NCBI Taxonomy: 79157

Ammodaucus (ncbi_taxid: 79157)

found 30 associated metabolites at genus taxonomy rank level.

Ancestor: Daucinae

Child Taxonomies: Ammodaucus maroccanus, Ammodaucus leucotrichus

(+)-alpha-Pinene

(R)-(+)--Pinene;(+)--Pinene; (1R)-(+)--Pinene; (1R)--Pinene; (1R,5R)-(+)--Pinene

C10H16 (136.1252)


alpha-Pinene (CAS: 80-56-8) is an organic compound of the terpene class and is one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature. 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil (Wikipedia). alpha-Pinene is an organic compound of the terpene class, one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature; 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil. (+)-alpha-pinene is the (+)-enantiomer of alpha-pinene. It has a role as a plant metabolite and a human metabolite. It is an enantiomer of a (-)-alpha-pinene. (+)-alpha-Pinene is a natural product found in Juniperus drupacea, Eucalyptus deglupta, and other organisms with data available. The (+)-enantiomer of alpha-pinene. (1R)-α-Pinene is a volatile monoterpene with antimicrobial activities. (1R)-α-Pinene reduces Bacillus cereus population growth, and exhibits repellent effects[1][2]. (1R)-α-Pinene is a volatile monoterpene with antimicrobial activities. (1R)-α-Pinene reduces Bacillus cereus population growth, and exhibits repellent effects[1][2].

   

(+)-Limonene

(4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene

C10H16 (136.1252)


(+)-Limonene, also known as d-limonene, is a naturally occurring monoterpene which is the major component in orange oil. Currently, (+)-limonene is widely used as a flavour and fragrance and is listed to be generally recognized as safe in food by the Food and Drug Administration (21 CFR 182.60 in the Code of Federal Regulations, U.S.A.). Recently, however, (+)-limonene has been shown to cause a male rat-specific kidney toxicity referred to as hyaline droplet nephropathy. Furthermore, chronic exposure to (+)-limonene causes a significant incidence of renal tubular tumours exclusively in male rats. Although (+)-limonene is not carcinogenic in female rats or male and female mice given much higher dosages, the male rat-specific nephrocarcinogenicity of (+)-limonene may raise some concern regarding the safety of (+)-limonene for human consumption. A considerable body of scientific data has indicated that the renal toxicity of (+)-limonene results from the accumulation of a protein, alpha 2u-globulin, in male rat kidney proximal tubule lysosomes. This protein is synthesized exclusively by adult male rats. Other species, including humans, synthesize proteins that share significant homology with alpha 2u-globulin. However, none of these proteins, including the mouse equivalent of alpha 2u-globulin, can produce this toxicity, indicating a unique specificity for alpha 2u-globulin. With chronic exposure to (+)-limonene, the hyaline droplet nephropathy progresses and the kidney shows tubular cell necrosis, granular cast formation at the corticomedullary junction, and compensatory cell proliferation. Both (+)-limonene and cis-d-limonene-1,2-oxide (the major metabolite involved in this toxicity) are negative in vitro mutagenicity screens. Therefore, the toxicity-related renal cell proliferation is believed to be integrally involved in the carcinogenicity of (+)-limonene as persistent elevations in renal cell proliferation may increase fixation of spontaneously altered DNA or serve to promote spontaneously initiated cells. The scientific data demonstrates that the tumorigenic activity of (+)-limonene in male rats is not relevant to humans. The three major lines of evidence supporting the human safety of (+)-limonene are (1) the male rat specificity of the nephrotoxicity and carcinogenicity; (2) the pivotal role that alpha 2u-globulin plays in the toxicity, as evidenced by the complete lack of toxicity in other species despite the presence of structurally similar proteins; and (3) the lack of genotoxicity of both (+)-limonene and d-limonene-1,2-oxide, supporting the concept of a nongenotoxic mechanism, namely, sustained renal cell proliferation (PMID:2024047). (4r)-limonene, also known as (+)-4-isopropenyl-1-methylcyclohexene or (R)-1-methyl-4-(1-methylethenyl)cyclohexene, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (4r)-limonene is considered to be an isoprenoid lipid molecule (4r)-limonene can be found in sweet marjoram, which makes (4r)-limonene a potential biomarker for the consumption of this food product (4r)-limonene can be found primarily in saliva.

   

Pinene

(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene

C10H16 (136.1252)


Pinene (is a bicyclic monoterpene chemical compound. There are two structural isomers of pinene found in nature: alpha-pinene and beta-pinene. As the name suggests, both forms are important constituents of pine resin; they are also found in the resins of many other conifers, as well as in non-coniferous plants. Both isomers are used by many insects in their chemical communication system.

   

3-Hydroxy-p-mentha-1,8-dien-7-al

3-hydroxy-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde

C10H14O2 (166.0994)


3-Hydroxy-p-mentha-1,8-dien-7-al is found in fats and oils. 3-Hydroxy-p-mentha-1,8-dien-7-al is a constituent of Perilla frutescens (perilla). Constituent of Perilla frutescens (perilla). 3-Hydroxy-p-mentha-1,8-dien-7-al is found in fats and oils and herbs and spices.

   

1-Pentadecene

Pentadec-1-ene

C15H30 (210.2347)


1-Pentadecene, also known as pentadec-1-ene, belongs to the class of organic compounds known as unsaturated aliphatic hydrocarbons. These are aliphatic Hydrocarbons that contains one or more unsaturated carbon atoms. 1-Pentadecene is an unbranched fifteen-carbon alkene with one double bond between C-1 and C-2. These compounds contain one or more double or triple bonds. Thus, 1-pentadecene is considered to be a hydrocarbon lipid molecule. 1-Pentadecene is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 1-Pentadecene is found, on average, in the highest concentration within safflowers. 1-Pentadecene has also been detected, but not quantified, in burdocks and watermelons. This could make 1-pentadecene a potential biomarker for the consumption of these foods. Occurs in beef and oakmoss oleoresin. 1-Pentadecene is found in many foods, some of which are animal foods, burdock, safflower, and watermelon.

   

D-Perillaldehyde

(4R)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde

C10H14O (150.1045)


Perillaldehyde or perillyl aldehyde belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids. 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. p-Menthane consists of a cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Perillyl aldehyde is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Perillaldehyde is a cherry, and fatty tasting compound found in herbs and spices. It is a natural organic compound found most abundantly in the annual herb perilla, but also in a wide variety of other plants and essential oils. Perillaldehyde, or volatile oils from perilla that are rich in perillaldehyde, are used as food additives for flavoring and in perfumery to add spiciness. Perillaldehyde can be readily converted to perilla alcohol, which is also used in perfumery. It has a mint-like, cinnamon odor and is primarily responsible for the flavor of perilla. D-perillaldehyde is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. D-perillaldehyde is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). D-perillaldehyde can be found in caraway, which makes D-perillaldehyde a potential biomarker for the consumption of this food product. Perillaldehyde, or volatile oils from perilla that are rich in perillaldehyde, are used as food additives for flavoring and in perfumery to add spiciness. Perillaldehyde can be readily converted to perilla alcohol, which is also used in perfumery. It has a mint-like, cinnamon odor and is primarily responsible for the flavor of perilla .

   

1-NONADECENE

1-NONADECENE

C19H38 (266.2973)


   

Pentadecene

EINECS 248-364-1

C15H30 (210.2347)


   

3-hydroxy-p-mentha-1,8-dien-7-al

3-hydroxy-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde

C10H14O2 (166.0994)


   

1-PENTADECENE

1-PENTADECENE

C15H30 (210.2347)


An unbranched fifteen-carbon alkene with one double bond between C-1 and C-2.

   

(+)-perillaldehyde

(+)-perillaldehyde

C10H14O (150.1045)


Flavouring agent. Isolated from tangerine (Citrus reticulata) and other plants. (R)-Perillaldehyde is found in citrus.

   

α-Pinene

InChI=1\C10H16\c1-7-4-5-8-6-9(7)10(8,2)3\h4,8-9H,5-6H2,1-3H

C10H16 (136.1252)


A pinene that is bicyclo[3.1.1]hept-2-ene substituted by methyl groups at positions 2, 6 and 6 respectively. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1].

   

ORANGE TERPENES

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene

C10H16 (136.1252)


   

Nonadec-1-ene

Nonadec-1-ene

C19H38 (266.2973)


An unbranched nineteen-carbon alkene with one double bond between C-1 and C-2.

   

(5r)-5-hexyloxolan-2-one

(5r)-5-hexyloxolan-2-one

C10H18O2 (170.1307)


   

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-methylbut-2-enoate

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-methylbut-2-enoate

C15H24O2 (236.1776)


   

methyl (4s)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

methyl (4s)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

C11H16O2 (180.115)


   

perillaldehyde,

perillaldehyde,

C10H14O (150.1045)


   

methyl 2-[(1e)-2-(prop-1-en-2-yl)cyclopentylidene]acetate

methyl 2-[(1e)-2-(prop-1-en-2-yl)cyclopentylidene]acetate

C11H16O2 (180.115)


   

(5z)-nonadec-5-ene

(5z)-nonadec-5-ene

C19H38 (266.2973)


   

cyclohex-1-ene-1-carbaldehyde

cyclohex-1-ene-1-carbaldehyde

C7H10O (110.0732)


   

methyl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

methyl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

C11H16O2 (180.115)


   

(3s,3as,4r,6r,6ar,9ar,9br)-6-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2r)-2-methylbutanoate

(3s,3as,4r,6r,6ar,9ar,9br)-6-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2r)-2-methylbutanoate

C20H30O5 (350.2093)


   

γ-decalactone

γ-decalactone

C10H18O2 (170.1307)


   

(3r,4s)-3-hydroxy-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde

(3r,4s)-3-hydroxy-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde

C10H14O2 (166.0994)


   
   

(3as,4r,6r,6ar,9ar,9br)-6-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylbutanoate

(3as,4r,6r,6ar,9ar,9br)-6-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylbutanoate

C20H30O5 (350.2093)


   

(1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl (2z)-2-methylbut-2-enoate

(1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl (2z)-2-methylbut-2-enoate

C15H24O2 (236.1776)


   

6-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylbutanoate

6-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylbutanoate

C20H30O5 (350.2093)


   

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl (2z)-2-methylbut-2-enoate

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl (2z)-2-methylbut-2-enoate

C15H24O2 (236.1776)