NCBI Taxonomy: 549409

Angostura (ncbi_taxid: 549409)

found 86 associated metabolites at genus taxonomy rank level.

Ancestor: Zanthoxyloideae

Child Taxonomies: Angostura granulosa, Angostura bracteata

beta-Elemene

(1S,2S,4R)-1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.1877904)


(-)-beta-elemene is the (-)-enantiomer of beta-elemene that has (1S,2S,4R)-configuration. It has a role as an antineoplastic agent. beta-Elemene is a natural product found in Xylopia sericea, Eupatorium cannabinum, and other organisms with data available. Beta-elemene is one of the isomers of elemene, a lipid soluble sesquiterpene and the active component isolated from the Chinese medicinal herb Rhizoma zedoariae with potential antineoplastic and chemopreventive activities. Although the exact mechanism of action through which beta-elemene exerts its effect has yet to be fully elucidated, this agent appears to induce apoptosis through different mechanisms of action and induces cell cycle arrest at different stages based on the tumor cell type involved. Beta-elemene may sensitize cancer cells to other chemotherapeutic agents. See also: Cannabis sativa subsp. indica top (part of). Beta-elemene, also known as B-elemen or 2,4-diisopropenyl-1-methyl-1-vinylcyclohexane, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Beta-elemene is a fresh, herbal, and waxy tasting compound and can be found in a number of food items such as lovage, anise, spearmint, and orange mint, which makes beta-elemene a potential biomarker for the consumption of these food products. Beta-elemene can be found primarily in saliva. beta-Elemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. beta-Elemene can be found in herbs, spices, and root vegetables, which makes beta-elemene a potential biomarker for the consumption of these food products. It is a constituent of sweet flag, juniper oils, and Mentha species. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Skimmianine

4,7,8-trimethoxy-furo(2,3-b)quinoline

C14H13NO4 (259.0844538)


Skimmianine is a furoquinoline alkaloid present mainly in the Rutaceae family, with antispastic, anti-inflammatory activities and antiplatelet aggregation effect. Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity[1]. Skimmianine is a furoquinoline alkaloid present mainly in the Rutaceae family, with antispastic, anti-inflammatory activities and antiplatelet aggregation effect. Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity[1].

   

alpha-Cadinol

(1R,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

C15H26O (222.1983546)


alpha-Cadinol is found in cloves. alpha-Cadinol is a constituent of Juniperus communis (juniper)

   

(-)-alpha-Curcumene

1-methyl-4-[(2R)-6-methylhept-5-en-2-yl]benzene

C15H22 (202.1721412)


1-[(2R)-hex-5-en-2-yl]-4-methylbenzene is a member of the class of compounds known as aromatic monoterpenoids. Aromatic monoterpenoids are monoterpenoids containing at least one aromatic ring. (-)-alpha-Curcumene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

   

Cusparine

2-[2-(1,3-benzodioxol-5-yl)ethyl]-4-methoxy-quinoline

C19H17NO3 (307.1208372)


   

Galipine

3-[2-(3,4-Dimethoxyphenyl)ethyl]-4-methoxyquinoline

C20H21NO3 (323.15213560000007)


   

Maculosidine

Furo(2,3-b)quinoline, 4,6,8-trimethoxy-

C14H13NO4 (259.0844538)


   

Cedrelanol

(1S,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

C15H26O (222.1983546)


A cadinane sesquiterpenoid that is cadin-4-ene carrying a hydroxy substituent at position 10.

   

Skimmianine

InChI=1/C14H13NO4/c1-16-10-5-4-8-11(13(10)18-3)15-14-9(6-7-19-14)12(8)17-2/h4-7H,1-3H

C14H13NO4 (259.0844538)


Skimmianine is an organonitrogen heterocyclic compound, an organic heterotricyclic compound, an oxacycle and an alkaloid antibiotic. Skimmianine is a natural product found in Haplophyllum bucharicum, Haplophyllum cappadocicum, and other organisms with data available. Skimmianine is a furoquinoline alkaloid present mainly in the Rutaceae family, with antispastic, anti-inflammatory activities and antiplatelet aggregation effect. Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity[1]. Skimmianine is a furoquinoline alkaloid present mainly in the Rutaceae family, with antispastic, anti-inflammatory activities and antiplatelet aggregation effect. Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity[1].

   

delta-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


1(10),4-Cadinadiene is a cadinene (FDB009046) of the delta-serie [FooDB]. A cadinene (FDB009046) of the delta-serie [FooDB]

   

alpha-Curcumene

1-methyl-4-(6-methylhept-5-en-2-yl)benzene

C15H22 (202.1721412)


alpha-Curcumene belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units

   

Cedrelanol

(1S,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

C15H26O (222.1983546)


Constituent of Juniperus communis (juniper). Cedrelanol is found in many foods, some of which are fruits, sweet basil, lemon balm, and hyssop. Cedrelanol is found in fruits. Cedrelanol is a constituent of Juniperus communis (juniper).

   
   

Curcumene

alpha-Curcumene

C15H22 (202.1721412)


   

Galiposin

1,3-Bis (1,3-benzodioxol-5-yl) -3-hydroxy-2-propen-1-one

C17H12O6 (312.06338519999997)


   

4-methoxy-2-phenylquinoline

4-methoxy-2-phenylquinoline

C16H13NO (235.0997088)


   

2-Propylquinoline

2-n-Propylquinoline

C12H13N (171.1047938)


   

2-Phenylquinoline

2-Phenylquinoline

C15H11N (205.0891446)


   

2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-3,4-dihydro-2H-quinoline

2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-3,4-dihydro-2H-quinoline

C20H25NO2 (311.188519)


   

Quinoline, 2-[2-(1,3-benzodioxol-5-yl)ethyl]-

Quinoline, 2-[2-(1,3-benzodioxol-5-yl)ethyl]-

C18H15NO2 (277.110273)


   

2-Pentylquinoline

2-Pentylquinoline

C14H17N (199.1360922)


   
   
   

Skimmianine

Skimmianine

C14H13NO4 (259.0844538)


Origin: Plant; SubCategory_DNP: Alkaloids derived from anthranilic acid, Quinoline alkaloids relative retention time with respect to 9-anthracene Carboxylic Acid is 1.053 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.048 Skimmianine is a furoquinoline alkaloid present mainly in the Rutaceae family, with antispastic, anti-inflammatory activities and antiplatelet aggregation effect. Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity[1]. Skimmianine is a furoquinoline alkaloid present mainly in the Rutaceae family, with antispastic, anti-inflammatory activities and antiplatelet aggregation effect. Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity[1].

   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.18779039999998)


A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

D-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

g-Muurolene

7-methyl-4-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


   

alpha-Curcumene

1-methyl-4-[(2R)-6-methylhept-5-en-2-yl]benzene

C15H22 (202.1721412)


Alpha-curcumene is also known as α-curcumene. Alpha-curcumene is a herb tasting compound and can be found in a number of food items such as pepper (spice), lovage, wild carrot, and rosemary, which makes alpha-curcumene a potential biomarker for the consumption of these food products.

   

CHEBI:15385

(1S,8AR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


   

(+)-gamma-cadinene

(+)-gamma-cadinene

C15H24 (204.18779039999998)


A member of the cadinene family of sesquiterpenes in which the isopropyl group is cis to the hydrogen at the adjacent bridgehead carbon (the 1S,4aR,8aR enantiomer).

   

3-[2-(3,4-Dimethoxyphenyl)ethyl]-4-methoxyquinoline

3-[2-(3,4-Dimethoxyphenyl)ethyl]-4-methoxyquinoline

C20H21NO3 (323.15213560000007)


   

delta-Cadinene

delta-Cadinene

C15H24 (204.18779039999998)


A member of the cadinene family of sesquiterpenes in which the double bonds are located at the 4-4a and 7-8 positions, and in which the isopropyl group at position 1 is cis to the hydrogen at the adjacent bridgehead carbon (position 8a).

   

(2e,6e)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(2e,6e)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


   

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   
   

2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

C19H15NO3 (305.105188)


   

2-methoxy-5-{2-[(2s)-1-methyl-3,4-dihydro-2h-quinolin-2-yl]ethyl}phenol

2-methoxy-5-{2-[(2s)-1-methyl-3,4-dihydro-2h-quinolin-2-yl]ethyl}phenol

C19H23NO2 (297.1728698)


   
   

2-methoxy-5-[2-(1-methyl-3,4-dihydro-2h-quinolin-2-yl)ethyl]phenol

2-methoxy-5-[2-(1-methyl-3,4-dihydro-2h-quinolin-2-yl)ethyl]phenol

C19H23NO2 (297.1728698)


   

2-[2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

2-[2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

C19H15NO3 (305.105188)


   

(1r,2s,3s,4r,5s)-5-(acetyloxy)-3-ethoxy-3-hydroxy-2-methyl-4-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}cyclopentyl 4-(acetyloxy)-3,5-dimethoxybenzoate

(1r,2s,3s,4r,5s)-5-(acetyloxy)-3-ethoxy-3-hydroxy-2-methyl-4-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}cyclopentyl 4-(acetyloxy)-3,5-dimethoxybenzoate

C35H46O20 (786.2582316)


   

2-methoxy-4-[2-(4-methoxyquinolin-2-yl)ethyl]phenol

2-methoxy-4-[2-(4-methoxyquinolin-2-yl)ethyl]phenol

C19H19NO3 (309.13648639999997)


   

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


   

4-methoxy-2-(pent-1-en-1-yl)quinoline

4-methoxy-2-(pent-1-en-1-yl)quinoline

C15H17NO (227.1310072)


   

(1r,2s,3s,4r,5r)-5-(acetyloxy)-3-ethoxy-3-hydroxy-2-methyl-4-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}cyclopentyl 4-(acetyloxy)-3-methoxybenzoate

(1r,2s,3s,4r,5r)-5-(acetyloxy)-3-ethoxy-3-hydroxy-2-methyl-4-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}cyclopentyl 4-(acetyloxy)-3-methoxybenzoate

C34H44O19 (756.2476674)


   

(2r)-1-methyl-2-pentyl-3,4-dihydro-2h-quinoline

(2r)-1-methyl-2-pentyl-3,4-dihydro-2h-quinoline

C15H23N (217.1830398)


   

8-propyl-2h-[1,3]dioxolo[4,5-h]chromen-6-one

8-propyl-2h-[1,3]dioxolo[4,5-h]chromen-6-one

C13H12O4 (232.0735552)


   

(1r,4s,4ar)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-ol

(1r,4s,4ar)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-ol

C15H26O (222.1983546)


   
   

5-(acetyloxy)-3-ethoxy-3-hydroxy-2-methyl-4-{[3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}cyclopentyl 4-(acetyloxy)-3,5-dimethoxybenzoate

5-(acetyloxy)-3-ethoxy-3-hydroxy-2-methyl-4-{[3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}cyclopentyl 4-(acetyloxy)-3,5-dimethoxybenzoate

C35H46O20 (786.2582316)


   
   

2-[(1e)-pent-1-en-1-yl]quinoline

2-[(1e)-pent-1-en-1-yl]quinoline

C14H15N (197.120443)


   

2-[2-(3,4-dimethoxyphenyl)ethyl]quinoline

2-[2-(3,4-dimethoxyphenyl)ethyl]quinoline

C19H19NO2 (293.1415714)


   

1,3-bis(2h-1,3-benzodioxol-5-yl)-3-hydroxyprop-2-en-1-one

1,3-bis(2h-1,3-benzodioxol-5-yl)-3-hydroxyprop-2-en-1-one

C17H12O6 (312.06338519999997)


   
   

2-(pent-1-en-1-yl)quinoline

2-(pent-1-en-1-yl)quinoline

C14H15N (197.120443)


   
   

(2s)-1-methyl-2-pentyl-3,4-dihydro-2h-quinoline

(2s)-1-methyl-2-pentyl-3,4-dihydro-2h-quinoline

C15H23N (217.1830398)


   

1-methyl-2-pentyl-3,4-dihydro-2h-quinoline

1-methyl-2-pentyl-3,4-dihydro-2h-quinoline

C15H23N (217.1830398)


   

4-methoxy-2-[(1e)-pent-1-en-1-yl]quinoline

4-methoxy-2-[(1e)-pent-1-en-1-yl]quinoline

C15H17NO (227.1310072)


   

2-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-1-methyl-3,4-dihydro-2h-quinoline

2-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-1-methyl-3,4-dihydro-2h-quinoline

C19H21NO2 (295.1572206)


   

5-(acetyloxy)-3-ethoxy-3-hydroxy-2-methyl-4-{[3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}cyclopentyl 4-(acetyloxy)-3-methoxybenzoate

5-(acetyloxy)-3-ethoxy-3-hydroxy-2-methyl-4-{[3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}cyclopentyl 4-(acetyloxy)-3-methoxybenzoate

C34H44O19 (756.2476674)


   

(2s)-2-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-1-methyl-3,4-dihydro-2h-quinoline

(2s)-2-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-1-methyl-3,4-dihydro-2h-quinoline

C19H21NO2 (295.1572206)


   

(1as,4as,7s,7ar,7bs)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(1as,4as,7s,7ar,7bs)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   

7-[(3-methylbut-2-en-1-yl)oxy]-8-[3-(prop-1-en-2-yl)oxiran-2-yl]chromen-2-one

7-[(3-methylbut-2-en-1-yl)oxy]-8-[3-(prop-1-en-2-yl)oxiran-2-yl]chromen-2-one

C19H20O4 (312.13615200000004)


   
   

2-methoxy-5-[2-(4-methoxyquinolin-2-yl)ethyl]phenol

2-methoxy-5-[2-(4-methoxyquinolin-2-yl)ethyl]phenol

C19H19NO3 (309.13648639999997)


   

2-[2-(2h-1,3-benzodioxol-5-yl)ethyl]quinoline

2-[2-(2h-1,3-benzodioxol-5-yl)ethyl]quinoline

C18H15NO2 (277.110273)