfuric acid.


sec-butylbenzene

An alkylbenzene that is benzene substituted by a butan-2-yl group.


thallium(III) nitrate

The inorganic nitrate salt of thallium(III).


A primary alcohol that is 1-heptanol substituted by an isopropyl group at position 2 and a methyl group at position 5.


Nonidet P-40

A poly(ether) macromolecule that is polyethylene glycol in which one of the terminal hydroxy groups has been converted to the corresponding p-octylphenyl ether. A nonionic, non-denaturing detergent, it is used for solubilising membrane proteins during isolation of membrane-protein complexes. n ~ 8.


ACACETIN

A monomethoxyflavone that is the 4'-methyl ether derivative of apigenin.


2,5-diaminotoluene sulfate

An organic sulfate salt obtained by combining 2,5-diaminotoluene with one molar equivalent of sulfuric acid; occurs as an intermediate during hair dye formulation.


A primary alcohol that is  isopentane substituted by a hydroxy group at position 1.


ABACAVIR SULFATE

An azaheterocycle sulfate salt that is the sulfate salt of the HIV-1 reverse transcriptase inhibitor abacavir.


A fatty alcohol that is 1-dodecanol substituted by methyl groups at positions 3, 7 and 11. Metabolite observed in cancer metabolism.


phytantriol

A triol that consists of 3,7,11,15-tetramethylhexadecane bearing three hydroxy substituents at positions 1, 2 and 3.


(3Z)-dodec-3-en-1-yl hydrogen sulfate

A sulfuric ester obtained by the formal condensation of (3Z)-dodec-3-en-1-ol with sulfuric acid.


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


sodium gallate

An organic sodium salt resulting from the replacement of the proton from the carboxy group of gallic acid by a sodium ion.


mirificin

A flavone C-glycoside that is 7,4'-dihydroxyflavone substituted by a 6-O-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]-beta-D-glucopyranosyl residue at position 8 via a C-glycosidic linkage.


An organobromine compound that is bromobenzene in which the hydrogens at positions 2 and 5 are replaced by 4-hydroxystyryl groups.


gentiobiitol

A glycosyl alditol consisting of beta-D-glucopyranose and D-glucitol joined in sequence by a (1->6) glycosidic bond.


organolithium compound

A compound containing at least one carbon-lithium bond.


sulfonamide antibiotic

A class of sulfonamides whose members generally have bacteriostatic antibiotic properties.


The (S)-enantiomer of 2-methylbutan-1-ol.


PROPENE

An alkene that is propane with a double bond at position 1.


lissamine fast yellow

An organic sodium salt that is the disodium salt of 2,5-dichloro-4-{5-hydroxy-3-methyl-4-[(4-sulfophenyl)diazenyl]pyrazol-1-yl}benzene-1-sulfonic acid. It is used as the erythrocyte stain in Garvey's method for elastic, fibrin and collagen as well as a substitute for martius yellow in Lendrum's MSB.


A binuclear oxo-bridged Ru compound that selectively inhibits mitochondrial calcium uniporter mediated Ca(2+)-uptake with nanomolar potency in cells.


fomesafen-sodium

An organic sodium salt that is the sodium salt of fomesafen. A protoporphyrinogen oxidase inhibitor, it was specially developed for post-emergence control of broad-leaf weeds in soya.


organic iodine salt

An iodine salt with C-H bonds


ionic liquid

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


A member of the class of phenols carrying two tert-butyl substituents at positions 2 and 4.


name: N-[3-[[diethylamino(sulfanylidene)methyl]thio]-1-oxopropyl]carbamic acid (4-propan-2-ylphenyl) ester


spinosin

A flavone C-glycoside that is flavone substituted by hydroxy groups at positions 5 and 4', a methoxy group at position 7 and a 2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl residue at position 6 via a C-glycosidic linkage.


diethanolammonium nitrate

An organoammonium salt resulting from the mixing of equimolar amounts of nitric acid and diethanolamine.


N-acetyloctopamine

A member of the class of tyramines that is octopamine in which one of the amino hydrogens is replaced by an acetyl group. It is a metabolite of octopamine which is found in the brains of ants and fruit flies.


praseodymium acetate

A praseodymium molecular entity in which a praseodymium(3+) cation is associated with three acetate anions. Used as a heavy atom in protein crystallography experiments (multiple-wavelength anomalous dispersion, multiple isomorphous replacement).


lead diacetate

A lead coordination entity in which a central lead(2+) atom is coordinated to two acetate ions.


fast yellow

An organic sodium salt that is 4-aminoazobenzene-3,4'-disulfonic acid in which the protons of both of the sulfo groups have been replaced by sodium ions. It is used as a biological stain. It was formerly used as a food coloring agent (E105), but its use in food or drinks is now forbidden.


DABIGATRAN ETEXILATE MESYLATE

A methanesulfonate salt obtained by reaction of dabigatran etexilate with one equivalent of dabigatran etexilate. A prodrug for dabigatran, a thrombin inhibitor and anticoagulant which is used for the prevention of stroke and systemic embolism.


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


An aromatic ether that is 4-methoxyphenol in which one of the hydrogens ortho- to the methoxy group is replaced by a tert-butyl group.


An ultra-long-chain primary fatty alcohol that is dotriacontan-1-ol substituted by a methyl group at position 30.


salt

A salt is an assembly of cations and anions.


name: 2-[(2R,3S,6S)-2-(hydroxymethyl)-3-[(4-methoxyphenyl)sulfonylamino]-3,6-dihydro-2H-pyran-6-yl]acetic acid methyl ester


GLYPHOSATE

A phosphonic acid resulting from the formal oxidative coupling of the methyl group of methylphosphonic acid with the amino group of glycine. It is one of the most commonly used herbicides worldwide, and the only one to target the enzyme 5-enolpyruvyl-3-shikimate phosphate synthase (EPSPS).


DEPTROPINE CITRATE

A citrate salt that is the dihydrogen citrate salt of deptropamine.


NITROPHENOLATE

A member of the class of 2-nitrophenols that is phenol in which one of the hydrogens that is ortho to the hydroxy group has been replaced by a nitro group.


GlyTouCan G01155JM

A composition-only glycan consisting of four hexosyl groups, five acetaminohexosyl groups and one sulfate group (identities and connectivity unknown). Composition: Hex4 HexNAc5 S1.


HALISTANOL SULFATE G SODIUM

An organic sodium salt that is the trisodium salt of halistanol sulfonic acid G. Isolated from the marine sponge Pseudaxinyssa digitata, it exhibits anti-HIV activity.


BUTYLATED HYDROXYTOLUENE

A member of the class of  phenols that is 4-methylphenol substituted by tert-butyl groups at positions 2 and 6.


ETHYLBENZENE

An  alkylbenzene carrying an ethyl substituent. It is a constituent of coal tar and petroleum.


A  glycol that is 1,2-butanediol carrying an additional methyl substituent at position 2.


zirconocenes

Compounds containing a zirconocene [bis(eta(5)-cyclopentadienyl)zirconium] skeleton.


pseudoephedrine

A member of the class of the class of phenylethanolamines that is (1S)-2-(methylamino)-1-phenylethan-1-ol in which the pro-S hydrogen at position 2 is replaced by a methyl group.


N-tetradecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as tetradecanoyl (myristoyl).


Conjugate base of bhas#28


globoside

Any glycosphingolipid where the oligosaccharide component has an N-acetylgalactosaminyl residue at the non-reducing end.


A glycopentaosylceramide having an alpha-D-GalNAc-(1->3)-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc component attached to the primary hydroxy function of a ceramide with undefined sphingoid base and fatty acyl chain.


A glycotetraosylceramide having N-acetyl-beta-D-neuraminyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose as the hexasaccharide component. It is overexpressed in some cancers and has been linked to disease progression.


A glycopentaosylceramide (anionic form) in which the galactose residue at the non-reducing end of the oligosaccharide moiety in beta-D-Gal-(1->3)-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer is sulfated at O-3.


A glycopentaosylceramide having beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycopentaosyl component. It is a glycosphingolipid that has previously been used to identify cells with stem cell-like, multipotent, and pluripotent characteristics.


A glycotetraosylceramide having N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose as the tetrasaccharide component.


A glycotetraosylceramide with an N-octadecanoyl substituent attached to the ceramide nitrogen.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose as the trisaccharide component.


A glycopentaosylceramide having beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose as the pentasaccharide component.


An alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the substituent on the ceramide nitrogen is hexacosanoyl.


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.


An N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group is specified as hexadecanoyl.


An alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group is specified as (17Z)-hexacosenoyl.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl component attached to the primary hydroxy function of a ceramide with undefined sphingoid base.


globoside Gb4

A glycotetraosylceramide in which a linear beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->-4)-beta-D-Gal-(1->4)-beta-D-Glc tetrasaccharide unit is linked glycosidically to a (3R,4E)-3-hydroxy-2-(pentacosanoylamino)octadec-4-en-1-yl ceramide group.


etidronic acid

A  1,1-bis(phosphonic acid) that is (ethane-1,1-diyl)bis(phosphonic acid) having a hydroxy substituent at the 1-position. It inhibits the formation, growth, and dissolution of hydroxyapatite crystals by chemisorption to calcium phosphate surfaces.


An amino acid zwitterion resulting from a transfer of a proton from the carboxy group to the amino group of 3-(5-oxoisoxazolin-2-yl)-L-alanine; major species at pH 7.3.


oxidized glycerolipid

Any glycerolipid having an oxidized fatty acyl component.


An amino nonasaccharide that is the linear pentasaccharide alpha-D-Man-(1->2)-alpha-D-Man-(1->3)-beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc in which the mannosyl residue nearest the reducing end has the branched tetrasaccharide alpha-D-Man-(1->3)-[alpha-D-Man-(1->2)-alpha-D-Man-(1->6)]-alpha-D-Man attached at position 6.


alkaloid

Any of the naturally occurring, basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom, but also found in bacteria, fungi, and animals. By extension, certain neutral compounds biogenetically related to basic alkaloids are also classed as alkaloids. Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. Compounds in which the nitrogen is  exocyclic (dopamine, mescaline, serotonin, etc.) are usually classed as amines rather than alkaloids.


indole alkaloid

An alkaloid containing an indole skeleton.


calycanthaceous alkaloid

Any indole alkaloid obtained by the oxidative coupling two indole nuclei at the beta-position. Found commonly in the plants of the family calycanthaceae.


The monoprotonated form of quinine, the predominant species at pH7.3.


Aspidosperma alkaloid

Any member of a group of indole alkaloids based on a C19 or C20 skeleton formed by condensation of tryptamine with a rearranged seconloganin-derived C9 or C10 unit. The Aspidosperma alkaloids constitute the largest group of indole alkaloids (currently ca. 220 alkaloids) and may be divided into several sub-groups.


lysergic acid

An ergoline alkaloid comprising 6-methylergoline having additional unsaturation at the 9,10-position and a carboxy group at the 8-position.


dihydroergocryptine

alpha-Ergocryptine in which a single bond replaces the double bond between positions 9 and 10.


exiguamine A

An alkaloid isolated from the marine sponge Neopetrosia exigua which acts as a potent inhibitor of indoleamine 2,3-dioxygenase.


isoquinoline alkaloid

Any alkaloid that has a structure based on an isoquinoline nucleus. They are derived from the amino acids like tyrosine and phenylalanine.


name: (1S,15R,18S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid methyl ester


ethylhydrocupreine

A cinchona alkaloid consisting of 10,11-dihydrocinchonan bearing hydroxy and ethoxy substituents at positions 9 and 6' respectively.


hapalindole-type alkaloid

Any member of a structurally diverse group of hybrid isoprenoid-indole alkaloids, produced solely by members of the Subsection V cyanobacterial strains. The major classes of hapalindole-type molecules include hapalindoles, fischerindoles, welwitindolinones and ambiguines that share a common molecular feature where an indole and an isonitrile group are connected by a carbon-carbon motif (C10-C11) that is appended with a monoterpene unit. Fusion of the exomethylene carbon C-16 with indole backbones in the tricyclic hapalindoles provides tetracyclic hapalindoles and fischerindoles that, on rearrangement, can also lead to the bridged tetracyclic welwitindolinones. Decoration of tetracyclic hapalindoles with a tert-prenyl group at C-2 of the indole ring results in ambiguines, of which many have a fused pentacyclic 6-6-6-5-7 or 6-6-6-5-6 ring system.


cinchona alkaloid

An alkaloid based on a cinchonan skeleton.


perakine

An indole alkaloid having a ajmalan-type skeleton and characterised by a 17alpha-acetoxy group, a 21beta-methyl group, loss of the 1-methyl group with associated unsaturation at N(1)=C(2), and a 20alpha-formyl group in place of the 20beta-ethyl side-chain.


glycoalkaloid

A glycoside that is a compound containing one or more hydrophilic glycoside moieties combined with an alkaloid. Found in Solanaceae plants such as courgettes, paprika, aubergines, tomatoes and potatoes.


oxoaporphine alkaloid

Any aporphine alkaloid that has a 7-keto-4H-dibenzo[de,g]quinoline skeleton. The oxoaporphine alkaloids are found in members of the Anonacea, Aracea, Hernandiaceae, Lauraceae, Magnoliaceae, Menispermaceae, Monimiaceae, Papaveraceae, and Ranunculaceae families.


NORCODEINE

A morphinane-like compound that is the N-demethylated derivative of codeine.


butorphanol

Levorphanol in which a hydrogen at position 14 of the morphinan skeleton is substituted by hydroxy and one of the hydrogens of the N-methyl group is substituted by cyclopropyl. A semi-synthetic opioid agonist-antagonist analgesic, it is used as its (S,S)-tartaric acid salt for relief or moderate to severe pain.


quinine

A cinchona alkaloid that is cinchonidine in which the hydrogen at the 6-position of the quinoline ring is substituted by methoxy.


ambiguine

Any hapalindole-type alkaloid resulting from attachment of a tert-prenyl group at C-2 of the indole ring of a hapalindole and subsequent elaboration. Many ambiguines have a fused pentacyclic 6-6-6-5-7 or 6-6-6-5-6 ring system.


α-ergocryptine

Ergotaman bearing hydroxy, isopropyl, and 2-methylpropyl groups at the 12', 2' and 5' positions, respectively, and oxo groups at positions 3', 6', and 18. It is a natural ergot alkaloid. Ergocryptine discussed in the literature prior to 1967, when beta-ergocryptine was separated from alpha-ergocryptine, is now referred to as alpha-ergocryptine.


quinidine

A cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy.


fumigaclavine B

An ergot alkaloid produced by the fungus Aspergillus fumigatus that consists of ergoline substituted by two methyl groups at the 6 and 8beta positions, and by a hydroxy group at the 9beta position.


monoterpenoid indole alkaloid

A terpenoid indole alkaloid which is biosynthesised from L-tryptophan and diisoprenoid (usually secolaganin) building blocks.


dihydroergotamine

Ergotamine in which a single bond replaces the double bond between positions 9 and 10. A semisynthetic ergot alkaloid with weaker oxytocic and vasoconstrictor properties than ergotamine, it is used (as the methanesulfonic or tartaric acid salts) for the treatment of migraine and orthostatic hypotension.


AGROCLAVINE

An ergot alkaloid that is ergoline which contains a double bond between positions 8 and 9, and which is substituted by methyl groups at positions 6 and 8.


alkaloid antibiotic

Any alkaloid that has significant antibiotic properties.


lysergamide

An ergoline alkaloid comprising ergoline lacking hydrogens at positions 9 and 10 and also having a methyl group attached to the piperidine nitrogen.


lysergol

An alkaloid of the ergoline family that occurs as a minor constituent in some species of fungi and in the morning glory family of plants. Its structure is that of ergoline with a methyl group at N-6 and a beta-hydroxymethyl substituent at C-8.


hemiterpenoid indole alkaloid

A terpenoid indole alkaloid which is biosynthesised from L-tryptophan and monoisoprenoid (usually dimethylallyl pyrophosphate or isopentenyl pyrophosphate) building blocks


Erythrina alkaloid

Any alkaloid found in Erythrina species, a genus of plants widely distributed throughout the tropical and semi-tropical regions of the world.


raucaffrinoline

An indole alkaloid having a ajmalan-type skeleton and characterised by a 17alpha-acetoxy group, a 21beta-methyl group, loss of the 1-methyl group with associated unsaturation at N(1)=C(2), and a 20alpha-hydroxymethyl group in place of the 20beta-ethyl side-chain.


dihydro-beta-ergocryptine

beta-Ergocryptine in which a single bond replaces the double bond between positions 9 and 10.


An indole alkaloid that is the enol tautomer of geissoschizine, which is also dehydrogenated at the 4,21-position.


monoamine alkaloid

An alkaloid that contains one amino group connected to an aromatic ring by a two-carbon chain. All monoamines are derived from aromatic amino acids like phenylalanine, tyrosine, tryptophan, and the thyroid hormones by the action of aromatic amino acid decarboxylase enzymes.


buprenorphine

A morphinane alkaloid that is 7,8-dihydromorphine 6-O-methyl ether in which positions 6 and 14 are joined by a -CH2CH2- bridge, one of the hydrogens of the N-methyl group is substituted by cyclopropyl, and a hydrogen at position 7 is substituted by a 2-hydroxy-3,3-dimethylbutan-2-yl group. It is highly effective for the treatment of opioid use disorder and is also increasingly being used in the treatment of chronic pain.


morphinane alkaloid

An  isoquinoline alkaloid based on a morphinan skeleton and its substituted derivatives.


phenanthrene alkaloid

Any alkaloid with a phenanthrene skeleton.


ergotamine

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


benzylisoquinoline alkaloid

Any isoquinoline alkaloid based on a benzylisoquinoline skeleton.


vinca alkaloid

A group of indole-indoline dimers which are alkaloids obtained from the Vinca genus of plants, together with semi-synthetic and fully synthetic analogues.


name: (1S,15R,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid methyl ester


festuclavine

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


ergoline alkaloid

One of a class of naturally occurring alkaloids with a structure based on that of ergoline.


terpenoid indole alkaloid

An indole alkaloid which is biosynthesised from L-tryptophan and isoprenoid building blocks.


aporphine alkaloid

Any benzylisoquinoline alkaloid that has a structure based on 4H-dibenzo[de,g]quinoline or its 3-methyl derivative.


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


(-)-tortuosamine

5,6,7,8-Tetrahydroquinoline in whith the hydrogens at position 6 are substituted by a 3-azabutyl group and a 3,4-dimethoxyphenyl group. (S configuration). It is found in the herb kanna (Sceletium tortuosum).


betalain

Any of a group of coloured alkaloids occurring widely in plants of the order Centrospermae. They are divided into two groups, betacyanins and betaxanthins, and both occur in plant vacuoles.


(+)-vincadifformine

An aspidosperma alkaloid that is the methyl ester of 2,3-didehydroaspidospermidine-3-carboxylic acid.


An ergoline alkaloid obtained by selective methylation of the N-6 position of ergoline.


diamorphine

A morphinane alkaloid that is morphine bearing two acetyl substituents on the O-3 and O-6 positions. As with other opioids, heroin is used as both an analgesic and a recreational drug. Frequent and regular administration is associated with tolerance and physical dependence, which may develop into addiction. Its use includes treatment for acute pain, such as in severe physical trauma, myocardial infarction, post-surgical pain, and chronic pain, including end-stage cancer and other terminal illnesses.


hapalindole

Any member of large group of hapalindole-type alkaloids that are bioactive metabolites of the Subsection V (formerly order Stigonematales)in the phylum Cyanobacteria which have either a tetracyclic structure based on 10-isocyano-6,6,9-trimethyl-9-vinyl-2,6,6a,7,8,9,10,10a-octahydronaphtho[1,2,3-cd]indole, or a tricyclic structure resulting from the cleavage of the bond linking the indole ring to the dimethyl-substituted carbon.


dihydroergocristine

Ergocristine in which a single bond replaces the double bond between positions 9 and 10. It is used as the mesylate salt for the symptomatic treatment of mental deterioration associated with cerebrovascular insufficiency and in peripheral vascular disease.


dihydroergocornine

Ergocornine in which a single bond replaces the double bond between positions 9 and 10.


SALUTARIDINE

A morphinane alkaloid from the opium poppy, in which the 5,6,8,14-tetradehydromorphinan-7-one skeleton is substituted at position 4 by a hydroxyl group, positions 3 and 6 by methoxy groups and position N17 by a methyl group. An intermediate in the biosynthesis of narcotic analgesics such as morphine and codeine.


ERGOCORNINE

Ergotaman bearing a hydroxy group at the 12' position, isopropyl groups at the 2' and 5'alpha positions, and oxo groups at positions 3', 6', and 18. It is a natural ergot alkaloid.


ERGOCRISTINE

Ergotaman bearing benzyl, hydroxy, and isopropyl groups at the 5', 12' and 2' positions, respectively, and oxo groups at positions 3', 6', and 18. It is a natural ergot alkaloid.


didehydroagroclavine

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


hexyl isocyanate

An isocyanate in which a single isocyanato substituent is located at C-1 of a hexane molecule; found to be immunogenic in guinea pigs.


anthracycline

Anthracyclines are polyketides that have a tetrahydronaphthacenedione ring structure attached by a glycosidic linkage to the amino sugar daunosamine.


A seven-membered oligopeptide comprising Ac-Cha, Arg, Ala, Met, Cys(Acm), Ser and Leu-NH2 residues coupled in sequence.


dapdiamide A zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of dapdiamide A; major species at pH 7.3.


idaric acid derivative

A hexanic acid derivative that is formally obtained from idaric acid.


ether lipid

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


name: glycerol dibiphytanyl glycerol tetraether


A monoalkylglycerol that is a derivative of glycerol in which the hydroxy group at position 2 has been converted to an ether.


A glycerophosphoserine that is L-serine in which the side-chain is substituted by an archaetidyl group.


monoalkylglycerol

An ether lipid that is glycerol carrying a single alkyl substituent in an unspecified position.


A linear amino trisaccharide consisting of beta-D-glucose at the reducing end having an N-acetyl-alpha-D-galactosaminyl-(1->3)-beta-D-galactosyl moiety attached at the 4-position.


Zwitterionic form of deoxyamidinoproclavaminic acid.


gamma-lactam ring

A five-membered lactam ring.


A branched oligosaccharide derivative consisting of nine residues corresponding to the core region of Salmonella lipopolysaccharide molecules and used as a model compound in investigations on the conjugation of the O-antigen to the CRM197 carrier protein. (It should be noted that the site and degree of phosphorylation of the Hep(III) residue are uncertain, while for the PPEtN group the percentage substitution can vary according to the strain of origin and the growth conditions.)


L-methionine derivative

A proteinogenic amino acid derivative resulting from reaction of L-methionine  at the amino group or the carboxy group, or from the replacement of any hydrogen of L-methionine by a heteroatom.


L-methioninamide

An amino acid amide that is L-methionine in which the carboxy OH group is replaced by NH2.


methyl-L-methionine

A L-methionine derivative carrying methyl substituents at the N or S atom.


name: ring-opened abasic DNA residue cross-linked to a protein cysteinyl group

description: An abasic DNA-protein cross-linked residue resulting from the formal condensation of L-cysteine residue of a protein with a ring-opened abasic site [also known as AP (apurinic or apyrimidinic) site] of DNA forming a thiazolidine covalent linkage.


name: (3S)-4-oxo-3-propan-2-yl-3-(3-thiophenyl)diazetidine-1,2-dicarboxylic acid dimethyl ester


amino acid opine

Any opine whose structure is based on the condensation of an amino acid with a carbohydrate or a keto-acid.


trimethyltin

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


N-phospho-L-lombricine

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


A glycopeptidolipid antigen from clinically prominent members of the Mycobacterium avium serocomplex.


alpha-D-talofuranose

A D-talofuranose that has alpha configuration at the anomeric centre.


glyoxysomal membrane

category: biolink:CellularComponent biolink:AnatomicalEntity biolink:PhysicalEssence biolink:OrganismalEntity biolink:SubjectOfInvestigation biolink:BiologicalEntity biolink:ThingWithTaxon biolink:NamedThing biolink:PhysicalEssenceOrOccurrent

description: The lipid bilayer surrounding a glyoxysome.


glycosome membrane

description: The lipid bilayer surrounding a glycosome.


N-tetradecanoylglycyl group

A univalent carboacyl group derived from N-tetradecanoylglycine.


CoA ester of ascr#30


name: N'-[(4-methoxyphenyl)methyl]-N-phenylcarbamimidothioic acid (2,5-dioxo-3-pyrrolidinyl) ester


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


A linear amino trisaccharide comprising an alpha-N-acetylneuraminyl residue (2->3)-linked to a beta-D-galactosyl residue, which is in turn linked (1->3) to N-acetyl-D-galactosamine.


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


altronic acid derivative

A hexonic acid derivative that is formally obtained from altronic acid.


name: 2-[[3-(4-methoxyphenyl)-1,2,4-thiadiazol-5-yl]thio]acetic acid ethyl ester


alpha-D-altrofuranose

A D-altrofuranose that has alpha configuration at the anomeric centre.


A glycosylglycerol derivative that is 1,2-ditetradecanoylglycerol in which the hydroxy hydrogen at position 3 has been replaced by a 6-sulfoquinovopyranosyl residue.


name: 5'-end (N(7)-methyl 5'-triphospho-guanosine)-(2'-O-methyl-adenosine)(2-) residue

description: A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating 2'-O-methyl-adenosine-ribonucleotide; major species at pH 7.3.


ribbon synapse

description: Type of synapse characterized by an electron-dense ribbon, lamella (bar) or spherical body in the presynaptic process cytoplasm.


photoreceptor ribbon synapse

description: A ribbon synapse between a retinal photoreceptor cell (rod or cone) and a retinal bipolar cell. These contain a plate-like synaptic ribbon.


cochlear hair cell ribbon synapse

description: A ribbon synpase of an auditory hair cell of the cochlear. These ribbon synapses contain spherical synaptic ribbons and lack and arciform density.


A fifteen-membered glycopeptide comprising glycyl, 3-(1,3-thiazol-4-yl)alanyl, alanyl, glycyl, phenylalanyl, (5R)-5-(beta-D-galactopyranosyloxy)lysyl, glycyl. alpha-glutamyl, glutaminyl, glycyl, prolyl, lysyl, glycyl, alpha-glutamyl and threonine residues coupled in sequence.


An amino disaccharide that is alpha-D-glucopyranose in which the hydroxy group at position 3 has been converted into the corresponding 2-acetamido-2-deoxy-beta-D-glucopyranosyl derivative.


description: Organized structure of distinctive morphology and function, not bounded by a lipid bilayer membrane and occurring within the cell. Includes ribosomes, the cytoskeleton and chromosomes.


condensed nuclear chromosome

description: A highly compacted molecule of DNA and associated proteins resulting in a cytologically distinct nuclear chromosome.


meiotic spindle

description: A spindle that forms as part of meiosis. Several proteins, such as budding yeast Spo21p, fission yeast Spo2 and Spo13, and C. elegans mei-1, localize specifically to the meiotic spindle and are absent from the mitotic spindle.


monolayer-surrounded lipid storage body

description: A subcellular organelle of plant cells surrounded by 'half-unit' or a monolayer membrane instead of the more usual bilayer. The storage body has a droplet of triglyceride surrounded by a monolayer of phospholipids, interacting with the triglycerides and the hydrophilic head groups facing the cytosol, and containing major protein components called oleosins.


mitochondrial chromosome

description: A chromosome found in the mitochondrion of a eukaryotic cell.


Z chromosome

description: The sex chromosome present in both sexes of species in which the female is the heterogametic sex. Two copies of the Z chromosome are present in each somatic cell of males and one copy is present in females.


sex chromosome

description: A chromosome involved in sex determination.


ascus lipid droplet

description: Any particle of coalesced lipids in an ascus or ascospore. May include associated proteins.


Barr body

description: A structure found in a female mammalian cell containing an unpaired X chromosome that has become densely heterochromatic, silenced and localized at the nuclear periphery.


XY body

description: A structure found in a male mammalian spermatocyte containing an unpaired X chromosome that has become densely heterochromatic, silenced and localized at the nuclear periphery.


Y chromosome

description: The sex chromosome present in males of species in which the male is the heterogametic sex; generally, the sex chromosome that pairs with the X chromosome in the heterogametic sex. The Y chromosome is absent from the cells of females and present in one copy in the somatic cells of males.


active sex chromosome

description: A sex chromosome that has not been inactivated.


autosome

description: Any chromosome other than a sex chromosome.


mitotic spindle

description: A spindle that forms as part of mitosis. Mitotic and meiotic spindles contain distinctive complements of proteins associated with microtubules.


nuclear chromosome

description: A chromosome that encodes the nuclear genome and is found in the nucleus of a eukaryotic cell during the cell cycle phases when the nucleus is intact.


W chromosome

description: The sex chromosome present in females of species in which the female is the heterogametic sex; generally, the sex chromosome that pairs with the Z chromosome in the heterogametic sex. The W chromosome is absent from the cells of males and present in one copy in the somatic cells of females.


inactive sex chromosome

description: A sex chromosome that has been inactivated.


X chromosome

description: The sex chromosome present in both sexes of species in which the male is the heterogametic sex. Two copies of the X chromosome are present in each somatic cell of females and one copy is present in males.


polytene chromosome

description: A type of chromosome in a polyploid cell, formed when multiple copies of homologous chromosomes are aligned side by side to give a giant chromosome in which distinct chromosome bands are readily visible.


condensed chromosome

description: A highly compacted molecule of DNA and associated proteins resulting in a cytologically distinct structure.


(Z)-N-(sulfonatooxy)alkenimidothioate

An alkenyl thiohydroximate-O-sulfate with a terminal double bond


organothiophosphorus compound

An organothiophosphorus compound is an organophosphorus compound which contains a phosphorus-sulfur bond.


ELESCLOMOL

A carbohydrazide obtained by formal condensation of the carboxy groups of malonic acid with the hydrino groups of two molar equivalents of N-methylbenzenecarbothiohydrazide


name: 2-[(6-amino-3,5-dicyano-4-thiophen-2-yl-2-pyridinyl)thio]acetic acid ethyl ester


thiocarboxylic ester

An ester in which one or both oxygens of an ester group have been replaced by divalent sulfur.


organic trisulfide

An organosulfur compound with structure Compounds of structure R(1)SSSR(2) in which R(1) and R(2) are organic groups.


N-acetyl-S-phenyl-L-cysteine

The S-phenyl derivative of N-acetyl-L-cysteine. It is a urinary metabolite of benzene and used as a biomarker to assess benzene exposure.


methyl p-tolyl sulfide

An aryl sulfide that is thioanisole in which the hydrogen at the para position has been replaced by a methyl group.


An aci-nitro compound resulting from the formal oxidation of the oxime nitrogen of an omega-(methylsulfany)-alkanal oxime.


An hydroxysulfenamide glutathione peptide anion; major microspecies at pH 7.3.


(Z)-propanethial S-oxide

A propanethial S-oxide in which the double bond adopts a Z-configuration.


name: 2-[(6-amino-3,5-dicyano-2-pyridinyl)thio]acetic acid ethyl ester


organosulfur compound

An organosulfur compound is a compound containing at least one carbon-sulfur bond.


name: N,N-diethylcarbamodithioic acid (2,2,2-trichloro-1-formamidoethyl) ester


di-1-propenyl sulfide

An organic sulfide that is hydrogen sulfide substituted by two prop-1-en-1-yl groups. It is a volatile constituent found in garlic and onions.


THIOUREA

The simplest member of the thiourea class, consisting of urea with the oxygen atom substituted by sulfur.


monothiocarboxylic acid

Compounds in which one oxygen of a carboxy group has been replaced by divalent sulfur; RC(=O)SH or RC(=S)OH.


diafenthiuron

An aromatic ether that is 1,3-diisopropyl-5-phenoxybenzene in which the hydrogen atom at position 2 is substituted by a (tert-butylcarbamothioyl)nitrilo group. An agricultural proinsecticide which is used to control mites, aphids and whitefly in cotton.


(methylsulfanyl)acetaldehyde oxime

An aliphatic aldoxime resulting from the formal condensation of 2-(methylsulfanyl)acetaldehyde with hydroxylamine.


carbonyl sulfide

A one-carbon compound in which the carbon atom is attached to an oxygen and a sulfur atom via double bonds.


name: 2-[[(4-ethylphenyl)-oxomethyl]amino]-4-(methylthio)butanoic acid methyl ester


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

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


iberin

An isothiocyanate that is 1-isothiocyanatopropane in which a hydrogen at position 3 has been replaced by a methylsulfinyl group. A glucosinolate hydrolysis product found in many members of the Brassicaceae family, it is a quorum-sensing inhibitor (QSI) of the bacterial pathogen Pseudomonas aeruginosa.


mesylmethyl(benzyl)sulfone

A member of the class of benzenes that is benzene substituted by a [(methanesulfonyl)methanesulfonyl]methyl group.


methyl thiocyanate

A member of the class of thiocyanates that is the methyl ester of thiocyanic acid.


thiourea acaricide

Any organosulfur acaracide that contains a thiourea moiety.


(R)-sulforaphane

A sulforaphane in which the sulfinyl group has R configuration. Naturally occurring compound found in brocolli that acts as a potent inducer of phase II detoxification enzymes.


toluene meta-diisothiocyanate

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


name: 2-[[3-cyano-6-(2-furanyl)-4-(trifluoromethyl)-2-pyridinyl]thio]propanoic acid ethyl ester


ethanethiol

An alkanethiol that is ethane substituted by a thiol group at position 1. It is added to odorless gaseous products such as liquefied petroleum gas (LPG) to provide a garlic scent which helps warn of gas leaks.


METHYLPHENYLSULFOXIDE

A sulfoxide resulting from the formal oxidation of the sulfur atom of thioanisole.


dithiocarbamic acids

Any organic acid in which both oxygens of a carbamic acid have been replaced by sulfur.


thioenol

An alkenethiol; the term refers specifically to vinylic thiols, which have the structure HSCR=CR'R''.


thiohemiacetal

The sulfur analogue of 'hemiacetal'. The class includes compounds of structure R2C(SR')OH or R2C(OR')SH (monothiohemiacetals), or R2C(SR')SH (dithiohemiacetals), R' =/= H .


ethanethioic S-acid

A thioacetic acid that is acetic acid in which the oxygen atom of the hydroxy group has been replaced by a sulfur atom.


BENZENEMETHANETHIOL

A thiol that is toluene in which one of the methyl hydrogens has been replaced by a sulfanyl group.


8-(methylsulfinyl)octyl isothiocyanate

A member of the class of isothiocyanates that is octyl isothiocyanate in which one of the methyl hydrogens at position 8 has been replaced by a methylsulfinyl group.


monothiohemiketal

A monothiohemiacetal of formula R2C(SR')OH or R2C(OR')SH, R =/= H.


mycothiol sulfinamide

The sulfinamide of mycothiol.


An alkanethiol that is the N-3-aminopropyl derivative of cysteamine. Used as the S-phosphorylated prodrug, amifostine, for cytoprotection in cancer chemotherapy and radiotherapy.


N,N'-diethylthiourea

Thiourea in which each nitrogen carries an ethyl substituent.


N,N'-diphenylthiourea

Thiourea in which each nitrogen carries a phenyl substituent.


An alkyl sulfide that is  propan-1-ol substituted by a methylsulfanyl group at position 3. It is a volatile compound found in wines and produced during fermentation.


(R)-S-lactoylglutathione

The S-[(R)-lactoyl] derivative of glutathione. It is an intermediate in the pyruvate metabolism.


A glutathione derivative in which the thiol hydrogen of glutathione is replaced by a 1-hydroxy-2-methylbut-3-en-2-yl group.


methanesulfonates

Esters or salts of methanesulfonic acid.


glutathione derivative

Any organonitrogen compound derived from the Glu-Cys-Gly tripeptide glutathione.


thioureas

Compounds of general formula RR'NC(=S)NR''R'''.


S-substituted glutathione

A glutathione derivative that is glutathione in which the hydrogen of the thiol has been replaced by any other group.


divinyl sulfone

A sulfone compound having two S-vinyl substituents.


A triacyl lipopeptide that is the pentapeptide Cys-Ser-Lys-Lys-Lys-Lys in which the side-chain thiol hydrogen on the Cys residue has been replaced by a 2,3-bis(palmitoyloxy)propyl group.


N-acetylthiourea

A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by an acetyl group.


aryl thiol

An aryl thiol is a thiol in which a sulfanyl group, SH, is attached to an aryl group.


di-L-cysteinyl-trisulfide residue

Two L-cysteine residues linked by a trisulfide bridge


S-glycosyl compound

A glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and a S atom bound to a carbon atom, thus creating a C-S bond.


name: 5-[(2-chlorophenyl)thio]-3-(4-methylphenyl)-1,2,4-triazine-6-carboxylic acid ethyl ester


N,N'-dibutylthiourea

Thiourea in which each nitrogen carries a butyl substituent.


sulfide mineral

Any mineral that contains sulfide (S(2-)) as the major anion.


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


toluene 2,6-diisothiocyanate

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


thiocarbonyl compound

Any compound containing the thiocarbonyl group, C=S.


trimethylsulfonium

A sulfonium compound in which the substituents on sulfur are three methyl groups. It is found in the midgut gland of the sea hare, Aplysia brasiliana, and exhibits probable ability to inhibit cholinergic responses.


A glutathione derivative in which the hydrogen of the side-chain thiol function of glutathione is substituted by a 7-hydroxy-7,8-dihydrobenzo[pqr]tetraphen-8-yl group.


name: 2-[(4-methyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)thio]acetic acid ethyl ester


The thioenol of propene.


name: 5-[[(3,4-dichloroanilino)-sulfanylidenemethyl]amino]-1H-pyrazole-4-carboxylic acid methyl ester


ETHYL ISOTHIOCYANATE

An isothiocyanate having an ethyl group attached to the nitrogen.


(E)-propanethial S-oxide

A propanethial S-oxide in which the double bond adopts an E-configuration.


A glycoside that consists of alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose where the hydrogen of the anomeric OH group is substituted by a 3-(hexadecylsulfonyl)-2-[(hexadecylsulfonyl)methyl]propyl group.


name: benzoic acid [2-oxo-2-[2-(phenylthio)anilino]ethyl] ester


(Z)-N-(sulfonatooxy)alkanimidothioate

This compound described both aliphatic and aromatic glucosinolates


The oxime resulting from the formal condensation of 2-methyl-2-(methylsulfanyl)propanal with hydroxylamine. Addition of the oxime group to methyl isocyanate forms the final step in the synthesis of the systemic insecticide aldicarb.


A glycoside that consists of alpha-D-galactosyl-(1->4)-beta-D-galactose where the hydrogen of the anomeric OH group is substituted by a 3-(hexadecylsulfonyl)-2-[(hexadecylsulfonyl)methyl]propyl group.


name: 1-(4-methoxyphenyl)-4-[(4-methylphenyl)thio]-6-oxo-3-pyridazinecarboxylic acid methyl ester


METHYLSULFANYLMETHANE

A methyl sulfide in which the sulfur atom is substituted by two methyl groups. It is produced naturally by some marine algae.


A methyl sulfide that is nonylthiohydroximate in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


(PHENYLSULFONYL)BENZENE

A sulfone compound having two S-phenyl substituents. It has been found in plants like Gnidia glauca and Dioscorea bulbifera.


organothiolate

A compound of the general formula M-SR where R is an organyl group.


name: 2-[[4-methyl-5-(2-phenylethyl)-1,2,4-triazol-3-yl]thio]acetic acid methyl ester


toluene 2,4-diisothiocyanate

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


organic sulfide

Compounds having the structure RSR (R =/= H). Such compounds were once called thioethers.


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


thioaldehyde

A compound in which the oxygen of an aldehyde has been replaced by divalent sulfur, RC(=S)H.


dithiocarboxylic acid

Compounds in which both oxygens of a carboxy group have been replaced by divalent sulfur; RC(=S)SH.


A 1-aci-nitro-omega-(methylsulfanyl)alkane in which the double bond adopts an E-configuration.


name: 2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)thio]propanoic acid methyl ester


A thiocyanate compound having a 2,4-dinitrophenyl group attached to the sulfur atom.


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


name: Methylphosphonothioic acid o-ethyl ester


name: 5-[[(4-methoxyanilino)-sulfanylidenemethyl]amino]-1H-pyrazole-4-carboxylic acid ethyl ester


alkanethiol

An alkanethiol is a compound in which a sulfanyl group, -SH, is attached to an alkyl group.


An S-glycosyl compound that consists of 4-aminothiophenol having a beta-lactosyl moiety attached to the sulfur via a thioglycosidic bond.


sulfinamide glutathione(1-)

A sulfinamide glutathione peptide anion; major species at pH 7.3.


A glutathione derivative in which the thiol hydrogen of glutathione is replaced by a [2-hydroxy-3-(4-nitrophenoxy)propyl group.


name: 2-[(5-acetyl-3-cyano-6-methyl-2-pyridinyl)thio]acetic acid ethyl ester


METAM

A member of the class of dithiocarbamic acids that is dithiocarbamic acid in which a hydrogen attached to the amino group has been replaced by a methyl group. It is used (most widely as the corresponding sodium salt, metam-sodium) as an agricultural pesticide, mainly as a broad spectrum soil fumigant for the control of weeds, nematodes, soil-borne insects and fungi.


Major microspecies at pH 7.3.


thiocarboxylic acid

An organic acid in which one or both oxygens of a carboxy group have been replaced by divalent sulfur.


(R)-S-adenosyl-L-methionine

An S-adenosyl-L-methionine that has R-configuration.


METHYLISOTHIOCYANATE

An isothiocyanate having a methyl group attached to the nitrogen. It is also the active nematicide of the pronematicide metam-sodium.


BUTYL ISOTHIOCYANATE

An isothiocyanate having a butyl group attached to the nitrogen.


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

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


name: 4-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)thio]-3-oxobutanoic acid ethyl ester


A sulfonium compound comprising 4-methylthio-2-oxobutanoic acid having an adenosin-5'-yl group attached to the sulfur.


methionine derivative

An amino acid derivative resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of methionine  by a heteroatom. The definition normally excludes peptides containing methionine residues.


aryl sulfide

Any organic sulfide in which the sulfur is attached to at least one aromatic group.


glutathionylspermidine

The spermidine amide of glutathione.


isopropyl beta-D-thiogalactopyranoside

An S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.


N-ethylthiourea

A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by an ethyl group.


nitroso-dapsone

A sulfone that is a metabolite of dapsone in which one of the amino groups of dapsone has been oxidized to a nitroso group.


An alkanethiol that is octane substituted by a thiol group at position 1.


N-methylthiourea

A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by a methyl group.


An alkanethiol that is propane substituted by a thiol group at position 1.


ethylenebis(dithiocarbamic acid)

A dithiocarbamic acid resulting from the formal addition of a molecule of carbon disulfide to each amino group of ethylenediamine.


sulfide

Any sulfur molecular entity that involves either covalently bonded or anionic sulfur.


sulfoximide

Compounds having the structure RS(=O)=NR.


DIPHENYLSULFANE

An  aryl sulfide that consists of two phenyl groups connected by a sulphur atom.


5-(methylsulfanyl)pentanal oxime

An aliphatic aldoxime resulting from the formal condensation of 5-(methylsulfanyl)pentanal with hydroxylamine.


A sulfonium compound that is S-adenosyl-L-methionine in which one of the methyl hydrogens has been replaced by a carboxy group.


A glycoside that consists of alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine having a 2-(2-aminocarbonylethylthio)ethyl moiety attached to the reducing end anomeric centre.


cyclooctasulfur

A homomonocyclic compound composed of eight sulfur atoms. It has been isolated from Ganoderma lucidum, a mushroom commonly used in Chinese medicine.


sulforaphane

An isothiocyanate having a 4-(methylsulfinyl)butyl group attached to the nitrogen.


4-isothiocyanatobenzoic acid

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


S-methyl-L-methionine zwitterion

A sulfonium compound that is a tautomer of S-methyl-L-methionine, arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3.


(R)-S-adenosyl-L-methionine zwitterion

An S-adenosyl-L-methionine zwitterion that has R-configuration; major species at pH 7.3.


name: 5-[2-[(4-chlorophenyl)thio]-1-oxoethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester


thioketone

A thiocarbonyl compound in which the carbon of the thiocarbonyl group is bonded to two other carbon atoms, R2C=S (neither R may be H).


A glutathione conjugate in which the thiol hydrogen of glutathione has been replaced by a 2,4-dinitrophenyl group.


thiosultap

A nereistoxin analogue insecticide that is 2-(dimethylamino)propane-1,3-dithiol with both sulfhydryls bearing sulfate groups.


(Z)-alkanethial S-oxide

A member of the class of sulfoxides that is any alkanethial in which the sulfur atom carries an oxidanidyl group and the double bond adopts a Z-configuration.


R'C(R)SH

Any organosulfur compound with structure R'C(R)SH in which R and R' can be =S or =O, or a variety of other groups.


dithioacetal

A thioacetal having the structure R2C(SR')2. The term includes dithioketals (R =/= H, R' =/= H) as a subclass.


propanethial S-oxide

A thiocarbonyl compound that is propanethial in which the sulfur atom carries an oxo group. It is a lachrymatory factor found in onions.


glutathione conjugate

Any bioconjugate in which glutathione is one of the components


selenodiglutathione

A thioselenide in which a selenium atom is attached to the sulfur atoms of two molecules of glutathione. It is an initial metabolite of selenite, SeO3(2-).


Glutathione substituted on sulfor by a 2-hydroxyacyl group.


thiocyanates

Esters of thiocyanic acid with general formula RSC#N.


sulfone

An organosulfur compound having the structure RS(=O)2R (R =/= H).


thiohydroximic acid

An organosulfur compound that has structure: R-C=N(OH)SH where R is any aryl, heteroaryl, or alkyl group.


D-methionine derivative

A non-proteinogenic amino acid derivative resulting from reaction of D-methionine  at the amino group or the carboxy group, or from the replacement of any hydrogen of D-methionine  by a heteroatom.


(S)-S-adenosyl-L-methionine zwitterion

An S-adenosyl-L-methionine zwitterion that has S-configuration; major species at pH 7.3.


propylene 1,2-bis(dithiocarbamic acid)

A member of the class or dithiocarbamic acids resulting from the formal addition of a molecule of carbon disulfide to each of the nitrogens of propylenediamine.


name: 5-[[(2-methylanilino)-sulfanylidenemethyl]amino]-1H-pyrazole-4-carboxylic acid methyl ester


imidothioate

A compound with the general formula R'-N=C(SR)R'' where R is organyl and R' and R'' can be organyl or H.


monothioketal

A monothioacetal of formula R2C(OR')(SR'), R =/= H.


name: 3-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)thio]propanoic acid ethyl ester


name: 3-amino-4-[(4-chlorophenyl)thio]benzoic acid methyl ester


PHENETHYLISOTHIOCYANATE

An isothiocyanate having a phenethyl group attached to the nitrogen. It is a naturally occurring compound found in some cruciferous vegetables (e.g. watercress) and is known to possess anticancer properties.


monothiohemiacetal

A thiohemiacetal of structure R2C(SR')OH or R2C(OR')SH.


A glycoside that consists of beta-D-galactosyl-(1->4)-beta-D-glucose where the hydrogen of the anomeric OH group is substituted by a 3-(hexadecylsulfonyl)-2-[(hexadecylsulfonyl)methyl]propyl group.


methionine S-oxide

The S-oxide derivative of methionine. It is a biomarker of oxidative stress.


THIOGLYCIN

A monothiocarboxylic acid that is the thiolacid analogue of glycine. The parent of the class of thioglycines.


thiobenzaldehyde

A thioaldehyde that is benzaldehyde in which the oxygen has been replaced by divalent sulfur.


A glutathione derivative in which the thiol hydrogen of glutathione is replaced by a 2-carboxy-2-methylbut-3-en-2-yl group.


name: 2-[[anilino(sulfanylidene)methyl]amino]-4,5,6,7-tetrahydro-3H-indene-1-carboxylic acid ethyl ester


acedapsone

A sulfone that is dapsone in which both of the amino groups been acetylation. An antimicrobial drug, it also has antimalarial activity.


methyl sulfide

Any aliphatic sulfide in which at least one of the organyl groups attached to the sulfur is a methyl group.


name: N-[2,2,2-trichloro-1-[[(2,6-dichloroanilino)-sulfanylidenemethyl]amino]ethyl]carbamic acid (phenylmethyl) ester


(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.


A isothiocyanate that is hexane in which two of the terminal methyl hydrogens at positions 1 and 6 have been replaced by isothiocyanato and methylsulfanyl groups.


thiourea insecticide

Any organosulfur insecticide that contains a thiourea moiety.


BENZENETHIOL

A thiol in which the sulfanyl group is attached to a phenyl group.


thiosemicarbazone

A hydrazone resulting from the formal condensation of an aldehyde or ketone with the non-thioacylated nitrogen of thiosemicarbazide or its substituted derivatives.


ethyl sulfide

An aliphatic sulfide in which the sulfur atom is bonded to at least one ethyl group.


diafenthiuron-S-oxide

A sulfoxide resulting from the oxidation of the thiourea sulfur group of diafenthiuron.


isothiocyanate

An organosulfur compound with the general formula R-N=C=S.


N-acetyl-S-benzyl-L-cysteine

The S-benzyl derivative of N-acetyl-L-cysteine.


An S-alkyl-CoA having 3-hydroxy-3-methylbutyl as the S-alkyl component.


thionoester

A compound of general formula RC(=S)OR'. Compare with thioester, RC(=O)SR'.


name: 2-[[4-cyano-3-[(2-methoxy-2-oxoethyl)thio]-5-isothiazolyl]thio]acetic acid ethenyl ester


An S-substituted glutathione in which the thiol hydrogen of glutathione is replaced by a 4-nitrobenzyl group.


3,4,5-trimethoxybenzyl isothiocyanate

A member of the class of isothiocyanates in which the substituent attached to nitrogen is specified as 3,4,5-trimethoxybenzyl.


carboxymethyl-CoA

An S-alkyl-CoA having carboxymethyl as the S-alkyl component.


N-acetyl-S-phenacyl-L-cysteine

The S-phenacyl derivative of N-acetyl-L-cysteine.


A glycoside that is the n-propyl glycoside of beta-D-mannopyranosyl-(1->2)-2-thio-beta-D-mannopyranosyl-(1->2)-beta-D-mannopyranose.


sulfoxide

An organosulfur compound having the structure R2S=O or R2C=S=O (R =/= H).


THIOSEMICARBAZIDE

A member of the class of thioureas that is thiourea in which a hydrogen of one of the amino groups is replaced by an amino group.


name: 2-[[5-[[2-(3-chloroanilino)-4-thiazolyl]methyl]-4-(3-methoxypropyl)-1,2,4-triazol-3-yl]thio]acetic acid methyl ester


thioacetal

The sulfur analogue of 'acetal'.  The term includes monothioacetals having the structure R2C(OR')(SR') (subclass monothioketals, R =/= H); and dithioacetals having the structure R2C(SR')2 (subclass dithioketals, R =/= H, R' =/= H).


An isothiocyanate that is octane in which two of the terminal methyl hydrogens at positions 1 and 8 have been replaced by isothiocyanato and methylsulfanyl groups.


thiol

An organosulfur compound in which a thiol group, -SH, is attached to a carbon atom of any aliphatic or aromatic moiety.


carbamodithioic acid

A member of the class of dithiocarbamic acids that is carbamic acid in which the oxo and hydroxy groups have been replaced by a thiocarbonyl and thiol group, respectively.


name: 2-(phenylthio)acetic acid [[amino-(4-methylphenyl)methylidene]amino] ester


thiosugar

A carbohydrate derivative in which one or more of the oxygens or hydroxy groups of the parent carbohydrate is replaced by sulfur or -SR, where R can be hydrogen or any group.


An  alkanethiol that is propane substituted by a sulfanyl group at position 2.


name: 5-[2-[(4-chlorophenyl)thio]-1-oxoethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester


S-alkyl-CoA

An alkyl sulfide consisting of coenzyme A carrying an S-alkyl substituent.


ALLYLTHIOUREA

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


thioselenide

A sulfur molecular entity containing a selenium-sulfur bond.


allyl isothiocyanate

An isothiocyanate with the formula CH2=CHCH2N=C=S. A colorless oil with boiling point 152degreeC, it is responsible for the pungent taste of mustard, horseradish, and wasabi.


name: N,N-dimethylcarbamodithioic acid (1-acetamido-2,2,2-trichloroethyl) ester


amoscanate

An isothiocyanate that is phenyl isothiocyanate in which the hydrogen at the para- position has been replaced by a 4-nitroanilinyl group.


A glutathione conjugate in which the thiol hydrogen of glutathione has been replaced by a (6S,7R,8E,10S,12Z,15Z)-19-carboxy-6,10-dihydroxynonadeca-8,12,15-trien-7-yl group.


A nucleoside analogue in which an adenosine residue has been modified by substitution at C-2 by a mercapto (sulfanyl) group and at the 6-amino nitrogen by a Delta(2)-isopentenyl group.


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


A sulfoxide in which the S atom is substituted by a phenyl and (2,3-diphenylcyclopropyl)methyl group. Metabolite observed in cancer metabolism.


monothioacetal

A thioacetal having the structure R2C(OR')(SR'). The term includes monothioketals, R =/= H, as a subclass.


A glutathione derivative in which the thiol hydrogen of glutathione is replaced by a 2-methyl-1-oxobut-3-en-2-yl group.


DIETHYL SULFIDE

An ethyl sulfide compound having two ethyl groups attached to a sulfur atom.


METHYLPHENYLSULFIDE

An aryl sulfide that is thiophenol in which the hydrogen of the thiol group has been replaced by a methyl group.


name: 6-amino-5-cyano-2-[[(3-cyano-4,6-dimethyl-2-pyridinyl)thio]methyl]-4-phenyl-4H-pyran-3-carboxylic acid ethyl ester


PHENYLISOTHIOCYANATE

An isothiocyanate having a phenyl group attached to the nitrogen; used for amino acid sequencing in the Edman degradation.


dithioester

A compound of general formula RC(=S)SR'.


S-METHYLGLUTATHIONE

An S-substituted glutathione that is glutathione in which the mercapto hydrogen has been replaced by a methyl group.


dithioketal

A dithioacetal of formula R2C(SR')2, R =/= H, R' =/= H.


dimethyldithiocarbamic acid

A member of the class of dithiocarbamic acids that is dimethylcarbamic acid in which both of the oxygens are replaced by sulfur.


A glycoside that is the n-propyl glycoside of beta-D-mannopyranosyl-(1->2)-beta-D-mannopyranosyl-(1->2)-2-thio-beta-D-mannopyranose.


name: 4-[[4-(ethylamino)-6-(methylthio)-1,3,5-triazin-2-yl]oxy]benzoic acid ethyl ester


A glycophytoceramide having a 4-O-(2-adamantylethyl)-alpha-D-galactosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen. One of a series of an extensive set of 4"-O-alkylated alpha-GalCer analogues evaluated (PMID:30556652) as invariant natural killer T-cell (iNKT) antigens.


An amino disaccharide consisting of 2-(trimethylsilyl)ethyl N-acetyl-beta-D-galactosaminide having a beta-D-tyvelosyl residue attached at the 3-position.


A ceramide in which the sphingoid component is specified as (4E,8E,10E)-sphinga-4,8,10-trienine


A linear tetrasaccharide derivative consisting of beta-D-galactose, alpha-D-galactose, beta-L-rhamnose and beta-D-glucose residues linked sequentially (1->2), (1->3) and (1->4), with the glucose residue linked glycosidically to a 5-aminopentyl group.


An amino trisaccharide that is 2-acetamido-2-deoxy-alpha-D-glucopyranose in which the hydroxy group at position 4 has been glycosylated by beta-lactose.


A mannotetrose comprising beta-D-mannopyranose, beta-D-mannopyranose, alpha-D-mannopyranose and D-mannopyranose residues joined in sequence by (1->2) glycosidic linkages.


An oligosaccharide derivative that is a tridecasaccharide derivative, the oligosaccharide portion of the Proteus penneri strain 12 lipopolysaccharide (LPS) core region. The 2-amino-2-deoxy-beta-D-galacturonic acid (beta-D-GalAN) residue may or may not be present.


A thioglycoside in which alpha-D-arabinofuranosyl-(1->6)-1-thio-alpha-D-mannopyranose is glycosylated at sulfur with a 2-imino-2-methoxyethyl group.


CoA ester of ascr#11


omocianine

A C7-cyanine dye having symmetrically-substituted 2-indolyl units at each end.


An organic cation that is the conjugate acid of xylazine, obtained by the protonation of the thiazine nitrogen.


An amino trisaccharide that is 2-acetamido-2-deoxy-beta-D-glucopyranose in which the hydroxy groups at positions 4 and 6 have been converted into the corresponding 2-acetamido-2-deoxy-alpha-D-glucopyranosyl and alpha-L-fucopyranosyl derivatives, respectively.


Any 6-carbon amino monosaccharide with at least one alcoholic hydroxy group replaced by an amino group.


A disaccharide derivative consisting of an alpha-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-6 an alpha-D-glucosyluronic acid residue.


A glycopeptidolipid consisting of L-lysine, to the N-2 of which is attached an N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetylmuramoyl moiety connected to the amino terminus of the dipeptide L-alanyl-D-isoglutamine, and to the N-6 of which is attached a stearoyl group.


CILOFUNGIN

A cyclic hexapeptide echinocandin antibiotic isolated from Aspergillus spp. By inhibiting the conversion of lanosterol to ergosterol, it invades a fungus' ability to synthesize cell walls. A modified form of echinocandin B, it is an antimycotic agent against Candida albicans.


POLYMYXIN B2

A polymyxin having a 6-methylheptanoyl group at the amino terminus.


MICAFUNGIN

A cyclic hexapeptide echinocandin antibiotic which exerts its effect by inhibiting the synthesis of 1,3-beta-D-glucan, an integral component of the fungal cell wall. It is used as the sodium salt for the treatment of invasive candidiasis, and of aspergillosis in patients who are intolerant of other therapy.


colistin

A multi-component mixture comprising mostly of colistin A (R = Me) and B (R = H), with small amounts of colistin C and other polymyxins, produced by certain strains of Bacillus polymyxa var. colistinus. An antibiotic, it is used as its sulfate salt (for oral or topical use) or as the sodium salt of the N-methylsulfonic acid derivative (the injectable form) in the treatment of severe Gram-negative infections, partiularly those due to Pseudomonas aeruginosa.


A glycopeptidolipid antigen from clinically prominent members of the Mycobacterium avium serocomplex.


A triacyl lipopeptide consisting of the tripeptide L-cysteinyl-L-seryl-L-serine with the cysteinyl residue carrying N-palmitoyl and S-2,3-bis(palmitoyloxy)propyl groups.


GPL P-I

A glycopeptidolipid antigen isolated from Mycobacterium peregrinum.


malacidin A

A homodetic cyclic peptide containing a 28-membered ring and consisting of 3-methyl-N-[(2E,4Z)-8-methylnona-2,4-dienoyl]-L-alpha-aspartyl, (2S)-2,3-diaminobutanoyl, D-valyl, L-lysyl, 3-hydroxy-L-alpha-aspartyl, L-alpha-aspartyl, glycyl, 3-methyl-D-alpha-aspartyl, L-valyl, and (4R)-methyl-L-proline joined in sequence and cyclised by condensation of the beta-amino group of the 2,3-diaminobutanoyl residue with the carboxy group of the 4-methylproline residue.


colistin A

A polymyxin having a (6R)-6-methyloctanoyl group at the amino terminus.


acrophiarin

A cyclic hexapeptide echinocandin antibiotic with a myristoyl side chain. It is produced by a specific strain of Penicillium arenicola and exhibits antimycotic activity.


caspofungin

A semisynthetic cyclic hexapeptide echinocandin antibiotic which exerts its effect by inhibiting the synthesis of 1,3-beta-D-glucan, an integral component of the fungal cell wall.


aculeacin A

A lipopeptide that is isolated from Aspergillus aculeatus and exhibits antifungal activity.


pneumocandin B0

An echinocandin initially isolated as a very minor bioactive fermentation product of Glarea lozoyensis (originally known as Zalerion arboricola). Subsequent random mutagenesis work and optimisation of the fermentation medium permitted the industrial production of pneumocandin B0, which is used as the starting point for the synthesis of the antifungal drug caspofungin.


echinocandin B

A cyclic hexapeptide echinocandin antibiotic isolated from Aspergillus nidulans var. echinulatus with specific anti-yeast activity.


DRAGONAMIDE A

A lipopeptide consisting of a 2-methyloct-7-ynoyl moiety attached to a linear tetrapeptide comprising of N-methyl-L-phenylalanyl and N-methyl-L-valine units. It is isolated from a Panamanian strain of the marine cyanobacterium Lyngbya majuscula and displays antimalarial activity.


aminocandin

A member of the family of echinocandins that shows broad-spectrum in vitro activity against Aspergillus and Candida spp.


A glycopeptidolipid antigen from clinically prominent members of the Mycobacterium avium serocomplex


GPL C-II

A glycopeptidolipid antigen isolated from Mycobacterium chelonae and Mycobacterium abscessus.


malacidin B

A homodetic cyclic peptide that is malacidin A in which the (2E,4Z)-8-methylnona-2,4-dienoyl group has been replaced by a (2E,4Z)-8-methyldeca-2,4-dienoyl group.


A ceramide that is the N-(2-hydroxyeicosanoyl) derivative of eicosasphinganine.


name: S-(guanosine 3',5'-cyclic phosphate)-L-cysteine(1-) residue

description: Major species at pH 7.3


palmitoyl bioconjugate

A bioconjugate obtained by coupling of palmitic acid to another biomolecule (e.g. coenzyme A, an acyl-carrier protein, a phospholipid, an oligosaccharide, a nucleic acid etc.), which for the sake of convenience, is represented by an R group.


lysino-5-ketonorleucine cross-link

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


geneticin

An aminoglycoside antibiotic produced by Micromonospora rhodorangea. It blocks polypeptide synthesis  by inhibiting the elongation step in both prokaryotic and eukaryotic cells.


adipoyl-Lys residue

An L-alpha-amino acid residue in which HOEtN is conjugated to the epsilon position of an L-lysine residue.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is eicosanoyl.


A sialotetraosylceramide consisting of a linear hexasaccharide made up from a sialyl residue, three galactose residues, one N-acetylgalactosamine residue and a glucose residue at the reducing end attached to the ceramide portion via a beta-linkage.


The E (anti) isomer of testosterone-3-CMO-Hist.


tolybyssidin B

A homodetic cyclic peptide isolated from the culture medium of the cyanobacterium Tolypothrix byssoidea.


N(alpha)-methyl-L-histidine residue

An L-alpha-amino acid residue that is L-histidine residue bearing a single methyl substituent at the N(alpha)-position.


L-aminoacyl-L-amino acid zwitterion

A dipeptide zwitterion that is the zwitterionic form of an L-aminoacyl-L-amino acid having a negatively charged carboxyl terminus and a positively charged amino terminus.


Phe-Phe zwitterion

An L-aminoacyl-L-amino acid zwitterion resulting from transfer of a proton from the carboxy to the amino group of L-phenylalanyl-L-phenylalanine; major species at pH 7.3.


L-aminoacyl-L-histidine zwitterion

A dipeptide zwitterion resulting from transfer of a proton from the carboxy to the amino group of any L-aminoacyl-L-histidine; major species at pH 7.3.


A dipeptide zwitterion resulting from transfer of a proton from the carboxy to the amino group of any L-histidyl-L-alpha-amino acid; major species at pH 7.3.


Leu-Leu zwitterion

An L-aminoacyl-L-amino acid zwitterion resulting from transfer of a proton from the carboxy to the amino group of L-leucyl-L-leucine; major species at pH 7.3.


A branched amino hexasaccharide that is beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which the hydroxy groups at positions 2 and 3 of the mannosyl residue have been glycosylated by beta-D-xylopyranosyl and alpha-D-mannopyranosyl residues respectively, while the GlcNAc residue at the reducing end carries also an alpha-L-fucosyl residue attached via a (1->3)-linkage.


A branched amino hexasaccharide that is beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc in which the hydroxy groups at positions 2 and 3 of the mannosyl residue have been glycosylated by beta-D-xylopyranosyl and alpha-D-mannopyranosyl residues respectively, while the GlcNAc residue at the reducing end carries also an alpha-L-fucosyl residue attached via a (1->3)-linkage.


A branched amino nonasaccharide comprised of a linear trisaccharide chain of a beta-D-glucose residue and two N-acetyl-beta-D-glucosamine residues, all connected by beta-linkages, to the mannose residue of which are (1->3)- and (1->6)-linked two trisaccharide branches each comprised of a beta-D-galactose residue, an N-acetyl-beta-D-glucosamine residue and an alpha-D-mannose residue, these connected sequentially by (1->3) and (1->2) linkages, together with an alpha-L-fucose residue (1->6)-linked.


An amino trisaccharide that consists of a galactopyranose residue attached by a beta-(1->4)-linkage to an N-acetylglucosamine residue, that is in turn attached to a second galactopyranose by a beta-(1->6)-linkage.


A 1-stannylbutan-2-ol carrying a butyl substituent on the tin atom.


alpha-psychosine

A glycosylsphingoid consisting of sphingosine having an alpha-D-galactosyl residue attached at the 1-position.


psychosine

A glycosylsphingoid consisting of sphingosine having a beta-D-galactosyl residue attached at the 1-position.


A glycosylsphingoid in which a beta-D-galactosyl residue is attached to the primary hydroxyl group of sphinganine.


A branched tetrasaccharide consisting of beta-D-mannose having two alpha-D-mannosyl residues attached at the 3- and 6-positions as well as a beta-D-xylosyl residue at the 2-position.


[des-Phe(8), des-Arg(9)]-bradykinin(1+)

A peptide cation obtained by deprotonation of the carboxy group and protonation of the primary amino and guanidino groups of [des-Phe(8), des-Arg(9)]-bradykinin. It is the major species at pH 7.3.


amphisome membrane

description: Any membrane that is part of an amphisome.


A class of omega-hydroxy fatty acid-containing ceramide where the omega-hydroxy fatty acid is esterified with another fatty acid.


An N-(omega-hydroxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 32C long and has 1 double bond at an undefined position.


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


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


N-octanoylsphingosine

An N-acylsphingosine in which the ceramide N-acyl group is specified as octanoyl.


An N-[omega-(acylyloxy)]acylsphin-4-enine in which the omega-O-acyl group is specified as linoleoyl.


N-heptadecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as heptadecanoyl.


An N-(omega-linoleoyloxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 34C long and has 2 double bond at undefined positions.


An N-(omega-hydroxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 38C long and has 1 double bond at an undefined position.


N-pentacosanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as pentacosanoyl.


name: N-(omega-linoleoyloxy-ultra-long chain fatty acyl)sphingosine

description: An N-(omega-linoleoyloxy-acyl)sphingosine where R1 is an ULCFA.


A ceramide in which the N-acyl moiety bears a hydroxy group alpha- to the carboxamide group.


N-hexadecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as hexadecanoyl (palmitoyl).


An N-(omega-hydroxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 34C long and has 2 double bonds at an undefined position.


An N-(omega-linoleoyloxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 36C long and has 1 double bond at an undefined position.


A N-acylsphingosine in which the acyl group specified is (13Z)-docosenoyl.


A 2-N-(2-hydroxyacyl)sphingosine in which the ceramide N-acyl group is specified as 2-hydroxyhexanoyl.


N-acetylsphingosine

A N-acylsphingosine that has an acetamido group at position 2.


N-tetracosadienoylsphingosine

An acylsphingosine in which the acyl moiety contains 24 carbons and 2 double bonds.


name: N-(omega-hydroxy-ultra-long chain fatty acyl)sphingosine

description: An N-(omega-hydroxyacyl)sphingosine where R1 is an ULCFA.


N-hexacosahexaenoylsphingosine

An N-acylsphingosine in which the acyl group contains 26 carbons and 6 double bonds at unknown positions.


An N-(omega-linoleoyloxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 34C long and has 1 double bond at an undefined position.


An N-acylsphingosine that is sphingosine with the amino nitrogen converted into a 6-{[N-(7-nitrobenzo-2,1,3-oxadiazol-4-yl)amino]}hexananamido group.


N-oleoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as oleoyl.


An N-(omega-linoleoyloxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 32C long and has 1 double bond at an undefined position.


An N-[omega-(acylyloxy)]acylsphin-4-enine in which the omega-O-acyl group is specified as (9R)-hydroperoxy-(10E,12Z)-octadecadienoyl (R represents a very long chain acyl group).


An N-[omega-(acylyloxy)]acylsphin-4-enine in which the omega-O-acyl group is specified as  (9R,10R)-epoxy-(13R)-hydroxy-(11E)-octadecenoyl (R represents a very long chain acyl group).


N-arachidonoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as arachidonoyl.


An N-icosenoylsphingosine in which the double bond is located at position 11 (the Z-geoisomer).


N-octadecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as octadecanoyl (stearoyl).


An N-(omega-hydroxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 36C long and has 1 double bond at an undefined position.


A 2-(2-hydroxyacyl)sphingosine in which the ceramide N-acyl group is specified as 2-hydroxyhexacosanoyl.


A 2-(2-hydroxyacyl)sphingosine in which the ceramide N-acyl group is specified as 2-hydroxystearoyl.


N-tricosanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as tricosanoyl.


An N-(omega-hydroxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 34C long and has 1 double bond at an undefined position.


N-icosenoylsphingosine

An N-acylsphingosine in which the acyl group contains 20 carbons and 1 double bond of unknown position.


N-dodecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as dodecanoyl (lauroyl).


An N-[omega-(acylyloxy)]acylsphin-4-enine in which the omega-O-acyl group is specified as (9R,10R)-epoxy-13-keto-(11E)-octadecenoyl (R represents a very long chain acyl group).


A 2-(2-hydroxyacyl)sphingosine in which the ceramide N-acyl  group is specified as 2-hydroxypalmitoyl.


N-icosanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as eicosanoyl.


N-decanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as decanoyl.


N-octacosanoylsphingosine

An N-acylsphingosine in which the ceramide N-acyl group is specified as octacosanoyl.


An N-(omega-hydroxy-ultra-long chain fatty acyl)sphingosine where the ULCFA is 36C long and has 2 double bond at undefined positions.


A 2-(2-hydroxyacyl)sphingosine in which the ceramide N-acyl group is specified as 2-hydroxylignoceroyl.


Conjugate base of ascr#13-CoA


An amino oligosaccharide that is a tetradecasaccharide derivative in which two alpha-L-fucosyl-(1->2)-[alpha-D-galactosyl-(1->3)]-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl branched pentasaccharide units are linked (1->3) and (1->6) to the mannose residue of a beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->6)]-N-acetyl-D-glucosamine branched tetrasaccharide.


dCMP 3'-end residue

The 3'-end bound-monomer of a deoxycytidylyl-5'-monophosphoric acid that is part of a nucleic acid.


An N-icosenoylphytosphingosine in which the double bond is located at position 11 (the Z-geoisomer).


A linear amino trisaccharide comprising an alpha-N-glycoloylneuraminyl residue (2->3)-linked to a beta-D-galactosyl residue, which is in turn linked (1->4) to N-acetyl-beta-D-glucosamine.


An N-acyl-15-methylhexadecasphing-4-enine in which the acyl group has 17 carbons and 0 double bonds and is 2-hydroxylated.


name: 2-[[(2-chlorophenyl)-oxomethyl]amino]acetic acid [2-[2-chloro-5-(trifluoromethyl)anilino]-2-oxoethyl] ester


name: 2-phenylbutanoic acid [2-oxo-2-(2-phenylanilino)ethyl] ester


A glycophytoceramide having a 4-O-(6-phenylhexyl)-alpha-D-galactosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen. One of a series of an extensive set of 4"-O-alkylated alpha-GalCer analogues evaluated (PMID:30556652) as invariant natural killer T-cell (iNKT) antigens.


An amino tetrasaccharide consisting of two 3-deoxy-D-manno-oct-2-ulose residues and two glucosamine residues (one at the reducing end) in a linear sequence, with a phosphate group at the reducing end. Corresponds to the core oligosaccahride isolated from Salmonella minnesota strain R 595.


formamides

Amides with the general formula R(1)R(2)NCHO (R(1) and R(2) can be H).


N,N-dipropylformamide

A formamide in which the amide hydrogens of formamide are replaced by propyl groups.


CYCLOHEXYLFORMAMIDE

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


N-butylformamide

A member of the class of  formamides that is  formamide substituted by a butyl group at the N atom.


N-methylformamide

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


FORMANILIDE

A member of the class of  formamides that is  formamide in which one of the amino hydrogens is replaced by a phenyl group.


Lys-Thr-Trp-Gly-Lys-Asn-Leu-Val-Ala

An oligopeptide composed of L-lysine, L-threonine, L-tryptophan, glycine, L-asparagine, L-leucine, L-valine and L-alanine joined in sequence by peptide linkages; synthetic variant K9A of the yellow fever specific peptide epitope K9F.


name: 4-[[oxo-[2-(2-pyridinyl)-4-quinolinyl]methyl]amino]benzoic acid methyl ester


A 2,3-dihydro-3-hydroxyanthranilic acid zwitterion, obtained by transfer of a proton from the carboxylic acid group to the amino group of (2S,3R)-2,3-dihydro-3-hydroxyanthranilic acid.


pnictogen molecular entity

A p-block molecular entity containing any pnictogen.


oxime

Compounds of structure R2C=NOH derived from condensation of aldehydes or ketones with hydroxylamine. Oximes from aldehydes may be called aldoximes; those from ketones may be called ketoximes.


A glycopentaosylceramide having alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl component attached to the primary hydroxy function of a ceramide with undefined sphingoid base.


o-azaxylylene

An imine formed formally from a quinodimethane by replacement of one or more atoms of the methylene groups, which are situated ortho to each other, by =NH or =NR.


An N-(3-aminopropyl)but-2-ene-1,4-diamine having a trans-double bond.


glycine derivative

A proteinogenic amino acid derivative resulting from reaction of glycine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.


A synthetic 17-mer oligopeptide derived from the Ara h2 protein comprising N(2)-acetyl-L-glutaminyl, L-glutaminyl, L-alpha-glutamyl, L-glutaminyl, L-glutaminyl, L-phenylalanyl, L-lysyl, L-arginyl, L-alpha-glutamyl, L-leucyl, L-arginyl, L-asparaginyl, L-leucyl, L-prolyl, L-glutaminyl, L-glutaminyl and L-lysinamide residues coupled in sequence.


ganglioside GM2 (8:0)

A sialotriaosylceramide that is N-acetyl-beta-D-galactosaminyl-(1->4)-alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-N-acylsphingosine in which the acyl group on the sphingosine nitrogen is octanoyl. A synthetic modification of the natural ganglioside GM2.


Ala-Val-Asp-Ser

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


N-octodecanoylsphinganine

A dihydroceramide in which the ceramide N-acyl group is specified as octadecanoyl (stearoyl).


GlyTouCan G01791IN

A composition-only glycan consisting of seven hexosyl groups, six acetaminohexosyl groups and one N-acetyl-neuraminic acid group (identities and connectivity unknown). Composition: Hex7 HexNAc6 NeuAc1.


An N-acetyl-beta-D-glycosaminyl glycopeptide consisting of an N-acetyl-beta-D-glycosaminyl-(1->4)-N-acetylmuramoyl moiety attached to the amino terminus of the tripeptide L-alanyl-D-glutamyl-6-carboxy-L-lysine via an amide linkage.


A galactosylceramide obtained by formal condensation of the carboxy group of docosanoic acid with the amino group of beta-D-galactosyl-(1<->1')-hexadecasphingosine.


A ceramide in which the fatty acyl group contains 24 carbons and 2 double bonds.


Arg-Lys-Cys-Gly

A tetrapeptide composed of L-arginine, L-lysine, L-cysteine, and glycine joined in sequence by peptide linkages.


name: 2-(4-chloro-2-methylphenoxy)acetic acid [2-(ethylamino)-2-oxoethyl] ester


name: 4-anilino-4-oxobutanoic acid (4-tert-butylcyclohexyl) ester


L-tryptophan derivative

A proteinogenic amino acid derivative resulting from reaction of L-tryptophan at the amino group or the carboxy group, or from the replacement of any hydrogen of L-tryptophan by a heteroatom.


A glycotriaosylceramide having N-butyryl-beta-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the triaosyl component.


A ganglioside derivative that is ganglioside GM1 with a single bond instead of the C4=C5 double bond of sphingosine.


alpha-D-glucuronosylceramide

A uronoglycosphingolipid where the uronosyl head group is alpha-D-glucuronic acid.


IODIPAMIDE MEGLUMINE

An organoammonium salt obtained by reaction of adipiodone with two equivalents of 1-deoxy-1-(methylamino)-D-glucitol. It is a contrast agent used in diagnostic imaging.


triazene derivative

A nitrogen molecular entity resulting from the formal substitution of one or more of the hydrogens of triazene.


name: (3R)-3-(4-chlorophenyl)-4-oxo-3-propan-2-yldiazetidine-1,2-dicarboxylic acid diethyl ester


leuprolide

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


carboprost tromethamine

The tromethamine salt of carboprost. It is used as an abortifacient agent that is effective in both the first and second trimesters of pregnancy.


Ac-Gln-D-Phe-His-D-Pro-betaAla

A pentapeptide comprising N(2)-acetyl-L-glutamine, D-phenylalanine, L-histidine, D-proline and beta-alanine residues coupled in sequence.


name: acetic acid [4-[2-(8-acetyloxy-2-quinolinyl)ethenyl]-2-ethoxy-3-nitrophenyl] ester


glycotetraosylceramide

An oligoglycosylceramide consisting of a glycotetraosyl moiety attached to the ceramide oxygen with an unspecified N-acyl substituent attached to the ceramide nitrogen.


An amino disaccharide consisting of alpha-D-mannopyranose and 2-acetamido-2-deoxy-beta-D-glucopyranose joined in sequence by a (1->4) glycosidic bond.


methapyrilene

A member of the class of ethylenediamine derivatives that is ethylenediamine in which one of the nitrogens is substituted by two methyl groups, and the other nitrogen is substituted by a 2-pyridyl group and a (2-thienyl)methyl group.


name: 3-hydroxy-1-adamantanecarboxylic acid [2-[2-(difluoromethoxy)anilino]-2-oxoethyl] ester


An eight-membered homodetic cyclic peptide comprising the sequence L-leucine, L-serine, L-alpha-glutamic acid, L-threonine, L-alpha-glutamic acid, L-threonine, L-lysine, D-leucine.


A member of the class of biguanides that is biguanide in which one of the terminal nitrogen atoms is substituted by a phenyl group.


L-tyrosine derivative

A proteinogenic amino acid derivative resulting from reaction of L-tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-tyrosine by a heteroatom.


name: 3-[[2-(4-methyl-1-piperazinyl)-1-oxoethyl]amino]-2-benzofurancarboxylic acid ethyl ester


A sialotetraosylceramide consisting of a linear hexasaccharide made up from two N-glycoloylneuraminyl residues, two galactose residues, one N-acetylglucosamine residue and a glucose residue at the reducing end attached to the ceramide portion via a beta-linkage.


A glycophytoceramide having a 4-O-(cyclobutylmethyl)-alpha-D-galactosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen. One of a series of an extensive set of 4"-O-alkylated alpha-GalCer analogues evaluated (PMID:30556652) as invariant natural killer T-cell (iNKT) antigens.


Any carbohydrate derivative that consists of glycan moieties covalently attached to the side chains of the amino acid residues that constitute the peptide.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide in which the ceramide component is specified as N-acylsphinganine.


A glucosylceramide consisting of a beta-D-glucosyl residue attached to the primary hydroxyl group of phytosphingosine.


name: (2S)-2-[[(3,5-dimethoxyphenyl)-oxomethyl]amino]-3-methylbutanoic acid [2-[(3-cyano-2-thiophenyl)amino]-2-oxoethyl] ester


[des-Phe(8), des-Arg(9)]-bradykinin

A seven-membered oligopeptide comprising Arg, Pro, Pro, Gly, Phe, Ser, and Pro residues joined in sequence by peptide bonds. It is a metabolite of bradykinin lacking the Phe residue at position 8 and the Arg residue at position 9.


angiotensin I

A ten amino acid peptide formed by renin cleavage of angiotensinogen. Angiotensin I has no direct biological function except that high levels can stimulate catecholamine production. It is metabolized to its biologically active byproduct angiotensin II, a potent vasoconstrictor, by angiotensin converting enzyme (ACE) through cleavage of the two terminal amino acids.


A ceramide  that consists of 1-deoxy-4-hydroxysphinganine in which one of the hydrogens of the amino group is substituted by a fatty acyl group.


sulfinamidine

Amidines of sulfinic acids, RS(=O)OH; thus RS(=NR)NR2.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 26 carbons and 0 double bonds.


Ala-Trp-Asn-Asp

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


A member of the class of condensed ureas that is urea in which one of the amino groups has had one of the attached hydrogens replaced by a carbamoyl group and the second amino group has had one of its hydrogens replaced by a carboxy group.


GlyTouCan G01605NF

A composition-only glycan consisting of five hexosyl groups, seven acetaminohexosyl groups, one 6-deoxy-hexosyl group and two N-acetyl-neuraminic acid groups (identities and connectivity unknown). Composition: Hex5 HexNAc7 dHex1 NeuAc2.


L-tryptophanamide

An  amino acid amide that is the carboxamide of L-tryptophan.


asperamide B

A glucosylceramide found in Penicillium commune.


An amino trisaccharide that is D-galactopyranose in which the hydroxy groups at positions 2 and 3 have been converted into the corresponding alpha-D-glucopyranosyl and 2-acetamido-2-deoxy-alpha-D-glucopyranosyl derivatives, respectively.


A ceramide obtained by formal condensation of the carboxy group of docosanoic acid with the amino group of (4E,14Z)-sphinga-4,14-dienine.


An oligosaccharide derivative that consists of the dodecasaccharide alpha-D-Ara-(1->5)-[alpha-D-Ara-(1->5)-alpha-D-Ara-(1->3)]-alpha-D-Ara-(1->5)-alpha-D-Ara-(1->5)-alpha-D-Ara-(1->2)-[alpha-D-Man-(1->6)]-alpha-D-Man-(1->6)-[alpha-D-Man-(1->2)]-alpha-D-Man-(1->6)-alpha-D-Man-(1->6)-alpha-D-Man linked at the reducing end glycosidically to a 6-azidohexyl group.


An amino trisaccharide that is alpha-L-fucosyl-(1->4)-N-acetyl-beta-D-glucosamine in which the hydroxy group at position 3 of the N-acetyl-beta-D-glucosamine moiety has been converted to the corresponding alpha-L-arabinopyranosyl derivative.


acylimine

An imine having the general structure RN=CR2 where one or more of the R groups is an acyl group.


somatostatin

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