Dave's Molecular Models
Natural Products

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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
CH2O246.03Methanoic acid, Formic acidpKa 3.75
Information."
CH416.05MethaneMarsh gas. Major component of natural gas.
Information."
CH4N2O60.07UreaFertilizer, animal feed.
Information."
CH5N31.07Methanamine,
methylamine
Synthesis by a non-chemist!"
C2H2O490.04Ethanedioic acid, Oxalic acidpKa values: 1.23, 4.19. Found in rhubarb leaves.
Poisonous."
C2H428.06Ethene,
ethylene
Occurs in ripening fruit.
controlling the ripening of fruit.
Information."
C2H4S5188.36LenthionineIn edible shiitake mushrooms"
C2H6O46.08Ethanol, ethyl alcoholAlcohol as a drink/drug.
Use of ethanol as energy source.
More on ethanol for energy."
C3H2O5118.05Oxopropanedioic acidFound in beet molasses."
C3H5NO4119.09HadacidinAntitumor antibiotic properties"
C3H6O390.09(R)-(+)-Glyceraldehyde"
C3H6O390.09(S)-(-)-Glyceraldehyde"
C3H6O390.09(S)-(+)-Lactic AcidIn blood and muscles of man and animals."
C3H7NO289.11AlanineAmino acid"
C3H7NO2S121.17(R)-CysteineNatural enantiomer, L-"
C4H4N2O2112.1UracilConstituent of nucleic acids."
C4H4O68.08FuranVapours narcotic; absorbed through skin."
C4H4S84.14ThiopheneFrom coal tar. Used as a solvent, very stable."
C4H5N67.1Pyrrole"
C4H5N3O111.12CytosineConstituent of nucleic acids."
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"
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)
"
C5H4O296.09FurfuralInformation."
C5H4O3112.092-Furoic acid"
C5H5N79.11PyridineSolvent, unpleasant smell, in coal tar."
C5H5N5135.15AdenineVitamin B4."
C5H5N5O151.15GuanineIsolated first from guano."
C5H6N2O110.13ThymineConstituent of nucleic acids."
C5H8O2100.13(Z)-2-Methylbut-2-enoic acidAngelic acid
pKa 4.3"
C5H8O2100.13(E)-2-Methylbut-2-enoic acidTiglic acid
pKa 5.02"
C5H8O2100.13(Z)-2-Methylbut-2-enoic acidAngelic acid: found in sumbul root, Angelica archangelica L., as an ester."
C5H9N3111.17HistaminePotent vasodilator naturally in normal tissues and blood."
C5H10O86.153-MethylbutanalOccurs in orange, lemon and other oils, and is used as an artificial flavour."
C5H10O4134.15beta-D-Deoxyribofuranose"
C5H10O5150.15beta-D-Ribofuranose"
C5H11N85.17PiperidineFound in black pepper."
C6H6N2O122.14NiacinamideVitamin B3."
C6H8O6176.14Ascorbic AcidVitamin C
Information on Vitamin C
Information on Vitamin C sources
Mor information on Vitamin C sources
Microscope Image of Crystals of Vitamin C"
C6H9N3O2155.18HistidineAmino acid"
C6H10O98.16(E)-Hex-2-enalFound along with hex-3-en-1-ol in cut grass."
C6H10O2114.16(R)-4-HexanolidePheromone component of the dermestid beetle, Trogoderma glabrum."
C6H12O100.18(Z)-Hex-3-en-1-olLeaf alcohol - present in leaves of odiferous plants - part of the odour of cut grass."
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."
C7H6O106.13Benzaldehydefrom bitter almonds, used in perfumery and as a flavour"
C7H6O2122.13Benzoic acidfound in gum benzoin and in most berries, salts used as preservative"
C7H6O2122.132-HydroxybenzaldehydeSalicylaldehyde. Used in perfumery"
C7H6O2122.134-HydroxybenzaldehydeSmall amounts found in many plants."
C7H6O5170.133,4,5-Trihydroxybenzoic acidGallic acid: found in gallnuts, sumach, tea leaves, oak bark, and many other plants, both in its free state and as part of the tannin molecule"
C7H7NO2137.152-Aminobenzoic acidvitamin L1, anthranilic acid"
C7H7NO2137.154-Aminobenzoic acidPABA. Sometimes used in sun screen lotions."
C7H8O108.15Benzyl alcohol, phenylmethanolfound in jasmine, hyacinth oils, plus others"
C7H8O108.15m-CresolUsed in disinfectants, photography and as an explosive."
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."
C7H14O114.21(S)-4-Methylhexan-3-oneAlarm pheromone of the ant Manica mutica."
C7H16O116.23(3R,4S)-4-Methylhexan-3-olPheromone of the ant (Tetramorium impurum"
C8H6O3150.14PiperonalUsed in cherry and vanilla flavours, and in perfumery."
C8H8O3152.16Vanillinflavouring agent : vanilla"
C8H8O3152.16Methyl salicylateIn oil of wintergreen."
C8H9NO135.182,3-Dihydro-7-methylpyrrolizine-1-onePheromone of queen butterfly, Danaus gilippus berenice, and isolated from other butterflies"
C8H10N4O2194.22Caffeinein tea, coffee, cola nuts
gif image
caffeine faq,
caffeine archive,
chem info,
drug info,
Caffeine content in beverages, foods, drugs,
Laboratory extraction of caffeine from tea"
C8H11NO2153.2DopamineNeurotransmitter. A deficiency is associated with Parkinson disease"
C8H11NO3169.2Pyridoxine, Vitamin B6"
C8H14O2142.22FrontalinA natural cyclic ketal
From the male western pine beetle, Dendroctomus brevicomis."
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)-2-Hydroxyoctan-3-oneMale-produced sex pheromone of the grape borer, Xylotrechus pyrrhoderus."
C8H17N127.26Coniinefrom hemlock, Socrates' poison"
C8H17NO3S207.32FelinineIsolated from cat urine. Rotation: -11.5"
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"
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."
C9H6O2146.15CoumarinFound in tonka beans, lavender oil and sweet clover"
C9H6O3162.15UmbelliferoneIn some sun screen lotions/creams"
C9H7N129.17QuinolineOccurs in coal tar. Used in manufacturing dyes, as a preservative and as a solvent."
C9H8O132.17CinnamaldehydeIn cinnamon oils"
C9H9NO3179.19AdrenochromeDecomposition product of epinephrine (adrenaline). Adrenochrome is an hallucinogen which also inhibits nerve cell transmission."
C9H10O134.19Cinnamyl alcoholOdour of hyacinth; occurs as esters in cinnamon leaves and hyacinth oil; used in perfumary and as a deodorant."
C9H11NO3181.21TyrosineL- (S) enantiomer is naturally occuring amino acid."
C9H13NO151.23Acacia lactamS enantiomer modelled."
C9H13NO3183.23Epinephrine, adrenalinHormone secreted by the adrenal medulla. One use is as a bronchdilator - antiasthma"
C9H14122.23Santenecomponent of East Indian sandalwood oil"
C9H14OS3234.41(Z)-AjoeneAntithrombotic principle found in garlic in a 4:1 (E:Z) ratio. The Z isomer is more biologically active.
Garlic and health
Growing garlic
Crystal photograph"
C9H16O2156.25exo-BrevicominA natural cyclic ketal. Component of the aggregation pheromone of the female western pine beetle, Dendroctomus brevicomis."
C9H16O2156.25(R)-3,6-)Dimethylheptane-2,4-dionePheromone of the mushroom fly, Megaselia halterata.
Although the R enantiomer is depicted, keto-enol tautomerism ensures that racemization quickly occurs."
C9H16O2156.25Spiro[5.5]-1,7-dioxaundecaneOlive-fly pheromone"
C9H17N7O4287.33Saxitoxinfrom dinoflagellates, which include Alexandrium tamarense, Gymnodinium catenatum, and Pyrodinium bahamense cause of 'red tide'.
Saxitoxin"
C9H18O142.27(S)-6-Methyloctan-3-oneAlarm pheromone of ants of the genus Crematogaster"
C9H18O142.27(E)-Non-6-en-1-olMale sex pheromone of the Mediterranean fruit fly, Ceratitis capitata."
C9H18O2158.279-Hydroxynon-4-oneRectal gland secretion of fruit flies, Dacus occipitalis and D. halfordiae."
C10H6O3174.16JugloneColouring matter. Isolated from walnut shells"
C10H10O2162.2SafroleConstitutes 75% of sassafras oil."
C10H11NO2177.22TuberinAntitubercular antibiotic from Streptomyces amakusaensis."
C10H12N2O176.24SerotoninVasoactive amine."
C10H12O2164.22(2Z,4Z,6E)-Deca-2,4,6-trien-5-olideQueen recognition pheromone component of the red imported fire ant, Solenopsis invicta."
C10H12O2164.22EugenolUsed in perfumery and as an insect attractant! Also as an analgesic in dentistry."
C10H12O2164.22IsoeugenolOccurs in ylang-ylang and other essential oils; used in the manufacture of vanillin"
C10H13N5O4267.28AZT(+)-3'azido-2'-deoxythymidine: AIDS drug
information
toxicology"
C10H14134.24Thymolfrom oil of thyme, a topical antiseptic"
C10H14N2162.26Nicotineinsecticide"
C10H14O150.24(-)-(R)-Carvonefrom spearmint oil"
C10H14O150.24(+)-(S)-Carvonefrom caraway seed"
C10H14O150.24FilifoloneA bicyclo[3.2.0]enone and a monoterpene"
C10H16136.26delta-3-Carene
a constituent of turpentine with a cyclopropyl ring"
C10H16136.26(R)-(+)-Limonenein oil of lemon, orange, caraway, etc."
C10H16136.267-Methyl-3-methyleneocta-1,6-diene
myrcene
Present in oil of bay, oil of verbena, bayberry wax, hops, and elsewhere"
C10H16136.26alpha-TerpineneOdour of lemons; from cardomom and majoram oils."
C10H16136.26gamma-Terpinene"
C10H16136.26D-Lactic acidRacemic lactic acid occurs in sour milk."
C10H16NO8S2342.39Sinigrin (anion)flavour compound: mustard, horseradish"
C10H16O152.26Geranial, Citral astrong lemon odour"
C10H16O152.26Neral, Citral blemon odour, sweeter than geranial"
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"
C10H16O152.26(S)-PulegoneFound in oils from Labiatea family and in pennyroyal oils."
C10H16O152.26(S)-Piperitoned-form has a peppermint odour; l-form is found in sitka spruce oil."
C10H16O2168.26(+)-trans-Chrysanthemic acida terpene constituent of Chrysanthemum cinerariifolium"
C10H16O3184.26(E)-9-Oxodec-2-enoic acidQueen substance of honey bee, Apis mellifera"
C10H17NO6247.28Linamarinfrom manoic, a SE Asian yam"
C10H17N3O6S307.36GlutathioneMajor small sulphur-containing molecule in living plants and animals.
Information
Biochemical roles."
C10H18O154.28Citronellalused as soap perfume and insect repellent"
C10H18O154.28FragranolA cyclobutanone from Artemisia fragrens. Diastereoisomer of grandisol"
C10H18O154.28GeraniolFrom Turkish geranium oil, diasteriomer of nerol (qv)"
C10H18O154.28(S)-(+)-ManiconeAlarm pheromone of ants"
C10H18O154.28(R)-LinaloolOdour resembling bergamot and lavender which it replaces in perfumery; from lanaloe oil."
C10H18O154.28l-MenthoneFound in volatile oils of pennyroyal, peppermint and geranium and used in perfumary and flavouring."
C10H18O2170.28(Z)-Dec-3-enoic acidSex pheromone of the furniture carpet beetle, Anthrenus flavipes."
C10H18O3186.28(E)-9-Hydroxydec-2-enoic acidComponent of swarm-setting pheromone of queen honeybees."
C10H20O156.3Mentholfrom peppermint oil"
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."
C10H20O2172.33-Methyl-1-butyl 3-methylbutanoateApple-like odour - used as apple essence."
C10H20O3188.3SitophilateAggregation pheromone (male) of the granary weevil, Sitophilus granarius."
C10H22O158.32(R)-4-Methylnonan-1-olSex pheromone of the yellow mealworm, Tenebriomolitor"
C11H8N2O3S248.27LuciferinIsolated from the American firefly. 15,000 fireflies gives 9 mg.
Simple description plus other refs"
C11H16O164.27Ectocarpenevolatile sperm cell attractant released by the eggs of the seaweed Ectocarpus siliculosus"
C11H16O164.27Jasmoneperfume, from oil of jasmine"
C11H17NO3211.29MescalineHallucinogen from peyote.
"
C11H18O2182.29Nerol formateAlarm pheromone of the cheese mite Tyrophagus putrescentiae
Used in perfumery, which led Thomas and Bessiere (in Total Synthesis of Natural Products, Vol. 4, p459) to wonder 'what the effect of a perfumed hand over a dish of doubtful cheese would be!'"
C11H18O2182.29(E)-Non-6-en-1-yl acetateAttractant for the female melon fly (Dacus cucurbitae)"
C11H20O168.31(Z)-Dec-5-en-2-onePheromone of the bontebok, Damliscus dorcas dorcas."
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."
C11H22O170.33UndecanalPheromone of the male greater wax moth, Galleria mellonella"
C11H22O170.33(RZ)-Undec-6-en-2-olThe volatile signal of ant-lions, Euroleon nostras and Grocus bore."
C11H22O2186.33SerricorninFemale-produced sex pheromone of the cigarette beetle, Lasioderma serricorne."
C12H8O168.2Capillinbmp image
an acetylenic ketone which has fungicidal activity"
C12H10154.22Acenaphthenein coal tar"
C12H18Cl2N4OS337.3ThiamineVitamin B1. Model does not show the two chloride ions."
C12H18O4226.3(2E,6E)-3,7-Dimethyldeca
-2,6-dienedioic acid
Isolated from the hair pencils of male monarch butterflies, Danaus plexippus"
C12H20O180.32(5E,7Z)-Dodeca-5,7-dienalPheromone of the western tent caterpillar, Melacosoma californicum."
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."
C12H22O182.34(5Z,7E)-Dodeca-5,7-dien-1-olPheromone of the female pine moth, Dendrolimus spectabilis, and the forest tent caterpillar, Malacosoma disstria."
C12H22O182.34(8Z,10E)-Dodeca-8,10-dien-1-olSex pheromone of the codlin moth, Laspeyresia pomonella, and the forest tent caterpillar, Malacosoma disstria."
C12H22O2198.34(Z)-Dec-5-en-1-yl acetatePheromone component of the turnip moth, Agrotis segetum."
C12H22O2198.34QuadrilureAggregation pheromone of male square-necked grain beetles, Cathartus quadricollis."
C12H22O2198.34InvictolideQueen recognition pheromone component of the red imported fire ant, Solenopsis invicta."
C12H22O11342.34Cellobioseunit of cellulose, though not found free in nature"
C12H22O11342.34Lactosein milk of mammals"
C12H22O11342.34Maltosesweetener, from starch"
C12H22O11342.34Sucrose, Sugarcane sugar, beet sugar"
C12H24O2200.36Dodecanoic acidLauric acid, from coconut and other oils.
All about coconuts!"
C14H8O4240.22Alizarinroot of the madder plant"
C14H18O8314.32Vanillin beta-D-glucoside"
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."
C14H24O2224.38(7E,9Z)-Dodeca-7,9-dien-1-yl
acetate
Sex pheromone of the grape vine moth, Lobesia botrana."
C14H26O2226.4(E)-Dodec-7-en-1-yl acetateSex pheromone of the false codling moth, Cryptophlevia leucotretia."
C14H26O2226.4(Z)-Dodec-7-en-1-yl acetateSex pheromone of the European grape berry moth.
Only the pure Z-diastereoisomer is bioactive with this moth."
C14H26O2226.4(E)-Dodec-9-en-1-yl acetatePheromone of the red bollworm moth, the cereal tortrix moth and rhe European pine shoot moth."
C14H26O2226.4(Z)-Dodec-7-en-1-yl acetatePheromone of the cabbage looper, Trichoplusia ni."
C15H11I4NO4776.91Levothyroxineas sodium salt: Synthroid, for treatment of hyperthyroidism.
Thyroid desease references"
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.)"
C15H24204.39Humuleneterpene constituent of carnation extracts. A cyclo-undecatriene."
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."
C15H24204.39beta-FarneseneConstituent of various essential oils and of a red fire and trail pheromone."
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"
C15H26O222.41FarnesolFound in many oils such as citronella, lemon grass, rose, and musk. Used in perfumery to emphasize sweet floral odours."
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."
C16H8Br2N2O2420.06Tyrian purple6,6'-dibromoindigo. Prepared from sea snails found near the city of Tyre in very low yield (10,000 snails gave 1 g of dye) and so very expensive and historically available only to royalty."
C16H18N2O4S334.42Penicillin G"
C16H21NO3275.38AnnotinineMajor alkaloid of club mosses."
C16H30O238.46BombykolPheromone from the silkworm moth, Bombyx mori"
C16H30O238.46(R)-3-MethylcyclopentadecanoneMuscone. Odorous principle of musk. Used in perfumery"
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"
C17H22O2258.39Enanthotoxin (R enantiomer) an acetylenic natural product from hemlock water dropwort, the most poisonous plant in the UK."
C17H30O250.47(Z)-Cycloheptadec-9-enoneMusky odour, used in perfumery."
C17H30O250.47FaranalTrail pheromone of Pharoah's ant, Monomorium Pharaonis, detected at 1 pg/cm of trail."
C18H12N2O2288.32XanthocillinAntibiotic used in some feed supplements. Contains the isonitrile (-NC) group."
C18H21NO3299.4CodeineInhibits the cough reflex"
C18H24O2272.42EstradiolMost potent mammalian estrogenic (female sex) hormone"
C18H27NO3305.46CapsaicinIsolated from paprika and cayenne. Burning taste, can be detected to the dilution of 1 part in 100 000!"
C18H27NO6353.46HygrophyllineIsolated from Senecio hygrophylus"
C18H30O2278.48(Z)-Hexadec-13-en-11-yn-1-yl
acetate
Female sex pheromone of the processionary moth, Thaumetopoea pityocampa, a Mediterranean pine tree defoliator."
C18H32O2280.5(11E,9Z)-Octadeca-9,11-dienoic acid"
C18H32O2280.5(10E,12Z)-Octadeca-10,12-dienoic acid"
C18H32O2280.5(9Z,12Z)-Octadeca-9,12-dienoic acidPresent in many vegetable oils. Used in paints, emulsifiers."
C18H32O3296.5cis-12,13-Epoxyoctadec-cis-9-enoic
acid
Vernolic acid: principle seed oil acid from Vernonia anthelmintica"
C18H34O266.52(3E,13Z)-3,13-Octadecadien-1-ola pheromone of the poplar twig clearwing moth (Paranthrene tabaniformis)"
C18H36O2284.54Octadecanoic acid, Stearic acid"
C18H38254.562-MethylheptadecaneSex pheromone of the tiger moth, Holomelina aurantiaca."
C19H12O6336.31DicoumarolIn spoiled sweet clover, used as an anticoagulant."
C19H19N7O6441.45Folic acid (folate)Vitamin"
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."
C19H28O2288.47TestosteronePrinciple male sex hormone (androgen), also promotes muscle growth"
C19H30O2290.49AndrosteroneMale sex hormone."
C19H32260.51(3Z,6Z,9Z)-Nonadeca-1,3,6,9-tetraeneSex pheromone of the winter moth, Operophthera brumata"
C19H34262.53(3Z,6Z,9Z)-Nonadeca-3,6,9-trienePheromone component of the giant looper, Boarmia selenaria"
C19H36O2296.55Lactobacillic acidConstituent of microorganisms."
C19H38266.57(S)-14-Methyloctadec-1-eneSex pheromone of the peach miner moth, Lyonetia clerkella, a destructive pest in the peach orchards of Japan."
C19H38O282.57DisparlureSex pheromone of the gypsy moth."
C19H38O2298.57(2S,3S,7S)-3,7-Dimethylpentadec-2-yl
acetate
Attractive to the American pine sawfly, Neodiprion pinetum"
C19H40268.59(5S,9S)-5,9-DimethylheptadecaneFemale sex pheromone of the mountain-ash bentwing, Leucoptera scitella, a pest in the apple orchards of Hungary."
C20H12252.32Benzo[a]pyreneFound in coal tar, possible carcinogen."
C20H24N2O2324.46Quinineantimalarial drug isolated from cinchona bark"
C20H28O284.4811-cis-Retinalcomponent of the visual pigments"
C20H28O284.4811-trans-Retinalcomponent of the visual pigments"
C20H30O286.5Vitamin A1 unit of Vit A is 0.30 micrograms.
Vit A,
unicef"
C20H32O2304.52Arachidonic acid(5Z,8Z,11Z,14Z)-Icosa-5,6,11,14-tetraenoic acid, an essential fatty acid, occurs in liver, brain, glandular organs."
C20H40280.6Eicosanoic acidArachidic acid, found in a number of oils including peanut oil."
C21H30O2314.51(-)-Delta(1)-THCActive component of marijuana"
C21H30O2314.51(-)-Delta(6)-THCActive (but only 1%) component of marijuana"
C21H30O5362.51CortisolGlucocorticoid hormone (regulates metabolism of carbohydrates and decrease inflamation"
C21H36O2320.573-Pentadecylcatecholconstituent of the irritant oil of poison ivy.
other sites:poison ivy
poison ivy
poison ivy
poison oak"
C22H37NO331.6AnandamideChocoholics amide, ethanolamide of arachidonic acid."
C22H42O2338.64(Z)-Docos-13-enoic acidErucic acid. 40-50% of the fatty acids in seeds such as rapeseed and mustard."
C23H34O4374.57DigitoxigeninAglycon of digitoxin, a cardiotonic"
C24H40O5408.64(+)Cholic acida bile acid.
11 stereocentres lead to 2048 possible stereoisomers. Of the these only this one is found naturally."
C27H42O4430.69HecogeninNaturally occuring plant steroid which may be used to synthesize required human steroids, avoiding costly total synthesis."
C27H46O386.73CholesterolSteroid transformations
Photo Gallery
Control High Cholesterol Levels"
C28H44O396.72ErgosterolObtained from yeast, most important provitamin D"
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"
C33H40N2O9608.75ReserpineTranquilizer and antihypertensive."
C34H32FeN4O4616.55HemeIn hemoglobin in the blood."
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."
C40H56536.96alpha-CaroteneVitamin A precursor. Found widespread but in smaller amounts than beta form."
C40H56536.96beta-CaroteneVitamin A precursor."
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"
C57H110O6891.67Prop-1,2,3-yl triactodecanoateA triglyceride, fat."
C60720.6BuckminsterfullereneBucky ball molecule, found in soot."
C63H88CoN14O14P1355.55Vitamin B12Synthesized 1972, Woodward et al."
Number of entries in table : 279

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