Dave's Molecular Models
Chiral

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File revised: Thu, Mar 27, 2014 .

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Tutorials: Beginning Organic Chemistry. | Organic Nomenclature | Problem Solving


The following molecular models are part of Dave's molecular models database.

Note: The model presentation uses the Jmol applet requiring Java to be installed on your computer.


Model files copyright 1994-2004, 2005

The models may be used for educational or personal purposes, but may not be copied for publishing use without permission of the author.


FormulaMolar
Mass
Name (click for model)Comments
CBrClFI272.27(R)-Bromochlorofluoroiodomethane"
CHBrClF146.37(R)-BromochlorofluoromethaneRotation = -1.6"
CHBrClF146.37(S)-BromochlorofluoromethaneRotation = +1.6"
CHBrClI255.28(R)-Bromochloroiodomethane"
CHBrClI255.28(S)-Bromochloroiodomethane"
CHBrClI255.28BromochloroiodomethaneBoth (R)- and (S)- in same view"
C2HBrClF3194.382-Bromo-2-chloro-1,1,1-trifluoroethaneHalothane, an inhalation anaesthetic (racemate used).
Fact sheet"
C3H2ClF5O179.5(R)-1-Chloro-2,2,2-trifluoro-1-
difluoromethoxyethane,
Isoflurane
Anesthetic: human and animal, solvent for fluorinated compounds"
C3H2ClF5O179.5(R)-2-Chloro-1,1-difluoro-2-fluoro-1-
difluoromethoxyethane,
Enflurane
Anesthetic, solvent for fluorinated compounds"
C3H5BrO2152.98(S)-2-Bromopropanoic acid"
C3H5BrO2152.98(R)-2-Bromopropanoic acid"
C3H6BrO2153.99(S)-2-Bromopropanoic acid"
C3H6BrO2153.99(R)-2-Bromopropanoic acid"
C3H6Cl2112.99(R)-1,2-Dichloropropane"
C3H6O58.09(R)-Methyloxirane"
C3H6O58.09(S)-Methyloxirane"
C3H6O390.09(R)-(+)-Glyceraldehyde"
C3H6O390.09(S)-(-)-Glyceraldehyde"
C3H6O390.09(S)-(+)-Lactic AcidIn blood and muscles of man and animals."
C3H7NO289.11AlanineAmino acid"
C4H6O5134.1Hydroxybutanedioic acid(S)-Malic acid, apple acid. Found in many fruits."
C4H6O6150.1(+)-(2R,3R)-Tartaric Acidby-product of wine making, see the S,S enantiomer"
C4H6O6150.1(2R,3S)-Tartaric Acid (meso)"
C4H6O6150.1(-)-(2S,3S)-Tartaric Acida rare form of this acid with no optical rotation was called Racemic Acid (from "+ "racemus=bunch of grapes, L). Experiment showed that this was a 50-50 mixture of the (+) and (-) forms of tartaric acid (which were separated by hand-picking crystals of the sodium ammonium salt of racemic acid) and this has led all such 50-50 mixtures of the two enantiomers being labelled racemic"
C4H7Cl90.56(R)-3-Chlorobut-1-ene"
C4H7Cl90.56(S)-3-Chlorobut-1-ene"
C4H7ClO2122.56Methyl (R)-2-chloropropanoate"
C4H7ClO2122.56Methyl (S)-2-chloropropanoate"
C4H8BrCl171.47(2R,3S)-2-Bromo-3-chlorobutane"
C4H8BrCl171.47(2S,3S)-2-Bromo-3-chlorobutane"
C4H8BrCl171.47(2S,3R)-2-Bromo-3-chlorobutane"
C4H8Br2215.92(2R,3S)-2,3-Dibromobutane(meso)"
C4H8Br2215.92(2R,3R)-2,3-Dibromobutane"
C4H8Br2215.92(2S,3S)-2,3-Dibromobutane"
C4H8O3104.12(2R,3R)-2,3,4-Trihydroxybutanal,
D-Erythrose (open chain)
"
C4H8O3104.12(2R,3S)-2,3,4-Trihydroxybutanal,
L-Threose (open chain)
"
C4H8O3104.12(2S,3R)-2,3,4-Trihydroxybutanal,
D-Threose (open chain)
"
C4H8O3104.12(2S,3S)-2,3,4-Trihydroxybutanal,
L-Erythrose (open chain)
"
C4H9Br137.03(R)-2-Bromobutane"
C4H9Br137.03(S)-2-Bromobutane"
C4H9BrO153.03(2R,3R)-3-Bromobutan-2-ol"
C4H9BrO153.03(2S,3S)-3-Bromobutan-2-ol"
C4H9BrO153.03(2S,3R)-3-Bromobutan-2-ol"
C4H9BrO153.03(2R,3S)-3-Bromobutan-2-ol"
C4H9Cl92.58(R)-2-Chlorobutane"
C4H9Cl92.58(S)-2-Chlorobutane"
C4H9ClO108.58(2R,3R)-3-Chlorobutan-2-ol"
C4H9ClO108.58(2R,3S)-3-Chlorobutan-2-ol"
C4H9ClO108.58(2S,3R)-3-Chlorobutan-2-ol"
C4H9ClO108.58(2S,3S)-3-Chlorobutan-2-ol"
C4H9ClO108.58(R)-4-Chlorobutan-2-ol"
C4H9ClO108.58(S)-4-Chlorobutan-2-ol"
C4H9I184.04(R)-2-Iodobutane"
C4H9I184.04(S)-2-Iodobutane"
C4H9I184.042-IodobutaneBoth (R)- and (S)- in same view."
C4H10FO2P139.11SarinChemical warfare agent. Extremely toxic
S enantiomer shown."
C4H10O74.14(S)-Butan-2-ol"
C4H10O74.14(R)-Butan-2-ol"
C4H11N73.16(R)-Butan-2-amine"
C4H11N73.16(S)-Butan-2-amine"
C5H7NO97.13(R)-4-Aminocyclopent-2-enone"
C5H868.13(R)-Pent-2,3-diene"
C5H868.13(S)-Pent-2,3-diene"
C5H8O2100.13(R)-2-Methylbut-3-enoic acid"
C5H8O2100.13(S)-2-Methylbut-3-enoic acid"
C5H9Br149.04(SZ)-4-Bromopent-2-ene"
C5H9Br149.04(RZ)-4-Bromopent-2-ene"
C5H9Br149.04(SE)-4-Bromopent-2-ene"
C5H9Br149.04(RE)-4-Bromopent-2-ene"
C5H9BrO2181.04(R)-2-Bromo-3-methylbutanoic acid"
C5H9BrO2181.04(S)-2-Bromo-3-methylbutanoic acid"
C5H9BrO2181.04(R)-2-Bromopentanoic acidpKa=2.97"
C5H9BrO2181.04(S)-2-Bromopentanoic acidpKa=2.97"
C5H9BrO2181.04(R)-3-Bromopentanoic acidpKa=4.01"
C5H9BrO2181.04(S)-3-Bromopentanoic acidpKa=4.01"
C5H9BrO2181.04(R)-4-Bromopentanoic acidpKa=4.59"
C5H9BrO2181.04(S)-4-Bromopentanoic acidpKa=4.59"
C5H9Cl104.59(S)-3-Chloropent-1-ene"
C5H9Cl104.59(R)-3-Chloropent-1-ene"
C5H9ClO2136.59(S)-3-Chloropentanoic acid"
C5H10Br2229.95(R)-1,3-Dibromopentane"
C5H10Br2229.95(S)-1,3-Dibromopentane"
C5H10O86.15(S)-Pent-4-en-2-ol"
C5H10O86.15(R)-Pent-1-en-3-ol"
C5H10O86.15(S)-Pent-1-en-3-ol"
C5H10O86.15(R)-2-Methylbutanal"
C5H10O86.15(S)-2-Methylbutanal"
C5H10O2102.15(S)-2-Methylbutanoic acid"
C5H10O3118.15(2R,4S)-2,4-Dihydroxypentan-3-onemeso"
C5H10O4134.15beta-D-Deoxyribofuranose"
C5H10O5150.15beta-D-Ribofuranose"
C5H11Br151.06(R)-2-Bromo-3-methylbutane"
C5H11Br151.06(S)-2-Bromo-3-methylbutane"
C5H11BrO167.06(R)-1-Bromopentan-3-ol"
C5H11BrO167.06(S)-1-Bromopentan-3-ol"
C5H11Cl106.61(R)-2-Chloro-3-methylbutane"
C5H11Cl106.61(S)-2-Chloro-3-methylbutane"
C5H11ClO122.61(2R,3R)-2-Chloropentan-3-ol"
C5H11ClO122.61(2R,3S)-2-Chloropentan-3-ol"
C5H11ClO122.61(2S,3R)-2-Chloropentan-3-ol"
C5H11ClO122.61(2S,3S)-2-Chloropentan-3-ol"
C5H11NO101.17(R)-2-Methylbutanamide"
C5H11NO101.17(S)-2-Methylbutanamide"
C5H11N2O2P162.15TabunChemical warfare agent. Toxic by absorption through skin and eyes. S enantiomer shown."
C5H12O88.17(S)-2-Methoxybutane"
C5H12O88.17(R)-2-Methoxybutane"
C5H12O88.17(R)-2-Methylbutan-1-ol"
C5H12O88.17(S)-2-Methylbutan-1-ol"
C5H12O88.17(R)-3-Methylbutan-2-ol"
C5H12O88.17(S)-3-Methylbutan-2-ol"
C5H12O88.17(S)-Pentan-2-ol"
C5H12O88.17(R)-Pentan-2-ol"
C5H12O2104.17(2S,3R)-2-Methylbutane-1,3-diol"
C5H12O2104.17(2R,3S)-2-Methylbutane-1,3-diol"
C5H12O2104.17(2R,3R)-2-Methylbutane-1,3-diol"
C5H12O2104.17(2S,3S)-2-Methylbutane-1,3-diol"
C5H13NO103.19(2R,3R)-3-Amino-N-methylbutan-2-ol"
C5H13NO103.19(2S,3S)-3-Amino-N-methylbutan-2-ol"
C6H880.14(R)-3-Methylpentan-1-en-4-yne"
C6H880.14(S)-3-Methylpentan-1-en-4-yne"
C6H8Cl2151.04(R)-1,6-Dichlorocyclohex-1-eneWhen naming an alkene, the chain numbering must go through the double bond, which takes precedence over the substituent halogens for numbering."
C6H9N3O2155.18HistidineAmino acid"
C6H1082.16(R)-3-Methylpent-1-yne"
C6H1082.16(S)-3-Methylpent-1-yne"
C6H10Br2241.96(2R,5S,3Z)-2,5-Dibromohex-3-eneThe achiral, meso stereoisomer"
C6H10Br2241.96(1S,2R)-1,2-Dibromo-1-methylcyclopentane"
C6H10Br2241.96(1R,2S)-1,2-Dibromo-1-methylcyclopentane"
C6H10O2114.16(R)-4-HexanolidePheromone component of the dermestid beetle, Trogoderma glabrum."
C6H11BrO179.07(S)-2-Bromohexanal"
C6H11BrO2195.07(2R,3R)-2-Bromo-3-methylpentanoic acid"
C6H11BrO2195.07(2S,3S)-2-Bromo-3-methylpentanoic acid"
C6H11Cl118.62(R)-1-Chloro-2,3-dimethylbutane"
C6H11Cl118.62(S)-1-Chloro-2,3-dimethylbutane"
C6H11ClO2150.62(2R,4R)-2-Chloro-4-hydroxyhexanoic acid"
C6H11N97.18(S)-Hex-4-yn-3-amine"
C6H11N97.18(R)-Hex-4-yn-3-amine"
C6H12O100.18(R)-3-Methylpentan-2-one"
C6H12O100.18(S)-3-Methylpentan-2-one"
C6H12O100.18(R)-2,3-Dimethylbutanal"
C6H12O100.18(S)-2,3-Dimethylbutanal"
C6H12O100.18(R)-2-Methylpentanal"
C6H12O100.18(S)-2-Methylpentanal"
C6H12O100.18(R)-3-Methylpentanal"
C6H12O100.18(S)-3-Methylpentanal"
C6H12O2116.18Methyl (S)-2-methylbutanoate"
C6H12O2116.18Methyl (R)-2-methylbutanoate"
C6H12O2116.18(R)-2-Ethyl-3-hydroxybutanal"
C6H12O2116.18(R)-2-Ethyl-4-hydroxybutanal"
C6H12O6180.18alpha-D-Galactopyranose"
C6H12O6180.18beta-D-Galactopyranose"
C6H12S116.24(S)-2-PropylthietaneA component of the anel scent secretion of the stoat, Mustela arminea, 63% this enantiomer."
C6H12S116.24(R)-2-PropylthietaneA component of the anel scent secretion of the stoat, Mustela arminea, 37% this enantiomer."
C6H13Br165.09(S)-3-Bromo-2-methylpentane"
C6H13Br165.09(R)-3-Bromo-2-methylpentane"
C6H13Cl120.64(R)-2-Chloro-3,3-dimethylbutane"
C6H13Cl120.64(S)-2-Chloro-3,3-dimethylbutane"
C6H14ClN135.66(2R,3S)-2-Chloro-4-methylpentan-3-amine"
C6H14O102.2(R)-2-Methylpentan-3-ol"
C6H14O102.2(S)-2-Methylpentan-3-ol"
C6H14O2118.22,3-Dimethylbutane-2,3-diol"
C6H14O2118.2(R)-2-Methylpentane-2,4-diol"
C6H14O2118.2(S)-2-Methylpentane-2,4-diol"
C6H15NO117.22(2S,5R)-5-Aminohexan-2-ol"
C7H10O2126.17(2S,4S)-4-Hydroxycyclohex-2-enecarbaldehydeRing is modeled trans, diequatorial."
C7H11NO125.19(R)-2-Cyanocyclohexanone"
C7H12Cl2O2199.092-Chloroethyl (S)-3-Chloropentanoate"
C7H12O112.19(R)-2-Methylcyclohexanone"
C7H12O112.19(S)-2-Methylcyclohexanone"
C7H12O112.19(R)-(+)-Seudenolaggregation pheromone from the female Douglas fir beetle, Dendroctonus pseudotsugae Similar to the case of sulcatol (qv), the natural pheromone is a racemic mixture which is much more biologically active than either single enantiomer."
C7H12O112.19(S)-(-)-Seudenolaggregation pheromone from the female Douglas fir beetle, Dendroctonus pseudotsugae Similar to the case of sulcatol (qv), the natural pheromone is a racemic mixture which is much more biologically active than either single enantiomer."
C7H13Br177.1(1S,2R)-1-Bromo-1,2-dimethylcyclopentane"
C7H13I224.11trans-1-Iodo-2-methylcyclohexane(1R,2R), chair, diequatorial"
C7H13I224.11trans-1-Iodo-2-methylcyclohexane(1S,2S), chair, diequatorial"
C7H14Cl2O185.11(2'R,2S)-2-Chloro-1-(2'-chloropropoxy)butane"
C7H14Cl2O185.11(2'S,2R)-2-Chloro-1-(2'-chloropropoxy)butane"
C7H14O114.21(S)-2,2-Dimethylcyclopentanol"
C7H14O114.21(R)-2,2-Dimethylcyclopentanol"
C7H14O114.21(2R,3R)-2,3-Dimethylpentanal"
C7H14O114.21(2S,3S)-2,3-Dimethylpentanal"
C7H15NO2145.23(3S,4S)-4-Methyl-3-nitrohexane"
C7H15NO2145.23(3R,4R)-4-Methyl-3-nitrohexane"
C7H15NO2145.23(3R,4S)-4-Methyl-3-nitrohexane"
C7H15NO2145.23(3S,4R)-4-Methyl-3-nitrohexane"
C7H15NO3161.23(3S,4R)-4-Amino-3-hydroxy-7-oxoheptanoic acid"
C7H16100.23(S)-2,3-Dimethylpentane"
C7H16100.23(R)-2,3-Dimethylpentane"
C7H16100.23(S)-3-Methylhexane"
C7H16O116.23(3R,4S)-4-Methylhexan-3-olPheromone of the ant (Tetramorium impurum"
C7H16O116.23(S)-2-Isopropoxybutane"
C7H16O116.23(R)-2-Ethylpentan-1-ol"
C7H16O116.23(S)-2-Ethylpentan-1-ol"
C7H16O2132.23(3S,4R)-Heptane-3,4-diol"
C7H16O2132.23(3R,4S)-Heptane-3,4-diol"
C8H13Cl144.66(M)-3-Chloro-5-methylhepta-3,4-diene"
C8H13Cl144.66(P)-3-Chloro-5-methylhepta-3,4-diene"
C8H14O2142.22(R)-3,5-Dimethylhexane-2,4-dione"
C8H14O2142.22(S)-3,5-Dimethylhexane-2,4-dione"
C8H14O2142.22FrontalinA natural cyclic ketal
From the male western pine beetle, Dendroctomus brevicomis."
C8H14O3158.22(3R,4R)-4-Hydroxy-3-methylheptane-2,5-dione"
C8H14O3158.22(3S,4S)-4-Hydroxy-3-methylheptane-2,5-dione"
C8H15Cl146.68(1S,2R)-1-Chloro-1,2-dimethylcyclohexane"
C8H15Cl146.68(1R,2S,3R)-1-Chloro-2,3-dimethylcyclohexane"
C8H16112.24(R)-1,1,2-Trimethylcyclopentane"
C8H16112.24(S)-1,1,2-Trimethylcyclopentane"
C8H16O128.24(1S,2S)-1,2-Dimethylcyclohexanol"
C8H16O128.24(S)-4-Methylheptan-3-onePrincipal alarm pheromone of the leaf-cutting ant, Atta texana"
C8H16O128.24(-)-(R)-Sulcatolaggregation pheromone produced by males of Gnathotrichus sulcatus. Neither enantiomer is biologically active on its own, but the racemic mixture is more active than the natural pheromone which is a 65% S to 35% R mixture"
C8H16O128.24(+)-(S)-Sulcatolaggregation pheromone produced by males of Gnathotrichus sulcatus. Neither enantiomer is biologically active on its own, but the racemic mixture is more active than the natural pheromone which is a 65% S to 35% R mixture"
C8H16O2144.24(S)-3-Ethylhexanoic acid"
C8H16O2144.24(S)-2-Hydroxyoctan-3-oneMale-produced sex pheromone of the grape borer, Xylotrechus pyrrhoderus."
C8H16O2144.24(R)-3-Ethylhexanoic acid"
C8H16O3160.24(2R,4R)-2-Ethyl-4-hydroxyhexanoic acid"
C8H16O3160.24(2S,4S)-2-Ethyl-4-hydroxyhexanoic acid"
C8H17Br193.15(2R,5S)-2-Bromo-5-methylheptane"
C8H17Br193.15(2S,5R)-2-Bromo-5-methylheptane"
C8H17FO147.25(2S,3R)-3-Ethoxy-2-fluorohexane"
C8H17FO147.25(2R,3S)-3-Ethoxy-2-fluorohexane"
C8H17I240.16(3S)-3-Ethyl-1-iodo-4-methylpentane"
C8H17I240.16(2S,3R)-3-Ethyl-2-iodo-4-methylpentane"
C8H17I240.16(2R,3S)-3-Ethyl-2-iodo-4-methylpentane"
C8H17I240.16(2S,3S)-3-Ethyl-2-iodo-4-methylpentane"
C8H17I240.16(2R,3R)-3-Ethyl-2-iodo-4-methylpentane"
C8H17I240.16(3R)-3-Ethyl-1-iodo-4-methylpentane"
C8H17NO3S207.32FelinineIsolated from cat urine. Rotation: -11.5"
C8H18114.26(R)-2,4-Dimethylhexane"
C8H18114.26(S)-2,4-Dimethylhexane"
C8H18O130.26(R)-3-Ethoxy-2-methylpentane"
C8H18O130.26(S)-3-Ethoxy-2-methylpentane"
C8H18O130.26(3S,4S)-4-Methylheptan-3-olAn aggregation pheromone of the smaller European elm bark beetle, Scolytus multistriatus"
C8H18O130.26(3R,4S)-4-Methylheptan-3-olA trail pheromone of the ant, Leptogenys diminuta"
C8H18O130.26(R)-1-Ethoxy-3-methylpentane"
C8H18O2146.26(2S,3S)-Octane-2,3-diolMale-produced sex pheromone component of Xylotrechus pyrrhoderus, a grape borer and major pest in Japan."
C8H18O2146.26(2S)-2-Hydroxyoctan-3-oneMale-produced sex pheromone component of Xylotrechus pyrrhoderus, a grape borer and major pest in Japan."
C8H18O2146.26(4S,5R)-5-Hydroxy-4-methylheptan-3-oneSitphilure, aggregation pheromone of the rice weevil, Sitopilus oryzae, and the maize weevil, Sitophilus zeamais."
C8H19N129.28(2R,5R)-5-Methylheptan-2-amine"
C8H19N129.28(R)-N-Prop-1-ylpentan-2-amine"
C9H9NO3179.19AdrenochromeDecomposition product of epinephrine (adrenaline). Adrenochrome is an hallucinogen which also inhibits nerve cell transmission."
C9H11NO3181.21TyrosineL- (S) enantiomer is naturally occuring amino acid."
C9H13N135.23Amphetamine,
(benzedrene)
Stimulant, information.,
drug abuse facts."
C9H13NO151.23(S)-N-Methylphenylethanolamine"
C9H13NO151.23Acacia lactamS enantiomer modelled."
C9H13NO2167.23(S)-Phenylephrine"
C9H13NO3183.23Epinephrine, adrenalinHormone secreted by the adrenal medulla. One use is as a bronchdilator - antiasthma"
C9H13N2O2181.24BromacilWeed killer; R enantiomer modelled.
Information"
C9H14O2154.23(S)-2-Hydroxynon-7-yn-4-one"
C9H15Cl158.69(R)-1-Chlorospiro[4.4]nonane"
C9H15Cl158.69(S)-1-Chlorospiro[4.4]nonane"
C9H16O2156.25exo-BrevicominA natural cyclic ketal. Component of the aggregation pheromone of the female western pine beetle, Dendroctomus brevicomis."
C9H16O2156.25Spiro[5.5]-1,7-dioxaundecaneOlive-fly pheromone"
C9H16O4188.25(R)-6-Hydroxy-4-oxononanoic acid"
C9H17N7O4287.33Saxitoxinfrom dinoflagellates, which include Alexandrium tamarense, Gymnodinium catenatum, and Pyrodinium bahamense cause of 'red tide'.
Saxitoxin"
C9H18126.27(R)-2-Cyclobutylpentane"
C9H18O142.27meso-3,5-Dimethylheptan-4-one"
C9H18O142.27(S)-6-Methyloctan-3-oneAlarm pheromone of ants of the genus Crematogaster"
C9H18O2158.27(S)-2-Isopropyl-4-methylpentanoic acid"
C9H18O2158.27(R)-2-Isopropyl-4-methylpentanoic acid"
C9H18O5S238.33Isopropyl beta-D-thiogalactopyranoside"
C9H18O6222.27Isopropyl beta-D-Galactopyranoside"
C9H19BrO223.18(2R,3R)-2-Bromo-3-isopropoxy
-4-methylpentane
"
C9H19BrO223.18(2S,3S)-2-Bromo-3-isopropoxy
-4-methylpentane
"
C9H20128.29(R)-4-Methyloctane"
C9H20128.29(S)-4-Methyloctane"
C9H20128.29(S)-3-Ethyl-2-methylhexane"
C9H20128.29(R)-3-Ethyl-2-methylhexane"
C9H20NO3190.3(3S,4R,5R)-4-Amino-5-ethyl
-3-hydroxy-7-oxoheptanoic acid
"
C10H14134.24(S)-3-Propylhept-1,6-diyne"
C10H14O150.24(-)-(R)-Carvonefrom spearmint oil"
C10H14O150.24(+)-(S)-Carvonefrom caraway seed"
C10H14O150.24FilifoloneA bicyclo[3.2.0]enone and a monoterpene"
C10H16136.26(R)-(+)-Limonenein oil of lemon, orange, caraway, etc."
C10H16136.26D-Lactic acidRacemic lactic acid occurs in sour milk."
C10H16O152.26(R)-(-)-IpsdienolThis enantiomer is a pheromone of Ips calligraphus"
C10H16O152.26(S)-(+)-IpsdienolThis enantiomer is a pheromone of Ips paraconfusus and Ips avulsus"
C10H16O152.26CamphorMoth repellant, plasticizer"
C10H16O2168.26(+)-trans-Chrysanthemic acida terpene constituent of Chrysanthemum cinerariifolium"
C10H17Br217.17(S)-2-Bromospiro[4.5]decane"
C10H17Br217.17(R)-2-Bromospiro[4.5]decane"
C10H17Cl172.72(S)-2-Chlorospiro[4.5]decane"
C10H17Cl172.72(R)-2-Chlorospiro[4.5]decane"
C10H17N3O6S307.36GlutathioneMajor small sulphur-containing molecule in living plants and animals.
Information
Biochemical roles."
C10H18138.28(R)-3-Propylhept-1-yne"
C10H18138.28(S)-3-Propylhept-1-yne"
C10H18Br2298.08(1S,2S,4R)-1,2-Dibromo
-4-t-butylcyclohexane
"
C10H18O154.28Citronellalused as soap perfume and insect repellent"
C10H18O154.28(S)-(+)-ManiconeAlarm pheromone of ants"
C10H18O154.28(R)-LinaloolOdour resembling bergamot and lavender which it replaces in perfumery; from lanaloe oil."
C10H18O3186.28(E)-9-Hydroxydec-2-enoic acidComponent of swarm-setting pheromone of queen honeybees."
C10H20I2394.12meso-2,6-Diiodo-4-isopropylheptane"
C10H20I2394.12(2S,3S)-2,6-Diiodo-4-isopropylheptane"
C10H20I2394.12(2R,3R)-2,6-Diiodo-4-isopropylheptane"
C10H20O156.3Mentholfrom peppermint oil"
C10H20O156.3(S)-2,4,6-Trimethylheptan-3-one"
C10H20O2172.3(R)-But-2-yl (S)-3-methylpentanoate"
C10H20O2172.3(R)-2-Methylbut-1-yl
(R)-2-methylbutanoate
"
C10H20O2172.3(S)-2-Methylbut-1-yl
(S)-2-methylbutanoate
"
C10H20O2172.3(S)-7-Hydroxy-3,7-dimethyloctanalLily-of-the-valley.
The R enantiomer has different odour"
C10H20O2172.3(R)-7-Hydroxy-3,7-dimethyloctanalMint.
The S enantiomer has different odour."
C10H20O3188.3SitophilateAggregation pheromone (male) of the granary weevil, Sitophilus granarius."
C10H22142.32(S)-3-Ethyl-5-methylheptane"
C10H22142.32(R)-3-Ethyl-5-methylheptane"
C10H22O158.32(2'R,3S)-3-(2'-Butoxy)hexane"
C10H22O158.32(2'S,3R)-3-(2'-Butoxy)hexane"
C10H22O158.32(R)-4-Methylnonan-1-olSex pheromone of the yellow mealworm, Tenebriomolitor"
C10H22O2174.32meso-2,3,4,5-Tetramethylhexane-2,5-diol"
C10H23N157.34(4S,7R)-7-Methylnonan-4-amine"
C10H23N157.34(4R,7S)-7-Methylnonan-4-amine"
C11H8N2O3S248.27LuciferinIsolated from the American firefly. 15,000 fireflies gives 9 mg.
Simple description plus other refs"
C11H16O3S228.33(R)-2-Butyl p-toluenesulphonate"
C11H20152.31(2S,3S)-2-Ethyl
-3-methylbicyclo[2.2.2]octane
"
C11H20O2184.31(S)-1-Methylbutyl
(E)-2-methylpent-2-enoate
Dominicalure 1: a male-produced aggregation pheromone of the lesser grain borer, Rhyzopertha dominica."
C11H20O2184.31(S)-1-Methylbutyl
(E)-2,4-dimethylpent-2-enoate
Dominicalure 2: a male-produced aggregation pheromone of the lesser grain borer, Rhyzopertha dominica."
C11H22154.33(2R,3S)-2,3Dicyclopropylpentanemeso"
C11H22154.33(1R,2S)-1,2,4-Triethylcyclopentanemeso, all cis"
C11H22O170.33(RZ)-Undec-6-en-2-olThe volatile signal of ant-lions, Euroleon nostras and Grocus bore."
C11H22O2186.33(S)-Hept-2-yl butanoate"
C11H22O2186.33SerricorninFemale-produced sex pheromone of the cigarette beetle, Lasioderma serricorne."
C11H23Br235.24(R)-3-Bromoundecane"
C11H23Br235.24(S)-3-Bromoundecane"
C11H24156.35(3R,5S)-4-Ethyl-3,5-dimethylheptanemeso"
C11H24156.35(S)-4-Ethyl-2-methyloctane"
C11H24156.35(R)-4-Ethyl-2-methyloctane"
C11H24156.35(3S,4S)-4-Isopropyl-3-methylheptane"
C11H24156.35(4R)-3-Isopropyl-2,4-dimethylhexane"
C11H24156.35(S)-4-Isopropyloctane"
C11H24156.35(R)-4-Isopropyloctane"
C11H24156.35(3R,5R)-5-Ethyl-3-methyloctane"
C11H24156.35(3R,5S)-5-Ethyl-3-methyloctane"
C11H24156.35(3S,5R)-5-Ethyl-3-methyloctane"
C11H24156.35(3S,5S)-5-Ethyl-3-methyloctane"
C11H24156.35(R)-3-Ethyl-2,6-dimethylheptane"
C11H24156.35(S)-3-Ethyl-2,6-dimethylheptane"
C12H15NO8301.282-Nitrophenyl beta-D-Galactopyranoside"
C12H20O2196.32(3Z,11S)-Dodec-3-en-11-olideComponent of the aggregation pheromone of the rusty grain beetle, Cryptolestes ferrugineus."
C12H20O2196.32(3Z,11R)-Dodec-3-en-11-olideComponent of the aggregation pheromone of the merchant grain beetle, Oryzaephilus mercator."
C12H22166.34endo-2-Isopropyl
-7,7-dimethylbicyclo[2.2.1]heptane
"
C12H22O2198.34QuadrilureAggregation pheromone of male square-necked grain beetles, Cathartus quadricollis."
C12H24O2200.36(S)-Hex-3-yl hexanoate"
C12H26170.38(3R,5S)-4-Isopropyl-3,5-dimethylheptanemeso"
C12H26170.38(R)-5-Isopropyl-2-methyloctane"
C12H26170.38(S)-5-Isopropyl-2-methyloctane"
C13H10N2O2226.25(R)-ThalidomideThis enantiomer probably has no teratogenic effects.
New uses for thalidomide."
C13H10N2O2226.25(S)-ThalidomideThis enantiomer has teratogenic effects, causing a wide variety of birth defects when taken by women in the first trimester"
C13H21NO3239.35Albuterol(Proventil) A bronchodilator.
WWW reference."
C13H24180.37(3R)-3-Cyclobutyl-1-cyclopropyl-4-methylpentane"
C13H26182.39(4S)-4-Cyclopentyloctane"
C13H26182.39(4R)-3-Ethyl-4-cyclopentylhexane"
C13H28184.41(3R)-4,4-Dimethyl-3-propyloctane"
C13H28184.41(3S,5S)-5-Isopropyl-2,3-dimethyloctane"
C14H8O4240.22(M)-2-(2'-Carboxy-6'-nitrophenyl)
-3-nitrobenzoic acid
Chiral because the groups on the benzene ring cannot pass each other. Called: atropisomerism"
C14H8O4240.22(P)-2-(2'-Carboxy-6'-nitrophenyl)
-3-nitrobenzoic acid
Chiral because the groups on the benzene ring cannot pass each other. Called: atropisomerism"
C14H12180.26(1R,2S)-1,2-Dibromo-1,2-diphenylethaneThe meso stereoisomer."
C14H14O3230.28(S)-NaproxenNaproxen is a chiral, nonsteroidal anti-inflammatory drug with analgesic and antipyretic properties.
Information"
C14H15NO7309.3LaetrileRise and fall of Laetrile."
C14H22N2O3266.38TenorminS enantiomer modelled. Drug used in the treatment of high blood pressure, angina pectoris and heart attack.
WWW reference."
C14H22O206.36(+)-cis-alpha-IroneFragrant principle of violets, though best isolated from iris or orris oil. Natural product is a mixture of alpha, beta and gamma forms. Used in perfumery."
C14H22O206.36(+)-trans-alpha-IroneFragrant principle of violets, though best isolated from iris or orris oil. Natural product is a mixture of alpha, beta and gamma forms. Used in perfumery."
C14H22O206.36(+)-beta-IroneFragrant principle of violets, though best isolated from iris or orris oil. Natural product is a mixture of alpha, beta and gamma forms. Used in perfumery."
C14H22O206.36(+)-cis-gamma-IroneFragrant principle of violets, though best isolated from iris or orris oil. Natural product is a mixture of alpha, beta and gamma forms. Used in perfumery."
C14H30198.44(R)-5-Isobutyldecane(R)-5-(2-Methylpropyl)decane"
C14H30198.44(S)-5-Isobutyldecane(S)-5-(2-methylpropyl)decane"
C15H17BrN2305.24DimetappAntihistamine. R enantiomer shown.
Information
More information"
C15H18O5278.33CoriamyrtinToxic sesquiterpene from the leaves and fruit of Coraria myrtifolia."
C15H20O3248.35Periplanone-BComponent of the sex pheromone of the American cockroach, Periplaneta americana"
C15H20O3248.35Illudin MAn antitumor, antibiotic produced by poisonous basidiomycetes Clitocybe illudens."
C15H21NO2247.37DemerolNarcotic analgesic, similar in action to morphine.
Information"
C15H22O218.37alpha-VetivoneIsolated from vetiver oil (from the roots of Vetiveria zizanioides. May be used in perfumery."
C15H22O218.37beta-VetivoneIsolated from vetiver oil (roots of Vetiveria zizanioides. Mixed with alpha-vetivone."
C15H22O3250.37WarburganalSesquiterpene from Warburgia ugandensis. Has biological activity as a plant growth regulator, an antimicrobial and as a molluscicide."
C15H22O5282.37ArtemisininActive antimalarial constituent of the traditional Chinese medicinal herb Artemisia anua. (2000 years old remedy.)"
C15H24204.39CopaeneSesquiterpene from African copaiba balsam oil."
C15H24204.39ThujopseneSesquiterpene from wood oil of the Japanese Hiba tree."
C15H24204.39beta-CadineneSesquiterpene in essential oils from junipers and ceders (oil of cade)."
C15H24204.39YlangeneIsolated from ylang-ylang oil and oil of birch buds."
C15H24O220.39alpha-SantalolSesquiterpene alcohol from sandalwood oil."
C15H24O220.39beta-SantalolFrom sandalwood oil."
C15H24O2236.39Methyl (R,2E)-tetradeca-2,4,5-trienoateSex attractant of the male dried-bean weevil.
Naturally optically active due to allene structure.
Pheromone of the male dried bark beetle, Acanthoscelides obtectus, 74% this enantiomer. Specific rotation: -176"
C15H24O2236.39Methyl (S,2E)-tetradeca-2,4,5-trienoateNaturally occuring optically active due to allene structure.
Pheromone of the male dried bark beetle, Acanthoscelides obtectus, 26% this enantiomer. Specific rotation: +176"
C15H24O2236.39Methyl tetradeca-2,4,5-trenoatePheromone of the male dried bark beetle, Acanthoscelides obtectus, a naturally occuring (74% this enantiomer) chiral allene. Specific rotation: -176"
C15H26O222.41(+)-CarotolFrom oil of carrot seeds."
C15H26O222.41LedolSesquiterpene from the essential oil of leaves of Ledum palustre."
C15H26O222.41Patchouli alcoholSesquiterpene from oil of patchouli."
C15H30O2242.45LardolureAggregation pheromone of the acarid mite, Lardoglyphus konoi."
C15H32212.47(5R)-5-(1-Ethylpropyl)decane"
C16H18N2O4S334.42Penicillin G"
C16H18N2O6334.36NifedipineAntianginal; antihypertensive.
WWW reference."
C16H20I3N3O8763.12Iopromide(all chiral centres R) a radiographic contrast medium."
C16H21NO2259.38(S)-Propranolol(-)-Propranolol, a beta blocker for heart disease.
Information"
C16H21NO2259.38(R)-Propranolol(+)-Propranolol, acts as a contraceptive."
C16H21NO3275.38AnnotinineMajor alkaloid of club mosses."
C16H24N2O2276.42MolindoneAntipsychotic drug (S enantiomer modelled)."
C16H25NO2263.42TramadolAnalegsic.
Model shown is the trans (R,R) sterioisomer.
Information
More information
Crystals"
C16H26218.42(S)-3-Phenyldecane"
C16H30O238.46(R)-3-MethylcyclopentadecanoneMuscone. Odorous principle of musk. Used in perfumery"
C16H34226.5(5S)-5-Isobutyldodecane"
C16H34226.5(4R,5S)-5-Isobutyl-4-isopropylnonane"
C17H18N2250.37Troger's basechirality due to tetrahedral nitrogen in such a molecular position that it cannot invert"
C17H19NO3285.37MorphineMost important alkaloid of opium, a narcotic analgesic. Addictive.
Sulfate medication"
C17H21NO4303.39Cocainea local anesthetic from leaves of Erythroxylon coca, a bush in the Andes"
C17H22I3N3O8777.15Iopamidola radiographic contrast medium"
C17H22O2258.39Enanthotoxin (R enantiomer) an acetylenic natural product from hemlock water dropwort, the most poisonous plant in the UK."
C17H30O250.47FaranalTrail pheromone of Pharoah's ant, Monomorium Pharaonis, detected at 1 pg/cm of trail."
C17H32236.49(R)-4-Butyl-4-propyldec-2-yne"
C17H32236.49(S)-4-Butyl-4-propyldec-2-yne"
C17H36240.53(5S,1'S)-5-sec-Butyl-5-isopropyldecane"
C17H36240.53(6R,7S)-3,3,6-Triethyl-7-methyldecane"
C17H36240.53(6S,7R)-3,3,6-Trethyl-7-methyldecane"
C18H21NO3299.4CodeineInhibits the cough reflex"
C18H25NO271.44DextromethorphanActive ingredient in most cough medicines"
C18H25NO271.44Levomethorphan"
C18H27NO6353.46HygrophyllineIsolated from Senecio hygrophylus"
C18H38254.56(5R,6S,1'S)-6-sec-Butyl
-5-isobutyldecane
"
C18H38254.56(5S)-6-Ethyl-5-isobutyl
-3-isopropyl-2-methyloctane
"
C18H38254.56(4S,5R)-4-Ethyl-2-methyl
-5,6-dipropylnonane
"
C18H38254.56(3R,4R,6S)-4-Ethyl-6-propyl-2,3-dimethylundecane"
C18H38254.56(3S,4S,6R)-4-Ethyl-6-propyl-2,3-dimethylundecane"
C19H16O4308.35WarfarinRodenticide and anticoagulant (as Na salt)"
C19H22O6346.41Gibberellic acidPlant hormone - most potent of the growth promoting metabolites of Gibberella fujikuroi. Used as a plant growth regulator, especially for seedlings, and as a food additive in the malting of barley."
C19H26I3N3O9821.21Iohexol(all chiral centres R) a radiographic contrast medium"
C19H27NO285.47PentazocineUsed in obstetrics to dull the pain of labour"
C19H30O2290.49AndrosteroneMale sex hormone."
C19H36O2296.55Lactobacillic acidConstituent of microorganisms."
C19H38O2298.57(2S,3S,7S)-3,7-Dimethylpentadec-2-yl
acetate
Attractive to the American pine sawfly, Neodiprion pinetum"
C19H40268.59(3S,5S,7S)-3,5,7-Triethyl
-2,5,7-trimethyldecane
"
C19H40268.59(5S,9S)-5,9-DimethylheptadecaneFemale sex pheromone of the mountain-ash bentwing, Leucoptera scitella, a pest in the apple orchards of Hungary."
C20H25N3O323.48LSDlysergic acid, diethylamide, a potent hallucinogen"
C20H28N2O5376.5Enalapril(Vasotec). An antihypertensive.
WWW reference."
C20H42282.62(3S,5R,6R,7S,1'S)-7-Isopropyl
-5-(1,2-dimethylpropyl)-3,6-dimethyldecane
"
C20H42282.62(4S,6R)-4-Isopropyl-6-pentyldodecane"
C20H42282.62(5R,6S)-6-(3-Methylbutyl)
-5-(2-methylpropyl)undecane
"
C21H23NO5369.45HeroinAcetylated morphine, highly addictive, banned substance. Dogs are trained to detect the acetic acid odour from its synthesis."
C21H30O2314.51(-)-Delta(1)-THCActive component of marijuana"
C21H30O2314.51(-)-Delta(6)-THCActive (but only 1%) component of marijuana"
C21H32O2316.53PregnenoloneInformation"
C21H44296.65(4R,6S,1'R)-4,6-Diisopropyl
-5-(1,2,2-trimethylpropyl)nonane
"
C22H19Br2NO3505.22DeltamethrinA pyrethrin insecticide
"
C22H29NO2339.52DarvonNarcotic analgesic, similar in action to morphine.
Information"
C23H32N2O5416.57Altace
Remipril
Antihypertensive
Web site
More information
Crystals photograph"
C23H48324.71(6S,8R,1'S)-6-(1-Ethyl-3-methylbutyl)
-3-ethyl-8-isopropylundecane
"
C24H40O5408.64(+)Cholic acida bile acid.
11 stereocentres lead to 2048 possible stereoisomers. Of the these only this one is found naturally."
C25H33NO4411.59Etorphine2000 times more potent than morphine, not safe for human use but used to tranquilize elephants!"
C27H46O386.73CholesterolSteroid transformations
Photo Gallery
Control High Cholesterol Levels"
C29H50O2430.79Vitamin EFound in wheat germ, corn, sunflower seeds, soybean oils, etc. Used as an antioxidant in vegetable oils."
C30H40O6496.7AbsinthinVery bitter orange needle crystals from wormwood, Artemisia absinthium"
C32H41NO2471.74Terfenadine (R enantiomer)Seldane, an antihistamine.
Histamine, antihistamine information
or Histamine, antihistamine information"
C36H61NaO11692.96Monensin - Sodium saltAn ionophore antibiotic produced by the bacteria Streptoyces cinnamonensis. Used in beef cattle to increase the weight gain to food intake ratio.
Information"
C36H62O11670.98MonensinAn ionophore antibiotic produced by the bacteria Streptoyces cinnamonensis. Used in beef cattle to increase the weight gain to food intake ratio.
Information"
C37H67NO13734.05Erythromycin AProduced by a strain of Streptomyces erythreus. Used as an antibacterial."
C41H64O14781.05LanoxinDrug used for heart disease; heartbeat regulator.
WWW reference."
C46H49O14N839.96Taxoljpg image
extracted from bark of Pacific yew tree, of which the supply is limited;
shows promise in treating certain kinds of cancers.
www taxol page."
C50H70O14895.2Brevetoxin Bmarine neurotoxin associated with 'red tide' catastrophes on coastal areas around the world
The Harmful Algae Page
Intro to Dinoflagellata"
C63H88CoN14O14P1355.55Vitamin B12Synthesized 1972, Woodward et al."
Number of entries in table : 451

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