NCBI Taxonomy: 130414

Piper retrofractum (ncbi_taxid: 130414)

found 139 associated metabolites at species taxonomy rank level.

Ancestor: Piper

Child Taxonomies: none taxonomy data.

Piperine

(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

C17H19NO3 (285.1365)


Piperine, also known as fema 2909, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Piperine is a pepper tasting compound. Piperine is found in the highest concentration within pepper (Piper nigrum) and many other Piper species. Piperine has also been detected, but not quantified, in dills and herbs and spices. Piperine is responsible for the hot taste of pepper. Piperine has been used in trials studying the treatment of Multiple Myeloma and Deglutition Disorders. It is used to impart pungent taste to brandy. Piperine is a N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. It has a role as a NF-kappaB inhibitor, a plant metabolite, a food component and a human blood serum metabolite. It is a member of benzodioxoles, a N-acylpiperidine, a piperidine alkaloid and a tertiary carboxamide. It is functionally related to an (E,E)-piperic acid. Bioperine has been used in trials studying the treatment of Multiple Myeloma and Deglutition Disorders. Piperine is a natural product found in Macropiper, Piper boehmeriifolium, and other organisms with data available. See also: Black Pepper (part of) ... View More ... Constituent of pepper (Piper nigrum) and many other Piper subspecies (Piperaceae). It is used to impart pungent taste to brandy. Responsible for the hot taste of pepper. Flavour ingredient. Piperine is found in dill, herbs and spices, and pepper (spice). A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. Piperine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=94-62-2 (retrieved 2024-07-01) (CAS RN: 94-62-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell. Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell.

   

beta-Sitosterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.3861)


beta-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Phytosterols are plant sterols found in foods such as oils, nuts, and vegetables. Phytosterols, in the same way as cholesterol, contain a double bond and are susceptible to oxidation, and are characterized by anti-carcinogenic and anti-atherogenic properties (PMID:13129445, 11432711). beta-Sitosterol is a phytopharmacological extract containing a mixture of phytosterols, with smaller amounts of other sterols, bonded with glucosides. These phytosterols are commonly derived from the South African star grass, Hypoxis rooperi, or from species of Pinus and Picea. The purported active constituent is termed beta-sitosterol. Additionally, the quantity of beta-sitosterol-beta-D-glucoside is often reported. Although the exact mechanism of action of beta-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism). Compared with placebo, beta-sitosterol improved urinary symptom scores and flow measures (PMID:10368239). A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women. This finding indicates that beta-sitosterol can be used as a biomarker of exposure in observational studies or as a compliance indicator in dietary intervention studies of cancer prevention (PMID:14652381). beta-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells (PMID:12579296). Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as a sterol methyltransferase inhibitor, an anticholesteremic drug, an antioxidant, a plant metabolite and a mouse metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. Beta-Sitosterol is a natural product found in Elodea canadensis, Ophiopogon intermedius, and other organisms with data available. beta-Sitosterol is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. Sitosterols are white, waxy powders with a characteristic odor. They are hydrophobic and soluble in alcohols. beta-Sitosterol is found in many foods, some of which are ginseng, globe artichoke, sesbania flower, and common oregano. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Fructose

(2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol

C6H12O6 (180.0634)


A D-fructopyranose in which the anomeric centre has beta-configuration. Fructose, a member of a group of carbohydrates known as simple sugars, or monosaccharides. Fructose, along with glucose, occurs in fruits, honey, and syrups; it also occurs in certain vegetables. It is a component, along with glucose, of the disaccharide sucrose, or common table sugar. Phosphate derivatives of fructose (e.g., fructose-1-phosphate, fructose-1,6-diphosphate) are important in the metabolism of carbohydrates. D-fructopyranose is a fructopyranose having D-configuration. It has a role as a sweetening agent. It is a fructopyranose, a D-fructose and a cyclic hemiketal. D-Fructose is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). D-Fructose is a natural product found in Gentiana orbicularis, Colchicum schimperi, and other organisms with data available. A monosaccharide in sweet fruits and honey that is soluble in water, alcohol, or ether. It is used as a preservative and an intravenous infusion in parenteral feeding. Fructose is a levorotatory monosaccharide and an isomer of glucose. Although fructose is a hexose (6 carbon sugar), it generally exists as a 5-member hemiketal ring (a furanose). D-Fructose (D(-)-Fructose) is a naturally occurring monosaccharide found in many plants. D-Fructose (D(-)-Fructose) is a naturally occurring monosaccharide found in many plants. Fructose is a simple ketonic monosaccharide found in many plants, where it is often bonded to glucose to form the disaccharide sucrose. Fructose is a simple ketonic monosaccharide found in many plants, where it is often bonded to glucose to form the disaccharide sucrose.

   

Caryophyllene alpha-oxide

[1R-(1R*,4R*,6R*,10S*)]- Caryophylene oxide Caryophyllene epoxide Caryophyllene oxyde Epoxycaryophyllene [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane <>-Caryophyllene epoxide <>-Caryophyllene oxide

C15H24O (220.1827)


Caryophyllene oxide is an epoxide. It has a role as a metabolite. Caryophyllene oxide is a natural product found in Xylopia emarginata, Eupatorium altissimum, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of). Caryophyllene alpha-oxide is a minor produced of epoxidn. of KGV69-V. Minor production of epoxidn. of KGV69-V Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1]. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

   

(+)-Sesamin

1,3-BENZODIOXOLE, 5,5-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS-, (1S-(1.ALPHA.,3A .ALPHA.,4.ALPHA.,6A .ALPHA.))-

C20H18O6 (354.1103)


(+)-Sesamin, also known as fagarol or sezamin, belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. (+)-Sesamin is an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-Sesamin is found, on average, in the highest concentration within sesames. (+)-Sesamin has also been detected, but not quantified in, several different foods, such as fats and oils, flaxseeds, ginkgo nuts, and ucuhuba. This could make (+)-sesamin a potential biomarker for the consumption of these foods. (+)-sesamin is a lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity. It has a role as an antineoplastic agent, a neuroprotective agent and a plant metabolite. It is a lignan, a member of benzodioxoles and a furofuran. Sesamin is a natural product found in Pandanus boninensis, Podolepis rugata, and other organisms with data available. See also: Sesame Oil (part of). A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity. Constituent of sesame oil. (+)-Sesamin is found in many foods, some of which are ginkgo nuts, sesame, flaxseed, and fats and oils. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

Piplartine

2(1H)-Pyridinone, 5,6-dihydro-1-[(2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propen-1-yl]-

C17H19NO5 (317.1263)


Piplartine is a member of cinnamamides and a dicarboximide. Piperlongumine is a natural product found in Zanthoxylum gilletii, Macropiper, and other organisms with data available. See also: Long Pepper (part of). Piplartine is found in herbs and spices. Piplartine is an alkaloid from the roots of Piper longum (long pepper Piperlongumine is a alkaloid[1], possesses ant-inflammatory, antibacterial, antiangiogenic, antioxidant, antitumor, and antidiabetic activities[2]. Piperlongumine induces ROS, and induces apoptosis in cancer cell lines[1]. Piperlongumine shows anti-cardiac fibrosis activity, suppresses myofibroblast transformation via suppression of the ERK1/2 signaling pathway. Piperlongumin could be used in the study of migrasome[2][3]. Piperlongumine is a alkaloid[1], possesses ant-inflammatory, antibacterial, antiangiogenic, antioxidant, antitumor, and antidiabetic activities[2]. Piperlongumine induces ROS, and induces apoptosis in cancer cell lines[1]. Piperlongumine shows anti-cardiac fibrosis activity, suppresses myofibroblast transformation via suppression of the ERK1/2 signaling pathway. Piperlongumin could be used in the study of migrasome[2][3]. Piperlongumine is a alkaloid[1], possesses ant-inflammatory, antibacterial, antiangiogenic, antioxidant, antitumor, and antidiabetic activities[2]. Piperlongumine induces ROS, and induces apoptosis in cancer cell lines[1]. Piperlongumine shows anti-cardiac fibrosis activity, suppresses myofibroblast transformation via suppression of the ERK1/2 signaling pathway. Piperlongumin could be used in the study of migrasome[2][3].

   

beta-Caryophyllene

trans-(1R,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene

C15H24 (204.1878)


beta-Caryophyllene, also known as caryophyllene or (−)-β-caryophyllene, is a natural bicyclic sesquiterpene that is a constituent of many essential oils including that of Syzygium aromaticum (cloves), Cannabis sativa, rosemary, and hops. It is usually found as a mixture with isocaryophyllene (the cis double bond isomer) and α-humulene (obsolete name: α-caryophyllene), a ring-opened isomer. beta-Caryophyllene is notable for having both a cyclobutane ring and a trans-double bond in a nine-membered ring, both rarities in nature (Wikipedia). beta-Caryophyllene is a sweet and dry tasting compound that can be found in a number of food items such as allspice, fig, pot marjoram, and roman camomile, which makes beta-caryophyllene a potential biomarker for the consumption of these food products. beta-Caryophyllene can be found in feces and saliva. (-)-Caryophyllene. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=87-44-5 (retrieved 2024-08-07) (CAS RN: 87-44-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

(E,E)-Trichostachine

(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)penta-2,4-dien-1-one

C16H17NO3 (271.1208)


(E,E)-Trichostachine is found in herbs and spices. (E,E)-Trichostachine is an alkaloid from Piper nigrum (pepper Alkaloid from Piper nigrum (pepper). (E,E)-Trichostachine is found in herbs and spices and pepper (spice).

   

Fagaramide

3-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)prop-2-enamide

C14H17NO3 (247.1208)


   

3,4-Methylenedioxybenzaldehyde

3,4-Dihydroxybenzaldehyde methylene ketal

C8H6O3 (150.0317)


3,4-Methylenedioxybenzaldehyde is found in highbush blueberry. 3,4-Methylenedioxybenzaldehyde is a flavouring agent used in cherry and vanilla flavour Flavouring agent used in cherry and vanilla flavours. 3,4-Methylenedioxybenzaldehyde is found in pepper (spice), highbush blueberry, and vanilla.

   

(E,E)-Piperlonguminine

(Z,2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienimidic acid

C16H19NO3 (273.1365)


(E,E)-Piperlonguminine is a member of benzodioxoles. Piperlonguminine is a natural product found in Piper amalago, Piper retrofractum, and other organisms with data available. (E,E)-Piperlonguminine is found in herbs and spices. (E,E)-Piperlonguminine is an alkaloid from Piper longum (long pepper) and other Piper specie Alkaloid from Piper longum (long pepper) and other Piper subspecies (E,E)-Piperlonguminine is found in herbs and spices. Piperlonguminine is an alkaloid amide isolated from the Piper species. Piperlonguminine shows various biological properties, including anti-inflammatory, antitumor, neuroprotective, anti-platelet, anti-melanogenic, antifungal and antibacterial activities[1][2][3][4]. Piperlonguminine is an alkaloid amide isolated from the Piper species. Piperlonguminine shows various biological properties, including anti-inflammatory, antitumor, neuroprotective, anti-platelet, anti-melanogenic, antifungal and antibacterial activities[1][2][3][4].

   

Pipercide

(2E,4E,10E)-11-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4,10-trienimidate

C22H29NO3 (355.2147)


Alkaloid from the aerial parts of Piper retrofractum (Javanese long pepper) and the fruits of Piper nigrum (pepper). Pipercide is found in herbs and spices and pepper (spice). Pipercide is found in herbs and spices. Pipercide is an alkaloid from the aerial parts of Piper retrofractum (Javanese long pepper) and the fruits of Piper nigrum (pepper). Pipercide is a member of benzodioxoles. Pipercide is a natural product found in Piper mullesua, Piper retrofractum, and other organisms with data available.

   

Piperanine

(2E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)pent-2-en-1-one

C17H21NO3 (287.1521)


Isolated from pepper. Piperanine is found in herbs and spices and pepper (spice). Piperanine is found in herbs and spices. Piperanine is isolated from pepper.

   

4-Allylpyrocatechol

4-Allylpyrocatechol

C9H10O2 (150.0681)


   

2,4,12-Octadecatrienoic acid isobutylamide

(2E,4E,12Z)-N-(2-Methylpropyl)octadeca-2,4,12-trienimidate

C22H39NO (333.3031)


2,4,12-Octadecatrienoic acid isobutylamide is an alkaloid from Piper retrofractum (Javanese long pepper Alkaloid from Piper retrofractum (Javanese long pepper).

   

Pipernonaline

(2E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,8-dien-1-one

C21H27NO3 (341.1991)


Pipernonaline is found in herbs and spices. Pipernonaline is an alkaloid from the fruits of Piper longum (long pepper

   

(E,E)-2,4-Decadienoic isobutylamide

(Z,2E,4Z)-N-(2-methylpropyl)deca-2,4-dienimidic acid

C14H25NO (223.1936)


(E,E)-2,4-Decadienoic isobutylamide is found in herbs and spices. (E,E)-2,4-Decadienoic isobutylamide is a constituent of Achillea millefolium (yarrow) Constituent of Achillea millefolium (yarrow). (2E,4E)-Decadienoic isobutylamide is found in tarragon, herbs and spices, and pepper (spice).

   

2,4,14-Eicosatrienoic acid isobutylamide

(2E,4E,14Z)-N-(2-Methylpropyl)icosa-2,4,14-trienimidate

C24H43NO (361.3344)


2,4,14-Eicosatrienoic acid isobutylamide is an alkaloid from Piper retrofractum (Javanese long pepper Alkaloid from Piper retrofractum (Javanese long pepper).

   

Dehydropipernonaline

(2E,4E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,4,8-trien-1-one

C21H25NO3 (339.1834)


Dehydropipernonaline is found in herbs and spices. Dehydropipernonaline is isolated from fruits of Piper longum (long pepper). Isolated from fruits of Piper longum (long pepper). Dehydropipernonaline is found in herbs and spices and pepper (spice).

   

Retrofractamide A

(2E,4E,8E)-9-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienimidate

C20H25NO3 (327.1834)


Retrofractamide A is found in herbs and spices. Retrofractamide A is an alkaloid from the above-ground parts of Piper retrofractum (Javanese long pepper) and the fruits of Piper nigrum (pepper). Alkaloid from the above-ground parts of Piper retrofractum (Javanese long pepper) and the fruits of Piper nigrum (pepper). Retrofractamide A is found in herbs and spices and pepper (spice).

   

3-(3,4,5-Trimethoxyphenyl)propanoic acid

beta -(3,4,5-Trimethoxy phenyl)propionic acid

C12H16O5 (240.0998)


3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper) 3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper). 3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper).

   

Pipericine

(2E,4Z)-N-(2-methylpropyl)octadeca-2,4-dienamide

C22H41NO (335.3188)


Constituent of the fruit of Piper nigrum (pepper). Pipericine is found in herbs and spices and pepper (spice). Pipericine is found in herbs and spices. Pipericine is a constituent of the fruit of Piper nigrum (pepper)

   

Retrofractamide C

(2E,8E)-9-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,8-dienimidate

C20H27NO3 (329.1991)


Retrofractamide C is an alkaloid from Piper retrofractum (Javanese long pepper). Alkaloid from Piper retrofractum (Javanese long pepper).

   

Piperolein B

(8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)non-8-en-1-one

C21H29NO3 (343.2147)


Minor constituent of Piper nigrum (black pepper). Piperolein B is found in herbs and spices and pepper (spice). Piperolein B is found in herbs and spices. Piperolein B is a minor constituent of Piper nigrum (black pepper

   

(E,E,E)-Sylvatine

(Z,2E,4Z)-5-(2H-1,3-benzodioxol-5-yl)-N-[(5E)-10-methylundec-5-en-1-yl]penta-2,4-dienimidic acid

C24H33NO3 (383.246)


(E,E,E)-Sylvatine is an alkaloid from Piper chaba (Javanese long pepper) and several other Piper species (Piperaceae Alkaloid from Piper chaba (Javanese long pepper) and several other Piper subspecies (Piperaceae).

   

Piperundecalidine

(2E,4E,10E)-11-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)undeca-2,4,10-trien-1-one

C23H29NO3 (367.2147)


Piperundecalidine is found in herbs and spices. Piperundecalidine is an alkaloid from the fruits of Piper longum (long pepper

   

4,5-Dihydropiperlonguminine

(2E)-5-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)pent-2-enimidate

C16H21NO3 (275.1521)


4,5-Dihydropiperlonguminine is found in herbs and spices. 4,5-Dihydropiperlonguminine is an alkaloid from fruits of Piper longum (long pepper). Alkaloid from fruits of Piper longum (long pepper). 4,5-Dihydropiperlonguminine is found in herbs and spices.

   

Retrofractamide D

(2E,4E,9E)-10-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)deca-2,4,9-trienimidate

C21H27NO3 (341.1991)


Retrofractamide D is an alkaloid from Piper retrofractum (Javanese long pepper). Alkaloid from Piper retrofractum (Javanese long pepper).

   

2,4,12-Octadecatrienoic acid piperidide

(2E,4Z,12E)-1-(piperidin-1-yl)octadeca-2,4,12-trien-1-one

C23H39NO (345.3031)


2,4,12-Octadecatrienoic acid piperidide is an alkaloid from Piper retrofractum (Javanese long pepper

   

2,4,8-Eicosatrienoic acid isobutylamide

(Z,2Z,4E,8Z)-N-(2-methylpropyl)icosa-2,4,8-trienimidic acid

C24H43NO (361.3344)


2,4,8-Eicosatrienoic acid isobutylamide is an alkaloid from Piper officinarum (Javanese long pepper Alkaloid from Piper officinarum (Javanese long pepper).

   

Pipereicosalidine

(2E,4E,16Z)-1-(piperidin-1-yl)icosa-2,4,16-trien-1-one

C25H43NO (373.3344)


Pipereicosalidine is an alkaloid from fruits of Piper retrofractum (Javanese long pepper). Alkaloid from fruits of Piper retrofractum (Javanese long pepper)

   

Bamipine

1-(1,2-diphenylethyl)-4-methylpiperazine

C19H24N2 (280.1939)


Bamipine is a first-generation piperidine H1-antihistamine.

   

(1R,3As,4S,6aS)-1,4-di(benzo[d][1,3]dioxol-5-yl)hexahydrofuro[3,4-c]furan

5-[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

C20H18O6 (354.1103)


Constituent of sesame oil. (+)-Sesamin is found in many foods, some of which are ginkgo nuts, sesame, flaxseed, and fats and oils. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

5-(1,3-Benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one

5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

C17H19NO3 (285.1365)


   

N-Isobutyloctadeca-trans-2-trans-4-dienamide

(2E,4E)-N-(2-methylpropyl)octadeca-2,4-dienimidic acid

C22H41NO (335.3188)


N-isobutyloctadeca-trans-2-trans-4-dienamide is a member of the class of compounds known as N-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, N-isobutyloctadeca-trans-2-trans-4-dienamide is considered to be a fatty amide lipid molecule. N-isobutyloctadeca-trans-2-trans-4-dienamide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). N-isobutyloctadeca-trans-2-trans-4-dienamide can be found in pepper (spice), which makes N-isobutyloctadeca-trans-2-trans-4-dienamide a potential biomarker for the consumption of this food product.

   

Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside

(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)oxane-3,4,5-triol

C18H26O10 (402.1526)


Benzyl 6-o-beta-d-apiofuranosyl-beta-d-glucoside, also known as benzyl acuminose, is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Benzyl 6-o-beta-d-apiofuranosyl-beta-d-glucoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Benzyl 6-o-beta-d-apiofuranosyl-beta-d-glucoside can be found in common grape, which makes benzyl 6-o-beta-d-apiofuranosyl-beta-d-glucoside a potential biomarker for the consumption of this food product.

   

sesamin

1,3-Benzodioxole, 5,5-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.))-

C20H18O6 (354.1103)


D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites relative retention time with respect to 9-anthracene Carboxylic Acid is 1.233 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.236 Asarinin is a natural product found in Piper mullesua, Machilus thunbergii, and other organisms with data available. (-)-Asarinin is a natural product found in Zanthoxylum austrosinense, Horsfieldia irya, and other organisms with data available. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

Brachystamide B

Brachystamide B

C26H37NO3 (411.2773)


   

sitosterol

17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.3861)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

N-Isobutyloctadeca-trans-2-trans-4-dienamide

(2E,4E)-N-(2-methylpropyl)octadeca-2,4-dienimidic acid

C22H41NO (335.3188)


N-isobutyloctadeca-trans-2-trans-4-dienamide is a member of the class of compounds known as N-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, N-isobutyloctadeca-trans-2-trans-4-dienamide is considered to be a fatty amide lipid molecule. N-isobutyloctadeca-trans-2-trans-4-dienamide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). N-isobutyloctadeca-trans-2-trans-4-dienamide can be found in pepper (spice), which makes N-isobutyloctadeca-trans-2-trans-4-dienamide a potential biomarker for the consumption of this food product.

   

Piperine

Isopiperine

C17H19NO3 (285.1365)


Constituent of pepper (Piper nigrum) (Piperaceae). Isopiperine is found in herbs and spices and pepper (spice). C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic Origin: Plant; SubCategory_DNP: Alkaloids derived from lysine, Piperidine alkaloids D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors Annotation level-1 MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; MXXWOMGUGJBKIW-YPCIICBESA-N_STSL_0203_Piperine_0031fmol_180831_S2_L02M02_45; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.245 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.243 Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell. Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell.

   

2-(2,3,5-Trimethoxyphenyl)acetic acid

2-(2,3,5-trimethoxyphenyl)acetic acid

C11H14O5 (226.0841)


2-(2,3,5-Trimethoxyphenyl)acetic acid has been reported in Piper retrofractum

   

Pipercide

(2E,4E,10E)-11-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4,10-trienamide

C22H29NO3 (355.2147)


   

Retrofractamide A

(2E,4E,8E)-9-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide

C20H25NO3 (327.1834)


   

Piperyline

Trichostachine

C16H17NO3 (271.1208)


A N-acylpyrrolidine that is pyrollidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum.

   

3-(3,4,5-trimethoxyphenyl)propanoic acid

NCGC00169556-02!3-(3,4,5-trimethoxyphenyl)propanoic acid

C12H16O5 (240.0998)


   

Piperanine

(2E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)pent-2-en-1-one

C17H21NO3 (287.1521)


   

Pipernonaline

(2E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,8-dien-1-one

C21H27NO3 (341.1991)


   

Piperlongumine

Piperlongumine

C17H19NO5 (317.1263)


Annotation level-1

   

Piperin

InChI=1\C17H19NO3\c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15\h2-3,6-9,12H,1,4-5,10-11,13H2\b6-2+,7-3

C17H19NO3 (285.1365)


C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell. Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell.

   

4-Allylpyrocatechol

4-Allylpyrocatechol

C9H10O2 (150.0681)


   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.1878)


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.

   

piperlonguminine

(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide

C16H19NO3 (273.1365)


Piperlonguminine is an alkaloid amide isolated from the Piper species. Piperlonguminine shows various biological properties, including anti-inflammatory, antitumor, neuroprotective, anti-platelet, anti-melanogenic, antifungal and antibacterial activities[1][2][3][4]. Piperlonguminine is an alkaloid amide isolated from the Piper species. Piperlonguminine shows various biological properties, including anti-inflammatory, antitumor, neuroprotective, anti-platelet, anti-melanogenic, antifungal and antibacterial activities[1][2][3][4].

   

Piperundecalidine

(2E,4E,10E)-11-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)undeca-2,4,10-trien-1-one

C23H29NO3 (367.2147)


   

&beta

3-(3,4,5-Trimethoxyphenyl)propionic acid

C12H16O5 (240.0998)


3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper). 3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper).

   

Piperolein B

(8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)non-8-en-1-one

C21H29NO3 (343.2147)


   

Retrofractamide C

(2E,8E)-9-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,8-dienamide

C20H27NO3 (329.1991)


   

Retrofractamide D

(2E,4E,9E)-10-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)deca-2,4,9-trienamide

C21H27NO3 (341.1991)


   

Pipereicosalidine

(2E,4E,16Z)-1-(piperidin-1-yl)icosa-2,4,16-trien-1-one

C25H43NO (373.3344)


   

Dehydropipernonaline

(2E,4E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,4,8-trien-1-one

C21H25NO3 (339.1834)


   

4,5-Dihydropiperlonguminine

(2E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pent-2-enamide

C16H21NO3 (275.1521)


   

5-[(1E)-dodec-1-en-1-yl]-2H-1,3-benzodioxole

5-[(1E)-dodec-1-en-1-yl]-2H-1,3-benzodioxole

C19H28O2 (288.2089)


   

bamipine

bamipine

C19H24N2 (280.1939)


D - Dermatologicals > D04 - Antipruritics, incl. antihistamines, anesthetics, etc. > D04A - Antipruritics, incl. antihistamines, anesthetics, etc. > D04AA - Antihistamines for topical use R - Respiratory system > R06 - Antihistamines for systemic use > R06A - Antihistamines for systemic use D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists C308 - Immunotherapeutic Agent > C29578 - Histamine-1 Receptor Antagonist

   

Fructon

(3S,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one

C6H12O6 (180.0634)


D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents D-Fructose (D(-)-Fructose) is a naturally occurring monosaccharide found in many plants. D-Fructose (D(-)-Fructose) is a naturally occurring monosaccharide found in many plants.

   

Harzol

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.3861)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

5950-12-9

(2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide

C16H19NO3 (273.1365)


Piperlonguminine is an alkaloid amide isolated from the Piper species. Piperlonguminine shows various biological properties, including anti-inflammatory, antitumor, neuroprotective, anti-platelet, anti-melanogenic, antifungal and antibacterial activities[1][2][3][4]. Piperlonguminine is an alkaloid amide isolated from the Piper species. Piperlonguminine shows various biological properties, including anti-inflammatory, antitumor, neuroprotective, anti-platelet, anti-melanogenic, antifungal and antibacterial activities[1][2][3][4].

   

LS-631

InChI=1\C8H6O3\c9-4-6-1-2-7-8(3-6)11-5-10-7\h1-4H,5H

C8H6O3 (150.0317)


   

Caryophyllene oxide

Caryophyllene alpha-oxide

C15H24O (220.1827)


Constituent of oil of cloves (Eugenia caryophyllata)and is) also in oils of Betula alba, Mentha piperita (peppermint) and others. Caryophyllene alpha-oxide is found in many foods, some of which are spearmint, cloves, ceylon cinnamon, and herbs and spices. Caryophyllene beta-oxide is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Caryophyllene beta-oxide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Within the cell, caryophyllene beta-oxide is primarily located in the membrane (predicted from logP). It can also be found in the extracellular space. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1]. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

   

epoxide

[1R-(1R*,4R*,6R*,10S*)]- Caryophylene oxide Caryophyllene epoxide Caryophyllene oxyde Epoxycaryophyllene [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane <>-Caryophyllene epoxide <>-Caryophyllene oxide

C15H24O (220.1827)


Caryophyllene oxide is an epoxide. It has a role as a metabolite. Caryophyllene oxide is a natural product found in Xylopia emarginata, Eupatorium altissimum, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of). A natural product found in Cupania cinerea. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1]. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

   

PIPERONAL

PIPERONAL

C8H6O3 (150.0317)


An arenecarbaldehyde that is 1,3-benzodioxole substituted by a formyl substituent at position 5. It has been isolated from Piper nigrum.

   

3-(3,4,5-Trimethoxyphenyl)propanoic acid

3-(3,4,5-Trimethoxyphenyl)propanoic acid

C12H16O5 (240.0998)


3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper). 3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper).

   

keto-D-fructose

keto-D-fructose

C6H12O6 (180.0634)


The open-chain form of D-fructose.

   

(2e,4e,10z)-n-[(2s)-butan-2-yl]docosa-2,4,10-trienimidic acid

(2e,4e,10z)-n-[(2s)-butan-2-yl]docosa-2,4,10-trienimidic acid

C26H47NO (389.3657)


   

(2e,4e)-1-(piperidin-1-yl)icosa-2,4-dien-1-one

(2e,4e)-1-(piperidin-1-yl)icosa-2,4-dien-1-one

C25H45NO (375.3501)


   

(2e,4e,14z)-n-(2-methylpropyl)icosa-2,4,14-trienimidic acid

(2e,4e,14z)-n-(2-methylpropyl)icosa-2,4,14-trienimidic acid

C24H43NO (361.3344)


   

(2s,3r,4s,5s,6r)-2-(4-hydroxy-3-methoxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

(2s,3r,4s,5s,6r)-2-(4-hydroxy-3-methoxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

C13H18O8 (302.1002)


   

(2e,4e,12z)-1-(piperidin-1-yl)octadeca-2,4,12-trien-1-one

(2e,4e,12z)-1-(piperidin-1-yl)octadeca-2,4,12-trien-1-one

C23H39NO (345.3031)


   

(2e,14z)-1-(piperidin-1-yl)icosa-2,14-dien-1-one

(2e,14z)-1-(piperidin-1-yl)icosa-2,14-dien-1-one

C25H45NO (375.3501)


   

(2e,4e,8z)-n-(2-methylpropyl)icosa-2,4,8-trienimidic acid

(2e,4e,8z)-n-(2-methylpropyl)icosa-2,4,8-trienimidic acid

C24H43NO (361.3344)


   

(2r,3s,4s,5r,6r)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[(2s)-heptan-2-yloxy]oxane-3,4,5-triol

(2r,3s,4s,5r,6r)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[(2s)-heptan-2-yloxy]oxane-3,4,5-triol

C18H34O10 (410.2152)


   

n-(2-methylpropyl)icosa-2,4,14-trienimidic acid

n-(2-methylpropyl)icosa-2,4,14-trienimidic acid

C24H43NO (361.3344)


   

(2s,3r,4s,5s,6r)-2-{[(2r,3s,4r,5r,6r)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2e)-3-phenylprop-2-en-1-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2s,3r,4s,5s,6r)-2-{[(2r,3s,4r,5r,6r)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2e)-3-phenylprop-2-en-1-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C21H30O11 (458.1788)


   

(2e,4e,14e)-1-(piperidin-1-yl)octadeca-2,4,14-trien-1-one

(2e,4e,14e)-1-(piperidin-1-yl)octadeca-2,4,14-trien-1-one

C23H39NO (345.3031)


   

methyl 5-(2h-1,3-benzodioxol-5-yl)penta-2,4-dienoate

methyl 5-(2h-1,3-benzodioxol-5-yl)penta-2,4-dienoate

C13H12O4 (232.0736)


   

10-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)deca-2,4,9-trienimidic acid

10-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)deca-2,4,9-trienimidic acid

C21H27NO3 (341.1991)


   

(2e,4e)-n-(2-methylpropyl)tetradeca-2,4-dienimidic acid

(2e,4e)-n-(2-methylpropyl)tetradeca-2,4-dienimidic acid

C18H33NO (279.2562)


   

1-(piperidin-1-yl)icosa-2,4,14-trien-1-one

1-(piperidin-1-yl)icosa-2,4,14-trien-1-one

C25H43NO (373.3344)


   

1-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-5,6-dihydropyridin-2-one

1-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-5,6-dihydropyridin-2-one

C17H19NO5 (317.1263)


   

benzyl β-d-glucoside

benzyl β-d-glucoside

C13H18O6 (270.1103)


   

(2e,4e)-5-(2h-1,3-benzodioxol-5-yl)-n-[(5e)-10-methylundec-5-en-1-yl]penta-2,4-dienimidic acid

(2e,4e)-5-(2h-1,3-benzodioxol-5-yl)-n-[(5e)-10-methylundec-5-en-1-yl]penta-2,4-dienimidic acid

C24H33NO3 (383.246)


   

(2r,3r,4s,5s,6r)-2-isopropoxy-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-isopropoxy-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxane-3,4,5-triol

C14H26O10 (354.1526)


   

1-(piperidin-1-yl)icosa-2,4-dien-1-one

1-(piperidin-1-yl)icosa-2,4-dien-1-one

C25H45NO (375.3501)


   

(2e,4e,15e)-16-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)hexadeca-2,4,15-trienimidic acid

(2e,4e,15e)-16-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)hexadeca-2,4,15-trienimidic acid

C27H39NO3 (425.293)


   

(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-[4-(prop-2-en-1-yl)-2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenoxy]oxane-3,4,5-triol

(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-[4-(prop-2-en-1-yl)-2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenoxy]oxane-3,4,5-triol

C21H30O12 (474.1737)


   

1-(piperidin-1-yl)octadeca-2,4,12-trien-1-one

1-(piperidin-1-yl)octadeca-2,4,12-trien-1-one

C23H39NO (345.3031)


   

n-(2-methylpropyl)deca-2,4-dienimidic acid

n-(2-methylpropyl)deca-2,4-dienimidic acid

C14H25NO (223.1936)


   

β-caryophyllene oxide

β-caryophyllene oxide

C15H24O (220.1827)


   

(2e,4e,10e)-11-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)undeca-2,4,10-trienimidic acid

(2e,4e,10e)-11-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)undeca-2,4,10-trienimidic acid

C22H29NO3 (355.2147)


   

(2e,4e,14z)-1-(piperidin-1-yl)octadeca-2,4,14-trien-1-one

(2e,4e,14z)-1-(piperidin-1-yl)octadeca-2,4,14-trien-1-one

C23H39NO (345.3031)


   

9-(2h-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,8-dien-1-one

9-(2h-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,8-dien-1-one

C21H27NO3 (341.1991)


   

butyl β-d-glucopyranoside

butyl β-d-glucopyranoside

C10H20O6 (236.126)


   

(2e,4e,9e)-10-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)deca-2,4,9-trienimidic acid

(2e,4e,9e)-10-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)deca-2,4,9-trienimidic acid

C21H27NO3 (341.1991)


   

(2e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylbutyl)nona-2,8-dienimidic acid

(2e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylbutyl)nona-2,8-dienimidic acid

C21H29NO3 (343.2147)


   

9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,8-dienimidic acid

9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,8-dienimidic acid

C20H27NO3 (329.1991)


   

(2e,4e,12e)-13-(2h-1,3-benzodioxol-5-yl)-n-[(2r)-butan-2-yl]trideca-2,4,12-trienimidic acid

(2e,4e,12e)-13-(2h-1,3-benzodioxol-5-yl)-n-[(2r)-butan-2-yl]trideca-2,4,12-trienimidic acid

C24H33NO3 (383.246)


   

1-(piperidin-1-yl)octadeca-2,4,14-trien-1-one

1-(piperidin-1-yl)octadeca-2,4,14-trien-1-one

C23H39NO (345.3031)


   

(2r,3r,4s,5s,6r)-2-[(2s)-heptan-2-yloxy]-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-[(2s)-heptan-2-yloxy]-6-({[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxane-3,4,5-triol

C18H34O10 (410.2152)


   

1-(piperidin-1-yl)octadeca-2,4-dien-1-one

1-(piperidin-1-yl)octadeca-2,4-dien-1-one

C23H41NO (347.3188)


   

(2r)-3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol

(2r)-3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol

C10H14O4 (198.0892)


   

methyl (2e,4e)-5-(2h-1,3-benzodioxol-5-yl)penta-2,4-dienoate

methyl (2e,4e)-5-(2h-1,3-benzodioxol-5-yl)penta-2,4-dienoate

C13H12O4 (232.0736)


   

(2e,4e)-n-(2-methylpropyl)deca-2,4-dienimidic acid

(2e,4e)-n-(2-methylpropyl)deca-2,4-dienimidic acid

C14H25NO (223.1936)


   

1-[(1s,5r,6r)-5-(2h-1,3-benzodioxol-5-yl)-6-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-2-(piperidine-1-carbonyl)cyclohex-3-ene-1-carbonyl]piperidine

1-[(1s,5r,6r)-5-(2h-1,3-benzodioxol-5-yl)-6-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-2-(piperidine-1-carbonyl)cyclohex-3-ene-1-carbonyl]piperidine

C34H38N2O6 (570.273)


   

(4s)-4-hydroxy-3,5,5-trimethyl-4-[(3r)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]cyclohex-2-en-1-one

(4s)-4-hydroxy-3,5,5-trimethyl-4-[(3r)-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]cyclohex-2-en-1-one

C19H32O8 (388.2097)


   

11-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)undeca-2,4,10-trienimidic acid

11-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)undeca-2,4,10-trienimidic acid

C22H29NO3 (355.2147)


   

(2e,4e)-n-(2-methylpropyl)dodeca-2,4-dienimidic acid

(2e,4e)-n-(2-methylpropyl)dodeca-2,4-dienimidic acid

C16H29NO (251.2249)


   

(2e,4e,14z)-1-(piperidin-1-yl)icosa-2,4,14-trien-1-one

(2e,4e,14z)-1-(piperidin-1-yl)icosa-2,4,14-trien-1-one

C25H43NO (373.3344)


   

16-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)hexadeca-2,4,15-trienimidic acid

16-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)hexadeca-2,4,15-trienimidic acid

C27H39NO3 (425.293)


   

9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,4,8-trienimidic acid

9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,4,8-trienimidic acid

C20H25NO3 (327.1834)


   

(2e,4e)-5-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)penta-2,4-dienimidic acid

(2e,4e)-5-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)penta-2,4-dienimidic acid

C16H19NO3 (273.1365)


   

(2e,4e,12z)-n-(2-methylpropyl)octadeca-2,4,12-trienimidic acid

(2e,4e,12z)-n-(2-methylpropyl)octadeca-2,4,12-trienimidic acid

C22H39NO (333.3031)


   

(2e,4e)-1-(piperidin-1-yl)octadeca-2,4-dien-1-one

(2e,4e)-1-(piperidin-1-yl)octadeca-2,4-dien-1-one

C23H41NO (347.3188)


   

n-(2-methylpropyl)icosa-2,4,8-trienimidic acid

n-(2-methylpropyl)icosa-2,4,8-trienimidic acid

C24H43NO (361.3344)


   

1-(piperidin-1-yl)icosa-2,4,16-trien-1-one

1-(piperidin-1-yl)icosa-2,4,16-trien-1-one

C25H43NO (373.3344)


   

(2s,3r,4s,5s,6r)-2-{4-[(2r)-2,3-dihydroxypropyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2s,3r,4s,5s,6r)-2-{4-[(2r)-2,3-dihydroxypropyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C16H24O9 (360.142)


   

(2e,4e,12e)-13-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)trideca-2,4,12-trienimidic acid

(2e,4e,12e)-13-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)trideca-2,4,12-trienimidic acid

C24H33NO3 (383.246)


   

(2s,3s,4s,5r,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

(2s,3s,4s,5r,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

C6H12O6 (180.0634)


   

(3s)-5-{[(2r,3s,4r,5r,6r)-4,5-dihydroxy-6-{[(2e)-3-phenylprop-2-en-1-yl]oxy}-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

(3s)-5-{[(2r,3s,4r,5r,6r)-4,5-dihydroxy-6-{[(2e)-3-phenylprop-2-en-1-yl]oxy}-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

C27H38O15 (602.2211)


   

1-(piperidin-1-yl)icosa-2,14-dien-1-one

1-(piperidin-1-yl)icosa-2,14-dien-1-one

C25H45NO (375.3501)


   

n-(2-methylpropyl)octadeca-2,4,12-trienimidic acid

n-(2-methylpropyl)octadeca-2,4,12-trienimidic acid

C22H39NO (333.3031)


   

(2e,4e)-n-(2-methylpropyl)hexadeca-2,4-dienimidic acid

(2e,4e)-n-(2-methylpropyl)hexadeca-2,4-dienimidic acid

C20H37NO (307.2875)


   

(2e,4e)-n-[(2r)-butan-2-yl]deca-2,4-dienimidic acid

(2e,4e)-n-[(2r)-butan-2-yl]deca-2,4-dienimidic acid

C14H25NO (223.1936)


   

13-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)trideca-2,4,12-trienimidic acid

13-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)trideca-2,4,12-trienimidic acid

C24H33NO3 (383.246)


   

1-[5-(2h-1,3-benzodioxol-5-yl)-6-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-2-(piperidine-1-carbonyl)cyclohex-3-ene-1-carbonyl]piperidine

1-[5-(2h-1,3-benzodioxol-5-yl)-6-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-2-(piperidine-1-carbonyl)cyclohex-3-ene-1-carbonyl]piperidine

C34H38N2O6 (570.273)


   

(2e,4e,8z)-n-(2-methylpropyl)tetradeca-2,4,8-trienimidic acid

(2e,4e,8z)-n-(2-methylpropyl)tetradeca-2,4,8-trienimidic acid

C18H31NO (277.2406)


   

(2e,4e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-[(2r)-butan-2-yl]nona-2,4,8-trienimidic acid

(2e,4e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-[(2r)-butan-2-yl]nona-2,4,8-trienimidic acid

C20H25NO3 (327.1834)


   

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-isopropoxyoxane-3,4,5-triol

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-isopropoxyoxane-3,4,5-triol

C9H18O6 (222.1103)


   

(2e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,8-dienimidic acid

(2e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,8-dienimidic acid

C20H27NO3 (329.1991)


   

5-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)penta-2,4-dienamide

5-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)penta-2,4-dienamide

C16H19NO3 (273.1365)


   

(2e,4e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,4,8-trienimidic acid

(2e,4e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,4,8-trienimidic acid

C20H25NO3 (327.1834)