Page last updated: 2024-10-24

carbohydrate binding

Definition

Target type: molecularfunction

Binding to a carbohydrate, which includes monosaccharides, oligosaccharides and polysaccharides as well as substances derived from monosaccharides by reduction of the carbonyl group (alditols), by oxidation of one or more hydroxy groups to afford the corresponding aldehydes, ketones, or carboxylic acids, or by replacement of one or more hydroxy group(s) by a hydrogen atom. Cyclitols are generally not regarded as carbohydrates. [GOC:mah]

Carbohydrate binding is a fundamental molecular function that involves the specific interaction of a protein or other macromolecule with a carbohydrate molecule. This interaction is mediated by a variety of non-covalent forces, including hydrogen bonding, van der Waals forces, and electrostatic interactions. The binding specificity is determined by the shape, size, and chemical properties of the binding site on the protein and the carbohydrate.

Carbohydrate binding plays a crucial role in many biological processes, including cell adhesion, signaling, immune recognition, and nutrient transport. Carbohydrates are essential components of cell surfaces, where they act as recognition sites for a variety of proteins. For example, the binding of lectins to carbohydrates on cell surfaces plays a critical role in cell adhesion and recognition.

In signaling pathways, carbohydrate binding can trigger the activation of downstream signaling cascades. For instance, the binding of insulin to its receptor, which is a transmembrane protein, initiates a signaling cascade that regulates glucose uptake and metabolism.

Carbohydrate binding is also essential for immune recognition. The immune system uses carbohydrate structures on pathogens to differentiate them from self-cells. For example, the binding of antibodies to carbohydrate antigens on bacterial surfaces initiates an immune response that can neutralize the pathogen.

Finally, carbohydrate binding is involved in nutrient transport. Many proteins involved in nutrient uptake, such as glucose transporters, bind to carbohydrates to facilitate their transport across cell membranes.

The molecular function of carbohydrate binding is complex and highly specific. It is influenced by a variety of factors, including the type of carbohydrate, the protein binding site, and the cellular context. Understanding the molecular basis of carbohydrate binding is essential for understanding a wide range of biological processes.'
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Proteins (37)

ProteinDefinitionTaxonomy
Beta-glucuronidaseA beta-glucuronidase that is encoded in the genome of Escherichia coli K-12. [OMA:P05804, PRO:DNx]Escherichia coli K-12
Beta-galactosidaseA bacterial-type beta-galactosidase that is encoded in the genome of Escherichia coli K-12. [PRO:DAN, UniProtKB:P00722]Escherichia coli K-12
Lysosomal alpha-glucosidaseA lysosomal alpha-glucosidase that is encoded in the genome of cow. [OMA:Q9MYM4, PRO:DNx]Bos taurus (cattle)
Galectin-2A galectin-2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P05162]Homo sapiens (human)
Galectin-7A galectin-7 that is encoded in the genome of human. [PRO:DAN, UniProtKB:P47929]Homo sapiens (human)
Galectin-4A galectin-4 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P56470]Homo sapiens (human)
Glucokinase regulatory proteinA glucokinase regulatory protein that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q14397]Homo sapiens (human)
Low affinity immunoglobulin epsilon Fc receptorA low affinity immunoglobulin epsilon Fc receptor that is encoded in the genome of human. [PRO:WCB, UniProtKB:P06734]Homo sapiens (human)
Beta-glucuronidaseA beta-glucuronidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:P08236]Homo sapiens (human)
Epididymis-specific alpha-mannosidaseAn epididymis-specific alpha-mannosidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q9Y2E5]Homo sapiens (human)
Sialic acid-binding Ig-like lectin 7A sialic acid-binding Ig-like lectin 7 that is encoded in the genome of human. [PRO:WCB, UniProtKB:Q9Y286]Homo sapiens (human)
CD209 antigenA CD209 molecule that is encoded in the genome of human. [PRO:WCB, UniProtKB:Q9NNX6]Homo sapiens (human)
C-type lectin domain family 4 member MA C-type lectin domain family 4 member M that is encoded in the genome of human. [PRO:WCB, UniProtKB:Q9H2X3]Homo sapiens (human)
SclerostinA sclerostin that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q9BQB4]Homo sapiens (human)
Polypeptide N-acetylgalactosaminyltransferase 14A polypeptide N-acetylgalactosaminyltransferase 14 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q96FL9]Homo sapiens (human)
Neutral alpha-glucosidase CA neutral alpha-glucosidase C that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q8TET4]Homo sapiens (human)
Polypeptide N-acetylgalactosaminyltransferase 6A polypeptide N-acetylgalactosaminyltransferase 6 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q8NCL4]Homo sapiens (human)
Polypeptide N-acetylgalactosaminyltransferase 13A polypeptide N-acetylgalactosaminyltransferase 13 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q8IUC8]Homo sapiens (human)
Polypeptide N-acetylgalactosaminyltransferase 10A polypeptide N-acetylgalactosaminyltransferase 10 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q86SR1]Homo sapiens (human)
Probable maltase-glucoamylase 2A protein that is a translation product of the MGAM2 gene in human. [PRO:DNx, UniProtKB:Q2M2H8]Homo sapiens (human)
Alpha-mannosidase 2An alpha-mannosidase 2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q16706]Homo sapiens (human)
Neutral alpha-glucosidase ABA neutral alpha-glucosidase AB that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q14697]Homo sapiens (human)
Polypeptide N-acetylgalactosaminyltransferase 3A polypeptide N-acetylgalactosaminyltransferase 3 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q14435]Homo sapiens (human)
Polypeptide N-acetylgalactosaminyltransferase 1A polypeptide N-acetylgalactosaminyltransferase 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q10472]Homo sapiens (human)
Polypeptide N-acetylgalactosaminyltransferase 2A polypeptide N-acetylgalactosaminyltransferase 2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q10471]Homo sapiens (human)
Early activation antigen CD69A CD69 molecule that is encoded in the genome of human. [PRO:CNA, UniProtKB:Q07108]Homo sapiens (human)
Sorbitol dehydrogenaseA sorbitol dehydrogenase that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q00796]Homo sapiens (human)
Interleukin-2An interleukin-2 that is encoded in the genome of human. [PRO:CNA, UniProtKB:P60568]Homo sapiens (human)
Galectin-3A galectin-3 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P17931]Homo sapiens (human)
Sucrase-isomaltase, intestinalA sucrase-isomaltase, intestinal that is encoded in the genome of human. [PRO:DNx, UniProtKB:P14410]Homo sapiens (human)
L-selectinAn L-selectin that is encoded in the genome of human. [PRO:JAN, UniProtKB:P14151]Homo sapiens (human)
Lysosomal alpha-glucosidaseA lysosomal alpha-glucosidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:P10253]Homo sapiens (human)
GDH/6PGL endoplasmic bifunctional proteinA GDH/6PGL endoplasmic bifunctional protein that is encoded in the genome of human. [PRO:DNx, UniProtKB:O95479]Homo sapiens (human)
Maltase-glucoamylase, intestinalA maltase-glucoamylase that is encoded in the genome of human. [PRO:DNx, UniProtKB:O43451]Homo sapiens (human)
Lysosomal alpha-mannosidaseA lysosomal alpha-mannosidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:O00754]Homo sapiens (human)
Galectin-8A galectin-8 that is encoded in the genome of human. [PRO:DNx, UniProtKB:O00214]Homo sapiens (human)
Galectin-9A galectin-9 that is encoded in the genome of human. [PRO:DNx, UniProtKB:O00182]Homo sapiens (human)

Compounds (127)

CompoundDefinitionClassesRoles
coumarin2H-chromen-2-one: coumarin derivativecoumarinsfluorescent dye;
human metabolite;
plant metabolite
gallic acidgallate : A trihydroxybenzoate that is the conjugate base of gallic acid.trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite
8-hydroxy-2-(di-n-propylamino)tetralin8-Hydroxy-2-(di-n-propylamino)tetralin: A serotonin 1A-receptor agonist that is used experimentally to test the effects of serotonin.

8-OH-DPAT : A tetralin substituted at positions 1 and 7 by hydroxy and dipropylamino groups respectively
phenols;
tertiary amino compound;
tetralins
serotonergic antagonist
buspironebuspirone : An azaspiro compound that is 8-azaspiro[4.5]decane-7,9-dione substituted at the nitrogen atom by a 4-(piperazin-1-yl)butyl group which in turn is substituted by a pyrimidin-2-yl group at the N(4) position.

Buspirone: An anxiolytic agent and serotonin receptor agonist belonging to the azaspirodecanedione class of compounds. Its structure is unrelated to those of the BENZODIAZAPINES, but it has an efficacy comparable to DIAZEPAM.
azaspiro compound;
N-alkylpiperazine;
N-arylpiperazine;
organic heteropolycyclic compound;
piperidones;
pyrimidines
anxiolytic drug;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
sedative;
serotonergic agonist
cisapridecisapride : The amide resulting from formal condensation of 4-amino-5-chloro-2-methoxybenzoic acid with cis-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-amine. It has been used (as its monohydrate or as its tartrate) for the treatment of gastro-oesophageal reflux disease and for non-ulcer dyspepsia, but its propensity to cause cardiac arrhythmias resulted in its complete withdrawal from many countries, including the U.K., and restrictions on its use elsewhere.

Cisapride: A substituted benzamide used for its prokinetic properties. It is used in the management of gastroesophageal reflux disease, functional dyspepsia, and other disorders associated with impaired gastrointestinal motility. (Martindale The Extra Pharmacopoeia, 31st ed)
benzamides
n-methyldeoxynojirimycinN-methyl-1-deoxynojirimycin : A hydroxypiperidine that is duvoglustat in which the amino hydrogen is replaced by a methyl group. It is an inhibitor of alpha-glucosidase, an agonist of the glucose sensor SGLT3 and exhibits anti-HIV activity.
2,4-thiazolidinedione1,3-thiazolidine-2,4-dione : A thiazolidenedione carrying oxo substituents at positions 2 and 4.

thiazolidine-2,4-dione: structure in first source
thiazolidenedione
dehydroepiandrosteronedehydroepiandrosterone : An androstanoid that is androst-5-ene substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It is a naturally occurring steroid hormone produced by the adrenal glands.

Dehydroepiandrosterone: A major C19 steroid produced by the ADRENAL CORTEX. It is also produced in small quantities in the TESTIS and the OVARY. Dehydroepiandrosterone (DHEA) can be converted to TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE. Most of DHEA is sulfated (DEHYDROEPIANDROSTERONE SULFATE) before secretion.
17-oxo steroid;
3beta-hydroxy-Delta(5)-steroid;
androstanoid
androgen;
human metabolite;
mouse metabolite
androstenedioneandrost-4-ene-3,17-dione : A 3-oxo Delta(4)-steroid that is androst-4-ene substituted by oxo groups at positions 3 and 17. It is a steroid hormone synthesized in the adrenal glands and gonads.

Androstenedione: A delta-4 C19 steroid that is produced not only in the TESTIS, but also in the OVARY and the ADRENAL CORTEX. Depending on the tissue type, androstenedione can serve as a precursor to TESTOSTERONE as well as ESTRONE and ESTRADIOL.
17-oxo steroid;
3-oxo-Delta(4) steroid;
androstanoid
androgen;
Daphnia magna metabolite;
human metabolite;
mouse metabolite
lactosebeta-lactose : The beta-anomer of lactose.

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

Lactose: A disaccharide of GLUCOSE and GALACTOSE in human and cow milk. It is used in pharmacy for tablets, in medicine as a nutrient, and in industry.
lactose
methyl acetoacetatemethyl acetoacetate: structureoxo carboxylic acid
diethyl malonatediethyl malonate: isomer of diethylmalonic acid; one of most used compounds in drug synthesis, don't confuse with ethylmalonic aciddicarboxylic acid
yohimbineyohimbine : An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina.

Yohimbine: A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of ERECTILE DYSFUNCTION.
methyl 17-hydroxy-20xi-yohimban-16-carboxylatealpha-adrenergic antagonist;
dopamine receptor D2 antagonist;
serotonergic antagonist
glycyrrhetinic acidcyclic terpene ketone;
hydroxy monocarboxylic acid;
pentacyclic triterpenoid
immunomodulator;
plant metabolite
boldineaporphine alkaloid
orcinolorcinol : A 5-alkylresorcinol in which the alkyl group is specified as methyl.

orcinol: used as reagent for pentoses, lignin, beet sugar, saccharoses, arabinose & diastase; RN given refers to parent cpd; structure
5-alkylresorcinol;
dihydroxytoluene
Aspergillus metabolite
herniarinherniarin : A member of the class of coumarins that is coumarin substituted by a methoxy group at position 7.

herniarin: methoxy analog of umbelliferone; structure
coumarinsfluorochrome
2,3,4-Trihydroxybenzoic acidhydroxybenzoic acid
3-hydroxy-1-benzopyran-2-one3-hydroxycoumarin: Photoprotective from sea urchin gametes and embryonic cells; structure in first source

hydroxycoumarin : Any coumarin carrying at least one hydroxy substituent.
hydroxycoumarin
glycyrrhizic acidglycyrrhizinic acid : A triterpenoid saponin that is the glucosiduronide derivative of 3beta-hydroxy-11-oxoolean-12-en-30-oic acid.enone;
glucosiduronic acid;
pentacyclic triterpenoid;
tricarboxylic acid;
triterpenoid saponin
EC 3.4.21.5 (thrombin) inhibitor;
plant metabolite
fucosefucose : Any deoxygalactose that is deoxygenated at the 6-position.

Fucose: A six-member ring deoxysugar with the chemical formula C6H12O5. It lacks a hydroxyl group on the carbon at position 6 of the molecule.

L-fucopyranose : The pyranose form of L-fucose.
fucopyranose;
L-fucose
Escherichia coli metabolite;
mouse metabolite
mannosemannopyranose : The pyranose form of mannose.D-aldohexose;
D-mannose;
mannopyranose
metabolite
acetylglucosamineAcetylglucosamine: The N-acetyl derivative of glucosamine.

N-acetyl-beta-D-glucosamine : An N-acetyl-D-glucosamine having beta-configuration at the anomeric centre.
N-acetyl-D-glucosamineepitope
1-deoxynojirimycin1-deoxy-nojirimycin: structure in first source

duvoglustat : An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration.
2-(hydroxymethyl)piperidine-3,4,5-triol;
piperidine alkaloid
anti-HIV agent;
anti-obesity agent;
bacterial metabolite;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
hepatoprotective agent;
hypoglycemic agent;
plant metabolite
pyrenepyrene : An ortho- and peri-fused polycyclic arene consisting of four fused benzene rings, resulting in a flat aromatic system.

pyrene: structure in Merck Index, 9th ed, #7746
ortho- and peri-fused polycyclic arenefluorescent probe;
persistent organic pollutant
acarbosetetrasaccharide derivativeEC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
geroprotector;
hypoglycemic agent
miglustatmiglustat : A hydroxypiperidine that is deoxynojirimycin in which the amino hydrogen is replaced by a butyl group.

miglustat: a glucosylceramide synthase inhibitor
piperidines;
tertiary amino compound
anti-HIV agent;
EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor
swainsonineswainsonine : An indolizidine alkaloid isolated from the plant Swainsona canescens with three hydroxy substituents at positions 1, 2 and 8.

Swainsonine: An indolizidine alkaloid from the plant Swainsona canescens that is a potent alpha-mannosidase inhibitor. Swainsonine also exhibits antimetastatic, antiproliferative, and immunomodulatory activity.
indolizidine alkaloidantineoplastic agent;
EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase) inhibitor;
immunological adjuvant;
plant metabolite
orsellinic acido-orsellinic acid : A dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group.

orsellinic acid: from the Sonoran desert endophytic fungus Chaetomium globosum; structure in first source
dihydroxybenzoic acid;
resorcinols
fungal metabolite;
marine metabolite;
metabolite
isoscopoletinisoscopoletin : A hydroxycoumarin that is esculetin in which the hydroxy group at position 7 is replaced by a methoxy group. It is the major primary metabolite of scoparone.aromatic ether;
hydroxycoumarin
plant metabolite
labetalol hydrochloridesalicylamides
1-deoxymannojirimycin
(-)-catechin(-)-catechin : The (-)-enantiomer of catechin.catechinmetabolite
methyl alpha-d-galactopyranosidemethyl alpha-D-galactoside : An alpha-D-galactoside having a methyl substituent at the anomeric position.

methyl-galactopyranoside: structure in first source
alpha-D-galactoside;
methyl D-galactoside;
monosaccharide derivative
mor-14N-methyldeoxynojirimycin: glucosidase inhibitorhydroxypiperidine;
piperidine alkaloid;
tertiary amino compound
anti-HIV agent;
cardioprotective agent;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
plant metabolite
methyl beta-galactosidemethyl beta-D-galactoside : A beta-D-galactopyranoside having a methyl substituent at the anomeric position.

methyl beta-galactoside: RN given refers to (beta-D)-isomer

methyl galactoside : A methyl glycoside in which the H of the OH group on C-1 of galactose is replaced by a methyl group.
beta-D-galactoside;
methyl D-galactoside;
monosaccharide derivative
methyl methanethiosulfinatemethyl methanethiosulfinate: structure in first source; a metabolite of S-methyl cysteine sulfoxidesulfur oxoacid derivative
terphenyllinterphenyllin : A para-terphenyl that is 1,1':4',1''-terphenyl substituted by methoxy groups at positions 3' and 6' and hydroxy groups at positions 2', 4 and 4''. It has been isolated from Aspergillus taichungensis.

terphenyllin: novel p-terphenyl metabolite from Aspergillus candidus
dimethoxybenzene;
para-terphenyl;
phenols
Aspergillus metabolite;
mycotoxin
methyl mannoside, (alpha-d)-isomermethyl alpha-D-mannoside : A methyl mannoside having alpha-configuration at the anomeric centre.

methylmannoside: RN given refers to (D)-isomer; see also record for 3-O-methylmannose
alpha-D-mannoside;
methyl mannoside
daidzindaidzein 7-O-beta-D-glucoside : A glycosyloxyisoflavone that is daidzein attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is used in the treatment of alcohol dependency (antidipsotropic).

daidzin: a potent, selective, and reversible inhibitor of human mitochondrial aldehyde dehydrogenase
7-hydroxyisoflavones 7-O-beta-D-glucoside;
hydroxyisoflavone;
monosaccharide derivative
plant metabolite
thiodigalactosidethiodigalactoside: RN given refers to beta-D-galactopyranoside (D-Gal)-isomer
methyl lactosidebeta-D-Gal-(1->4)-beta-D-Glc-OMe : A methyl glycoside comprising methyl beta-D-glucoside having an beta-D-galactosyl residue at the 4-position.disaccharide derivative;
methyl glycoside
saccharolactoneD-glucaro-1,4-lactone : A delta-lactone that is D-glucono-1,4-lactone in which the hydroxy group at position 6 has been oxidised to the corresponding carboxylic acid.

saccharolactone: used as index for assessing induction of hepatic enzymes by anticonvulsants; RN given refers to cpd without isomeric designation
aldarolactone;
delta-lactone
2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine: structure given in first sourcedihydroxypyrrolidine
1,4-dideoxy-1,4-iminoarabinitol1,4-dideoxy-1,4-iminoarabinitol: RN given refers to (2S-(2alpha,3beta,4alpha))-isomer; structure given in first source
cp-166,572
homonojirimycinhomonojirimycin: inhibits alpha-glucosidase; RN given for (2R-(2alpha,3alpha,4beta,5alpha,6beta))-isomer; structure in first source
valiolaminevaliolamine: isolated from Streptomyces hygroscopicus; RN from CA Index; RN not in Chemline 2/85
migalastatmigalastat: a potent inhibitor of glycolipid biosynthesispiperidines
fixb protein, e colialpha-D-mannose : D-Mannopyranose having alpha-configuration at the anomeric centre.

alpha-D-mannoside : Any mannoside in which the anomeric centre has alpha-configuration.

muscarinic toxin 2: muscarinic agonists from Dendroaspis angusticeps; amino acid sequence given in first source
D-mannopyranoseepitope
3-hydroxyterphenyllin3-hydroxyterphenyllin : A para-terphenyl that is the 3-hydroxy derivative of terphenyllin. It has been isolated from Aspergillus taichungensis.

3-hydroxyterphenyllin: metabolite of Aspergillus candidus; structure
catechols;
dimethoxybenzene;
para-terphenyl
Aspergillus metabolite
valienaminevalienamine: intermediate formed by microbial degradation of validamycins; structure given in first source
3-((benzyl)(methylaminocarbonyl)methylaminocarbonyl)n-hydroxy-5-methylhexanamide3-((benzyl)(methylaminocarbonyl)methylaminocarbonyl)N-hydroxy-5-methylhexanamide: structure in first source
4-quinolone-3-carboxylic acid4-quinolone-3-carboxylic acid: structure in first source
n-acetyllactosamineN-acetyllactosamine : A beta-D-galactopyranosyl-(1->4)-N-acetyl-D-glucosamine having beta-configuration at the reducing end anomeric centre.

N-acetyllactosamine: RN given refers to D-isomer
beta-D-Galp-(1->4)-D-GlcpNAc
galactosealpha-D-galactoside : Any D-galactoside having alpha-configuration at its anomeric centre.D-galactopyranosemouse metabolite
miglitolpiperidines
ononin4'-methoxyisoflavones;
7-hydroxyisoflavones 7-O-beta-D-glucoside;
monosaccharide derivative
plant metabolite
ao 128AO 128: alpha-glucosidase inhibitor; structure given in first sourceorganic molecular entity
acarboseamino cyclitol;
glycoside
2,5-dideoxy-2,5-imino-d-glucitol2,5-dideoxy-2,5-imino-D-glucitol: structure in first source
1,4-dideoxy-1,4-iminoarabinitol, (2r-(2alpha,3beta,4beta))-isomerpyrrolidines
validaminevalidamine : An amino cyclitol consisting of 1D-chiro-inositol lacking the 6-hydroxy group and having those at positions 1 and 5 replaced by amino and hydroxymethyl groups respectively.

validamine: RN given from CA Index Guide; RN not in Chemline 11/84; structure given in first source
amino cyclitol
1,4-dideoxy-1,4-imino-d-arabinitol
2,2'-dihydroxychalcone2,2'-dihydroxychalcone: an antineoplastic agent; structure in first source
isopropyl thiogalactosideisopropyl beta-D-thiogalactopyranoside : An S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.

Isopropyl Thiogalactoside: A non-metabolizable galactose analog that induces expression of the LAC OPERON.
S-glycosyl compound
1-[4-[(2-methyl-4-quinolinyl)amino]phenyl]ethanonearomatic ketone
2-(Benzotriazol-1-yl)-1-(4-bromophenyl)ethanonearomatic ketoneanticoronaviral agent
epalrestatepalrestat : A monocarboxylic acid that is 1,3-thiazolidine which is substituted on the nitrogen by a carboxymethyl group, at positions 2 and 4 by thioxo and oxo groups, respectively, and at position 5 by a 2-methyl-3-phenylprop-2-en-1-ylidene group. It is an inhibitor of aldose reductase (which catalyses the conversion of glucose to sorbitol) and is used for the treatment of some diabetic complications, including neuropathy.monocarboxylic acid;
thiazolidines
EC 1.1.1.21 (aldehyde reductase) inhibitor
galactalgalactal: RN given refers to cpd with unspecified isomeric designation; structureanhydrohexose;
glycal
trisindolinetrisindoline: an antibiotic indole trimer, produced by Vibrio separated from the marine sponge Hyrtios altum; structure given in first source
quercetin7-hydroxyflavonol;
pentahydroxyflavone
antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
formononetin4'-methoxyisoflavones;
7-hydroxyisoflavones
phytoestrogen;
plant metabolite
scopoletinhydroxycoumarinplant growth regulator;
plant metabolite
hymecromoneHymecromone: A coumarin derivative possessing properties as a spasmolytic, choleretic and light-protective agent. It is also used in ANALYTICAL CHEMISTRY TECHNIQUES for the determination of NITRIC ACID.hydroxycoumarinantineoplastic agent;
hyaluronic acid synthesis inhibitor
luteolin-7-glucosideluteolin 7-O-beta-D-glucoside : A glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.

luteolin-7-glucoside: has both antiasthmatic and antineoplastic activities; has 3C protease inhibitory activity; isolated from Ligustrum lucidum
beta-D-glucoside;
glycosyloxyflavone;
monosaccharide derivative;
trihydroxyflavone
antioxidant;
plant metabolite
kaempferol7-hydroxyflavonol;
flavonols;
tetrahydroxyflavone
antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
genistein7-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
esculetinesculetin : A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.

esculetin: used in filters for absorption of ultraviolet light; structure
hydroxycoumarinantioxidant;
plant metabolite;
ultraviolet filter
7-hydroxycoumarin7-oxycoumarin: derivatives have anti-oxidant properties

umbelliferone : A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.
hydroxycoumarinfluorescent probe;
food component;
plant metabolite
eupatoriopicrinegermacranolide
baicaleintrihydroxyflavoneangiogenesis inhibitor;
anti-inflammatory agent;
antibacterial agent;
anticoronaviral agent;
antifungal agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
EC 4.1.1.17 (ornithine decarboxylase) inhibitor;
ferroptosis inhibitor;
geroprotector;
hormone antagonist;
plant metabolite;
prostaglandin antagonist;
radical scavenger
mangiferinshamimin: isolated from the leaves of Bombax ceiba; structure in first sourceC-glycosyl compound;
xanthones
anti-inflammatory agent;
antioxidant;
hypoglycemic agent;
plant metabolite
mangostinalpha-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities.

mangostin: xanthone from rind of Garcinia mangostana Linn. fruit
aromatic ether;
phenols;
xanthones
antimicrobial agent;
antineoplastic agent;
antioxidant;
plant metabolite
kuwanon gkuwanon G: a non-peptide bombesin receptor antagonist; RN refers to (1S-(1alpha,5alpha,6beta))-isomer; structure given in first source

kuwanone G : A tetrahydroxyflavone isolated from the root barks of Morus alba and has been shown to exhibit anti-inflammatory activity.
resorcinols;
tetrahydroxyflavone
anti-inflammatory agent;
plant metabolite
ellagic acidcatechols;
cyclic ketone;
lactone;
organic heterotetracyclic compound;
polyphenol
antioxidant;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor;
EC 2.4.1.1 (glycogen phosphorylase) inhibitor;
EC 2.5.1.18 (glutathione transferase) inhibitor;
EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor;
EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor;
EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
food additive;
fungal metabolite;
geroprotector;
plant metabolite;
skin lightening agent
N(2)-carbamimidoyl-N-{2-[4-(3-{4-[(5-carboxyfuran-2-yl)methoxy]-2,3-dichlorophenyl}-1-methyl-1H-pyrazol-5-yl)piperidin-1-yl]-2-oxoethyl}-D-leucinamideN(2)-carbamimidoyl-N-{2-[4-(3-{4-[(5-carboxyfuran-2-yl)methoxy]-2,3-dichlorophenyl}-1-methyl-1H-pyrazol-5-yl)piperidin-1-yl]-2-oxoethyl}-D-leucinamide : A leucine derivative obtained by fpormal condensation of the secondary amino group of 5-({2,3-dichloro-4-[1-methyl-5-(piperidin-4-yl)-1H-pyrazol-3-yl]phenoxy}methyl)-2-furoic acid and the carboxy group of N-amidino-L-leucylglycineD-leucine derivative;
dichlorobenzene;
furoic acid;
glycine derivative;
guanidines;
pyrazolylpiperidine
N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucoseN-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose : An amino trisaccharide that is the carbohydrate portion of ganglioside GM3. It comprises a linear sequence of alpha-N-acetylneuraminyl, beta-D-galactosyl and beta-D-glucose residues linked (2->3) and (1->4).N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-D-glucoseepitope;
mammalian metabolite
calycosin-7-o-beta-d-glucopyranosidecalycosin-7-O-beta-D-glucoside : A glycosyloxyisoflavone that is calycosin substituted by a beta-D-glucopyranosyl residue at position at 7 via a glycosidic linkage.

calycosin-7-O-beta-D-glucoside: from Radix Astragali
4'-methoxyisoflavones;
7-hydroxyisoflavones 7-O-beta-D-glucoside;
hydroxyisoflavone;
monosaccharide derivative
4-methylesculetin4-methylesculetin: has antiinflammatory activity

6,7-dihydroxy-4-methylcoumarin : A hydroxycoumarin that is 4-methylcuomarin which is substituted by hydroxy groups at positions 3 and 4. A hyaluronan synthesis inhibitor. It has also been used as a fluorescent sensor to monitor the consumption of a boronic acid in Suzuki coupling reactions; fluorescence is readily detectable by the naked eye using a standard 365 nm UV lamp.
hydroxycoumarinanti-inflammatory agent;
antioxidant;
hyaluronan synthesis inhibitor
7-hydroxycoumarin-4-acetic acid7-hydroxycoumarin-4-acetic acid: pH-indicator dye; structure in first source
7,8-dihydroxy-4-methylcoumarin7,8-dihydroxy-4-methylcoumarin: possess strong antioxidant and radical scavenging activities; structure in first sourcehydroxycoumarin
batimastatbatimastat : A secondary carboxamide resulting from the formal condensation of the carboxy group of (2S,3R)-5-methyl-3-{[(2S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]carbamoyl}-2-[(thiophen-2-ylsulfanyl)methyl]hexanoic acid with the amino group of hydroxylamine. It a broad-spectrum matrix metalloprotease inhibitor.

batimastat: structure given in first source; a synthetic matrix metalloproteinase inhibitor
hydroxamic acid;
L-phenylalanine derivative;
organic sulfide;
secondary carboxamide;
thiophenes;
triamide
angiogenesis inhibitor;
antineoplastic agent;
matrix metalloproteinase inhibitor
urolithin burolithin B: has antiproliferative activity; structure in first sourcecoumarins
gamma-mangostingamma-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3, 6 and 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antitumour activity.phenols;
xanthones
antineoplastic agent;
plant metabolite;
protein kinase inhibitor
urolithin durolithin D: has antiproliferative activity; structure in first sourcehydroxycoumarin
3,3'-di-o-methylellagic acid3,3'-di-O-methylellagic acid: structure given in first source
beta-Mangostinxanthones
9-Hydroxycalabaxanthonexanthones
gi 129471GI 129471: metalloprotease inhibitor that blocks TNF-alpha secretion; structure given in first source
2',5'-dihydroxychalcone2',5'-dihydroxychalcone: structure given in first sourcechalcones
ginkgolide b
broussochalcone abroussochalcone A: RN given for (E)-isomer; inhibits neutrophil respiratory burst; structure in first source
salacinolsalacinol: a sulfated thiosugar from Salacia reticulata (CELASTRACEAE); structure in first source
bimosiamosebimosiamose: a selectin inhibitor
n-(5-adamantane-1-yl-methoxy-pentyl)deoxynojirimycin
ro-28-1675acetamides
rucaparibAG14447: Poly(ADP-ribose) polymerase inhibitor; structure in first sourceazepinoindole;
caprolactams;
organofluorine compound;
secondary amino compound
antineoplastic agent;
EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor
papyriflavonol apapyriflavonol A : A pentahydroxyflavone that is flavone substituted with hydroxy groups at positions 3, 5, 7, 3' and 4' and prenyl groups at positions 6 and 5'. Isolated from Broussonetia papyrifera, it exhibits inhibitory activity against phospholipase A2 and tyrosinase.

papyriflavonol A: isolated from Broussonetia papyrifera; structure in first source
3'-hydroxyflavonoid;
flavonols;
pentahydroxyflavone
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 3.1.1.4 (phospholipase A2) inhibitor;
metabolite
3-o-methylfunicone3-O-methylfunicone: derived from Penicillium pinophilum; structure in first source
l-altro-1-deoxynojirimycinL-altro-1-deoxynojirimycin: structure in first source
pf-2545920
ponkoranolponkoranol: isolated from the plant Salacia reticulata; structure in first source
diosgenin glucosidediosgenin 3-O-beta-D-glucoside : A sterol 3-beta-D-glucoside having diosgenin as the sterol component.

diosgenin glucoside: RN given refers to (3beta,25R)-isomer; structure given in first source
hexacyclic triterpenoid;
monosaccharide derivative;
spiroketal;
sterol 3-beta-D-glucoside
metabolite
1-deoxynojirimycin hydrochloride
sch 725680Sch 725680: an aazaphilone from Aspergillus sp.; structure in first source
5-[[4-(4-acetylphenyl)-1-piperazinyl]sulfonyl]-1,3-dihydroindol-2-onearomatic ketone
aspernolide aaspernolide A: structure in first source
kotalanolKotalanol: a sulfated thiosugar from Salacia plant genus; alpha-glucosidase inhibitor; structure in first source
neosalacinol
5-[[4-(4-acetylphenyl)-1-piperazinyl]sulfonyl]-3,3-dichloro-1H-indol-2-onearomatic ketone
b355252
aspulvinone E4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one : A member of the class of butenolides that is furan-2(5H)-one substituted by 4-hydroxyphenyl, hydroxy and 4-hydroxybenzylidene groups at positions 3, 4 and 5, respectively.

aspulvinone E : A 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one in which the double bond adopts a Z-configuration. It is a marine metabolite isolated from the fungus Aspergillus terreus and exhibits antiviral activity.
4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one;
aspulvinone
antiviral agent;
Aspergillus metabolite;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
marine metabolite
4-hydroxycoumarin2-hydroxychromone: structurehydroxycoumarin
pinophilin bpinophilin B: from cultures of a fungus (Penicillium pinophilum Hedgcok) derived from a seaweed; structure in first source
cc-292spebrutinib: inhibits Bruton's tyrosine kinase; structure in first source
2-(4-methoxyphenyl)-1H-quinazolin-4-onequinazolines