A glycodihydroceramide having alpha-D-galactosyl component and the ceramide N-acyl group specified as tetradecanoyl.


hydrazide

Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH  by -NRNR2 (R groups are commonly H). (IUPAC).


A dihydroceramide in which the ceramide N-acyl group is specified as 2-hydroxytriacontanoyl.


N-tricosenoyl-D-galactosylsphingosine

An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is composed of 23 carbons and 1 double bond.


glycododecaosylceramide

Any oligoglycosylceramide where the oligoglycoside component is a  dodecasaccharide.


A ganglioside derivative that is gangliosde GM1 in which the sialic acid residue contains CH2OH instead of COOH.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/23:0).


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


semicarbazone

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


A beta-D-glucosylceramide in which a beta-D-glucosyl residue attached to the primary hydroxyl group of N-tricosanoyl-15-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


A neutral glycosphingolipid comprising a tetrasaccharide unit, alpha-D-Man-(1->2)-alpha-D-Gal-(1->6)-alpha-D-GlcN-(1->4)-alpha-D-GlcA, attached to a 12-(2-hexylcyclopropyl)-3-hydroxy-2-{[(2S)-2-hydroxytetradecanoyl]amino}dodecyl lipid group.


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


glycosyl-N-hexadecanoylsphinganine

Any glycosylceramide in which the acyl group specified is hexadecanoyl (palmitoyl).


A ceramide obtained by formal condensation of the carboxy group of icosanoic acid with the amino group of 14-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


nitroarene

A nitrohydrocarbon that consists of an arene skeleton substituted by one or more nitro groups at unspecified positions.


N-nitro compound

A compound having the nitro group (-NO2) attached to a nitrogen atom.


A glycotriaosylceramide having beta-D-galactosyl-(1->6)-beta-D-galactosyl-(1->4)-beta-D-glucose as the glycotriaosyl component.


phosphonic acids

HP(=O)(OH)2  (phosphonic acid) and its P-substituted derivatives.


A sialotriaosylceramide consisting of the pentasaccharide beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 24 carbons and 0 double bonds and is 2-hydroxylated.


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


An N-(2-hydroxyhexacosanoyl)phytosphingosine in which the 4-hydroxy group on the phytosphingosine portion has R-configuration.


organic amino compound

A compound formally derived from ammonia by replacing one, two or three hydrogen atoms by organyl groups.


A sialotetraosylceramide having beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Gc-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


Any member of the class of phytoceramides in which the sphingoid base is specified as Delta(8)-phytosphingenine.


N-hexanoyl-beta-D-galactosylsphinganine

A galactosylceramide that is beta-D-galactosylsphinganine in which the ceramide N-acyl group is specified as hexanoyl.


AcGly-Ser(O-D-alpha-D-Hep)-Gly-Leu

A derivatised tetrapeptide in which a parent tetrapeptide comprising glycine, L-serine, glycine and L-leucine residues coupled in sequence, has its terminal glycine residue acetylated on nitrogen and its serine residue D-glycero-alpha-D-heptosylated on oxygen.


N-hexadecanoylsphinganine

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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 21 carbons and 0 double bonds.


N-octanoyldihydrosphingosine

A dihydroceramide in which the N-acyl group is specified as octanoyl.


A beta-D-glucoside that is the 2-azidoethyl glycoside of a tetrasaccharide (Streptococcus pneumoniae serotype 3 tetrasaccharide) consisting of two beta-D-glucuronosyl-(1->4)-beta-D-glucosyl disaccharide units linked (1->3).


ganglioside GA2 II3-sulfate

A ganglioside GA2 compound sulfated at the 3-position of the galactose ring


C20 dihydroceramide

A ceramide composed of C20 sphinganine having an unspecified fatty acyl group attached to the nitrogen.


A glycopeptide that consists of glycyl, phenylalanyl, (5R)-5-(beta-D-galactopyranosyloxy)lysyl, glycyl. alpha-glutamyl, glutaminyl, glycyl, prolyl, lysyl, glycyl, alpha-glutamyl and threonine residues coupled in sequence with an isostere-modified IlePsi(CH2CH2)Ala group attached to the amino terminus.


N-acylsphingoid

A ceramide consisting of an undefined sphingoid base linked to an undefined fatty acid via an amide bond.


A D-galactosyl-N-acylsphingosine where the ceramide N-acyl group is nonadecanoyl.


A glycophytoceramide having a 4-O-[3-(4-methylphenyl)propyl]-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.


A sialotetraosylceramide having alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-Neu5Ac-(2->6)]-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


amidine

Derivatives of oxoacids RnE(=O)OH in which the hydroxy group is replaced by an amino group and the oxo group is replaced by =NR. In organic chemistry an unspecified amidine is commonly a carboxamidine.


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/20:0).


CARBIMIDE

A carbodiimide in which both nitrogens are unsubstituted.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and a 6-phenylhexanoyl group attached to the nitrogen.


sialopentaosylceramide

A ganglioside in which the oligosaccharide portion is composed of a pentasaccharide containing one or more sialic acid residues.


sialotetraosylceramide

A ganglioside in which the oligosaccharide portion is composed of an tetrasaccharide, to which one or more sialic acid residues are attached.


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


A beta-D-glucosylceramide in which a beta-D-glucosyl residue is attached to the primary hydroxyl group of N-[omega-(9R)-hydroperoxy-(10E,12Z)-octadecadienoyloxy]acyl-sphing-4E-enine.


An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is specified as 2-hydroxytricosanoyl.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and a 25-phenylpentacosanoyl group attached to the nitrogen.


valine derivative

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


A glycophytoceramide having an alpha-D-glucosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen.


A glycotriaosylceramide having alpha-N-acetylneuraminyl-(2->6)-beta-D-galactosyl-(1->4)-beta-D-glucose as the trisaccharide component.


artificial glycosphingolipid

Any glycosphingolipid designed and synthesized for the purposes of research.


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexadecanoyl.


D-glucosyl-N-tetracosanoylsphinganine

A glycodihydroceramide that is a sphinganine derivative having a D-glucosyl group at the 1-position and a tetracosanoyl group attached to the nitrogen.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an 8-([1,1'-biphenyl]-4-yl)octanoyl group attached to the nitrogen.


A glucosylceramide consisting of a beta-D-glucosyl residue attached to the primary hydroxyl group of N-acylated C20 sphingosine.


A glycotetraosylceramide having beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl component attached to the primary hydroxy function of a ceramide with d18:0 sphingoid base and undefined fatty acyl chain.


nitroglycerol

A nitrate ester that is glycerol in which nitro group(s) replace the hydrogen(s) attached to one or more of the hydroxy groups.


An N-sulfonylcarboxamide that is (Z)-11-methyldodec-2-enamide in which one of the hydrogens attached to the nitrogen is replaced by a methanesulfonyl (mesyl) group.


sphingosine-based sphingolipid

A family of sphingolipids that share a common structural feature, a sphingosine base backbone.


A sialotetraosylceramide consisting of a branched octasaccharide made up from four sialyl 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 phytoceramide in which the ceramide N-acyl group is specified as tetradecanoyl (myristoyl).


ornithine derivative

A non-proteinogenic amino acid derivative resulting from reaction of ornithine at the amino group, the carboxy group, or the side-chain amino group, or from the replacement of any hydrogen of ornithine by a heteroatom. The definition normally excludes peptides containing ornithine residues.


D-galactosyl-N-acylphytosphingosine

A glycosylceramide in which the glycosyl moiety is alpha-D-galactose and the ceramide is an N-acylphytosphingosine


N-acylhexadecasphinganine

A dihydroceramide consisting of an hexadecasphinganine base having an unspecified fatty acyl group attached to the nitrogen.


N-(1,2-saturated acyl)phytosphingosine

Any phytoceramide having a methylene group adjacent to the ceramide carbonyl group.


A ceramide that is the N-(2-hydroxyoctadecanoyl) derivative of 4-hydroxyeicosasphinganine.


A sphingolipid where the sphingoid base has 2 hydroxy groups and no double bonds, and the fatty acyl chain is hydroxylated at position C2. The chain lengths for both, the sphingoid base and the fatty acyl are undefined.


sialotriaosylceramide

A ganglioside in which the oligosaccharide portion is composed of a trisaccharide, to which one or more sialic acid residues are attached.


2-nitrophenyl beta-D-galactoside

A beta-D-galactoside having a 2-nitrophenyl substituent at the anomeric position.


A ceramide that is the N-eicosanoyl derivative of 4-hydroxyeicosasphinganine.


cysteine derivative

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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 18 carbons and 0 double bonds and is 2-hydroxylated.


A sialononaosylceramide having alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-[alpha-L-Fuc-(1->2)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)]-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the sialononaosyl component.


A phytoceramide having (2S,3R)-2,3-dihydroxytetracosanoyl as the N-acyl group.


A glycotriaosylceramide consisting of the trisaccharide alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)-beta-D-glucose attached (via a glycosidic bond) to the primary hydroxy function of a ceramide with undefined sphingoid base.


amino acid amide

An amide of an amino acid formed formally by conversion of the carboxy group to a carboxamido group.


cerebroside

Any member of a group of glycosphingolipids, also known as monoglycosylceramides, which are important components in animal muscle and nerve cell membranes.


N-octacosanoylicosasphinganine

A C20 dihydroceramide in which the ceramide N-acyl group is specified as octacosanoyl.


ganglioside GP1c

An oligoglycosylceramide consisting of a branched nonasaccharide made up from five sialyl residues, two galactose residues, one N-acetylgalactosamine residue and a glucose residue at the reducing end attached to N-acylsphingosine via a beta-linkage.


L-asparagine derivative

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


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to the Cer(d18:1/22:0).


N-dodecanoylsphinganine

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


A phytoceramide in which the sphingoid component is specified as (4R,8Z)-4-hydroxysphing-8-enine.


zorbamycin

A  glycopeptide antibiotic found in Streptomyces flavoviridis.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 23 carbons and 2 double bonds.


An alpha-NeuNAc-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-NeuNAc-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer in which the ceramide N-acyl group is specified as henicosanoyl.


A fifteen-membered glycopeptide comprising glycyl, cyclohexylglycyl, alanyl, glycyl, tyrosyl, (5R)-5-(beta-D-galactopyranosyloxy)lysyl, glycyl. alpha-glutamyl, glutaminyl, glycyl, prolyl, lysyl, glycyl, alpha-glutamyl and threonine residues coupled in sequence.


muramyl dipeptide

A glycopeptide that is N-propionyl-L-alanyl-D-alpha-glutamine in which the pro-R hydrogen of the propionyl group has been replaced by the oxygen at position 3 of 2-acetamido-2-deoxy-beta-D-glucopyranose. A peptidoglycan constituent of both Gram-positive and Gram-negative bacteria.


A glycotetraosylceramide having 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.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 24 carbons and 0 double bonds.


A ceramide obtained by formal condensation of the carboxy group of docosanoic acid with the amino group of 14-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


quaternary nitrogen compound

A nitrogen molecular entity that is electronically neutral but which contains a quaternary nitrogen.


N-palmitoylhexadecasphinganine

An N-acylhexadecasphinganine in which the acyl group is specified as palmitoyl (hexadecanoyl).


A glycopentaosylceramide having N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycopentaosyl component.


L-valine derivative

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


A sialotetraosylceramide having beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


hemiaminal ether

An organic amino compound that is a hemiaminal in which the hydrogen atom of the hydroxy group has been replaced by an organyl group. General formula: R2C(OR')NR2 ( R =/= H ). Also known as alpha-amino ethers.


An amino disaccharide that is an N-acetyl-alpha-D-glucosamine in which the hydroxy group at position 3 has been converted into the corresponding beta-D-glucopyranoside.


DICYCLOHEXYLCARBODIIMIDE

A carbodiimide compound having a cyclohexyl substituent on both nitrogen atoms.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 16 carbons and 0 double bonds and is 2-hydroxylated.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 20 carbons and 0 double bonds and is 2-hydroxylated.


A sialotriaosylceramide consisting of the pentasaccharide N-acetyl-beta-D-galactosaminyl-(1->4)-[alpha-N-acetylneuraminyl-(2->8)-alpha-N-acetylneuraminyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucose attached to the primary hydroxy function of a ceramide with an undefined sphingoid base.


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


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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 19 carbons and 1 double bond.


diphenhydramine salicylate

The salicylic acid salt of diphenhydramine.


quinone imine

An imine formed formally from a quinone by replacement of one or more atoms of quinonoid oxygen by =NH or =NR.


primary nitroalkane

A nitroalkane in which the nitro group is attached to a terminal carbon. Major microspecies at pH 7.3.


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


name: ganglioside GM2 (18:0) (NeuAc-N-deacetyl)

description: A sialotriaosylceramide that is ganglioside GM2 (18:0) in which the sialo N-acetyl group has been deacetylated.


diisocyanate

An isocyanate compound containing two isocyanate functional groups. Manufactured for reaction with polyols in the production of polyurethanes.


A phytoceramide in which the ceramide N-acyl group is specified as 2-hydroxyhexadecanoyl


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 26 carbons and 2 double bonds.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/22:0).


threonine derivative

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


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/24:2), the position of the double bond in the tetracosadienoyl group being unspecified. .


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


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexacosanoyl.


N-docosanoylsphinganine

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


A glycophytoceramide having a 4-O-[3-(4-tert-butylphenyl)propyl]-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.


A C20 dihydroceramide in which the ceramide N-acyl group is specified as 2-hydroxyoctacosanoyl.


A sialotetraosylceramide having alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


monoamine

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


A glycotriaosylceramide having N-acetyl-beta-D-galacto-hexodialdo-1,5-pyranosaminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the triaosyl component.


A ceramide that is the N-(2-hydroxydocosanoyl) derivative of 4-hydroxyeicosasphinganine.


A sialotriaosylceramide consisting of the tetrasaccharide N-acetyl-beta-D-galactosaminyl-(1->4)-[alpha-N-acetylneuraminyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucose attached to the primary hydroxy function of a ceramide with an undefined sphingoid base.


A glycosphingolipid that is N-acetyl-beta-D-galactosaminyl-(1->4)-alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose linked (1<->1') to sphingosine [(2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol].  A synthetic modification of the natural ganglioside GM2.


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


galactosylceramide 42:2

A galactosylceramide in which the acyl group and the sphingoid base contain a total of 42 carbon atoms and 2 double bonds.


A sialotriaosylceramide consisting of a linear pentasaccharide made up from two N-acetylneuraminyl residues, an N-acetyl-beta-D-glucosaminyl residue, a mannosyl residue and a glucosyl residue at the reducing end attached to the ceramide portion via a beta-linkage.


N-(hexadecanoyl)eicosasphinganine

A ceramide that is the N-palmitoyl (hexadecanoyl) derivative of eicosasphinganine.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 20 carbons and 1 double bond.


A carbodiimide compound having a 4-methylphenyl substituent on both nitrogen atoms.


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 tetrapeptide L-alanyl-D-glutamyl-6-carboxy-L-lysyl-D-alanine via an amide linkage.


A sialotetraosylceramide having alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-Neu5Ac-(2->6)]-beta-D-GalNAc-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


amidoxime

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


An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is composed of 24 carbons, 2 double bonds and a hydroxyl at C2.


N-sulfonylcarboxamide

A mixed diacylamine resulting from the formal condensation of the nitrogen of a carboxamide with a sulphonic acid.


A glycopentaosylceramide having beta-D-GlcA-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the pentasaccharide component; isolated from human sciatic nerves and cauda equina.


N-stearoylhexadecasphinganine

An N-acylhexadecasphinganine in which the acyl group is specified as stearoyl (octadecanoyl).


A beta-D-glucosylceramide in which a beta-D-glucosyl residue attached to the primary hydroxyl group of N-tetracosanoyl-14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


GD1a-GD1a dimer

A ganglioside derivative derived from two GD1a skeletons linked through their amino nitrogen atoms by an adipoyl (hexanedioyl) group.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and a 6-([1,1'-biphenyl]-4-yl)hexanoyl group attached to the nitrogen.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and a 10-phenyldecanoyl group attached to the nitrogen.


sialononaosylceramide

A ganglioside in which the oligosaccharide portion is composed of a nonasaccharide, to which one or more sialic acid residues are attached.


L-cysteine derivative

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


A glycophytoceramide having a 6-thio-alpha-D-galactopyranosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen.


An amino disaccharide that is the 3-O-beta-D-galactopyranoside of 2-acetamido-2-deoxy-D-glucitol.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an 11-([1,1'-biphenyl]-4-yl)undecanoyl group attached to the nitrogen.


nitrate ester

Any member of the class of nitrates resulting from the esterification of nitric acid with an alcohol.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 16 carbons and 0 double bonds.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 25 carbons and 1 double bond.


A D-galactosyl-N-acylsphingosine in which the fatty acyl group contains 18 carbons and 1 double bond.


An alpha-galactosylceramide in which the nitrogen carries a hexacosanamido group and C-4 carries in addition to a hydroxy function a 2-phenylethyl group. Essentially a phytosphingosine analogue with a truncated lipid chain terminating in a benzene ring, it has been used in investigations on the binding affinity of glycolipids to CD1d molecules.


phenylhydrazines

Any member of the class of  hydrazines carrying a phenyl substituent.


A sialohexaosylceramide consisting of a branched heptasaccharide made up from one sialyl residue, two galactose residues, three N-acetylglucosamine residues and a glucose residue at the reducing end attached to the ceramide portion via a beta-linkage.


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


A sialotetraosylceramide consisting of a branched decasaccharide made up from six sialyl 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.


N-lignoceroyl-D-galactosylsphingosine

An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is specified as lignoceroyl (tetracosanoyl).


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


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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 18 carbons and 4 double bonds and is 2-hydroxylated.


An N-acylsphinganine in which the fatty acyl group contains 18 carbons and 1 double bond.


ganglioside GM2 (5:0)

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 pentanoyl. A synthetic modification of the natural ganglioside GM2.


A glycooctaosylceramide having an beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->6)-[beta-D-Gal-(1->3)]-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)--D-Glcp component attached to the primary hydroxy function of a ceramide with a d18:1 sphingoid base and an undefined fatty acyl chain.


A N-acyl-beta-D-galactosylsphingosine in which the acyl group is (15Z)-tetracosenoyl.


vitamin B3

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


A sialotriaosylceramide consisting of  beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/16:0).


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 16 carbons and 1 double bond.


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


A glycophytoceramide having an alpha-D-glucopyranosyl residue at the O-1 position and an icosa-11,14-dienoyl group attached to the nitrogen.


ganglioside GM2 (18:0) methylamide

A sialotriaosylceramide that is ganglioside GM2 (18:0) in which the carboxy function of the sialic acid residue has been converted into an N-methylcarboxamide.


sphinganine-based sphingolipid

A family of sphingolipids that share a common structural feature, a sphinganine base backbone.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 17 carbons and 4 double bonds and is 2-hydroxylated.


A beta-D-galactosyl-N-acylsphingosine in which the acyl group is specified as eicosanoyl.


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


CHRYSOGESIDE A

A  glucosylceramide  isolated from Penicillium chrysogenum.


N-acyl-D-galactosylsphingosine

A sphingosine-based sphingolipid that is any N-acylsphingosine substituted at the O-1 position by a D-galactosyl residue.


phenylureas

Any member of the class of ureas in which at least one of the nitrogens of the urea moiety is substituted by a phenyl or substituted phenyl group.


D-phenylalanine derivative

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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 20 carbons and 0 double bonds.


acetyl-L-serine

An acetyl-amino acid in which the amino acid specified is L-serine.


A beta-D-glucosylceramide in which a beta-D-glucosyl residue attached to the primary hydroxyl group of N-hexaacosanoyl-14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


cyprosulfamide

An N-sulfonylcarboxamide resulting from the formal condensation of the sulfonamide nitrogen of p-(cyclopropylaminocarbonyl)benzenesulfonamide with the carboxy group of O-methylsalicylic acid. It is a herbicide safener, used in conjunction with the Bayer herbicide tembotrione.


sialomonoglycosylceramide

A ganglioside in which the oligosaccharide portion is composed of an monosaccharide, to which one or more sialic acid residues are attached.


glycosylceramide

A ceramide compound formed by the replacement of the glycosidic hydroxy group of a cyclic form of a monosaccharide (or derivative) by a ceramide group.


A glycopeptide that consists of (5R)-5-(beta-D-galactopyranosyloxy)lysyl, glycyl. alpha-glutamyl, glutaminyl, glycyl, prolyl, lysyl, glycyl, alpha-glutamyl and threonine residues coupled in sequence with an isostere-modified Ile-Ala-GlyPsi[(E)-CH=CH]Phe tetrapeptoid unit attached to the amino terminus.


An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is composed of 24 carbons, 1 double bond and a hydroxy group at C2.


A oligoglycosylceramide in which the oligoglycosyl component is a linear dodecasaccharide comprised of six galactose, one glucose, three N-acetylglucosamine, and three fucose units.


A sialotriaosylceramide consisting of the pentasaccharide beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of a ceramide in which the acyl function on nitrogen is stearoyl.


A fifteen-membered glycopeptide comprising glycyl, cyclopropylalanyl, alanyl, glycyl, cyclohexylalanyl, (5R)-5-(beta-D-galactopyranosyloxy)lysyl, glycyl. alpha-glutamyl, glutaminyl, glycyl, prolyl, lysyl, glycyl, alpha-glutamyl and threonine residues coupled in sequence.


A glycopentaosylceramide having beta-D-GlcA3S-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the pentasaccharide component.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 26 carbons and 0 double bonds and is 2-hydroxylated.


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


An alpha-Neu5Ac-(2->3)-beta-Gal-(1->3)-beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer in which the ceramide N-acyl group is specified as tetracosanoyl.


vitamin B5

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


A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexadecanoyl.


A glycophytoceramide having a 4-O-benzyl-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.


cyanides

Salts and C-organyl derivatives of hydrogen cyanide, HC#N.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and a 21-phenylhenicosanoyl group attached to the nitrogen.


N-icosenoylphytosphingosine

A phytoceramide in which the acyl group contains  20 carbons and 1 double bond of unknown position. Formula:C38H74NO4


anilide fungicide

Any amide fungicide whose structure contains an anilide group.


A cerebroside in which the sugar head group is a hexose with unspecified stereochemistry attached to the primary hydroxyl group of N-acylsphinganine.


A galactosylceramide obtained by formal condensation of the carboxy group of any docosenoic acid with the amino group of beta-D-galactosyl-C14-sphingosine.


A glucosylceramide in which the sphingoid base is 15-methylhexadecasphing-4-enine and the D-glucosyl residue has beta-configuration at the anomeric centre.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 28 carbons and 0 double bonds and is 2-hydroxylated.


alanine derivative

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


A C20 dihydroceramide in which the ceramide N-acyl group is specified as 2-hydroxytetradecanoyl.


A sialotetraosylceramide having alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-Neu5Ac-(2->6)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 22 carbons and 2 double bonds.


A beta-D-galactosyl-N-acylsphingosine in which the acyl group is specified as octadecanoyl.


N-hexadecanoylphytosphingosine

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


epivancomycin

A glyopeptide that is vancomycin in which the terminal vancosamine of the disaccharide moiety is replaced by 4-epi-vancosamine.


ceramide

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


vitamin B7

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


N-dodecanoylphytosphingosine

A phytoceramide in which the ceramide N-acyl group is specified as dodecanoyl.


ganglioside GM2 (16:0)

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 hexadecanoyl. A synthetic modification of the natural ganglioside GM2.


L-proline derivative

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


Any phytoceramide in which the ceramide N-acyl group is carrying a 2R-hydroxy substituent.


A sialotetraosylceramide consisting of a alpha-Neu5Ac-(2->3)-[beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)]-beta-D-Gal-(1->4)-beta-D-Glc moiety attached via a glycosidic bond at position 1 of N-acylicosasphingosine.


A sialotetraosylceramide having beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


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


azobenzenes

Any member of the wide class of molecules that share the core azobenzene structure, comprising two phenyl rings linked by a N=N double bond, which may have different functional groups extending from the rings.


Neolacto-series glycosphingolipid

A series of oligoglycosylceramides having beta-D-galactosyl-(1-4)-N-acetyl-beta-D-glucosaminyl-(1-3)-beta-D-galactosyl-(1-4)-beta-D-glucose as the tetrasaccharide sequence root. The oligosaccharide portion can be elongated in a linear or branched form.


ganglioside GM2 (2:0)

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 acetyl. A synthetic modification of the natural ganglioside GM2.


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


A cerebroside consisting of a  beta-D-glucosyl residue attached to the primary hydroxyl group of N-acyltetradecasphingosine.


monoamine molecular messenger

A group of neurotransmitters and neuromodulators that contain one amino group that is connected to an aromatic ring by ethylene group  (-CH2-CH2-). Monoamines are derived from the aromatic amino acids phenylalanine, tyrosine, histidine and tryptophan.


A glycopentaosylceramide having N-acetyl-beta-D-glucosaminyl-(1->3 or 6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycopentaosyl component. The structural diagram shows the regioisomer with the terminal GlcNAc residue linked 1->6 to galactose.


A nLc5Cer where R1 is an undefined sphingoid base and R2 and undefined N-acyl chain.


An alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-Gal-(1->3)-beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer in which the ceramide N-acyl group is specified as octadecanoyl.


A glycopeptide that consists of phenylalanyl, (5R)-5-(beta-D-galactopyranosyloxy)lysyl, glycyl. alpha-glutamyl, glutaminyl, glycyl, prolyl, lysyl, glycyl, alpha-glutamyl and threonine residues coupled in sequence with an isostere-modified Ile-AlaPsi[(E)-CH=CH]Gly tripeptoid unit attached to the amino terminus.


A digalactosylceramide consisting of an alpha-D-galactosyl-(1->4)-beta-D-galactosyl moiety attached at position 1 of N-(pentacosanoyl)sphingosine via a glycosidic linkage.


A sialodecaosylceramide where the oligosaccharide component is made up from five galactose, three glucosamine, one glucose, one fucose and one sialose residue.


Lacto-series glycosphingolipid

A series of oligoglycosylceramides having beta-D-galactosyl-(1-3)-N-acetyl-beta-D-glucosaminyl-(1-3)-beta-D-galactosyl-(1-4)-beta-D-glucose as the tetrasaccharide sequence root. The oligosaccharide portion can be elongated in a linear or branched form.


A sialotetraosylceramide having alpha-Neu5Ac-(2->6)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 24 carbons and 4 double bonds and is 2-hydroxylated.


A glycophytoceramide having a 4-O-(4-chlorobenzyl)-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.


organophosphorus compound

An organophosphorus compound is formally a compound containing at least one carbon-phosphorus bond, but the term is often extended to include esters and thioesters.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 25 carbons and 2 double bonds.


A ceramide that is the N-stearoyl (octadecanoyl) derivative of 4-hydroxyeicosasphinganine.


N-acyl-beta-D-galactosylsphingosine

An N-acyl-D-galactosylsphingosine in which the anomeric configuration of the galactosyl residue is beta; sphingosine substituted at the O-1 position by a beta-D-galactosyl group and at the N-2 position by an acyl group.


proline derivative

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


An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a sialyl Lewis(x) [alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-D-GlcNAc] oligosaccharide via a beta-linkage.


A dihydrooceramide in which the ceramide N-acyl group is specified as 2-hydroxyoctacosanoyl.


A C20 phytoceramide in which the ceramide N-acyl group is specified as octacosanoyl.


glycophytoceramide

A phytoceramide having at least one glycosyl group attached to either of its hydroxy groups.


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


diamine

Any polyamine that contains two amino groups.


glutamic acid derivative

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


6'-sialyl LacNAc-C12L

An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a 6'-sialyl LacNAc [alpha-Neu5Ac-(2->6)-beta-D-Gal-(1->4)-D-GlcNAc] oligosaccharide via a beta-linkage.


N-oleoylphytosphingosine

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


name: (2S, 3S, 4R)-2-[(2'R)-2'-hydroxytricosanoylamino]-1, 3, 4-octadecanetriol


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is (15Z)-tetracosenoyl.


N-octanoylphytosphingosine

A phytoceramide in which the N-acyl group is specified as octanoyl.


dicarboximide

An imide in which the two acyl substituents on nitrogen are carboacyl groups.


aromatic amine

An amino compound in which the amino group is linked directly to an aromatic system.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and a decanoyl group attached to the nitrogen.


A sialotetraosylceramide having alpha-Neu5Ac-(2->3)-beta-Gal-(1->3)-beta-GlcNAc-(1->3)-beta-Gal-(1->4)-beta-Glc as the sialotetraosyl component.


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


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


A sialotriaosylceramide consisting of the tetrasaccharide beta-D-GalNAc-(1->4)-[alpha-Neu5Gc-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


A beta-Gal-(1->3)-beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer in which the ceramide N-acyl group is specified as octadecanoyl.


A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group is specified as octadecanoyl.


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


ethylenediamine derivative

Any organic amino compound that is a derivative of  ethylenediamine.


CERAMIDE

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


N-acylsphinganine

A ceramide consisting of sphinganine in which one of the amino hydrogens is substituted by a fatty acyl group.


ganglioside GM2 (18:1)

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 octadec-9-enoyl. A synthetic modification of the natural ganglioside GM2.


ganglioside GA2 II3,III3-bis-sulfate

A ganglioside GA2 compound sulfated at the 3-positions of both the galactose and galactosamine rings


phenylalanine derivative

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


An N-acyl-1-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 19 carbons and 0 double bonds.


N-octacosanoylphytosphingosine

A phytoceramide in which the ceramide N-acyl group is specified as octacosanoyl.


An N-(2-hydroxyacyl)sphinganine in which the 2-hydroxyacyl group has R-configuration.


A fifteen-membered glycopeptide comprising glycyl, isoleucyl, 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.


nitroso compound

Compounds having the nitroso group, -NO, attached to carbon, or to another element, most commonly nitrogen or oxygen.


A D-galactosyl-N-acylsphingosine in which the ceramide N-acyl group is specified as (R)-2-hydroxybehenoyl.


A N-acyl-beta-D-galactosylsphingosine in which the acyl group is tetracosananoyl.


A sialohexaosylceramide consisting of a linear heptasaccharide made up from one N-glycoloylneuraminic acid residue, three galactose residues, one N-acetylglucososamine residue and a glucose residue at the reducing end attached to the ceramide portion via a beta-linkage.


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/24:1(15Z)).


A D-galactosyl-N-acetyl-D-glucosaminyl-D-galactosyl-D-glucosylceramide containing beta-linkages exclusively.


N-eicosanoylsphinganine

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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 24 carbons and 2 double bonds.


N-behenoyl-D-galactosylsphingosine

An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is specified as behenoyl (docosanoyl).


N-tricontanoylicosasphinganine

A C20 dihydroceramide in which the ceramide N-acyl group is specified as tricontanoyl.


N-tetradecanoylsphinganine

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


C20 phytoceramide

A ceramide composed of C20 phytosphingosine having an unspecified fatty acyl group attached to the nitrogen.


A D-galactosyl-N-acylphytosphingosine in which the galactosyl group has alpha-anomeric configuration and the acyl group on nitrogen is (4Z)-9-(2-decylcyclopropyl)non-4-enoyl.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 17 carbons and 1 double bond.


ganglioside X2

A  sialoheptaosylceramide consisting of a branched octasaccharide made up from one sialyl residue, three galactose residues, two N-acetylgalactosamine residues, one N-acetylglucosamine residue and a glucose residue at the reducing end attached to N-stearoylsphingosine via a beta-linkage.


A glycopentaosylceramide having N-acetyl-beta-D-glucosaminyl-(1->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucose as the pentasaccharide component.


A glycophytoceramide having a 6-deoxy-6-benzamido-alpha-D-galactosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen.


tertiary phosphine

A compound derived from phosphane by substituting three hydrogen atoms by hydrocarbyl groups.


A sialotetraosylceramide having alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-Neu5Ac-(2->6)]-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


A sialotetraosylceramide having beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


selenocysteine derivative

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


hydrazines

Hydrazine (diazane) and its substituted derivatives.


GM1-GM1 dimer

A ganglioside derivative derived from two GM1 skeletons linked through their amino nitrogen atoms by an adipoyl (hexanedioyl) group.


glycopentaosylceramide

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


A sialotetraosylceramide consisting of a branched heptasaccharide made up from three sialyl 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 sialopentaosylceramide consisting of a branched nonasaccharide made up from one sialyl residue, two galactose residues, one L-fucose residue, one N-acetylglucosamine residue and one glucose residue, which at the reducing end is attached to the ceramide portion via a beta-linkage.


glycosphingolipid

A glycosphingolipid is a glycolipid that is a carbohydrate-containing derivative of a sphingoid or ceramide. It is understood that the carbohydrate residue is attached by a glycosidic linkage to O-1 of the sphingoid.


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


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


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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 26 carbons and 2 double bonds and is 2-hydroxylated.


ganglioside

A molecule composed of a glycosphingolipid (ceramide and oligosaccharide) with one or more sialic acids linked on the sugar chain.


A sialotetraosylceramide having beta-D-Gal-(1->3)-[alpha-Neu5Ac-(2->6)]-D-GalNAc-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


isoglutamine

A amino acid amide that is glutamic acid in which the carboxy group is replaced by an aminocarbonyl group.


A galactosylceramide obtained by formal condensation of the carboxy group of docosanoic acid with the amino group of beta-D-galactosyl-(1<->1')-(4E,14Z)-sphingadienine.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an 8-[(4-trifluoromethyl)phenyl]octanoyl group attached to the nitrogen.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 22 carbons and 0 double bonds and is 2-hydroxylated.


A beta-D-glucosylceramide in which a beta-D-glucosyl residue attached to the primary hydroxyl group of N-docosanoyl-14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


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


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is (17Z)-hexacosenoyl.


A sialodiosylceramide that consists of an alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc moiety attached via a glycosidic bond at position 1 of N-hexadecanoylsphingosine.


N-tetracosanoyl hexosylceramide

A cerebroside in which the ceramide N-acyl group is specified as tetracosanoyl.


A beta-D-glucosyl-(1<->1')-N-acylhexadecasphingosine in which the ceramide N-acyl group is specified as docosanoyl.


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


tryptophan derivative

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


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


An alpha-galactosylceramide in which the nitrogen carries a hexacosanamido group and C-4 carries in addition to a hydroxy function a 7-phenylhexyl group. Essentially a phytosphingosine analogue with a truncated lipid chain terminating in a benzene ring, it has been used in investigations on the binding affinity of glycolipids to CD1d molecules.


A N-acyl-beta-D-galactosylsphingosine in which the acyl group specified is hexacosanoyl.


miserotoxin

A beta-D-glucoside having 3-nitropropyl as the anomeric alkyl group.


A glycophytoceramide having a 4-O-[3-(4-fluorophenyl)propyl]-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.


A sialomonoglycosylceramide that consists of an alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-D-Gal moiety attached via a glycosidic bond at position 1 of N-acylsphingosine.


A D-galactosyl-N-acylsphingosine in which the ceramide N-acyl group is specified as (R)-2-hydroxylignoceroyl.


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/22:0).


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


aldimine

Imines derived from aldehydes, i.e. compounds having the structure RCH=NR.


C-nitro compound

A nitro compound having the nitro group (-NO2) attached to a carbon atom.


glucosylceramide

Any of the cerebrosides in which the monosaccharide head group is glucose.


nitrotoluene

Any member of the class of  toluenes bearing one or more nitro substituents on the benzene ring.


glycononaosylceramide

Any oligoglycosylceramide where the oligoglycoside component is a nonasaccharide.


A branched glycooctaosylceramide having alpha-L-fucosyl-(1->3)-[alpha-L-fucosyl-(1->3)-[beta-D-galactosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl-(1->3)-[beta-D-galactosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucose as the glycooctaosyl portion.


A glycophytoceramide having a 4-O-(3,4-difluorobenzyl)-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.


A branched glycotetraosylceramide having N-acetyl-beta-D-galactosaminyl-(1->4)-[N-acetyl-beta-D-glucosaminyl-(1->3)]-beta-D-galactosyl-(1->4)-beta-D-glucose as the glycotetraosyl component.


A sialotriaosylceramide consisting of the hexasaccharide beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc attached to the primary hydroxy function of ceramide(d18:1/16:0).


guanidines

Any organonitrogen compound containing a carbamimidamido (guanidino) group. Guanidines have the general structure (R(1)R(2)N)(R(3)R(4)N)C=N-R(5) and are related structurally to amidines and ureas.


A glycophytoceramide comprising (2S,3S,4R)-2-aminononane-1,3,4-triol having an alpha-D-galctopyranosyl residue at the O-1 position and an tetracosanoyl group attached to the nitrogen.


N-hexanoyldihydroceramide

A dihydroceramide in which the ceramide N-acyl group is specified as hexanoyl.


A glycohexaosylceramide having beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the glycohexaosyl component.


A neutral glycosphingolipid comprising a tetrasaccharide unit, alpha-D-Man-(1->2)-alpha-D-Gal-(1->6)-alpha-D-GlcN-(1->4)-alpha-D-GlcA, attached to a 3-hydroxy-2-{[(2S)-2-hydroxytetradecanoyl]amino}octadecyl lipid group.


secondary carboxamide

A carboxamide resulting from the formal condensation of a carboxylic acid with a primary amine; formula RC(=O)NHR(1).


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 23 carbons and 4 double bonds and is 2-hydroxylated.


A glucosylceramide consisting of a beta-D-glucosyl residue attached to the primary hydroxyl group of N-acyl-(4E,8E)-9-methylsphinga-4,8-dienine.


A glycopeptide that consists of (5R)-5-(beta-D-galactopyranosyloxy)lysyl, glycyl. alpha-glutamyl, glutaminyl, glycyl, prolyl, lysyl, glycyl, alpha-glutamyl and threonine residues coupled in sequence with an isostere-modified Ile-Ala-GlyPsi(CH2CH2)Phe tetrapeptoid unit attached to the amino terminus.


tyrosine derivative

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


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


biguanides

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


L-serine derivative

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


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an 8-(4-methoxyphenyl)octanoyl group attached to the nitrogen.


A phytoceramide in which the ceramide N-acyl group is specified as 2-hydroxyeicosanoyl.


A glycophytoceramide having a 4-O-(4-tert-butylbenzyl)-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.


A glycohexaosylceramide having beta-D-GlcNAc-(1->3)-[beta-D-GlcNAc-(1->6)]-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the glycohexaosyl component.


A sialodiosylceramide that consists of an alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc moiety attached via a glycosidic bond at position 1 of N-acylicosasphingosine.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an 8-(4-fluorophenyl)octanoyl group attached to the nitrogen.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 17 carbons and 2 double bonds.


name: (2S, 3S, 4R)-2-[(2R)-2-hydroxytetracosanoylamino]-1, 3, 4-octadecanetriol


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to the Cer(d18:1/18:0).


phenylenediamine

A benzene substituted with two amino groups.


An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is composed of 25 carbons, 1 double bond and a hydroxy group at C2.


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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 18 carbons and 1 double bond.


A glycopentaosylceramide having beta-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the pentasaccharide component.


A digalactosylceramide consisting of an beta-D-galactosyl-(1->4)-beta-D-galactosyl moiety attached at position 1 of N-(pentacosanoyl)sphingosine via a glycosidic linkage.


ganglioside GA2 III3-sulfate

A ganglioside GA2 compound sulfated at the 3-position of the galactosamine ring.


isoamyl nitrite

A nitrite ester having isopentyl as the alkyl group.


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


A glycodihydroceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an hexacosanoyl group attached to the nitrogen.


A beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer in which the ceramide N-acyl group is specified as stearoyl.


neutral glycosphingolipid

Any glycosphingolipid containing unsubstituted glycosyl moieties.


A glycodohydroceramide having a 4-deoxy-alpha-D-xylo-hexopyranosyl residue at the O-1 position and an hexacosanoyl group attached to the nitrogen.


L-ornithine derivative

An ornithine derivative resulting from reaction of L-ornithine at the amino group, the carboxy group or the side-chain amino group, or from the replacement of any hydrogen of L-ornithine by a heteroatom.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is (15Z)-tetracosenoyl.


The N-glycosyl compound formed from the deoxy trisaccharide 2-deoxy-alpha-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc by replacement of the OH at the anomeric centre of the glucose residue by an azido group.


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


A D-galactosyl-N-acylsphingosine where the ceramide N-acyl group is docosananoyl and the D-galactosyl component has beta anomeric configuration.


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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 22 carbons and 4 double bonds and is 2-hydroxylated.


An artificial glycosphingolipid composed of the ceramide mimetic C182L (CHEBI:190504) bound to a beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-[alpha-L-Fuc-(1->6)]-D-GlcNAc oligosaccharide via a beta-linkage.


ganglioside derivative

An oligoglycosylceramide that is derived from a ganglioside.


A glycophytoceramide having a 4-O-(3,4-dichlorobenzyl)-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.


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is docosanoyl.


isoglobopentaosyl ceramide

An N-acylceramide compound having an isoglobopentaosyl substituent at its primary hydroxy group.


A glycooctaosylceramide having beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the oligoglycosyl component.


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.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 21 carbons and 1 double bond.


proteinogenic amino acid derivative

Any derivative of a proteinogenic amino acid resulting from reaction at an amino group, carboxy group, or a side-chain functional group, or from the replacement of any hydrogen by a heteroatom.


serine derivative

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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 21 carbons and 0 double bonds and is 2-hydroxylated.


N-hexanoylphytosphingosine

A phytoceramide in which the ceramide N-acyl group is specified as hexanoyl.


toluene meta-diisocyanate

A diisocyanate that consists of toluene bearing two isocyanato functional groups positioned meta to one another.


A phytoceramide in which the ceramide N-acyl group is specified as 2-hydroxytetradecanoyl.


A sialoheptaosylceramide consisting of a branched octasaccharide made up from one sialyl residue, three galactose residues, three N-acetylglucosamine residues and a glucose residue at the reducing end attached to the ceramide portion via a beta-linkage.


A ceramide that is the N-(2-hydroxyeicosanoyl) derivative of 4-hydroxyeicosasphinganine.


A sialooctaosylceramide having alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-[beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)]-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the sialooctaosyl component.


A C20 phytoceramide in which the ceramide N-acyl group is specified as 2-hydroxyoctacosanoyl.


A sialooctaosylceramide consisting of a branched nonasaccharide made up from one sialyl residue, three galactose residues, two L-fucose residues, two N-acetylglucosamine residues and one glucose residue, which at the reducing end is attached to the ceramide portion via a beta-linkage.


sialohexaosylceramide

A ganglioside in which the oligosaccharide portion is composed of a hexasaccharide, to which one or more sialic acid residues are attached.


aromatic amide

An amide in which the amide linkage is bonded directly to an aromatic system.


secondary amino compound

A compound formally derived from ammonia by replacing two hydrogen atoms by organyl groups.


A branched glycononaosylceramide having beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucose as the glycononaosyl portion.


The carbohydrate acid derivative that is the allyl glycoside of 7-azido-7-deoxy-7-epi-Kdo.


A cerebroside in which the sugar head group is a hexose with unspecified stereochemistry attached to the primary hydroxyl group of N-acylsphingosine.


anilide

Any aromatic amide obtained by acylation of aniline.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 22 carbons and 0 double bonds.


A sialooctaosylceramide consisting of a branched nonasaccharide made up from two sialyl residues, four galactose residues, three N-acetylglucosamine residues and one glucose residue, which at the reducing end is attached to the ceramide portion via a beta-linkage.


neoglycosphingolipid

Any synthetically-produced glycosphingolipid.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an octanoyl group attached to the nitrogen.


N-(docosanoyl)eicosasphinganine

A ceramide that is the N-docosanoyl derivative of eicosasphinganine.


A sialotriaosylceramide consisting of the hexasaccharide beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc attached to the primary hydroxy function of ceramide.


N-stearoyl-D-galactosylsphingosine

An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is specified as stearoyl (octadecanoyl).


secondary amide

A derivative of two oxoacids RkE(=O)l(OH)m (l =/= 0) in which two acyl groups are attached to the amino or substituted amino group.


A sialopentaosylceramide having beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc as the sialopentaosyl component.


A glucosylceramide having an iso-branched C17 long chain base and an N-acyl chain with undefined composition.


A glycodecaosylceramide having alpha-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-[alpha-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)]-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the glycodecaosyl component.


An alpha-galactosylceramide in which the nitrogen carries a hexacosanamido group and C-4 carries in addition to a hydroxy function a 9-phenylnonyl group. Essentially a phytosphingosine analogue with a truncated lipid chain terminating in a benzene ring, it has been used in investigations on the binding affinity of glycolipids to CD1d molecules.


A sialopentaosylceramide having beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->3)-alpha-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the sialopentaosyl component.


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/22:1(13Z)).


An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc oligosaccharide via a beta-linkage.


cyanine dye

Cyanine dyes are synthetic dyes with the general formula R2N[CH=CH]nCH=N(+)R2    <-> R2N(+)=CH[CH=CH]nNR2 (n is a small number) in which the nitrogen and part of the conjugated chain usually form part of a heterocyclic system, such as imidazole, pyridine, pyrrole, quinoline and thiazole.


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


A glycohexaosylceramide having beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)- beta-D-Gal-(1->4)-beta-D-Glc as the glycohexaosyl component.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/16:0).


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 22 carbons and 1 double bond.


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/23:0).


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


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 20 carbons and 2 double bonds.


A sialoheptaosylceramide consisting of the branched octasaccharide alpha-L-fucosyl-(1->3)-[beta-D-galactosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-[N-acetyl-alpha-neuraminyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucose attached to the primary hydroxy function of a ceramide with an undefined sphingoid base. It represents a hybrid structure of type 2 Le(x) epitope and GM1 ganglioside core structure, designated as Le(x)-GM1.


A alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-[alpha-N-acetylneuraminosyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group is specified as octadecanoyl (stearoyl).


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an 11-(4-trifluoromethyl)undecanoyl group attached to the nitrogen.


A glycodihydroceramide having a 6-O-(3-phenylpropanoyl)-alpha-D-galactopyranosyl residue at the O-1 position and an hexacosanoyl group attached to the nitrogen; a C6"-modified alpha-GalCer derivative.


L-glutamic acid derivative

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


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


N-tetracosenoyl-D-galactosylsphingosine

An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is composed of 24 carbons and 1 double bond.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/22:1), the position of double bond in the docosenoyl group being unspecified.


N-acylurea

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


non-proteinogenic amino acid derivative

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


galactosylceramide

Any of the cerebrosides in which the monosaccharide head group is galactose.


name: (2S, 3S, 4R)-2-[(2'R)-2'-hydroxyhexacosanoylamino]-1, 3, 4-octadecanetriol


A galactosylceramide in which a beta-D-galactosyl residue is attached to the primary hydroxy group of 2-N-(2-hydroxyacyl)sphinganine.


glycodecaosylceramide

Any oligoglycosylceramide where the oligoglycoside component is a decasaccharide.


A beta-D-galactosyl-(1->4)-beta-D-glucosylceramide where the ceramide N-acyl group is specified as docosanoyl.


An N-acyl-D-galactosylsphingosine in which the ceramide N-acyl group is specified as 2-hydroxybehenoyl (2-hydroxydocosanoyl).


An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a Lewis(x) [beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-D-GlcNAc] oligosaccharide via a beta-linkage.


ganglioside X1

A sialohexaosylceramide consisting of a branched heptasaccharide made up from one sialyl residue, two galactose residues, two N-acetylgalactosamine residues, one N-acetylglucosamine residue and a glucose residue at the reducing end attached to N-stearoylsphingosine via a beta-linkage.


Any glycodiaosylceramide having beta-D-galactosyl-(1->4)-beta-D-glucose as the disaccharide component and undefined sphingoid base.


N-acyltetradecaphytosphingosine

A ceramide consisting of tetradecaphytosphinganine base having an unspecified fatty acyl group attached to the nitrogen.


A C20 phytoceramide in which the ceramide N-acyl group is specified as tricontanoyl.


A sialotetraosylceramide consisting of a branched hexasaccharide made up from two sialyl 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 an alpha-D-Gal-(1->2)alpha-DGal glycosyl group at the O-1 position and a hexacosanoyl group attached to the nitrogen.


hydroxamic acid ester

A carboxamide that is a hydroxamic acid in which the hydrogen of the hydroxy group is replaced by an organyl group.


aralkylamino compound

An organic amino compound in which an aminoalkyl group is linked to an arene.


A glycotriaosylceramide having 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.


A beta-D-galactosyl-(1->4)-beta-D-glucosylceramide where the ceramide N-acyl group is specified as 2-hydroxydocosanoyl.


A glycophytoceramide having a 4-O-[3-(4-chlorophenyl)propyl]-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.


CHRYSOGESIDE C

A glucosylceramide isolated from Penicillium chrysogenum.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and a 6-(4-fluorophenyl)hexanoyl group attached to the nitrogen.


A phytoceramide in which the ceramide N-acyl group is specified as 2-hydroxyoctacosanoyl.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/18:0).


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 17 carbons and 0 double bonds.


A glycopentaosylceramide having alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl component attached to the primary hydroxy function of a ceramide with d18:0 sphingoid base and undefined fatty acyl chain.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 24 carbons and 1 double bond.


4-nitrophenyl beta-sophoroside

The sophoroside derivative of 4-nitrophenol.


dinitrotoluene

Any  nitrotoluene carrying two nitro substituents.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-N-acylsphingosine in which the ceramide N-acyl group is specified as (9Z)-octadecenoyl.


nitro compound

A compound having a nitro group, -NO2 (free valence on nitrogen), which may be attached to carbon, nitrogen (as in nitramines), or oxygen (as in nitrates), among other elements (in the absence of specification, C-nitro compounds are usually implied).


A phytoceramide in which the ceramide N-acyl group is specified as 2-hydroxydocosanoyl.


N-(eicosanoyl)eicosasphinganine

A ceramide that is the N-eicosanoyl derivative of eicosasphinganine.


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/22:1).


A dihydroceramide obtained by formal condensation of the carboxy group of pentacosanoic acid with the amino group of 14-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


L-alanine derivative

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


A glucosylceramide consisting of a beta-D-glucosyl residue attached to the primary hydroxyl group of N-acyl-(4E,6E)-tetradecasphingadienine.


A oligoglycosylceramide in which the oligoglycosyl component is a linear dodecasaccharide comprised of four galactose, two N-acetylgalactosamine, one glucose, three N-acetylglucosamine, and three fucose units.


triamine

Any polyamine that contained three amino groups.


N-(octadecanoyl)eicosasphinganine

A ceramide that is the N-stearoyl (octadecanoyl) derivative of eicosasphinganine.


dinitroglycerol

A nitroglycerol carrying two nitro groups at unspecified positions.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 16 carbons and 4 double bonds and is 2-hydroxylated.


name: (2S, 3S, 4R)-2-[(2'R)-2'-hydroxydocosanoylamino]-1, 3, 4-octadecanetriol


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


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


thiocarboxamide

Any primary amide having its amide oxygen replaced by sulfur.


A glycodihydroceramide having an alpha-D-galacturonic acid residue at the O-1 position and a tetradecanoyl group attached to the nitrogen.


name: alpha,beta-unsaturated carboxylic acid amide

description: A monocarboxylic amide of general formula R(1)R(2)C=CR(3)-C(=O)NR(4)R(5)  or R(1)C#C-C(=O)NR(2)R(3) in which the amide C=O function is conjugated to an unsaturated C-C bond at the alpha,beta position.


CHRYSOGESIDE D

A glucosylceramide isolated from Penicillium chrysogenum.


A glycophytoceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an 11-phenylundecanoyl group attached to the nitrogen.


A phytoceramide having (2S,3R)-2,3-dihydroxyhexacosanoyl as the N-acyl group.


1,1-bis(phosphonic acid)

Any member of the class of phosphonic acids in which a carbon atom is directly attached to two phosphonic acid groups. They are analogues of pyrophosphates (with the central oxygen atom replaced by a carbon atom) and like pyrophosphates they tend to have a strong affinity for bone, so are frequently used for their antiresorptive and hypocalcaemic properties.


N-acylhexadecaphytosphingosine

A ceramide consisting of an hexadecaphytosphingosine base having an unspecified fatty acyl group attached to the nitrogen.


A beta-D-glucosylceramide in which a beta-D-glucosyl residue is attached to the primary hydroxyl group of N-[omega-(9R,10R)-epoxy-(13R)-hydroxy-(11E)-octadecadienoyloxy]acyl-sphing-4E-enine.


N-acylglutamic acid

A glutamic acid derivative that is glutamic acid in which a hydrogen attached to the nitrogen has been replaced by an acyl group.


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


histidine derivative

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


N-acyltetradecasphinganine

A ceramide consisting of tetradecasphinganine base having an unspecified fatty acyl group attached to the nitrogen.


A glycopeptide that consists of phenylalanyl, (5R)-5-(beta-D-galactopyranosyloxy)lysyl, glycyl. alpha-glutamyl, glutaminyl, glycyl, prolyl, lysyl, glycyl, alpha-glutamyl and threonine residues coupled in sequence with an isostere-modified Ile-AlaPsi(CH2CH2)Gly tripeptoid unit attached to the amino terminus.


phytoceramides

A phytoceramide is a ceramide where the sphingoid base is hydroxylated at position 4. These backbone bases can be 14 to 20 carbons long, either straight chain or branched. The N-linked fatty acids are typically saturated or monounsaturated with chain lengths from 14 to 26 carbon atoms; the presence of a hydroxyl group on carbon 2 is fairly common. In the illustrated generalised structure, R1 = OH, OX (where X = acyl, glycosyl, phosphate, phosphonate, etc.), or H.


A sialopentaosylceramide having alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-L-Fuc-(1->4)]-[alpha-Neu5Ac-(2->6)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the sialopentaosyl component.


An artificial glycosphingolipid composed of the ceramide mimetic C182L (CHEBI:190504) bound to a beta-D-GlcNAc-(1->4)-[alpha-L-Fuc-(1->6)]-D-GlcNAc oligosaccharide via a beta-linkage.


raffinose family oligosaccharide

Any oligosaccharide that has a biosynthetic pathway in common with that of raffinose.


methoxybenzenes

Any aromatic ether that consists of a benzene skeleton substituted with one or more methoxy groups.


dimethoxybenzene

Any methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives.


but-3-yn-1-yl beta-D-glucoside

A beta-D-glucoside that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen is replaced by a but-3-yn-1-yl group.


alanine zwitterion

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


A 1,2-diacyl-3-alpha-D-galactosyl-sn-glycerol in which the groups at the 1- and 2-positions are palmitoyl and oleoyl respectively.


A class of galactoglycerolipids that consists of any 1-acyl-sn-glycerol having an alpha-D-galactosyl residue attached at position 3.


A galactoglycerolipid that consists of 3-(3-O-sulfo-beta-D-galactosyl)-sn-glycerol in which the glycerol portion is alkylated at position 1 by a pentyl group.


A glycosylglycerol derivative in which the glycosyl moiety is alpha-D-glucosyl-(1->2)-alpha-D-glucosyl attached at O-3, with O-1 and O-2 both acylated.


A 1,2-diacyl-3-alpha-D-galactosyl-sn-glycerol in which the groups at the 1- and 2-positions are oleoyl and palmitoyl respectively.


galactoglycerolipid

Any glycoglycerolipid having galactosyl as the glyco component.


A glycosylglycerol derivative in which the glycosyl moiety is alpha-D-galactosyl-(1->6)-alpha-D-galactosyl-(1->2)-alpha-D-glucosyl attached at O-3, with O-1 and O-2 both acylated.


A 2,3-diacyl-1-alpha-D-galactosyl-sn-glycerol in which the groups at the 2- and 3-positions are both oleoyl.


An alpha-D-Glc-(1->3')-1,2-diacylglycerol in which the acyl groups at positions 1 and 2 are cis-vaccenoyl [(11Z)-octadec-11-enoyl] and palmitoyl (hexadecanoyl) respectively.


An alpha-D-Glc-(1->3')-1,2-diacylglycerol in which the acyl groups at positions 1 and 2 are both cis-vaccenoyl [(11Z)-octadec-11-enoyl].


An alpha-D-Glc-(1->3')-1,2-diacylglycerol in which the acyl groups at positions 1 and 2 are palmitoyl (hexadecanoyl) and cis-vaccenoyl [(11Z)-octadec-11-enoyl] respectively.  Found in Streptococcus pneumoniae.


A glycosylglycerol derivative in which the glycosyl moiety is D-glucosyl-(1->6)-alpha-D-galactosyl-(1->2)-alpha-D-glucosyl attached at O-3, with O-1 and O-2 both acylated.


A 1,2-diacyl-3-alpha-D-galactosyl-sn-glycerol in which the acyl groups at positions 1 and 2 are palmitoyl (hexadecanoyl) and cis-vaccenoyl [(11Z)-octadec-11-enoyl] respectively.


A galactosylglycerolipid with an alkyl group at the sn-1 position, an acyl group at the sn-2 position and a 3-O-sulfo-beta-D-galactosyl residue at the sn-3 position.


A glycosylglycerol derivative in which the glycosyl moiety alpha-D-glucosyl-(1->6)-alpha-D-glucosyl-(1->6)-alpha-D-glucose is attached at position 3 of 1-alkyl-2-acylglycerol


A monogalactosylmonoacylglycerol with the acyl chain at either sn-1 or sn-2. (R(1)= OH, R(2) = acyl or vice versa). Formula: C10H17O9R1


A beta-D-galactopyranosyl diglyceride that consists of 2,3-diacyl-sn-glycerol having dodecanoyl as the acyl groups and the beta-D-galactopyranosyl residue attached at position 1.


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


A alpha-D-Glc-(1->2)-alpha-D-Glc-(1->3')-1,2-diacylglycerol in which the glycerol moiety has sn-configuration


A 2,3-diacyl-1-alpha-D-galactosyl-sn-glycerol in which the groups at the 2- and 3-positions are both palmitoyl.


A 1-alkyl-2-acyl-3-(3-O-sulfo-beta-D-galactosyl)-sn-glycerol (seminolipid) in which the alkyl and acyl substituents at O-1 and O-2 respectively are pentyl and icosanoyl.


A beta-D-galactopyranosyl diglyceride in which the acyl groups at the 1- and 2-positions are both oleoyl.


A 1,2-diacyl-3-alpha-D-galactosyl-sn-glycerol in which the groups at the 1- and 2-positions are both stearoyl.


A 1,2-diacyl-3-alpha-D-galactosyl-sn-glycerol in which the acyl groups at positions 1 and 2 are cis-vaccenoyl [(11Z)-octadec-11-enoyl] and palmitoyl (hexadecanoyl) respectively.


A 1,2-diacyl-3-(3-O-sulfo-beta-D-galactosyl)glycerol in which the configuration of the glycerol moiety is such that the acyl groups are at positions 2 and 3 using the Stereospecific Numbering convention.


A 1-acyl-3-alpha-D-galactosyl-sn-glycerol where the 1-acyl group is specified as oleoyl.


A galactosylglycerolipid that is glycerol in which one of the primary hydroxy groups has been converted to the corresponding beta-D-galactoside, while the remaining hydroxy groups of the glycerol moiety have been esterified with unspecified acyl groups.


An alpha-D-Glc-(1->3')-1,2-diacylglycerol in which the acyl groups at positions 1 and 2 are oleoyl [(9Z)-octadec-9-enoyl] and palmitoyl (hexadecanoyl) respectively.


A glycosylglycerol derivative in which the glycosyl moiety is beta-D-glucosyl-(1->6)-beta-D-glucosyl-(1->6)-beta-D-glucosyl attached at O-3, with O-1 and O-2 both acylated.


A 1,2-diacyl-3-alpha-D-galactosyl-sn-glycerol in which the groups at the 1- and 2-positions are stearoyl and palmitoyl respectively.


A 1-monoglyceride having a D-galactosyl residue at the 3-position.


A glycosylglycerol derivative in which the glycosyl moiety is beta-D-glucosyl-(1->6)-beta-D-glucosyl attached at O-3, with O-1 and O-2 both acylated.


A glycosylglycerol derivative in which the glycosyl moiety is alpha-D-galactosyl-(1->2)-alpha-D-glucosyl attached at O-3, with O-1 and O-2 both acylated.


A galactoglycerolipid consisting of 3-(beta-D-galactosyl)-sn-glycerol in which the glyceryl moiety is acylated at either position O1 or O2 by a dodecanoyl group.


A 1,2-diacyl-3-alpha-D-galactosyl-sn-glycerol in which the groups at the 1- and 2-positions are both palmitoyl.


A 1,2-diacyl-3-alpha-D-galactosyl-sn-glycerol in which the groups at the 1- and 2-positions are linoleoyl and oleoyl respectively.


A glycosylglycerol derivative in which the glycosyl moiety is alpha-D-galactosyl-(1->6)-alpha-D-galactosyl-(1->6)-alpha-D-galactosyl-(1->2)-alpha-D-glucosyl attached at O-3, with O-1 and O-2 both acylated.


A 1-acyl-3-alpha-D-galactosyl-sn-glycerol where the 1-acyl group is specified as palmitoyl.


A galactoglycerolipid that consists of a beta-D-galactosyl residue attached at position 3 of a 2-monoacyl-sn-glycerol moiety in which the acyl group has a chain length of C12 or greater.


A beta-D-Glc-(1->6)-beta-D-Glc-(1->3')-1,2-diacylglycerol in which the glyceryl moiety has 2S-configuration.


A class of galactoglycerolipids that consists of 1-alpha-D-galactosyl-sn-glycerol having unspecified acyl groups attached at position 2 and 3.


beta-D-galactopyranosyl diglyceride

A galactosylglycerol derivative consisting of a 1,2-diglyceride having a beta-D-galactosyl residue attached at the 3-position.


A glycosylglycerol derivative in which the glycosyl moiety is alpha-D-glucosyl attached at O-3, with O-1 and O-2 both acylated.


ester

A compound formally derived from an oxoacid RkE(=O)l(OH)m (l > 0) and an alcohol, phenol, heteroarenol, or enol by linking with formal loss of water from an acidic hydroxy group of the former and a hydroxy group of the latter.


sultone

An intramolecular cyclic ester of a hydroxy sulfonic acid, analogous to lactone.


aromatic ester

An ester where the ester linkage is bonded directly to an aromatic system.


polar amino acid zwitterion

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


carbonates

Organooxygen compounds that are salts or esters of carbonic acid, H2CO3.


ferrous carbonate

A carbonate salt in which the counter-ion is iron in the +2 oxidation state.


biphenyls

Benzenoid aromatic compounds containing two phenyl or substituted-phenyl groups which are joined together by a single bond.


benzenes

Any benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives.


tetracenes

Compounds containing a tetracene skeleton.


angucycline antibiotic

Any angucycline that exhibits antibiotic activity.


angucycline

Polyketides produced by Actinomycetes which have structures based on the benz[a]anthracene ring system, several of which bear hydrolysable sugars.


alkenylbenzene

A member of the class of benzenes that is benzene substituted with one or more alkenyl groups. It is a group of naturally occurring compounds that are synthesized as secondary metabolites in various plants, including nutmeg and basil.


trans-isoeugenol

The trans-stereoisomer of isoeugenol.


para-terphenyl

A ring assembly based on a 1,4-diphenylbenzene skeleton and its substituted derivatives thereof.


toluenes

Any member of the class of benzenes that is a substituted benzene in which the substituents include one (and only one) methyl group.


benzyl beta-D-glucopyranoside

A beta-D-glucoside that is beta-D-glucopyranose in which the hydroxy group at position 1R is substituted by a benzyloxy group.


The cis-isomer of stilbene.


acenes

Polycyclic aromatic hydrocarbons consisting of fused benzene rings in a rectilinear arrangement and their substitution derivatives.


name: carbohydrates and carbohydrate derivatives

description: Any organooxygen compound that is a polyhydroxy-aldehyde or -ketone, or a compound derived from one. Carbohydrates contain only carbon, hydrogen and oxygen and usually have an empirical formula Cm(H2O)n; carbohydrate derivatives may contain other elements by substitution or condensation.


A beta-D-glucoside that is the 5-aminopentyl glycoside of a tetrasaccharide consisting of beta-D-glucosyl, alpha-D-glucosyl, beta-D-glucuronosyl and alpha-D-galactosyl residues linked sequentially (1->4).


Any beta-D-galactoside derived from alpha-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->2)]-beta-D-galactose.


triose

A monosaccharide containing three carbon atoms, which is important in respiration. Only two trioses occur naturally: the aldotriose glyceraldehyde and the ketotriose dihydroxyacetone.


An alpha-L-rhamnoside consisting of D-glucitol having an alpha-L-Rhap-(1->2)-[alpha-L-Rhap-(1->2)-alpha-D-Galp-(1->3)-beta-D-GlcpNAc-(1->4)]-alpha-L-Rhap-(1->2)-alpha-L-Rhap moiety attached at the 1-position and an alpha-L-Rhap residue at the 3-position.


monosaccharide

Parent monosaccharides are polyhydroxy aldehydes H[CH(OH)]nC(=O)H or polyhydroxy ketones H-[CHOH]n-C(=O)[CHOH]m-H with three or more carbon atoms. The generic term 'monosaccharide' (as opposed to oligosaccharide or polysaccharide) denotes a single unit, without glycosidic connection to other such units. It includes aldoses, dialdoses, aldoketoses, ketoses and diketoses, as well as deoxy sugars, provided that the parent compound has a (potential) carbonyl group.


tetritol derivative

An alditol derivative that is formally obtained from a tetritol.


glycoside

A glycosyl compound resulting from the attachment of a glycosyl group to a non-acyl group RO-, RS-, RSe-, etc. The bond between the glycosyl group and the non-acyl group is called a glycosidic bond. By extension, the terms N-glycosides and C-glycosides are used as class names for glycosylamines and for compounds having a glycosyl group attached to a hydrocarbyl group respectively. These terms are misnomers and should not be used. The preferred terms are glycosylamines and C-glycosyl compounds, respectively.


An anthocyanin cation consisting of pelargonidin having a rutinosyl [6-deoxy-alpha-L-mannosyl-(1->6)-beta-D-glucosyl] residue attached at the 3-hydroxy position and a beta-D-glucosyl residue at the 5-hydroxy position.


oligosaccharide derivative

A carbohydrate derivative that is formally obtained from an oligosaccharide.


amino monosaccharide

Any  amino sugar that is a monosaccharide in which one alcoholic hydroxy group is replaced by an amino group.


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


A glycoglycerolipid that consists of 3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol in which the glycerol portion is acylated at either position 1 or position 2 by an octanoyl group.


cyanidin 3,7-di-O-beta-D-glucoside

An anthocyanin cation that is cyanidin(1+) carrying two beta-D-glucosyl residues at positions 3 and 7.


A trisaccharide derivative that is the but-3-yn-1-yl glycoside of alpha-D-Galp-(1->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc.


D-fucofuranose

The furanose form of D-fucose.


A beta-D-glucoside consisting of cis-2-coumaric acid having a beta-D-glucosyl residue attached to the phenolic hydroxy group.


A 2-deoxy-D-glucoside consisting of N-acetyl-D-glucosamine attached to N-acetyl-D-galactosaminitol via a (1->3)-linkage.


alpha-D-galactofuranose

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


An amino disaccharide that is 2-acetamido-2-deoxy-D-galactitol in which the hydroxy group at position 6 of the galactitol moiety has been converted into the corresponding 2-acetamido-beta-D-glucopyranoside.


An amino hexasaccharide derivative that is alpha-L-Fucp-(1->2)-beta-D-Galp-(1->3)-beta-D-GalpNAc-(1->3)-alpha-D-Galp-(1->4)-beta-D-Galp6N3-(1->4)-beta-D-Glcp (CHEBI:194350), the reducing-end residue of which is linked glycosidically to a 5-aminopentyl group linker.


galactolipid

A glycolipid and which the glyco component is specified as galactosyl.