Classification Term: 170405
Acyclic monoterpenoids (ontology term: cf6c0125f1bd6be8b88832a0805c4d19)
found 500 associated metabolites at sub_class metabolite taxonomy ontology rank level.
Ancestor: Monoterpenoids
Child Taxonomies: There is no child term of current ontology term.
Geraniol
Geraniol, also known as beta-Geraniol, (E)-nerol (the isomer of nerol) or geranyl alcohol, is a monoterpenoid alcohol. It belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. In plants, the biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. beta-Geraniol is an isoprenoid lipid molecule that is very hydrophobic, practically insoluble in water, and relatively neutral. beta-Geraniol has a sweet, citrus, and floral taste. beta-Geraniol is found in highest concentrations in common grapes, black walnuts, and common thymes and in lower concentrations in cardamoms, common oregano, and gingers. beta-Geraniol has also been detected in lemon verbena, oval-leaf huckleberries, common pea, sweet cherries, and nopals. It is found as an alcohol and as its ester in many essential oils including geranium oil. It is the primary part of rose oil, palmarosa oil, and citronella oil (Java type) and occurs in small quantities in geranium, lemon, and many other essential oils. Because it has a rose-like odor, it is commonly used in perfumes. It is used to create flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. An alternate application has been found in the use of insect repellents or deterrants. Though it may repel mosquitoes, flies, lice, cockroaches, ants, and ticks, it is also produced by the scent glands of honey bees to help them mark nectar-bearing flowers and locate the entrances to their hives (http//doi:10.1051/apido:19900403). Extensive testing by Dr. Jerry Butler at the University of Florida has shown geraniol to be one of natures most effective insect repellents (PMID:20836800). Nerol is the (2Z)-stereoisomer of 3,7-dimethylocta-2,6-dien-1-ol. It has been isolated from the essential oils from plants like lemon grass. It has a role as a volatile oil component, a plant metabolite and a fragrance. Nerol is a natural product found in Eupatorium cannabinum, Vitis rotundifolia, and other organisms with data available. Nerol is a metabolite found in or produced by Saccharomyces cerevisiae. Constituent of many essential oils including neroli and bergamot oils. In essential oils it is a minor component always accompanied by geraniol. Flavouring agent The (2Z)-stereoisomer of 3,7-dimethylocta-2,6-dien-1-ol. It has been isolated from the essential oils from plants like lemon grass. Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2]. Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2]. Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2].
Isopentenyl pyrophosphate
Isopentenyl pyrophosphate, also known as delta3-isopentenyl diphosphate or ipp, is a member of the class of compounds known as isoprenoid phosphates. Isoprenoid phosphates are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit. Thus, isopentenyl pyrophosphate is considered to be an isoprenoid lipid molecule. Isopentenyl pyrophosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Isopentenyl pyrophosphate can be found in a number of food items such as american butterfish, conch, tea leaf willow, and butternut, which makes isopentenyl pyrophosphate a potential biomarker for the consumption of these food products. Isopentenyl pyrophosphate can be found primarily in human spleen tissue. Isopentenyl pyrophosphate exists in all living species, ranging from bacteria to humans. In humans, isopentenyl pyrophosphate is involved in several metabolic pathways, some of which include ibandronate action pathway, lovastatin action pathway, fluvastatin action pathway, and pravastatin action pathway. Isopentenyl pyrophosphate is also involved in several metabolic disorders, some of which include hypercholesterolemia, hyper-igd syndrome, lysosomal acid lipase deficiency (wolman disease), and wolman disease. Isopentenyl pyrophosphate (IPP, isopentenyl diphosphate, or IDP) is an isoprenoid precursor. IPP is an intermediate in the classical, HMG-CoA reductase pathway (commonly called the mevalonate pathway) and in the non-mevalonate MEP pathway of isoprenoid precursor biosynthesis. Isoprenoid precursors such as IPP, and its isomer DMAPP, are used by organisms in the biosynthesis of terpenes and terpenoids . Isopentenyl pyrophosphate, IPP or isopentenyl diphosphate, is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. IPP is formed from Mevalonate-5-pyrophosphate, in a reaction catalyzed by the enzyme mevalonate-5-pyrophosphate decarboxylase. (wikipedia).
Geranyl-PP
Geranyl diphosphate is the precursor of monoterpenes, a large family of natural occurring C10 compounds predominately found in plants and animals. Geranyl diphosphate is regarded as a key intermediate in the steroid, isoprene and terpene biosynthesis pathways and is used by organisms in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids. (wikipedia). In humans, geranyl diphosphate synthase (GPPS) catalyzes the condensation of dimethylallyl diphosphate (DMAPP) and isopentenyl diphosphate (IPP) to form geranyl diphosphate. Animals produce IPP through the mevalonate (MVA) pathway. Isoprenoid compounds have been implicated in several human disease states including coronary heart disease, blindness, infectious hepatitis and cancer.; ; Geranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia; Geranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids. Geranyl diphosphate is the precursor of monoterpenes, a large family of natural occurring C10 compounds predominately found in plants and animals. Geranyl diphosphate is regarded as a key intermediate in the steroid, isoprene and terpene biosynthesis pathways and is used by organisms in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids. (wikipedia). In humans, geranyl diphosphate synthase (GPPS) catalyzes the condensation of dimethylallyl diphosphate (DMAPP) and isopentenyl diphosphate (IPP) to form geranyl diphosphate. Animals produce IPP through the mevalonate (MVA) pathway. Isoprenoid compounds have been implicated in several human disease states including coronary heart disease, blindness, infectious hepatitis and cancer. Geranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia.
Neryl formate
Food flavouring. Neryl formate is found in lime, lemon, and sweet orange. Neryl formate is found in lemon. Neryl formate is a food flavouring.
Citronellyl formate
Citronellyl formate is found in citrus. Citronellyl formate occurs in essential oils of geranium, mandarin, satsuma, kumquat and other species Also present in lovage root and honey. Citronellyl formate is a flavouring ingredient. Occurs in essential oils of geranium, mandarin, satsuma, kumquat and other subspecies Also present in lovage root and honey. Flavouring ingredient. Citronellyl formate is found in citrus and herbs and spices.
ipsdienone
A member of the class of monoterpene ketones that is octa-2,7-dien-4-one substituted at positions 2 and 6 by methyl and methylidene groups respectively.
Linalyl oxide
Linalyl oxide is found in citrus. Linalyl oxide is isolated from Citrus paradisi (grapefruit), Thea sinensis (tea) and many other sources. Linalyl oxide is a flavouring ingredient.This is the furanoid form of linalool oxide; there are 4 possible stereo-isomers Linalyl oxide is a member of oxolanes. Linalyl oxide is a natural product found in Pulicaria arabica, Carica papaya, and Camellia sinensis with data available. Isolated from Citrus paradisi (grapefruit), Thea sinensis (tea) and many other sources. Flavouring ingredient Linalool oxide is a secondary metabolite in elongating wheat plants with antinociceptive and anticonvulsant effects. Linalool oxide shows anxiolytic activity[1][2][3]. Linalool oxide is a secondary metabolite in elongating wheat plants with antinociceptive and anticonvulsant effects. Linalool oxide shows anxiolytic activity[1][2][3].
Prenyl arabinosyl-(1->6)-glucoside
Prenyl arabinosyl-(1->6)-glucoside is found in fruits. Prenyl arabinosyl-(1->6)-glucoside is a constituent of purple passion fruit Passiflora edulis. Constituent of purple passion fruit Passiflora edulis. Prenyl arabinosyl-(1->6)-glucoside is found in fruits.
Linalyl acetate
Linalyl acetate, also known as 3,7-dimethylocta-1,6-dien-3-yl acetate, is a monoterpenoid that is the acetate ester of linalool. It forms a principal component of the essential oils from bergamot and lavender. It is an acetate ester and a monoterpenoid that derives from linalool. Linalyl acetate is isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc., and it is used as a flavouring ingredient. Synthetic linalyl acetate is sometimes used as an adulterant in essential oils to make them more marketable. Isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc. Flavouring ingredient Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1]. Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1].
Portuloside A
Portuloside A is found in green vegetables. Portuloside A is a constituent of Portulaca oleracea (purslane) Constituent of Portulaca oleracea (purslane). Portuloside A is found in green vegetables.
Rose oxide
Flavouring ingredient. Rose oxide is found in many foods, some of which are peppermint, ginger, lemon balm, and black elderberry. Rose oxide is found in black elderberry. Rose oxide is a flavouring ingredien
Linalyl formate
Linalyl formate is found in fruits. Linalyl formate is found in oils of lavender, peach, apricot, lime, clary and petitgrain. Linalyl formate is present in Prunus species. Linalyl formate is used in perfumery and food flavourin Linalyl formate is used in perfumery and food flavouring. It is found in oils of lavender, peach, apricot, lime, clary and petitgrain.
L-Linalool 3-[xylosyl-(1->6)-glucoside]
L-Linalool 3-[xylosyl-(1->6)-glucoside] is found in tea. L-Linalool 3-[xylosyl-(1->6)-glucoside] is an aroma precursor from tea (Camellia sinensis var. sinensis). Aroma precursor from tea (Camellia sinensis variety sinensis). L-Linalool 3-[xylosyl-(1->6)-glucoside] is found in tea.
(Z)-3,7-Dimethyl-1,3,7-octatriene
Constituent of Ocimum rubrum oil. Odour contributor to green odour of unripe mango and of mango ginger rhizome Curcuma amada used in oriental pickles [CCD]. (Z)-alpha-Ocimene is found in herbs and spices and green vegetables. (Z)-3,7-Dimethyl-1,3,7-octatriene is found in green vegetables. Odour contributor to green odour of unripe mango and of mango ginger rhizome Curcuma amada used in oriental pickle
Prenyl apiosyl-(1->6)-glucoside
Prenyl apiosyl-(1->6)-glucoside is found in alcoholic beverages. Prenyl apiosyl-(1->6)-glucoside is a constituent of a wine grape (Vitis vinifera) and Bupleurum falcatum
Geranyl tiglate
Geranyl tiglate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .
3-(4-Methyl-3-pentenyl)thiophene
3-(4-Methyl-3-pentenyl)thiophene is found in alcoholic beverages. 3-(4-Methyl-3-pentenyl)thiophene is a constituent of hops. Constituent of hops. 3-(4-Methyl-3-pentenyl)thiophene is found in alcoholic beverages.
D-Linalool 3-glucoside
D-Linalool 3-glucoside is found in herbs and spices. D-Linalool 3-glucoside is an aroma precursor of linalool from the flower buds of Arabian jasmine (Jasminum sambac Constituent of wine grape (Vitis vinifera). L-Linalool 3-glucoside is found in many foods, some of which are tea, common grape, fruits, and alcoholic beverages.
Isopentyl beta-D-glucoside
Isopentyl beta-D-glucoside is found in herbs and spices. Isopentyl beta-D-glucoside is a constituent of Foeniculum vulgare (fennel) Constituent of Foeniculum vulgare (fennel). Isopentyl beta-D-glucoside is found in herbs and spices.
Egomaketone
Constituent of Perilla frutescens (perilla). Egomaketone is found in fats and oils and herbs and spices. Egomaketone is found in fats and oils. Egomaketone is a constituent of Perilla frutescens (perilla).
3-Methyl-3-butenyl apiosyl-(1->6)-glucoside
3-Methyl-3-butenyl apiosyl-(1->6)-glucoside is found in alcoholic beverages. 3-Methyl-3-butenyl apiosyl-(1->6)-glucoside is a constituent of a wine from grapes Vitis vinifera cv. Gewurztraminer
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate
3-Ethenyl-2,5-dimethyl-4-oxohex-5-en-2-yl acetate is a constituent of Artemisia vulgaris (mugwort). Constituent of Artemisia vulgaris (mugwort)
Prenyl glucoside
Prenyl glucoside is found in citrus. Prenyl glucoside is isolated from satsuma orange (Citrus unshiu
Linalyl hexanoate
Linalyl hexanoate is a food flavorant Linalyl hexanoate is a food flavoran
Isocitral
Isocitral is a member of the class of compounds known as acyclic monoterpenoids. Acyclic monoterpenoids are monoterpenes that do not contain a cycle. Isocitral is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Isocitral can be found in herbs and spices and tea, which makes isocitral a potential biomarker for the consumption of these food products. Isocitral is found in herbs and spices. Isocitral is a constituent of Melissa officinalis (lemon balm) and Origanum species
Citronellyl trans-2-methyl-2-butenoate
Citronellyl trans-2-methyl-2-butenoate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive .
Citronellyl acetate
Citronellyl acetate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]") It is used as a food additive Citronellyl acetate is a monoterpene product of the secondary metabolism of plants, with antinociceptive activity. Citronellyl acetate exhibits pro-apoptotic activity in human hepatoma cells. Citronellyl acetate shows fungicidal, larvicidal, bactericidal and repelling/insecticidal effects[1]. Citronellyl acetate is a monoterpene product of the secondary metabolism of plants, with antinociceptive activity. Citronellyl acetate exhibits pro-apoptotic activity in human hepatoma cells. Citronellyl acetate shows fungicidal, larvicidal, bactericidal and repelling/insecticidal effects[1].
(Z)-Ocimenol
(z)-ocimenol is a member of the class of compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ) (z)-ocimenol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (z)-ocimenol can be found in ceylon cinnamon and pepper (spice), which makes (z)-ocimenol a potential biomarker for the consumption of these food products.
3,7-Dimethyl-octa-1,7-dien-3,6-diol
3,7-dimethyl-octa-1,7-dien-3,6-diol is a member of the class of compounds known as fatty alcohols. Fatty alcohols are aliphatic alcohols consisting of a chain of a least six carbon atoms. 3,7-dimethyl-octa-1,7-dien-3,6-diol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 3,7-dimethyl-octa-1,7-dien-3,6-diol can be found in common grape, which makes 3,7-dimethyl-octa-1,7-dien-3,6-diol a potential biomarker for the consumption of this food product. 3,7-dimethyl-octa-1,7-dien-3,6-diol may be a unique S.cerevisiae (yeast) metabolite.
3-Methyl-2(3-methylbut-2-en-1-yl)furan
3-methyl-2(3-methylbut-2-en-1-yl)furan is a member of the class of compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 3-methyl-2(3-methylbut-2-en-1-yl)furan is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 3-methyl-2(3-methylbut-2-en-1-yl)furan is a caramel, green, and minty tasting compound found in ginger, which makes 3-methyl-2(3-methylbut-2-en-1-yl)furan a potential biomarker for the consumption of this food product.
Lepalol
Lepalol is a member of the class of compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. Lepalol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lepalol can be found in roman camomile, which makes lepalol a potential biomarker for the consumption of this food product.
Linalyl acetate
Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1]. Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1].
nerol
Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2]. Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2]. Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2].
Neohancoside a
3-Methyl-3-butenyl apiosyl-(1->6)-glucoside
Prenyl apiosyl-(1->6)-glucoside
Citronellyl acetate
Citronellyl acetate is a monoterpene product of the secondary metabolism of plants, with antinociceptive activity. Citronellyl acetate exhibits pro-apoptotic activity in human hepatoma cells. Citronellyl acetate shows fungicidal, larvicidal, bactericidal and repelling/insecticidal effects[1]. Citronellyl acetate is a monoterpene product of the secondary metabolism of plants, with antinociceptive activity. Citronellyl acetate exhibits pro-apoptotic activity in human hepatoma cells. Citronellyl acetate shows fungicidal, larvicidal, bactericidal and repelling/insecticidal effects[1].
Linalyl oxide
Linalool oxide is a secondary metabolite in elongating wheat plants with antinociceptive and anticonvulsant effects. Linalool oxide shows anxiolytic activity[1][2][3]. Linalool oxide is a secondary metabolite in elongating wheat plants with antinociceptive and anticonvulsant effects. Linalool oxide shows anxiolytic activity[1][2][3].
Rose oxide
A member of the class of oxanes that is tetrahydro-2H-pyran which is substituted at positions 2 and 4 by an isoprop-1-enyl group and a methyl group, respectively. Organic compound of the pyran class and the monoterpene class and a fragrance found in roses and rose oil. All four possible stereoisomers are known; the 2S,4R and 2S,4S diastereoisomers [also known as the (-)-cis- and (-)-trans-isomers, respectively] are the main constituents in several essential oils and are used as a food flavouring and in perfumes and cosmetics.
Prenyl arabinosyl-(1->6)-glucoside
Geranyl diphosphate
The diphosphate of the polyprenol compound geraniol.
trans-Linalool oxide
Linalool 3,6-oxide is a member of the class of compounds known as tetrahydrofurans. Tetrahydrofurans are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Linalool 3,6-oxide is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Linalool 3,6-oxide is an alcohol, camphor, and fenchyl tasting compound and can be found in a number of food items such as roselle, fig, citrus, and ginger, which makes linalool 3,6-oxide a potential biomarker for the consumption of these food products. Linalool 3,6-oxide can be found primarily in urine.
3-Methyl-3-(4-methylpent-3-en-1-yl)oxirane-2-carbaldehyde
Sibiskoside
A monoterpene glycoside that is geraniol-5,10-olide glycosylated at position 1 by a beta-D-glucopyranosyl group. Isolated from the aerial parts of Sibiraea angustata, it exhibits anti-obesity activity.
Nerol oxide
A member of the class of pyrans that is 3,6-dihydro-2H-pyran which is substituted at positions 2 and 4 by a 2-methylprop-1-en-1-yl group and a methyl group, respectively.
(2R,4R)-rose oxide
A rose oxide in which both of the stereocentres have R configuration. It is also known as (-)-trans-rose oxide.
3-Methylbut-2-enal
An enal consisting of but-2-ene with a methyl substituent at position 3 and an oxo group at position 1.
