A lignan that is 3,4-dihydronaphthalen-1(2H)-one substituted by a hydroxy group at position 7, a methoxy group at position 6 and methyl groups at positions 2 and 3 (the 2R,3R-stereoisomer). It has been isolated from the barks of Machilus robusta.


ANISOLE

A monomethoxybenzene that is benzene substituted by a methoxy group.


4-vinylguaiacol sulfate

An aryl sulfate that is 4-vinylcatechol in which the two phenolic hydrogens are replaced by methyl and sulfo groups.


A member of the class of 4-nitroanisoles that is anisole in which one the hydrogen meta to the methoxy group is replaced by a nitro group.


(+)-PINORESINOL

An enantiomer of pinoresinol having (-)-1R,3aS,4R,6aS-configuration.


A lignan that is 2,3-dimethylbutane substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a 3,4-dimethoxyphenyl group at position 4. It has been isolated from the bark of Machilus robusta.


CONIFERYL ALCOHOL

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


MESODIHYDROGUAIARETIC ACID

A  lignan that is 2,3-dimethylbutane substituted by 2-methoxyphenol groups at positions 1 and 4 respectively. It has been isolated from the bark of Machilus robusta.


(+)-pinoresinol

An enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration.


(+)-catechin-3'-methyl ether

A member of the class of catechins that is (+)-catechin in which the hydroxy group at position 3' has been replaced by a methoxy group. It is a metabolite of (+)-catechin, a major polyphenol found in several fruits and vegetables.


negundin B

A lignan that consists of 7,8-dihydronaphthalen-2-ol substituted by a 4-hydroxy-3-methoxyphenyl group at position 8, hydroxymethyl groups at positions 6 and 7 and a methoxy group at position 3 (the 7R,8S stereoisomer). Isolated from Vitex negundo, it exhibits inhibitory activity against lipoxygenase.


A  neolignan isolated from the barks of Machilus robusta.


guaiacol sulfate

An aryl sulfate that is catechol in which the two phenolic hydrogens are replaced by methyl and sulfo groups.


A hydroxycoumarin that is coumarin substituted by a methyl group at position 4, a hydroxy group at position 7 and a p-methoxyphenyl group at position 3 respectively.


A  neolignan that consists of a 2,3-dihydro-1,4-benzodioxine ring substituted by a hydroxymethyl group at position 3, a 3-hydroxypropyl group at position 7 and a 4-hydroxy-3-methoxyphenyl group at position 2. It has been isolated from Taxus yunnanensis.


A tertiary alcohol that is propan-2-ol substituted by a 4-methoxyphenyl group at position 2. Metabolite observed in cancer metabolism.


A member of the class of phenols that is phenol substitutedpby a methoxy group at position 2, a 1-hydroxypropyl group at position 4 and a 2-methoxy-4-propylphenoxy group at position 6 respectively.


lonchocarpenin

A  hydroxycoumarin that is 2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one substituted by a hydroxy group at position 4, a methoxy group at position 5, 4-methoxyphenyl group at position 3 and two methyl groups at position 8 respectively.


A  neolignan isolated from the stems of Sinocalamus affinis.


A member of the class of 3-nitroanisoles that is anisole in which one of the hydrogens meta to the methoxy group is replaced by a nitro group.


A para-terphenyl that is 6'-O-desmethylterphenyllin substituted by a hydroxy group at position 3.  Isolated from Penicillium chermesinum, it exhibits inhibitory activity against alpha-glucosidase.


2-methoxy-4-nitrophenyl isocyanate

An isocyanate having a 2-methoxy-4-nitrophenyl group attached to the nitrogen.


N-DESMETHYLVENLAFAXINE

A monomethoxybenzene that is the N-desmethyl derivative of venlafaxine.


isoeugenol sulfate

A phenylpropanoid that is isoeugenol in which the phenolic hydrogen has been replaced by a sulfo group.


FLAMENOL

A member of the class of resorcinols that is phloroglucinol in which one of the phenolic hydrogens has been replaced by a methyl group.


A lignan that is pinoresinol substituted by a hydroxy group at position 4. It has been isolated from the roots of Scorzonera judaica.


A hydroxycoumarin that is coumarin substituted by a hydroxy group at position 7, a propyl group at position 4 and a 4-methoxyphenyl group at position 3.


Any member of the class of mononitroanisoles in which the nitro group is situated ortho to the methoxy group.


O-methyl-D-tyrosine

The D-enantiomer of O-methyltyrosine.


juglanin B

A cyclic ketone isolated from the extract of the seed husks of walnuts Juglans regia and has been shown to exhibit cytotoxic activity against human hepatoma cells.


A methyl glycoside that is alpha-L-Fucp-(1->3)-[beta-D-Glcp-(1->4)]-beta-D-GlcpNAc (Le(x)) in which the hydroxy group at the reducing-end anomeric centre is methylated.


An oligosaccharide of 12 residues, comprising three (1->3)-linked alpha-D-Gal-(1->2)-[alpha-Tyv-(1->3)]-alpha-D-Man-(1->4)-alpha-L-Rha units.


(6R)-10-formyltetrahydrofolic acid

A 10-formyltetrahydrofolic acid that has R-configuration at position 6.


A hydrobromide salt prepared from N-methyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol and one equivalent of hydrogen bromide. Dopamine D1-like receptor partial agonist (Ki values are 1.18, 7.56, 920 and 399 nM for rat D1, D5, D2 and D3 receptors respectively). May act as an antagonist in vivo, producing anti-Parkinsonian effects and antagonising the behavioral effects of cocaine.


perhalometallate salt

A salt where the anion is a perhalometallate anion.


perfluorometallate salt

A salt where the anion is a perfluorometallate anion.


periodometallate salt

A salt where the anion is a periodometallate anion.


perchlorometallate salt

A salt where the anion is a perchlorometallate anion.


perbromometallate salt

A salt where the anion is a perbromometallate anion.


steroid saponin

Any saponin derived from a hydroxysteroid.


cholesteryl glycoside

A steroid glycoside in which the steroid component is cholesterol.


A steroid saponin that is (3beta,16beta,20R)-3,16,17-trihydroxycholest-5-en-22-one attached to a alpha-L-arabinopyranosyl residue at position 16 and a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Ornithogalum thyrsoides and Galtonia candicans, it exhibits cytotoxic activity.


A sterol 3-beta-D-glucoside that is 16,23-epoxycholest-24-ene-3,22-diol substituted by a 6-deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-glucopyranosyl-(1->2)-beta-D-glucopyranosyl moiety at position 3 via a glycosidic linkage (the 3beta,5beta,16beta,22R,23S stereoisomer). Isolated from bulbs of Ornithogalum saundersiae, it exhibits inhibitory activity on proliferation of human peripheral blood lymphocytes.


MANIOSIDE A

A steroid saponin that consists of pennogenin attached to alpha-L-rhamnopyranosyl-(1->3)-beta-D-glucopyranosyl residue at position 3 via a glycoidic linkage. Isolated from Dracaena mannii, it exhibits anti-inflammatory activity.


yuccalan

A spirostanyl glycoside that is (3beta,5alpha,6alpha,25S)-spirostan-3,6,27-triol attached to a 6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl residue via a glycosidic linkage. Isolated from Yucca smalliana, it exhibits antifungal activity.


sterol 3-beta-D-glucoside

Any beta-D-glucoside derived from a sterol.


Ys-IV

A spirostanyl glycoside that is smilagenin attached to a O-beta-D-glucopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-galactopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Yucca gloriosa and Yucca guatemalensis, it exhibits antifungal activity.


name: 1alpha,3beta,22R-Trihydroxyergosta-5,24E-dien-26-oic acid 3-O-b-D-glucoside 26-O-[b-D-glucosyl-(1->2)-b-D-glucosyl] ester


A steroid saponin that consists of (3beta,22R)-22-methoxyfurostan-3,26-diol attached to a beta-D-glucopyranosyl residue at position 26 and a beta-D-glucopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->4)-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Brunfelsia grandiflora, it exhibits antileishmanial activity.


digitonin

A spirostanyl glycoside that is digitogenin in which the 3-hydroxy group is substituted by a beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranosyl group. It is a steroidal saponin isolated from the foxglove plant, Digitalis purpurea. It is used extensively as a mild non-ionic detergent for extracting proteins from membranes for structure and function studies.


leucospiroside A

A spirostanyl glycoside that is agigenin attached to a pentasaccharide unit via a glycosidic linkage. Isolated from the flowers of Allium leucanthum, it exhibits antineoplastic activity.


asparagoside F

A spirostanyl glycoside that is sarsasapogenin in which the hydroxy hydrogen at position 3 has been replaced by a beta-D-glucopyranosyl-(1->3)-[beta-D-xylopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->4)]-beta-D-glucopyranosyl moiety. It is isolated from Asparagus officinalis.


A cholesteryl glycoside in which cholesterol is linked glycosidically via its 3-hydroxy group to  6-O-myristoyl-alpha-D-glucose. Produced naturally by Helicobacter pylori, a bacteria that colonizes the stomach and which is associated with protection against asthma, it is also chemically synthesized as PI57.


solanine

A glycoalkaloid poison found in species of the nightshade family (Solanaceae), such as the potato (Solanum tuberosum). It is a trisccharide derivative of solanidine [(22beta)-solanid-5-en-3beta-ol].


Ys-II

A spirostanyl glycoside that is smilagenin attached to a beta-D-glucopyranosyl-(1->2)-beta-D-galactopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Yucca gloriosa and Yucca guatemalensis, it exhibits antifungal activity.


spirostanyl glycoside

Any steroid saponin that consists of a spirostan and its substituted derivatives  as the aglycone moiety.


name: Furostane base -2h + 1o, o-hex, o-pen-dhex


DABRAFENIB MESYLATE

A methanesulfonate (mesylate) salt prepared from equimolar amounts of dabrafenib and methanesulfonic acid. Used for treatment of metastatic melanoma.


mannobiose

A glycosylmannose that is D-mannopyranose attached to a beta-D-mannopyranosyl group at position 4 via a glycosidic linkage.


beta-mannobiose

The beta-isomer of mannobiose.


D-lysopine dizwitterion

A D-alpha-amino acid zwitterion that is D-lysopine arising from transfer of two protons from the carboxy to the amino groups; the major species at pH 7.3.


butanediol

A member of the class of butanediols that is butane in which two of the hydrogens have been replaced by hydroxy groups.


butanediols

A diol that is a butanediol or a derivative of a butanediol.


A butane-1,3-diol of S-configuration.


dithioerythritol

The meso-diastereomer of 1,4-dimercaptobutane-2,3-diol; a sulfur-containing sugar derived from the monosaccharide erythrose; and an epimer of dithiothreitol.


A butane-1,3-diol of R-configuration.


secoisolariciresinol

A lignan that is butane-1,4-diol in which the 2 and 3 positions are substituted by 4-hydroxy-3-methoxybenzyl groups


A glycol that is butane-2,3-diol in which a hydrogen from each of the methyl groups is replaced by a thiol group.


(+)-secoisolariciresinol

An enantiomer of secoisolariciresinol having (+)-(2S,3S)-configuration.


iron-sulfur-iron cofactor

P-cluster from Mo-independent nitrogenases, deprotonated to pH 7.3. Unfortunately, there are no structures available, and one of the O ligands of Fe has actually not been confirmed (hence the X in the name)


calcium-43 atom

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


GlyTouCan G14669DU

An amino pentasaccharide  consisting of three hexosyl groups and two acetaminohexosyl groups (identities and connectivity unknown). Composition: Hex3 HexNAc2.


bisbenzylisoquinoline alkaloid

A type of benzylisoquinoline alkaloid whose structures are built up of two benzylisoquinoline units linked by ether bridges. Various structural patterns resulting from additional bridging between the two units by direct carbon-carbon bridging or by methylenedioxy groups are common.


oxofangchirine

A bisbenzylisoquinoline alkaloid that is 1',2',3',4'-tetradehydroberbaman which has been substituted by a methyl group at position 2, methoxy groups at positions 6, 6', 7, and 12, and an oxo group at the 15' position. Isolated from Stephania tetrandra.


A benzylisoquinoline alkaloid that is berbamunine in which the  methyl group is replaced with a hydrogen on one of the tetrahydroisoquinolinol rings.


ENALAPRIL MALEATE

The maleic acid salt of enalapril. It contains one molecule of maleic acid for each molecule of enalapril. Following oral administration, the ethyl ester group of enalapril is hydrolysed to afford the corresponding carboxylic acid, enalaprilat, an angiotensin-converting enzyme (ACE) inhibitor. Enalapril is thus a prodrug for enalaprilat (which, unlike enalapril, is not absorbed by mouth), and its maleate is used in the treatment of hypertension and heart failure, for reduction of proteinuria and renal disease in patients with nephropathies, and for the prevention of stroke, myocardial infarction, and cardiac death in high-risk patients.


name: attention deficit-hyperactivity disorder, susceptibility to, 3

category: biolink:Disease biolink:DiseaseOrPhenotypicFeature biolink:BiologicalEntity biolink:ThingWithTaxon biolink:NamedThing


sulfur-37 atom

The radioactive isotope of sulfur with relative atomic mass 36.9711257 and  half-life of 5.05 min.


allenes

Any olefinic compound having two double bonds from one carbon atom to two others.


aplysiallene

A furofuran that is hexahydrofuro[3,2-b]furan which is substituted at position 2 by a (1E,3E)-4-bromohexa-1,3-dien-1-yl  group and at position 5 by a (1R)-3-bromopropadienyl group (the 2R,3aS,5R,6aS diastereoisomer). A natural product first isolated from the red alga Laurencia okamurai Yamada and subsequently found in the sea hare Aplysia kurodai, aplysiallene is an inhibitor of sodium-potassium adenosine triphosphatase.


A sialopentaosylceramide having beta-D-GalNAc-(1->4)-[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 as the sialopentaosyl component.


N-acetyl-S-methyl-L-cysteine

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


name: 4-[[(4-methyl-5-thieno[3,2-b]pyrrolyl)-oxomethyl]amino]benzoic acid methyl ester


disodium tetrachloropalladate

An inorganic sodium salt in which the counteranion is tetrachloropalladate(2-).


terpendole J

An organic heteroheptacyclic compound isolated from Albophoma yamanashiensis and has been shown to exhibit inhibitory activity against acyl-CoA:cholesterol acyltransferase.


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


extended flavonoid

Any flavonoid with one or more rings fused on to the phenyl substituted benzopyran  framework.


BF 4

An organic heterotetracyclic compound that is 2,3,10,12-tetrahydro-4H,11H-pyrano[2,3-a]xanthene-4,11-dione substituted by methyl groups at positions 6, 8, 10, and 10, and by hydroxy, isopropyl, methoxy, phenyl, and  groups at positions 5, 12, 9, and 2, respectively (the S,S-enantiomer). It is isolated from the leaves of Baeckea frutescens and exhibits cytotoxicity against leukemia cells.


NIGRASIN G

An extended flavonoid that is 5a,10a-dihydro-11H-[1]benzofuro[3,2-b]chromen-11-one substituted by hydroxy groups at positions 1, 3, 8 and 10a and a 3-hydroxy-2,6,10-trimethyldodeca-1,6,10-trien-12-yl group at position 5a. It has been isolated from the twigs of Morus nigra.


nigrasin j

A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 7 and 4', a methoxy group at position 3 and a 6-hydroxy-2-methylhept-2-en-6-yl substituted tetrahydrofuran ring across positions 5' and 6'. It has been isolated from Morus nigra.


BF 6

An organic heterotetracyclic compound that is 8,12-dihydro-2H,9H-pyrano[2,3-a]xanthene-4,9,11(3H,10H)-trione substituted by methyl groups at positions 6, 8, 8, 10 and 10 and phenyl groups at positions 2 and 12 respectively (the S-enantiomer). It is isolated from the leaves of Baeckea frutescens and exhibits cytotoxicity against leukemia cells.


SANGGENOL H

An organic heterotetracyclic compound that is 5a,10a-dihydro-11H-[1]benzofuro[3,2-b]chromen-11-one substituted by hydroxy groups at positions 1, 3, 8 and 10a and a triprenyl group at position 5a. It has been isolated from   Morus nigra.


DORSILURIN K

An extended flavonoid that is flavonol with an additional hydroxy group at position 3', two 2,2-dimethyldihydropyrano rings fused to ring A across positions 5, 6 and 7, 8 respectively and a prenyl group at position 4'. Isolated from the roots of Dorstenia psilurus, it exhibits alpha-glucosidase inhibitory activity.


artoindonesianin E1

An extended flavonoid that is 6,7-dihydro-8H-chromeno[3,2-d][1]benzoxepin-8-one substituted by hydroxy groups at positions 3 and 9, a methoxy group at position 11, a (1E)-3-methylbut-1-en-1-yl group at position 10 and a prop-1-en-2-yl at position 6. It is isolated from the woods of Artocarpus elasticus and shows moderate cytotoxicity against murine leukemia P-388 cells.


An extended flavonoid that is flavone substituted by hydroxy groups at positions 5, 2', 4' and 5', a 3-(hydroxymethyl)but-2-en-1-yl group at position 3 and a 6,6-dimethyl-3,6-dihydro-2H-pyran group across positions 7 and 8. It has been isolated from Artocarpus odoratissimus.


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


An alkyl,acyl-sn-glycero-3-phosphoethanolamine zwitterion in which the alkyl or acyl groups at positions 1 and 2 contain a total of 40 carbons and 2 double bonds.


Any aminopurine that has amino substituents at positions 2 and 6, and their substituted derivatives.


A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by a -methylazetidin-1-yl group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-gamma secretion in abacavir-responsive clones.


A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by an isobutylamino group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-gamma secretion in abacavir-responsive clones.


A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by a 3-cyclopropyl-3-fluoroazetidin-1-yl group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-gamma secretion in abacavir-responsive clones.


A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by a 3-isopropoxyazetidin-1-yl group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-gamma secretion in abacavir-responsive clones.


A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by a 2,2-dimethylazetidin-1-yl group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-gamma secretion in abacavir-responsive clones.


A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by an (S)-sec-butylamino group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-gamma secretion in abacavir-responsive clones.


A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by an azetidin-1-yl group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-gamma secretion in abacavir-responsive clones.


A 2,6-diaminopurine that is an analogue of abacavir in which the cyclopropylamino group at position 6 of the purine moiety is replaced by a 3-fluoroazetidin-1-yl group. One of a series of synthesised abacavir analogues with antiviral activity found to stimulate IFN-gamma secretion in abacavir-responsive clones.


polyatomic anion

An anion consisting of more than one atom.


iodometallate anion

An anionic coordination entity where iodido ligands are coordinated to a metal centre.


polyphosphate

The phosphorus oxoanion formed from polyphosphoric acid by proton loss from each of the phosphate units. The major species at pH 7.3.


A divalent inorganic anion obtained by removal of both protons from phosphonic acid


hydrogenchromate

A monovalent inorganic anion obtained by deprotonation of one of the two OH groups in chromic acid.


selenate

A divalent inorganic anion obtained by removal of both protons from selenic acid.


hydrogenvanadate

A divalent inorganic anion obtained by removal of two protons from vanadic acid.


borate

Salts and esters of boric acid.


hydrogentellurate

A monovalent inorganic anion obtained by removal of a proton from telluric acid.


A vanadium oxoanion that is a trianion with formula VO4 in which the vanadium is in the +5 oxidation state and is attached to four oxygen atoms.


hydrogen dimolybdate

A monovalent inorganic anion that consists of dimolybdic acid where one of the two OH groups has been deprotonated.


A tellurium oxoanion that is the conjugate base of methanetelluronic acid.


A trivalent inorganic anion obtained by removal of all three protons from cyclotriphosphoric acid.; major species at pH 7.3.


bromometallate anion

An anionic coordination entity where bromido ligands are coordinated to a metal centre.


hydrogenphosphate

A phosphate ion that is the conjugate base of dihydrogenphosphate.


A trivalent inorganic anion obtained by removal of all three protons from diphosphoric acid.


perfluorometallate anion

An anionic coordination entity where all of the ligands coordinated to the metal atom are fluorido ligands.


hydrogenmolybdate

A monovalent inorganic anion that consists of molybdic acid where one of the two OH groups has been deprotonated.


antimonite

A trivalent inorganic anion obtained by removal of all three protons from antimonous acid.


manganate

A divalent inorganic anion obtained by removal of both protons from manganic acid.


A trivalent inorganic anion obtained by removal of three protons from triphosphoric acid.


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


A nitrogen oxoanion arising from deprotonation of the hydroxy group of nitroethane.


A divalent inorganic anion obtained by removal of both protons from diphosphoric acid.


A divalent inorganic anion obtained by removal of both protons from dimolybdic acid.


A monovalent inorganic anion that consists of orthotelluric acid where one of the six OH groups has been deprotonated.


oxoanion

An oxoanion is an anion derived from an oxoacid by loss of hydron(s) bound to oxygen.


hydrogenselenophosphate

Dianionic form of selenophosphoric acid.


nitrometallate anion

An anionic coordination entity where nitro groups are coordinated to a metal centre.


A monovalent inorganic anion that consists of antimonic acid where one of the three OH groups has been deprotonated.


hydrogen manganate

A manganese oxoanion that consists of manganic acid where one of the two OH groups has been deprotonated.


A monovalent inorganic anion obtained by deprotonation of one of the two OH groups in phosphonic acid.


hydrogenphosphite

A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid.


A divalent inorganic anion obtained by removal of two protons from triphosphoric acid.


phosphinate

A phosphorus oxoanion resulting from the removal of a proton from the hydroxy group of phosphinic acid.


bistriflylimide anion

An imide anion in which the substituents on the negatively charged nitrogen are triflyl groups.


halometallate anion

An anionic coordination entity where halido ligands are coordinated to a metal centre.


phosphate ion

A phosphorus oxoanion that is the conjugate base of phosphoric acid.


peroxynitrite

The nitrogen oxoanion formed by loss of a proton from peroxynitrous acid.


dihydrogenphosphate

A monovalent inorganic anion that consists of phosphoric acid in which one of the three OH groups has been deprotonated.


selenophosphate

A trivalent inorganic anion obtained by removal of all three protons from selenophosphoric acid.


dihydrogenphosphite

A monovalent inorganic anion obtained by deprotonation of phosphorous acid.


A manganese oxoanion that consists of hypomanganic acid where one of the three OH groups has been deprotonated.


A divalent inorganic anion obtained by removal of both protons from diphosphonic acid.


A divalent inorganic anion obtained by removal of two protons from antimonic acid.


A monovalent inorganic anion obtained by deprotonation of one of the two OH groups in diphosphoniic acid.


A trivalent inorganic anion obtained by removal of all three protons from phosphorous acid.


polyvanadate

A compound composed of linked vanadate units.


perbromometallate anion

An anionic coordination entity where all of the ligands coordinated to the metal atom are bromido ligands.


perhalometallate anion

A halometallate anion where all of the ligands coordinated to the metal atom are halido ligands.


imide anion

A polyatomic anion with a single negative charge at a nitrogen atom.


hydrogen dichromate

A monovalent inorganic anion obtained by deprotonation of one of the two OH groups in dichromic acid.


hypomanganate

A trivalent inorganic anion obtained by removal of all three protons from hypomanganic acid.


A divalent inorganic anion obtained by removal of both protons from dichromic acid.


dihydrogenvanadate

A monovalent inorganic anion that consists of vanadic acid where one of the three OH groups has been deprotonated.


fluorometallate anion

An anionic coordination entity where fluorido ligands are coordinated to a metal centre.


borate ion

Any inorganic anion that is formally derived from boric acid. The term includes polymeric anions containing chains of BO3 structural units sharing one oxygen atom (e.g. di-, tri-, and tetraborates) as well as chains or rings sharing two oxygen atoms (e.g. metaborates).


A monovalent inorganic anion obtained by deprotonation of hydroxyphosphanone.


A phosphorus oxoanion resulting from the removal of one proton from the phosphonic acid group of tenofovir. The major microspecies at pH 7.3.


A phosphorus oxoanion obtained by selective deprotonation of two of the three phosphate OH groups of thiophosphoric acid.


periodometallate anion

An anionic coordination entity where all of the ligands coordinated to the metal atom are iodido ligands.


A divalent inorganic anion obtained by removal of two protons from hypomanganic acid.


N-arachidonoylsphinganine

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


HEMATEIN

An organic heterotetracyclic compound that is -6a,7-dihydrobenzo[b]indeno[1,2-d]pyran-9-one carrying four hydroxy substituents at positions 3, 4, 6a and 10.


nitronaphthalene

A nitroarene that is  naphthalene substituted by at least one nitro group.


A 17-membered macrocyclic lactam that incorporates a phenol and a substituted indole moiety. A stereoisomer of TMC-95A, it has a [(3R)-3-methyl-2-oxopentanoyl]amino group at position 18. It acts as a proteasome inhibitor and is isolated from Apiospora montagnei Sacc. TC 1093, isolated from a soil sample.


A member of the class of indoles that is 1H-indole substituted by a 3-methylbut-1-en-3-yl group at position 2 and a (1-hydroxy-7,8-dihydro-6H-pyrrolo[1,2-a]pyrazin-5-ium-3-yl)methyl group at position 3.


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


name: 2-methyl-1-phenyl-5-benzimidazolecarboxylic acid [2-(3-methylbutan-2-ylamino)-2-oxoethyl] ester


GLYCYRRHIZOL A

A member of the class of coumestans that is 3,4-didehydroterocarpan substituted by hydroxy groups at positions 7 and 4', a methoxy group at position 5 and prenyl groups at positions 6 and 5'. Isolated from the roots of Glycyrrhiza uralensis, it exhibits antibacterial activity.


A seco-androstane that is 9,10-secoandrostane which is substituted by oxo groups at positions 9 and 17 and in which the A-ring is aromatic and bears hydroxy groups at positions 3 and 4.


alpha-colubrine

A monoterpenoid indole alkaloid that is strychnine in which the hydrogen at position 3 has been replaced by a methoxy group. It is a minor alkaloid from Strychnos nux-vomica.


Any leucoanthocyanidin that has 2R,3S,4S-configuration.


thiochromane

Any organic heterobicyclic compound consisting of a benzene ring fused to a thiopyran.


dibenzopyran

Any organic heteropolycyclic compound based on a skeleton consisting of a pyran ring fused with two benzene rings.


CHEATOGLOBOSIN T

A cytochalasan alkaloid found in Chaetomium globosum.


CEPHALOSPORIN C

A cephalosporin antibiotic carrying a 3-acetoxymethyl substituent and a 6-oxo-N(6)-L-lysino group at position 7.


name: 5-[(3-methyl-6-oxo-7,8,9,10-tetrahydrobenzo[c][1]benzopyran-1-yl)oxymethyl]-2-furancarboxylic acid methyl ester


A lignan that consists of (+)-lyoniresinol attached to two beta-D-glucopyranosyl units at positions 4 and 4' via glycosidic linkages. Isolated from Indigofera heterantha, it exhibits inhibitory activity against lipoxygenase.


benzimidazole fungicide

Compounds that contain a benzimidazole moiety as a key feature of their structure and which have been used as fungicides.


name: (24S)-ergost-7-ene-3beta, 5alpha, 6beta, 9alpha-tetrol


A homoisoflavonoid that is 3,4-dihydro-2H-1-benzopyran substituted by hydroxy groups at positions 3, 4 and 7 and a (4-hydroxyphenyl)methyl group at position 3 respectively (the 3R,4S-stereoisomer). It has been isolated from Caesalpinia sappan.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid with the primary amino group of 1-[2-(aminomethyl)imidazo[1,2-a]pyridin-6-yl]-N-(cyclohexylmethyl)methanamine. It is a highly potent and selective first-in-class small molecule inhibitor of METTL3 (N6-adenosine-methyltransferase 70 kDa subunit) enzyme activity and exhibits anti-leukaemic activity.


cefuzonam

A second generation cephalosporin antibiotic.


name: Herbacetin 7,4'-dimethyl ether 8-acetate


ATTO 610-2(1+)

The cationic form of a fluorescent dye derived from a tetrahydronaphtho[2,3-g]quinoline.


Major microspecies at pH 7.3


A steroid compound with a structure based on a 18-carbon (estrane) skeleton.


A pteridine that is lumazine substituted with a 1,4-dideoxy-1-D-ribityl group at position 8 and a methyl group at position 7; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


A naphthalenediol where the two hydroxy groups are located at the 1- and 2-positions together with an additional amino group at the 6-position.


An organic heterotetracyclic compound consisting of a benzo[a]pyrimido[2,1,6-cd]pyrrolizine ring system having amino substituents at the 2- and 9-positions, trimethylsilyl substituents at the 5- and 7-positions and cyano substituents at the 3-, 4- and 8-postions.


prochaetoglobosin II

A  cytochalasan alkaloid found in Chaetomium globosum and Chaetomium subaffine.


chelirubine

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


lespedezol D1

A member of the class of pterocarpans that is (6aR,11aR)-3,9-dihydroxypterocarpan in which the hydrogen at position 8 has been replaced by a methoxy group.


A member of the class of 6-aminopurines that is adenine in which one of the hydrogens of the amino group is replaced by a benzyl group.


name: 3-[[(3-methoxyphenyl)-oxomethyl]amino]-2-benzofurancarboxylic acid ethyl ester


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


A 3-methylguanine that is 1,2,3,9-tetrahydro-6H-purin-6-one substituted by an imino group at position 2 and a methyl group at position 3.


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


(+)-pisatin

A member of the class of pterocarpans that is the 3-O-methyl ether of (+)-6a-hydroxymaackiain (the 6aR,12aR stereoisomer). A phytoalexin found in pods of garden peas (Pisum sativum) and other plants of the pea family, including Tephrosia candida.


adamantanes

Compounds containing an adamantane skeleton.


tryptophol-2-sulfonic acid

An indolyl alcohol that is tryptophol which is substituted by a sulfo group at position 2.


pinoxaden acid

An organic hydroxy compound resulting from the hydrolysis of the the pivalate ester group of the proherbicide pinoxaden.


name: 2-amino-7-methyl-5-oxo-6-(2-phenylethyl)-4-(3-pyridinyl)-4H-pyrano[3,2-c]pyridine-3-carboxylic acid methyl ester


(-)-jasplakinolide Z4

A depsipeptide isolated from Jaspis splendens.


A hydroxylamine that is N-hydroxyquinolin-4-one in which the hydrogen at position 2 has been replaced by a (1E)-non-1-en-1-yl group. It is the most active agent produced by Pseudomonas aeruginosa that modulates the growth and virulence of Staphylococcus aureus; the corresponding Z isomer is inactive.


A pteridine that is lumazine substituted with a 2-hydroxyethyl group at position 8 and a methyl group at position 7; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


N-methylisatoic anhydride

A 3,1-benzoxazin-1,4-dione having an N-methyl substituent.


name: 4-(2-naphthalenylmethyl)-1-piperazinecarboxylic acid ethyl ester


(-)-medicarpin

The (-)-enantiomer of medicarpin.


A member of the class of tetralins that is tetralin substituted by methyl groups at positions 1, 1 and 6 respectively.


This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.


pamapimod

A member of the class of pyridopyrimidines that is 8-methylpyrido[2,3-d]pyrimidin-7(8H)-one carrying additional (1,5-dihydroxypentan-3-yl)amino and 2,4-difluorophenoxy substituents at positions 2 and 6 respectively. It is a potent inhibitor of MAPK and is used for treatment of rheumatoid arthritis.


naphthalenediols

Any hydroxynaphthalene derivative that has two hydroxy substituents.


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


A pyrazolopyrimidine that is pyrazolo[3,4-d]pyrimidine carrying a methoxymethyl substituent at C-6 and a   [(3S)-1,1-dioxo-2,3-dihydro-1H-1lambda(6)-thiophen-3-yl]amino group at C-4. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


name: 1H-indazole-3-carboxylic acid methyl ester


name: 2-[2-furanyl(oxo)methyl]imino-5-oxo-1-propan-2-yl-3-dipyrido[1,2-d:3',4'-f]pyrimidinecarboxylic acid ethyl ester


L-proline 2-naphthylamide

An L-proline derivative that is the amide obtained by formal condensation of the carboxy group of L-proline with the amino group of 2-naphthylamine.


beta-colubrine

A monoterpenoid indole alkaloid that is strychnine in which the hydrogen at position 2 has been replaced by a methoxy group. It is a minor alkaloid from Strychnos nux-vomica.


name: Carbamic acid, N-[2-(2-naphthalenyl)ethyl]-, 2-(1-methylethyl)phenyl ester


name: 2-[2-[[1,3-dioxo-2-[2-(trifluoromethyl)phenyl]-4-isoquinolinylidene]methylamino]-4-thiazolyl]acetic acid ethyl ester


hydroxyflavan

A member of the class of flavans in which one or more ring hydrogens are replaced by hydroxy groups.


pyrimidotriazine

Any organic heterobicyclic compound containing ortho-fused pyrimidine and triazine rings.


An isochromane that is mellein bearing an additional methyl substituent at position 7.


name: 2-[(2-ethoxy-2-oxoethyl)thio]-1-benzimidazolecarboxylic acid ethyl ester


name: Carbamic acid, [(3,4-dichlorophenyl)methyl]-, (1s)-2,3-dihydro-1h-inden-1-yl ester


name: 2-(6-imidazo[2,1-b]thiazolyl)acetic acid [2-(1,3-benzothiazol-2-ylamino)-2-oxoethyl] ester


A methylindole that is 1H-indole substituted by a methyl group at position 2.


D-Erythrofuranose in which the anomeric hydroxy group has been replaced by a 2,5,6-trichlorobenzimidazol-1-yl group (beta-anomer).


OPHIOGLONOL

A  hydroxy homoflavonoid that is 2-phenyl-4H-chromen-4-one substituted by hydroxy groups at positions 5, 7, 3' and 4' and a hydroxymethyl group at position 3. It is isolated from the whole plant of Ophioglossum pedunculosum.


name: 3-benzamido-5-bromo-2-benzofurancarboxylic acid methyl ester


(R)-laudanine

The (R)-enantiomer of laudanine


menaquinol

Any polyprenylhydroquinone having a polyprenyl moiety at position 2 and a methyl group at position 3..


name: 4,5-dimethylcyclopenta[c]quinolizine-1,2-dicarboxylic acid dimethyl ester


A naphthalene with an acyl group at poition 2 and an amino function (either substituted or unsubstituted) at poition 6.


OPHIOGLONIN

A homoflavonoid that is isochromeno[4,3-b]chromen-7(5H)-one substituted by hydroxy groups at positions 3, 4, 8 and 10. Isolated from Ophioglossum petiolatum, it exhibits anti-HBV activity.


name: 2-[[2-[2-(2,3-dihydroindol-1-yl)-2-oxoethyl]-1-oxo-5-isoquinolinyl]oxy]acetic acid ethyl ester


name: 2-[[(1-ethyl-2-benzimidazolyl)thio]methyl]-5-methyl-4-oxo-3H-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester


name: 1-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-hydroxy-3-pyrazolecarboxylic acid ethyl ester


benthiavalicarb

A carboxamide resulting from the formal condensation of the carboxy group of L-valine with (1R)-1-(6-fluoro-1,3-benzothiazol-2-yl)ethylamine and replacement of one of the hydrogens attached to the alpha-amino group by a carboxy group. It is the active form of the fungicide benthiavalicarb isopropyl (in which the carbamic acid group has been converted to the corresponding isopropyl ester).


sapogenin

Any organic polycyclic compound that is the aglycon moiety of a saponin; sapogenins may be steroids or triterpenoids.


androstanoid

Any steroid based on an  androstane skeleton and its derivatives.


name: 4-fluorobenzoic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


name: 2-[[4-cyano-6,6,7-trimethyl-1-(4-morpholinyl)-5,8-dihydro-2,7-naphthyridin-3-yl]thio]acetic acid methyl ester


cenicriviroc

A member of the class of benzazocines that is (5Z)-1,2,3,4-tetrahydro-1-benzazocine which is substituted by a 2-methylpropyl, N-{4-[(S)-(1-propyl-1H-imidazol-5-yl)methanesulfinyl]phenyl}carboxamide and 4-(2-butoxyethoxy)phenyl groups at positions 1, 5 and 8, respectively. It is a potent chemokine 2 and 5 receptor antagonist currently in development for the treatment of liver fibrosis in adults with nonalcoholic steatohepatitis (NASH).


folic acids

A group of heterocyclic compounds based on the pteroic acid skeleton conjugated with one or more L-glutamic acid units.


An oxopurine that is guanine which is substituted by an oxo group at position 8.


1,5-naphthyridine derivative

Any naphthyridine derivative that is a derivative of 1,5-naphthyridine.


14alpha-hydroxymethyl steroid

Any steroid carrying a 14alpha-hydroxymethyl substituent.


name: 4-oxo-3-phenyl-1-phthalazinecarboxylic acid [2-[(1,1-dioxo-3-thiolanyl)amino]-2-oxoethyl] ester


MELLEIN

An isochromane that is 3,4-dihydroisocoumarin bearing methyl and hydroxy substituents at positions 3 and 8 respectively.


pregnanoic acid

Any steroid acid based on a pregnane skeleton.


PISONIN C

A member of the class of chromones that is chromone substituted by hydroxy groups at positions 5 and 7 and a methoxy groups at position 6. It has been isolated from Pisonia aculeata.


A member of the class of  benzofurans that is 2,3-dihydro-1-benzofuran substituted by a hydroxymethyl group at position 3, a prop-1-en-1-yl group at position 5 and a 4-hydroxyphenyl group at position 2. It is a lignan derivative isolated from the roots of Krameria lappacea.


cytochalasan alkaloid

Any alkaloid characterized by the presence of an isoindole nucleus fused to a macrocyclic ring.


The simplest member of the class of neoflavones that is coumarin substituted by a phenyl group at position 4.


TNP-ATP

A sprioketal resulting from the formal condensation of the 2'- and 3'- hydroxy groups of ATP with picric acid.


name: 2-methyl-2-butenoic acid [(9R)-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-h][1]benzopyran-9-yl] ester


A  neolignan isolated from the stems of Sinocalamus affinis.


An organic heteroheptacyclic compound consisting of a xanthene ring system fused with two octahydro-2H-quinolizine units.


pyrrolidinopiperidine

Any organic heterobicyclic compound containing ortho-fused pyrrolidine and piperidine rings.


nepalensinol F

A stilbenoid isolated from the stems of Kobresia nepalensis and has been shown to exhibit inhibitory activity against topoisomerase II.


quinolizidines

An organic heterobicyclic compound that is the octahydro derivative of 2H-quinolizine. The parent of the class of quinolizidines.


name: 2-(1-naphthalenyl)acetic acid [2-[4-chloro-3-(dimethylsulfamoyl)anilino]-2-oxoethyl] ester


A guaiacyl lignin that is scopoletin in which the phenolic hydrogen is replaced by a guaiacylglycerol group. It is found in Arabidopsis thaliana.


furopyrrole

Any organic heterobicyclic compound containing ortho-fused furan and pyrrole rings.


cercosporin

An organic heterohexacyclic compound that is perylo[1,12-def][1,3]dioxepine-6,11-dione substituted by hydroxy groups at positions 5 and 12, by methoxy groups at positions 7 and 10, and by 2-hydroxypropyl groups at positions 8 and 9 (the R,R-stereoisomer). It is a phytotoxin which was first isolated from the pathogenic soybean fungus, Cercospora kikuchii and later found in multiple members of the genus Cercospora.


A member of the class of oxindoles that is 3-methyleneoxindole in which the hydrogeh at position 5 has been replaced by a dimethylaminosulfonyl group and in which one of the hydrogens of the methylene group has been replaced by a 4,5,6,7-tetrahydro-indol-2-yl group. It is a specific inhibitor of Src family kinase.


isochamaejasmin

A biflavonoid that consists of two units of 5,7,4'-trihydroxyflavanone joined together at position 3 and 3''.


name: 4-[[[2-(4-methoxyphenyl)-3-oxo-1H-isoindol-4-yl]-oxomethyl]amino]-1-piperidinecarboxylic acid ethyl ester


okaramine C

An indole alkaloid isolated from Penicillium simplicissimum. It exhibits insecticidal activity.


dehydrocyclopeptine

A 1,4-benzodiazepinone that is 3,4-dihydro-1,4-benzodiazepine-2,5-dione substituted at position 4 by a methyl group and at position 3 by a benzylidene group.


An oxopurine that is xanthine which is substituted at positions 1 and 3 by methyl and isobutyl groups, respectively.


cholestanoic acid

Any steroid acid based on a cholestane skeleton.


A pyrazolopyrimidine that is pyrazolo[1,5-a]pyrimidine carrying a methoxymethyl substituent at C-5 and a [(2S)-2,3-dihydroxypropyl](methyl)amino group at C-7. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


PROBENAZOL

A member of the class of 1,2-benzothiazoles that is 1,2-benzothiazole 1,1-dioxide substituted at position 3 by an allyloxy group. A fungicide used to control rice blast.


An organic heterotetracyclic compound that is 1H-indole which is ortho-fused to a 2H-1-benzothiopyran group at positions 2-3. It is an inhibitor of 15-lipoxygenase that limits atherosclerotic lesion development in rabbits.


physalin

Any seco-steroid based on a 13,14-seco-16,24-cycloergostane skeleton and its substituted derivatives thereof. These phytochemicals form the major steroidal constituents of Physalis plants and exhibit antimicrobial and antiparasitic activity.


FISETINIDOL

A tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 7, 3' and 4'.


Cholesterol esters and free cholesterol which are contained in or bound to very low density lipoproteins (VLDL).


cytoglobosin B

A cytochalasan alkaloid found in Chaetomium globosum.


benzodioxine

Any organic heterobicyclic compound containing ortho-fused benzene and dioxine rings.


name: 5-alpha-Cholestane-3-beta,5,6-beta-triol, 6-acetate 3-(hydrogen succinate)


(+)-EHNA

EHNA of absolute configuration 2S,3R.


TRIBOA beta-D-glucoside

A beta-D-glucoside having (R)-2,4,7-trihydroxy-2H-1,4-benzoxazin-3(4H)-one as the anomeric substituent.


17alpha-hydroxy steroid

The alpha-stereoisomer of 17-hydroxy steroid.


name: 5-[[(5,6-dimethyl-4-thieno[2,3-d]pyrimidinyl)thio]methyl]-2-furancarboxylic acid methyl ester


syringaresinol

A lignan that is 7,9':7',9-diepoxylignane substituted by hydroxy groups at positions 4 and 4' and methoxy groups at positions 3, 3', 5 and 5' respectively.


name: 3-[4,8-dimethyl-2-oxo-7-(2H-tetrazol-5-ylmethoxy)-1-benzopyran-3-yl]propanoic acid ethyl ester


OCHNAFLAVONE

A biflavonoid with an ether linkage between the B-rings of the apigenin and luteolin subunits. It has been isolated from several members of the Ochnaceae plant family.


LESPEFLORIN G8

A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by a hydroxy group at position 8, methoxy groups at positions 3 and 9 and a prenyl group at position 10. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.


A tryptamine derivative in which a hydroxy group attached to the same carbon as the primary amino group (the S-enantiomer).


dihydrofolic acids

A group of heterocyclic compounds based on the 7,8-dihydropteroic acid skeleton conjugated with one or more L-glutamic acid units.


clorazepate

A 1,4-benzodiazepinone in which the oxo group is at position 2, and which is substituted at positions 3, 5, and 7 by carboxy, phenyl and chloro groups, respectively.


5,6-dihydrofolic acid

A group of heterocyclic compounds based on the 5,6-dihydropteroic acid skeleton conjugated with one or more L-glutamic acid units.


A dimethylnaphthalene carrying methyl groups at positions 1 and 7.


phenanthrenes

Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.


calcium orange

A xanthene dye-based thiourea conjugate.


beta-alanine 2-naphthylamide

A beta-alanine derivative that is the amide obtained by formal condensation of the carboxy group of beta-alanine with the amino group of 2-naphthylamine.


Adenine substituted with a methyl group at position N-9.


THIOLUTIN

A dithiolopyrrolone antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and acetamido groups, respectively. It is a potent inhibitor of RNA polymerases, inhibits the angiogenesis of human umbilical vein endothelial cells, and also inhibits JAMM metalloproteases.


A carboxyfluorescein compound having two (2-carboxyethyl) substituents at the 2'- and 7'-positions on the xanthene portion.


name: 2-(5,7-dihydroxy-4-methyl-2-oxo-1-benzopyran-3-yl)acetic acid ethyl ester


name: benzoic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


name: 3-amino-4,6-dimethyl-2-thieno[2,3-b]pyridinecarboxylic acid ethyl ester


pregnane derivative

Any steroid (or derivative) based on a pregnane skeleton.


verruculogen

An organic heterohexacyclic compound that is a mycotoxic indole alkaloid isolated from Penicillium and Aspergillus species.


An oxopurine that is xanthine in which the hydrogen attached to the nitrogen at position 7 is replaced by a methyl group. It is an intermediate metabolite in the synthesis of caffeine.


16-epiestriol 16-O-(beta-D-glucuronide)

A steroid glucosiduronic acid that is 16-epiestriol having a single beta-D-glucuronic acid residue attached at position 16.


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


A steroid compound with a structure based on a 19-carbon (androstane) skeleton.


A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by a hydroxy group at position 9, a methoxy group at position 3 and a prenyl group at position 2. Isolated from  Erythrina glauca and Erythrina burttii, it exhibits anti-HIV activity.


name: 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid (3-bromophenyl)methyl ester


A steroid that has a structure based on a 21-carbon (pregnane) skeleton. Note that individual examples may have ring substituents at other positions and/or contain double bonds, aromatic A-rings, expanded/contracted rings etc., so the formula and mass may vary from that given for the generic structure.


name: 2-methyl-4-[2-oxo-2-(2-phenylethylamino)ethyl]-5-thieno[3,2-b]pyrrolecarboxylic acid ethyl ester


leucopterin (keto form)

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


17-epiestriol 17-O-(beta-D-glucuronide)

A steroid glucosiduronic acid that is 17-epiestriol having a single beta-D-glucuronic acid residue attached at position 17.


A 5,6,7,8-tetrahydrobiopterin in which the stereocentre at position 6 has R-configuration.


A biflavonoid obtained by coupling of two units of 8,3'-dihydroxy-7,4',5'-trimethoxyflavan resulting in a bond between C-5 positions of the two chromene rings. Isolated from Muntingia calabura, it exhibits antineoplastic activity.


name: cyclobutanecarboxylic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


A thiopurine that is 9H-purine substituted by a methylsulfanyl group at position 6.


C7-oxacyanine cation

The cationic form of a C7 cyanine dye having 3-ethyl-1,3-benzoxazol-2(3H)-yl units at each end.


L-COCLAURINE

The (S)-enantiomer of coclaurine.


name: 4-methyl-5-thieno[3,2-b]pyrrolecarboxylic acid [1-oxo-1-(2-phenylethylamino)propan-2-yl] ester


ciguatoxin HIJKLM ring fragment

A polycyclic ether comprising a linear sequence of sequence of five trans-fused oxacycles and one spiro-fused tetrahydrofuran ring.


A member of the class of  6-aminopurines that is adenine bearing two hydroxy substituents at positions 2 and 8. It is a highly insoluble metabolite of adenine that causes radiolucent urolithiasis. It is produced by individuals who suffer from adenine phosphoribosyltransferase (APRT) deficiency, a rare autosomal recessive error of purine metabolism.


ERYSODINE

An erythrina alkaloid with formula C18H21NO3 isolated from several erythrina plant species. It is a competitive antagonist of nicotinic acetylcholine receptors and exhibits antiparasitic and insecticidal activities.


name: 2-(trifluoromethyl)-3-imidazo[1,2-a]pyrimidinecarboxylic acid ethyl ester


perylenes

An organic molecule that contains a perylene skeleton.


s-indacene

An indacene that consists of a benzene ring having two fused cyclopentane rings in a rectilinear arrangement.


A dimethylnaphthalene carrying methyl groups at positions 2 and 6.


name: 4-(3-amino-5-bromo-2-benzofuranyl)-4-oxobutanoic acid methyl ester


Any C21-steroid carrying a hydroxy substituent at position 21.


A 11beta-hydroxy steroid that is  progesterone substituted by a beta-hydroxy group at position 11.


L-ornithine 2-naphthylamide

An L-ornithine derivative that is the amide obtained by formal condensation of the carboxy group of L-ornithine with the amino group of 2-naphthylamine.


A pteridine that is lumazine substituted with a 2-hydroxyethyl group at position 8 and a methyl group at position 6; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


A member of the class of biindoles that is indirubin substituted at position 6 by a bromo group and in which the keto group at position 3' has undergone condensation with hydroxylamine to form the corresponding oxime.


name: 4-(4-methoxyanilino)-2,5-dimethyl-6-thieno[2,3-d]pyrimidinecarboxylic acid ethyl ester


(R,S,S,S)-nebivolol

A 2,2'-iminobis[1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol] that has (1S,1'S,2R,2'S)-configuration.


An L-glutamine derivative that is the amide obtained by formal condensation of the gamma-carboxy group of L-glutamic acid with the amino group of 2-naphthylamine.


polycyclic olefin

A polycyclic hydrocarbon having any number of double bonds.


FluorX 6-isomer

The 6-isomer of FluorX.


Any aminopurine having the amino substituent at the 2-position.


4-hydroxy steroid

Any steroid bearing a 4-hydroxy substituent.


anthrafuran

Any organic heterotetracyclic compound consisting of a furan ring ortho-fused to an anthracene.


name: 2-acetamido-6-(phenylmethyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-3-carboxylic acid methyl ester


(+)-schisandrin B

An organic heterotetracyclic compound that is found in Fructus Schisandrae and Schisandra chinensis.


A partially hydrogenated benzophenanthridine carrying an oxo group at C-4, geminal methyl groups at C-2 and a 3-bromo-4-(dimethylamino)phenyl group at C-5.


tephrowatsin A

A hydroxyflavan that is  (2S)-flavan substituted by hydroxy group at position 4, methoxy groups at positions 5 and 7 and a prenyl group at position 8 respectively.


ortho- and peri-fused compound

A polycyclic compound in which one ring contains two, and only two, atoms in common with each of two or more rings of a contiguous series of rings. Such compounds have n common faces and less than 2n common atoms.


The (R)-enantiomer of flavan.


name: 2-[(3,4-dimethyl-2-oxo-1-benzopyran-7-yl)oxy]acetic acid prop-2-enyl ester


xibornol

A bridged compound that is 3,4-xylenol carrying an additional isobornyl substituent at position 6. A lipophilic antibacterial drug  mainly used in spray dosage forms for the local treatment of infection and inflammation of the throat.


INDOLACTUM

A 9-membered ring that is a potent protein kinase C activator


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


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


name: 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid [2-[2-(3,4-diethoxyphenyl)ethylamino]-2-oxoethyl] ester


name: 1,3-benzothiazole-6-carboxylic acid [2-[(3,5-dichloro-4-methyl-2-pyridinyl)amino]-2-oxoethyl] ester


EHNA

A purine derivative having an adenine skeleton substituted at N-9 with a erythro-2-hydroxynonan-3-yl group; relative configuration.


A disaccharide derivative that consists of 5,7-dihydroxy-6-methoxy-2-methylchromone substituted by a rutinosyl group at position 7 via a glycosidic linkage. Isolated from  Crossosoma bigelovii, it exhibits antineoplastic activity.


An isoquinolinol that is 1,2,3,4-tetrahydroisoquinoline substituted by a methyl group at position 1 and by hydroxy groups at positions 6 and 7.


name: 3-ethyl-4-oxo-1-phthalazinecarboxylic acid [2-(1H-indol-3-yl)-2-oxoethyl] ester


bile alcohol

Members of the class of cholestanoid that include polyhydroxy derivatives of cholestane.


A member of the class of naphthalenediols that is naphthalene in which the hydrogens at positions 1 and 8 are replaced by hydroxy groups.


pedunculosumoside B

A homoflavonoid glycoside that is 5'-prenylophioglonol attached to beta-D-glucopyranosyl residues at positions 7 and 4' respectively via glycosidic linkages. It has been isolated from the whole plants of Ophioglossum pedunculosum.


Purine bearing a methyl substituent at position 6.


1-hydroxy steroid

A hydroxy steroid having a hydroxy group located at position 1.


A benzyltetrahydroisoquinoline having the benzyl group at the 1-position and an N-methyl substituent.


L-valine 2-naphthylamide

An L-valine derivative that is the amide obtained by formal condensation of the carboxy group of L-valine with the amino group of 2-naphthylamine.


(E)-indol-3-ylacetaldehyde oxime

An indol-3-ylacetaldehyde oxime in which the oxime moiety has E configuration.


Coumarin carrying a methyl group at C-4 and a succinyl-leucyl-tryrosyl side-chain at C-7.


Oplophorus luciferin

An imidazopyrazine that is imidazo[1,2-a]pyrazin-3(7H)-one in which positions 2, 6, and 8 are substituted by 4-hydroxybenzyl, 4-hydroxyphenyl, and benzyl groups, respectively.


apiforol

A tetrahydroxyflavan in which the four hydroxy substituents are located at positions 4, 4', 5 and 7.


An L-aspartic acid derivative that is the amide obtained by formal condensation of the alpha-carboxy group of L-aspartic acid with the amino group of 2-naphthylamine.


A member of the class of chromenes that is 2H-chromene substituted by a phenyl group at position 2. It is a metabolite of flavanone found in rat urine.


(S)-talarozole

An N-{4-[2-ethyl-1-(1H-1,2,4-triazol-1-yl)butyl]phenyl}-1,3-benzothiazol-2-amine that is the (S)-enantiomer of talarozole. The racemate is used for the treatment of keratinization disorders, psoriasis and acne.


DIONCOPELTINE A

An isoquinoline alkaloid that is the biaryl resulting from substitution of the hydrogen at the 7-position of (1R,3R)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol by a 1-hydroxy-6-(hydroxymethyl)-8-methoxynaphthalen-5-yl group. It is a naphthylisoquinoline alkaloid found in Triphyophyllum peltatum.


methylhypoxanthine

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


Major species at pH 7.3


(+)-MAACKIAIN

The (+)-enantiomer of maackiain.


ASPHODELIN A

A hydroxycoumarin that is 4,7-dihydroxy-2H-chromen-2-one substituted by a 2,4-dihydroxyphenyl group at position 3. It is isolated from the roots of Asphodelus microcarpus and exhibits antimicrobial activity against bacteria like Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa and fungal microorganisms like Candida albicans and Botrytis cinerea.


A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of eleven isoprenoid units.


name: 2-(2-amino-4H-[1,3,5]triazino[2,1-b][1,3]benzoxazol-4-yl)propanedioic acid diethyl ester


polyhedrane

A polycyclic hydrocarbon of the (CH)n formula having a skeleton corresponding to the regular or semiregular geometrical solid.


name: 2,4-dimethyl-5-furo[3,2-b]pyrrolecarboxylic acid [3-methyl-1-oxo-1-(2-oxolanylmethylamino)butan-2-yl] ester


name: 3,4,5-trifluorobenzoic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


name: 3,6-dimethyl-4-oxo-1,5,6,7-tetrahydroindole-2,5-dicarboxylic acid O2-cyclopentyl ester O5-methyl ester


An organic heterohexacyclic compound and spirooxindole-type pyranopyrimidine spiro compound in which the shared atom of the spiro system is the carbon at position 3 of 1-allyl-7-fluoro-1,3-dihydro-2H-indol-2-one.


name: 3-chlorobenzoic acid (3,4-dihydro-2H-naphthalen-1-ylideneamino) ester


LEVOMETHORPHAN

A 6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene in which the stereocenters at positions 4a, 10 and 10a have R-configuration. It is a prodrug of levorphanol and a strong narcotic analgesic, and listed as a schedule II controlled substance.


(2R,3S,11S)-aszonalenin zwitterion

Major microspecies at pH 7.3.


(+)-EPICATECHIN

A catechin that is flavan carrying five hydroxy substituents at positions 3, 3', 4', 5 and 7 (the 2S,3S-stereoisomer).


cefteram

A cephalosporin compound having (5-methyl-2H-tetrazol-2-yl)methyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups; a third-generation cephalosporin antibiotic.


gallocatechin

A catechin that is a flavan substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7 (the trans isomer). It is isolated from  Acacia mearnsii.


An aci-nitro compound resulting from the formal tautomerisation of the nitro group of 3-(2-nitroethyl)indole.


sideretin dihexoside

R1=hexoside,R2=hexoside,R3=H; R1=H,R2=hexoside,R3=hexoside; R1=hexoside,R2=H,R3=hexoside


acronidine

An organic heterotetracyclic compound that is 3H-furo[2,3-b]pyrano[3,2-f]quinoline carrying a gem-dimethyl group at position 3 as well as two methoxy substituents at positions 5 and 11.


abacopterin A

An organic heterotetracyclic compound resulting from cyclocondensation of the 4- and 5-hydroxy groups of (2S,4S)-2-(4-methoxyphenyl)-6,8-dimethylchromane-4,5,7-triol across the 1- and 2-positions of 6-O-acetyl-1,2-didehydro-D-glucose. A natural product found in Abacopteris penangiana.


broussin

A hydroxyflavan that is (2S)-flavan substituted by a hydroxy group at position 7 and a methoxy group at position 4'.


5,6,7,8-Tetrahydrobiopterin in which the 1,2-dihydroxypropyl side-chain has L-erythro-configuration.


pyranopyrazole

An organic heterobicyclic compound whose skeleton consists of a pyran ring which is ortho-fused to a pyrazole ring.


A member of the class of indoles that is 1H-indole substituted by a [(8aS)-1-oxo-1,2,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazin-3-yl]methyl group at position 3.


ANTHRAROBIN

An anthracenetriol having the three hydroxy substituents at the 1-, 2- and 10-positions.


dizocilpine

An organic heterotetracyclic compound that is 1-methyl-8-azabicyclo[3.2.1]octane ortho-fused to two benzene rings at positions 2-3 and 6-7 (the 5S,10R-stereoisomer). It is a non-competitive antagonist of the N-methyl-D-aspartate (NMDA) receptor and affects cognitive function, learning, and memory.


cincreasin

A member of the class of benzoxazoles that is 2-benzoxazolinone substituted at position 6 by a bromo group.


mononitronaphthalene

A nitronaphthalene carrying a single nitro group at unspecified position.


hypoxanthine 3-N-oxide

An oxopurine that is 3,9-dihydro-6H-purine which is substituted by an oxo group at position 6 and in which the hydrogen attached to the nitrogen at position 3 is replaced by a hydroxy group. It is a major component of Schreckstoff, an alarm pheromone found in fish.


JASPLAKINOLIDE Z1

A  depsipeptide isolated from Jaspis splendens.


cephalexin

A semisynthetic first-generation cephalosporin antibiotic having methyl and beta-(2R)-2-amino-2-phenylacetamido groups at the 3- and 7- of the cephem skeleton, respectively. It is effective against both Gram-negative and Gram-positive organisms, and is used for treatment of infections of the skin, respiratory tract and urinary tract.


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


ceftiolene

A cephalosporin compound having (E)-2-{[5,6-dioxo-4-(2-oxoethyl)-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl]sulfanyl}ethenyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups; a third-generation cephalosporin antibiotic.


A member of the class of pterocarpans that is (6aS,11aS)-3,6a,9-trihydroxypterocarpan in which the hydrogen atom at position 4 is substituted by a 3-methylbut-2-en-1-yl group.


The conjugate acid of (R)-N-methylsalsolinol obtained by protonation of the imino group; major species at pH 7.3.


LEPTORUMOL

A member of the class of chromones that is chromone substituted by hydroxy groups at positions 5 and 7 and methyl groups at positions 6 and 8 respectively. It has been isolated from Pisonia aculeata.


uric acid

An oxopurine that is the final oxidation product of purine metabolism.


(R)-N-methylcoclaurine

The (R)-enantiomer of N-methylcoclaurine.


A member of the class of indoles that is 1H-indole substituted by a 3-methylbut-1-en-3-yl group at position 2 and a [(8aS)-1-oxo-1,2,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazin-3-yl]methyl group at position 3.


NOREUGENIN

A member of the class of chromones in which the 1,4-benzopyrone skeleton is substituted with a methyl group at position 2 and with hydroxy groups at positions 5 and 7.  A natural product, it is found in Pisonia aculeata.


R-epinastine

An epinastine that has R configuration at the chiral centre.


(+)-medicarpin

The (+)-enantiomer of medicarpin.


name: ortho- and peri-fused tricyclic hydrocarbon


backebergine

A member of the class of isoquinolines carrying two methoxy substituents at positions 6 and 7.


name: 4-[1-oxo-6-(4-oxo-2-sulfanylidene-1H-thieno[3,2-d]pyrimidin-3-yl)hexyl]-1-piperazinecarboxylic acid ethyl ester


rhodamine red-X

A sulfonated xanthene dye of absorption wavelength 573 nm and emission wavelength 591 nm.


bauhinoxepin A

An organic heterotetracyclic compound that is 3H-chromeno[6,5-b][1]benzoxepine substituted by geminal methyl groups at position 3, a single methyl group at position 5 and hydroxy groups at positions 6 and 11. It is isolated from the roots of Bauhinia saccocalyx and exhibits antimycobacterial activity.


spiroketal

A cyclic ketal in which the ketal carbon is the only common atom of two rings.


name: 4-oxo-10H-pyrimido[1,2-a]benzimidazole-3-carboxylic acid ethyl ester


benzisoxazole

Compounds based on a fused 1,2-oxazole and benzene bicyclic ring skeleton.


A member of the class of indoles in which the hydrogens at position 3 of 3H-indole have been replaced by 2-isocyanovinyl and geranyl groups.


name: 1-[(2-oxo-1,3-dihydroindol-5-yl)sulfonyl]-4-piperidinecarboxylic acid ethyl ester


HORDATINE A

A member of the calss of benzofurans that is a homodimer of para-coumarylagmatine where a hydroxy group of one molecule has reacted across the other molecule's ethene double bond to combine the two molecules and form a furan ring.


5-oxo-L-proline 2-naphthylamide

An L-proline derivative that is the amide obtained by formal condensation of the carboxy group of 5-oxo-L-proline with the amino group of 2-naphthylamine.


ortho-fused heteroarene

An ortho-fused compound in which at least one of the rings contains at least one heteroatom.


N-(beta-D-glucopyranosyl)indole

An N-glycosyl compound that is 1H-indole in which the hydrogen attached to the nitrogen has been replaced by a beta-D-glucosyl group. A (non-fluorescent) constituent of the death fluorescence compounds of C. elegans. SMID ID: iglu#1.


A vinylnaphthalene carrying a vinyl group at position 2.


LESPEFLORIN G2

A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 8, a methoxy group at position 9 and prenyl groups at positions 2 and 10. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.


6-bromo-2-naphthyl beta-D-glucoside

A beta-D-glucoside that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen is replaced by a 6-bromo-2-naphthyl group.


name: 4-[2-[(2-ethoxy-2-oxoethyl)thio]-4-oxo-3-thieno[3,2-d]pyrimidinyl]-1-piperidinecarboxylic acid ethyl ester


D-erythro-biopterin

A biopterin in which the 1,2-dihydroxypropyl group has (1S,2R)-configuration.


name: 3-chloro-1-benzothiophene-2-carboxylic acid [2-oxo-2-(3-oxo-4H-1,4-benzoxazin-6-yl)ethyl] ester


pyrazolopyridazine

Any organonitrogen heterocyclic compound whose skeleton consists of a pyrazole ring that is ortho-fused to a pyridazine ring.


A methyladenine that is 9H-purin-6-amine substituted by a methyl group at the amino nitrogen.


An X-rhodamine triethylammonium salt having a carboxy substituent at the 5-position.


naphthohydroquinone

A hydroxynaphthalene that is naphthalene-1,4-diol and its C-substituted derivatives.


polycyclic cage

A polycyclic compound having the shape of a cage.


silandrin

A flavonolignan isolated from milk thistle, Silybum marianum, and has been shown to exhibit hepatoprotective activity.


A 3-methylguanine that is 3,9-dihydro-6H-purin-6-one substituted by an amino group at position 2 and a methyl group at position 3.


A menaquinol having a side chain composed of nine isoprenoid units.


tetra-tert-butyltetrahedrane

A polycyclic alkane that is tetrahedrane in which each of the hydrogens is substituted by a tert-butyl group.


leucopterin (enol form)

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


indane

An ortho-fused bicyclic hydrocarbon consisting of a benzene ring fused to a cyclopentane ring; a high-boiling (176 (o)C) colourless liquid.


name: 5alpha, 6alpha;8alpha, 9alpha-diepoxy-(22E, 24R)-ergost-22-ene-3beta, 7alpha-diol


alkyloxynaphthalene

Naphthalenes in which one or more alkyloxy groups are bonded to a naphthalene ring system.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of eleven isoprenoid units.


3-deoxysappanone B

A  homoisoflavonoid that is 2,3-dihydro-4H-1-benzopyran-4-one substituted by a hydroxy group at position 7 and a (3,4-dihydroxyphenyl)methyl group at position 3 respectively (the 3R-stereoiosmer). it has been isolated from Caesalpinia sappan.


name: 4-(dimethylsulfamoyl)benzoic acid [2-oxo-2-(3-oxo-4H-1,4-benzoxazin-6-yl)ethyl] ester


5beta steroid

Any steroid that has beta-configuration at position 5.


ethyl nile blue(1+)

The cation of ethyl nile blue.


tetramethylrhodamine phalloidin

A tetramethylrhodium dye conjugated to the bicyclic peptide phalloidin via a thiourea linkage.


2,7-naphthyridine derivative

Any naphthyridine derivative that is a derivative of 2,7-naphthyridine.


A triazolopyrazine that is a rigid cyclohexylamine analogue of sitagliptin.


The pteridine that is lumazine substituted with a hydroxymethyl group at C-6 and a 1-D-ribityl group at N-8.


neoflavones

Any neoflavonoid with a 4-aryl-2H-1-benzopyran-2-one (4-arylcoumarin) skeleton and its substituted derivatives.


setiptiline maleate

A maleate salt obtained by reaction of setiptiline with one equivalent of maleic acid.


name: 5-methyl-4-[(2-oxo-1-benzopyran-7-yl)oxymethyl]-2-furancarboxylic acid methyl ester


helicene

ortho-Fused polycyclic arenes in which all rings (minimum five) are angularly arranged so as to give helically shaped molecules.


Any C21-steroid carrying a hydroxy substituent at the 17alpha-position. Note that individual examples may have ring substituents at other positions and/or contain double bonds, aromatic A-rings, expanded/contracted rings etc., so the formula and mass may vary from that given for the generic structure.


A tripeptide that is glutathione in which the side-chain thiol group of the cysteine residue is substituted by a 4-methoxyindol-3-ylmethyl group.


name: 2-(3-oxo-4H-1,4-benzothiazin-2-yl)acetic acid (7-methoxy-2-oxo-1-benzopyran-4-yl)methyl ester


name: 2-ethoxy-3-pyridinecarboxylic acid (6-chloro-2-imidazo[1,2-a]pyridinyl)methyl ester


digoxigenin 3,12-diacetate

A steroid ester that is the 3,12-diacetyl derivative of digoxigenin.


neoflavans

Any neoflavonoid with a 3,4-dihydro-4-aryl-2H-1-benzopyran  skeleton and its substituted derivatives.


pyrrolizidine

A bicyclic organonitrogen heterocyclic compound comprised of two ortho-fused pyrrolidine rings which share a common nitrogen atom.


Alexa Fluor 480

A fluorescent dye derived from a 3,6-diaminoxanthenium-4,5-disulphate.


A member of the class of pterocarpans that is (6aS,11aS)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene which is substituted by a hydroxy group at position 3, a second hydroxy group at position 6a (resulting in the CIP stereochemical designation changing to R,R), and a methylenedioxy group at positions 8-9. It is a metabolite of the pea phytoalexin (+)-pisatin, produced by the pea-pathogenic Fusarium oxysporum forma specialis pisi, and a number of other fungi, including Fusarium anruioides, Fusarium avenaceum, Mycosphaerella pinodes, and Stemphylium botryosum.


Adenine substituted with a methyl group at position N-7.


A member of the class of pyrazolopyrimidines that is pyrazolo[3,4-d]pyrimidin-4-amine bearing additional tert-butyl and 3-bromobenzyl substituents at positions 1 and 3 respectively. It is an ATP-competitive inhibitor of CDPK1 and AKT kinase.


name: 2-amino-3-cyano-5-oxo-1'-spiro[7,8-dihydro-6H-1-benzopyran-4,4'-piperidine]carboxylic acid (phenylmethyl) ester


A carbobicyclic compound consisting of two ortho-fused cyclopentane rings and containing one double bond located at position 2.


name: 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(1,3-benzothiazol-2-ylthio)methyl]-4-triazolecarboxylic acid methyl ester


D-monapterin

A neopterin in which the 1,2,3-trihydroxypropyl side-chain is in 1S,2S configuration.


phthalimides

A dicarboximide that is phthalimide or derivatives obtained from it by the formal replacement of one or more hydrogens.


cladoniamide derivative

Any organic heteropolycyclic compound that is derived from a cladoniamide.


Purine bearing a methyl substituent at position 6.


pyranoxanthene

An organic heterotetracyclic compound having a skeleton comprising a pyran ring ortho-fused to a tricyclic xanthene.


as-indacenes

Molecular entities containing an as-indacene skeleton.


chromane

A benzopyran consisting of a pyran ring having a benzene ring ortho-fused across positions 2 and 3.


name: pentanoic acid [(13S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] ester


N-(naphthyl)carboxamide

Any secondary carboxamide resulting from the formal condensation of a carboxylic acid with 1- or 2-naphthylamine.


ATTO 635-2(1+)

The cationic form of a fluorescent dye derived from a tetrahydronaphtho[2,3-g]quinoline.


androsterone 3-glucosiduronic acid

A steroid glucosiduronic acid having androsterone as the steroid component.


A fluorescein compound having chloro substituents in the 4'- and 5'-positions, methoxy substituents in the 2'- and 7'-positions and a carboxy substituent at the 6-position.


linifanib

A member of the class of phenylureas that is urea in which one of the nitrogens is substituted by a 2-fluoro-5-methylphenyl group, while the other is substituted by a p-(3-amino-1H-indazol-4-yl)phenyl group. It is a potent, selective inhibitor of vascular endothelial growth factor and platelet-derived growth factor receptor tyrosine kinases.


name: 4-pyridinecarboxylic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


An azaspiro compound resulting from the spiro-fusion of 2-imino-1,3-diazinan-4-one at position 6 with 1,3-dimethylcyclohexane. It is a marine metabolite isolated from Vietnamese pufferfish Tetraodon biocellatus and a potential intermediate in the biosynthetic pathway leading to the synthesis of tetrodotoxin.


An ortho-fused bicyclic hydrocarbon that is 1,2-dihydronaphthalene substituted by methyl groups at positions 1, 1 and 5 respectively.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of seven isoprenoid units.


The 5alpha-stereoisomer of androstane.


androstane conjugate

Any androstanoid where the androstane is conjugated.


benzoxaborole

Any organic heterobicyclic compound that consists of an oxoborole ring that is ortho-fused to a benzene ring.


N-benzoyl-L-leucine 2-naphthylamide

An N-(2-naphthyl)carboxamide obtained by formal condensation of the carboxy group of N-benzoyl-L-leucine with the amino group of 2-naphthylamine.


S-epinastine

An epinastine that has S configuration at the chiral centre.


name: thiocyanic acid [2-(1-naphthalenyl)-2-oxoethyl] ester


2-hydroxy steroid

Any  hydroxy steroid carrying a hydroxy group at position 2.


(R)-dyspropterin

A dyspropterin in which the stereocentre at position 6 has R-configuration.


name: acetic acid [2-(2-methylphenyl)-4-oxo-3,1-benzoxazin-7-yl] ester


A 2-demethylmenaquinol having a side chain composed of six isoprenoid units.


indirubin

A member of the class of indolones that is 1,3-dihydro-2H-indol-2-one substituted by a 3-oxo-1,3-dihydro-2H-indol-2-ylidene group at position 3. It is the active component of Dang Gui Long Hui Wan, which has been used in traditional Chinese medicine to treat inflammatory diseases and chronic myeloid leukemia.


An isoquinoline substituted by a methyl group at position 3.


name: 3-ethyl-4-oxo-1-phthalazinecarboxylic acid [2-[2-(2,4-dioxo-3-thiazolidinyl)ethylamino]-2-oxoethyl] ester


ERYBRAEDIN A

A member of the class of pterocarpans that is 3,9-dihydroxypterocarpan substituted with prenyl groups at positions 4 and 10 (the 6aR,11aR stereoisomer). Isolated from Erythrina stricta and Erythrina zeyheri, it exhibits antibacterial, antimycobacterial, antiplasmodial and cytotoxic activities.


name: acetic acid 2-[[oxo-(2-oxo-1-benzopyran-3-yl)methyl]amino]ethyl ester


2-imino-3-(indol-3-yl)propanoic acid

A dehydroamino acid that is tryptophan in which the amino group has been oxidised to the corresponding imine.


name: 4-[3-(2,4-dioxo-1H-thieno[3,2-d]pyrimidin-3-yl)-1-oxopropyl]-1-piperazinecarboxylic acid ethyl ester


A chromenone that is 2,3-dihydro-7H-chromen-7-one substituted at position 3 by a 2-hydroxy-4-methoxyphenyl group. A reactive intermediate in the biosynthesis of medicarpin.


A glutathione conjugate in which the mercapto hydrogen of glutathione has been replaced by a 1,4-dihydroxy-3-methylnaphthalen-2-yl group


hydrindane

An ortho-fused bicyclic hydrocarbon comprising of a cyclohexane ring fused onto a cyclopentane ring.


N-acylindole

A carboxamide resulting from the formal condensation of a carboxylic acid with the nitrogen of an indole.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of six isoprenoid units.


Adenine substituted with a methyl group at position N-1.


azatetracycloalkane

Any organic heterotetracyclic compound where at least one of the specified hetero atoms is nitrogen.


A carboxynaphthofluorescein compound having a carboxy substituent at the 6-position.


thienopyrimidine

A class of aromatic heterobicyclic compounds each of which contains a pyrimidine ring ortho fused to a 5-membered thiophene ring.


name: sulfamic acid [4-[4-(2,3-dihydro-1H-inden-1-ylamino)-7-pyrrolo[2,3-d]pyrimidinyl]-2-hydroxycyclopentyl]methyl ester


name: N-(3-indolylidenemethylamino)carbamic acid tert-butyl ester


name: 2-[(7-methyl-4-oxo-3-phenyl-6,8-dihydro-5H-pyrido[2,3]thieno[2,4-b]pyrimidin-2-yl)thio]acetic acid methyl ester


name: 4-(dimethylamino)-3-[(phenylmethoxyamino)methylideneamino]-2-thieno[2,3-b]pyridinecarboxylic acid ethyl ester


octahydronaphthalenes

Any carbobycyclic compound that is an octahydronaphthalene or a compound obtained from an octahydronaphthalene by formal substitution of one or more hydrogens.


spiro-epoxide

An oxaspiro compound in which a carbon atom of an epoxide ring is the only common member of two rings.


A member of the class of pteridines that is pteridine in which the hydrogens at positions 2, 4, and 7 have been replaced by hydroxy groups.


An ortho-fused bicyclic hydrocarbon with a structure consisting of decalin hydrogenated across C(7)-C(8) and with methyl groups at C(1) and C(4a) which both have S configuration.


steroid hormone

Any steroid that acts as hormone.


fused compound

A polycyclic compound that contains more than one ring with at least two common atoms (also known as bridgehead carbons) that are adjacent to each other.


strychnine N-oxide

A tertiary amine oxide resulting from the oxidation of the non-acylated nitrogen of strychnine. It is a metabolite of strychnine.


hydroxycholesterol ester

Any cholestane ester carrying at least one hydroxy substituent.


An isochromane that is mellein bearing a methoxy substituent at position 6.


name: 2-benzoylimino-1-(2-furanylmethyl)-10-methyl-5-oxo-3-dipyrido[3,4-c:1',2'-f]pyrimidinecarboxylic acid ethyl ester


CHEATOGLOBOSIN G

A cytochalasan alkaloid found in Chaetomium globosum.


name: 3-methyl-2-benzofurancarboxylic acid [2-[4-amino-1-methyl-3-(2-methylpropyl)-2,6-dioxo-5-pyrimidinyl]-2-oxoethyl] ester


pentahydroxyflavan

Any hydroxyflavan with at least 5 hydroxy groups.


An indole that consists of 3H-indole bearing a methylene substituent at position 3.


cis-pterocarpan

A pterocarpan in which the ring junction between 1-benzofuran and chromene rings has a cis stereochemistry.


CUPRESSUFLAVONE

A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-8 of the two chromene rings respectively. Isolated from Cupressus sempervirens and Juniperus occidentalis, it exhibits free radical scavenging and antielastase activities.


A pteridine that is lumazine substituted with a 1,2-dideoxy-1-D-ribityl group at position 8 and a methyl group at position 7; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


A member of the class of indoles that is 1H-indole carrying methoxy and isothiocyanatomethyl substituents at positions 1 and 3 respectively.


L-serine 2-naphthylamide

An L-serine derivative that is the amide obtained by formal condensation of the carboxy group of L-serine with the amino group of 2-naphthylamine.


Any benzimidazole substituted at the 1 position by erythrose.


robustaflavone 7,4',7''-trimethyl ether

A  biflavonoid that is the 7,4',7''-trimethyl ether derivative of robustaflavone. Isolated from  Selaginella doederleinii, it exhibits cytotoxic activity against human cancer cell lines.


name: 3-(1,3-benzothiazol-2-yl)propanoic acid (3,5-dimethyl-4-isoxazolyl)methyl ester


Any imidazooxazine resulting from the fusion of the bond between positions 2 and 1 of an imidazole with the bond between positions 2 and 3 of a 1,3-oxazine, and  derivatives.


benzocyclobutene

A carbobicyclic compound that is benzene fused to a cyclobutane ring.


L-glutamine 2-naphthylamide

An L-glutamine derivative that is the amide obtained by formal condensation of the carboxy group of L-glutamic acid with the amino group of 2-naphthylamine.


edudiol

A member of the class of  pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9, a methoxy group at position 1 and a prenyl group at position 2. It has been isolated from  Glycyrrhiza uralensis.


name: 4-[(3-oxo-4H-1,4-benzoxazin-7-yl)sulfonyl]-1-piperazinecarboxylic acid ethyl ester


bicyclic nitroimidazole

Any organic heterobicyclic compound comprising two ortho-fused rings, one of which is a 4-nitroimidazole.


ametoctradin

A member of the class of triazolopyrimidines that is [1,2,4]triazolo[1,5-a]pyrimidin-7-amine carrying additional ethyl and octyl substituents at positions 5 and 6 respectively. A fungicide for the control of late blight and downey mildew on potatoes and other crops including vines.


A leucoanthocyanidin that is the 3-deoxy derivative of (2R,3S,4S)-leucocyanidin.


name: 6-aminopurine-9-carboxylic acid methyl ester


fluorinated steroid

A steroid which is substituted with one or more fluorine atoms in any position.


name: 2,5-dimethoxybenzenesulfonic acid (1,3-dioxo-2-isoindolyl) ester


name: N-[2-(1-azepanyl)-1,3-benzothiazol-6-yl]carbamic acid ethyl ester


A 4-hydroxy steroid that consists of 17beta-estradiol bearing an additional 11beta-hydroxy substituent.


ISOSCOPOLETIN

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.


A trans-fused organic heterotetracyclic compound consisting of two fused pyran rings flanked by two oxepan rings.


A steroid glucosiduronic acid that consists of 17alpha-estradiol having beta-glucuronyl and alpha-N-acetylglucosaminyl residues attached via glycosidic linkages at positions 3 and 17 respectively.


diplotasin

A hydroxyhomoflavonoid that is isochromeno[4,3-b]chromen-7(5H)-one substituted by a hydroxy group at position 4 and methoxy groups at positions 3, 10 and 11. It has been isolated from Mimosa diplotricha.


CHAETOGLOBOSIN U

A cytochalasan alkaloid found in Chaetomium globosum.


calixarene

A macrocycle composed of 1,3-phenylene groups linked by methylene groups. The number of 1,3-phenylene units in the macrocycle is denoted by the "n" in calix[n]arene name.


name: 4-methyl-1-piperazinecarbodithioic acid [2-[(2-methyl-3-phenyl-3H-1,5-benzodiazepin-4-yl)amino]-2-oxoethyl] ester


Isatin substituted at C-5 by an amino group.


name: 3-(phenoxymethyl)-2-benzofurancarboxylic acid (1-amino-1-oxopropan-2-yl) ester


calixarenes

Originally macrocyclic compounds capable of assuming a basket (or "calix") shaped conformation. They are formed from p-hydrocarbyl phenols and formaldehyde. The term now applies to a variety of derivatives by substitution of the hydrocarbon cyclo{oligo[(1,3-phenylene)methylene]}.


name: 2-[(6-fluoro-1,3-benzothiazol-2-yl)amino]-4-thiazolecarboxylic acid ethyl ester


A polycyclic ether comprising a linear sequence of sequence of six trans-fused six-, seven- and eight-membered oxacycles.


name: 3-thiophenecarboxylic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


Alexa Fluor 514

A fluorescent dye of absorption wavelength 517 nm and emission wavelength 542 nm derived from a 3,6-diaminoxanthenium-4,5-disulfate.


name: 4-methylsulfonylbenzoic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


A beta-D-glucopyranoside with a 6-alkylamino-7-H-purin-7-yl substituent at the anomeric carbon atom.


hydroxycoumarin

Any coumarin carrying at least one hydroxy substituent.


A  meroterpenoid that is ferruginol substituted by a beta-hydroxy group at position 6. It has been isolated from the stem bark of Fraxinus sieboldiana.


cevine

A steroid consisting of cevane having an oxygen bridge between positions 4 and 9 and carrying seven additional hydroxy substituents.


cephamycin C

One of three naturally occurring cephamycin antibiotics, differing from the A and B forms in its carbamoyloxymethyl substituent at C-3.


anthracenetriol

A polyphenol that is anthracene carrying three hydroxy substituents.


name: 7-methoxy-2-oxo-1-benzopyran-3-carboxylic acid ethyl ester


corticosteroid

A natural or synthetic analogue of the hormones secreted by the adrenal gland.


name: 1-amino-5-(4-morpholinyl)-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxylic acid ethyl ester


benzothiazole fungicide

Compounds that contain a benzothiazole moiety as a key feature of their structure and which have been used as fungicides.


A member of the class of hydroxycoumarins that is coumarin which is substituted by methoxy, methyl, and hydroxy groups at positions 4, 5 and 7, respectively.


(S)-N-methylcoclaurine

The (S)-enantiomer of N-methylcoclaurine.


spiroiminodihydantoin

An azaspiro compound that is 1,3,6,8-tetraazaspiro[4.4]non-6-ene which is substituted by oxo groups at positions 2, 4, and 9. Both enantiomers are highly mutagenic products resulting from the oxidation of guanine and 8-oxo-7,8-dihydroguanine in DNA by reactive oxygen species.


cholestanoid

Any steroid based on a cholestane skeleton and its derivatives.


name: 5-hydroxy-2-[(phenylthio)methyl]-3-benzofurancarboxylic acid ethyl ester


SOULATTROLIDE

A member of the class of coumarins that is 11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one substituted by a phenyl group at position 4, methyl groups at positions 6, 6, 10 and 11 and a hydroxy group at position 12 (the 10S,11R,12S stereoisomer). Isolated from  Calophyllum brasiliense and Calophyllum soulattri, it exhibits anti-HIV activity.


name: 3-oxo-4H-1,4-benzothiazine-6-carboxylic acid [2-[1-(1-methoxypropan-2-yl)-2,5-dimethyl-3-pyrrolyl]-2-oxoethyl] ester


name: 2-amino-4-(3-chlorophenyl)-6-(2-furanylmethyl)-7-methyl-5-oxo-4H-pyrano[3,2-c]pyridine-3-carboxylic acid methyl ester


maackiain

A member of the class of ptercoarpans that is cis-pterocarpan  substituted by a hydroxy group at position 3 and a methylenedioxy group across positions 8 and 9.


pterocarpan

The simplest member of the class of pterocarpans that is 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene.


gitoxigenin 3-acetate

A steroid ester that is the 3-acetyl derivative of gitoxigenin.


CYTOGLOBOSIN A

A  cytochalasan alkaloid found in Chaetomium globosum.


isobenzofuranone

A 2-benzofuran containing one or more oxo groups.


L-lysine 2-naphthylamide

An L-lysine derivative that is the amide obtained by formal condensation of the carboxy group of L-lysine with the amino group of 2-naphthylamine.


7alpha-hydroxy steroid

A 7-hydroxy steroid in which the hydroxy group at position 7 has an alpha-configuration.


A pteridine that is lumazine substituted with a 1,5-dideoxy-1-D-ribityl group at position 8 and a methyl group at position 7; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


norsalsolinol

An isoquinolinol that is 1,2,3,4-tetrahydroisoquinoline substituted by hydroxy groups at positions 6 and 7. It is present in the dopamine-rich areas of the human brain, including the substantia nigra.


name: 5-hydroxy-2-[[(4-methylphenyl)thio]methyl]-3-benzofurancarboxylic acid ethyl ester


dithiolopyrrolone antibiotic

A class of antibiotics that possess the unique pyrrolinonodithiole (4H-[1,2]dithiolo[4,3-b]pyrrol-5-one) skeleton linked upto three variable acyl groups.


Any compound having 6-aminopurine (adenine) as part of its structure.


A spirocyclic epoxide obtained by formal addition of a methylene group to the carbonyl moiety of 5-isopropenyl-2-methylcyclohex-2-en-3-one.


BIDEBILINE D

An isoquinoline alkaloid that is a dimer of 10-methoxydehydroanonaine. Isolated from the roots of Polyalthia debilis, it exhibits moderate antimalarial activity by inhibiting the growth of the malarial parasite Plasmodium falciparum.


alvaradoin M

A C-glycosyl compound that is 1,8-dihydroxy-3-methylanthracen-9(10H)-one substituted by a 3-O-senecioyl-alpha-L-lyxopyranosyl moiety at position 10 via a C-glycosidic linkage (the 10S stereoisomer). It is isolated from the leaves of Alvaradoa haitiensis and exhibits cytotoxicity against human oral epidermoid carcinoma.


A cationic fluorescent dye derived from benzo[a]phenoxazin-7-ium.


L-hydroxyproline 2-naphthylamide

An L-proline derivative that is the amide obtained by formal condensation of the carboxy group of trans-4-hydroxy-L-proline with the amino group of 2-naphthylamine.


epithienamycin E

A member of the class of carbapenems that is (5R,6R)-3-{[(E)-2-aminoethenyl]sulfanyl}-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid in which the free hydroxy and amino groups are carrying sulfo and acetyl substituents respectively.


name: 5-methoxy-3-methyl-2-benzofurancarboxylic acid [2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-oxoethyl] ester


HERNIARIN

A member of the class of coumarins that is coumarin substituted by a methoxy group at position 7.


PEDUNCULOSUMOSIDE A

A homoflavonoid glycoside that is ophioglonol substituted by a prenyl group at position 5' as well as 2-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl and beta-D-glucopyranosyl residues at positions 7 and 4' respectively via glycosidic linkages. Isolated from the whole plants of Ophioglossum pedunculosum, it exhibits  anti-HBV activity.


bentranil

A benzoxazine that is 4H-3,1-benzoxazin-4-one substituted by a phenyl group at position 2. It is a postemergence herbicide used for the control of annual weeds in cereal crops, maize, and rice.


(Z)-dehydrocyclopeptine

A geoisomer of dehydrocyclopeptine in which the C=C bond of the benzylidene substituent has Z-configuration.


17-epiestriol 3-O-(beta-D-glucuronide)

A steroid glucosiduronic acid that is 17-epiestriol having a single beta-D-glucuronic acid residue attached at position 3.


CEFDALOXIME

A cephalosporin compound having methoxymethyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetyl]amino side-groups; a third-generation cephalosporin antibiotic.


A member of the class of tetralins that is tetralin which is substituted by a methyl group at position 1 and at position 5,


1,8-naphthyridine derivative

Any naphthyridine derivative that is a derivative of 1,8-naphthyridine.


rhodamine B(1+)

A cationic fluorescent dye derived from 9-phenylxanthene.


name: cis-1,3,4,6,7,11b-Hexahydro-9-methoxy-2H-benzo[a]quinolizine-3-carboxylic acid ethyl ester


AUREOTHRICIN

A dithiolopyrrolone antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and propanoylamino groups, respectively. It is a moderate antimicrobial by-product of the thiolutin fermentation in various Streptomyces species.


name: 5-amino-1-(2-pyridinyl)-4-pyrazolecarboxylic acid ethyl ester


A naphthalenetriol that is naphthalene substituted by hydroxy groups at positions 1, 3 and 8.


pterocarpans

Members of the class of benzofurochromene with a 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene skeleton and its substituted derivatives. They generally bear structural resemblance to isoflavanoids that possess antibiotic activity and are produced by plant tissues in response to infection. They are the 3,4-dihydroderivatives of coumestans.


name: 3,8-dimethyl-4-oxo-7,8,9,10-tetrahydro-6H-thieno[1,2]pyrimido[4,5-a]azepine-2-carboxylic acid ethyl ester


penam

Compound comprising a beta-lactam ring fused to a saturated 5-membered ring containing one sulfur atom.


TRIPHENYLENE

An ortho-fused polycyclic arene consisting of four fused benzene rings.


(R)-nomifensine

The R enantiomer of nomifensine.


A member of the class of dihydroisocoumarins that is hydrangenol attached to a  beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranosyl residue at position 4' via a glycosidic linkage. It has been isolated from the roots of Scorzonera judaica.


name: 4-oxo-3-pyrimido[2,1-b][1,3]benzoxazolecarboxylic acid ethyl ester


LESPEFLORIN G3

A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 8, methoxy groups at positions 1 and 9 and prenyl groups at positions 2 and 10. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.


pyrrolotriazine

Any organic heterobicyclic compound containing ortho-fused pyrrolidine and triazine rings.


name: 3,6-Dimethoxyestra-1,3,5(10),6,8-pentaene-17beta-carboxylic acid methyl ester


HAPALINDOLE H

A tetracyclic hapalindole alkaloid that is produced by the Stigonematales genus of cyanobacteria.


epoxy steroid

Any steroid whose structure includes an epoxy group.


name: 4-methyl-5-thieno[3,2-b]pyrrolecarboxylic acid [2-oxo-2-(thiophen-2-ylmethylamino)ethyl] ester


A chromenol that is 2-(4-hydroxyphenyl)-4H-1-benzopyran carrying four additional hydroxy substituents at positions 3, 4, 5 and 7.


calixresorcarene

A macrocycle composed of 4,6-dihydroxy-1,3-phenylene groups linked by methylene groups. The number of 4,6-dihydroxy-1,3-phenylene units in the macrocycle is denoted by the "n" in calixresorc[n]arene.


name: 4-[(3-methyl-2-oxo-1,3-benzoxazol-6-yl)sulfonylamino]benzoic acid ethyl ester


name: 2-[1-(phenylmethyl)-2-isoquinolin-2-iumyl]acetic acid ethyl ester


A 2',7'-bis-(2-carboxyethyl)carboxyfluorescein compound having a carboxy substituent in the 5-position.


methoxyflavan

A member of the class of flavans in which one or more ring hydrogens are replaced by methoxy groups.


loracarbef

A synthetic "carba" analogue of cefaclor, with carbon replacing sulfur at position 1. Used to treat a wide range of infections caused by both gram-positive and gram-negative bacteria.


name: N-(3-indolylidenemethylamino)carbamodithioic acid methyl ester


1-naphthol hydrogenated at C-5, -6, -7 and -8.


name: NORCHOLESTENOL IODOMETHYL (131I) [INJECTION]


LESPEFLORIN H2

A member of the class of coumestans that is 9,10-dihydro-6H-[1]benzofuro[3,2-c]chromene substituted by a methoxy group at position 3, a hydroxy group at position 8 and a 6,6-dimethyl-3,6-dihydro-2H-pyran ring fused across positions 9 and 10. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.


Alexa Fluor 514 meta-isomer

The 5-succinimidyloxycarbonyl isomer of Alexa Fluor 514.


polycyclic alkane

A polycyclic saturated hydrocarbon.


(+)-lyoniresinol

A lignan that is tetralin substituted by a 4-hydroxy-3,5-dimethoxy group at position 4, hydroxymethyl groups at positions 2 and 3, methoxy groups at positions 5 and 7 and a hydroxy group at position 6. Isolated from Machilus robusta and Sinocalamus affinis, it exhibits antineoplastic activity.


name: 1,3-benzothiazole-6-carboxylic acid (2-benzamido-2-oxoethyl) ester


name: 3-(dimethylaminomethylideneamino)-4-methoxy-2-thieno[2,3-b]pyridinecarboxylic acid ethyl ester


kenpaullone

An indolobenzazepine that is paullone in which the hydrogen at position 9 is replaced by a bromo substituent. It is an ATP-competitive inhibitor of cyclin-dependent kinases (CDKs) and glycogen synthase kinase 3beta (GSK3beta).


ulotaront

A member of the class of thienopyrans that is 4,7-dihydro-5H-thieno[2,3-c]pyran substituted by a (methylamino)methyl at position 7S. It is a trace amine-associated receptor 1 and serotonin 5-HT1A receptors agonist that has demonstrated efficacy in the treatment of patients with schizophrenia.


asphodelin A-4'-O-beta-glucoside

A beta-D-glucoside in which a beta-D-glucopyranosyl residue is attached at position 4' of asphodelin A via a glycosidic linkage. It is isolated from the roots of Asphodelus microcarpus and exhibits antimicrobial activity against bacteria like Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa and fungal microorganisms like Candida albicans and Botrytis cinerea.


hordatine B

A member of the class of benzofurans that is a heterodimer of feruloylagmatine and para-coumarylagmatine where the former's hydroxy group has reacted across the latter's ethene double bond resulting in oxidative coupling to form a furan ring.


LESPEFLORIN G5

A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9, a methyl group at position 8 and prenyl groups at positions 4 and 10. Isolated from the roots of Lespedeza floribunda, it acts as a melanin synthesis inhibitor.


name: 2-[[3-(4-methoxyphenyl)-4-oxo-6,7-dihydrothieno[3,2-d]pyrimidin-2-yl]thio]acetic acid ethyl ester