Classification Term: 2133
3-prenylated chalcones (ontology term: CHEMONTID:0003509)
Chalcones featuring a C5-isoprenoid unit at the 3-position." []
found 23 associated metabolites at category metabolite taxonomy ontology rank level.
Ancestor: Chalcones and dihydrochalcones
Child Taxonomies: There is no child term of current ontology term.
Xanthohumol
Xanthohumol is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2 and 4, a methoxy group at position 6 and a prenyl group at position 3. Isolated from Humulus lupulus, it induces apoptosis in human malignant glioblastoma cells. It has a role as a metabolite, an apoptosis inducer, an antineoplastic agent, an antiviral agent, an EC 2.3.1.20 (diacylglycerol O-acyltransferase) inhibitor and an anti-HIV-1 agent. It is a member of chalcones, a polyphenol and an aromatic ether. It is a conjugate acid of a xanthohumol(1-). Xanthohumol is under investigation in clinical trial NCT01367431 (Xanthohumol and Metabolic Syndrome). Xanthohumol is a natural product found in Humulus lupulus and Capsicum annuum with data available. Xanthohumol is a prenylated flavonoid derived from the female flowers of the hops plant (Humulus lupulus L), with potential chemopreventive and antineoplastic activities. Upon administration, xanthohumol scavenges reactive oxygen species (ROS), thereby preventing DNA damage due to oxidative stress. In addition, xanthohumol is able to increase the expression of phase II cytoprotective enzymes, thereby inactivating carcinogens. This agent exerts anti-inflammatory activity, through the inhibition of inflammation-inducing enzymes, inhibits DNA synthesis, and induces apoptosis of susceptible cancer cells. Xanthohumol also decreases the expression of C-X-C chemokine receptor 4 (CXCR4), thereby preventing cancer cell invasion. A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2 and 4, a methoxy group at position 6 and a prenyl group at position 3. Isolated from Humulus lupulus, it induces apoptosis in human malignant glioblastoma cells. C308 - Immunotherapeutic Agent > C63817 - Chemokine Receptor Antagonist > C107589 - CXCR4 Inhibitor Xanthohumol is found in alcoholic beverages. Xanthohumol is isolated from Humulus lupulus (hops Isolated from Humulus lupulus (hops). Xanthohumol is found in beer and alcoholic beverages. D006133 - Growth Substances > D043924 - Angiogenesis Modulating Agents D000970 - Antineoplastic Agents > D020533 - Angiogenesis Inhibitors D006133 - Growth Substances > D006131 - Growth Inhibitors C1892 - Chemopreventive Agent [Raw Data] CBA95_Xanthohumol_pos_50eV.txt [Raw Data] CBA95_Xanthohumol_neg_40eV.txt [Raw Data] CBA95_Xanthohumol_neg_20eV.txt [Raw Data] CBA95_Xanthohumol_neg_30eV.txt [Raw Data] CBA95_Xanthohumol_neg_50eV.txt [Raw Data] CBA95_Xanthohumol_pos_30eV.txt [Raw Data] CBA95_Xanthohumol_pos_10eV.txt [Raw Data] CBA95_Xanthohumol_neg_10eV.txt [Raw Data] CBA95_Xanthohumol_pos_20eV.txt [Raw Data] CBA95_Xanthohumol_pos_40eV.txt Xanthohumol is one of the principal flavonoids isolated from hops, the inhibitor of diacylglycerol acetyltransferase (DGAT), COX-1 and COX-2, and shows anti-cancer and anti-angiogenic activities. Xanthohumol also has antiviral activity against bovine viral diarrhea virus (BVDV), rhinovirus, HSV-1, HSV-2 and cytomegalovirus (CMV). Xanthohumol is one of the principal flavonoids isolated from hops, the inhibitor of diacylglycerol acetyltransferase (DGAT), COX-1 and COX-2, and shows anti-cancer and anti-angiogenic activities. Xanthohumol also has antiviral activity against bovine viral diarrhea virus (BVDV), rhinovirus, HSV-1, HSV-2 and cytomegalovirus (CMV). Xanthohumol is one of the principal flavonoids isolated from hops, the inhibitor of diacylglycerol acetyltransferase (DGAT), COX-1 and COX-2, and shows anti-cancer and anti-angiogenic activities. Xanthohumol also has antiviral activity against bovine viral diarrhea virus (BVDV), rhinovirus, HSV-1, HSV-2 and cytomegalovirus (CMV).
Desmethylxanthohumol
Desmethylxanthohumol is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2, 4, and 6 and a 3-methylbut-2-en-1-yl group at position 3. It has a role as a plant metabolite. It is a member of chalcones and a 2-acyl-4-prenylphloroglucinol. It is functionally related to a trans-chalcone. It is a conjugate acid of a desmethylxanthohumol(1-). Desmethylxanthohumol is a natural product found in Helichrysum dregeanum, Humulus lupulus, and other organisms with data available. A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2, 4, and 6 and a 3-methylbut-2-en-1-yl group at position 3. Desmethylxanthohumol is found in alcoholic beverages. Desmethylxanthohumol is a constituent of Humulus lupulus (hops) D006133 - Growth Substances > D043924 - Angiogenesis Modulating Agents D000970 - Antineoplastic Agents > D020533 - Angiogenesis Inhibitors D006133 - Growth Substances > D006131 - Growth Inhibitors
2',4-Dihydroxy-4',6'-dimethoxy-3'-prenylchalcone
2,4-Dihydroxy-4,6-dimethoxy-3-prenylchalcone is found in alcoholic beverages. 2,4-Dihydroxy-4,6-dimethoxy-3-prenylchalcone is isolated from Humulus lupulus (hops). Isolated from Humulus lupulus (hops). 2,4-Dihydroxy-4,6-dimethoxy-3-prenylchalcone is found in alcoholic beverages.
Xanthohumol D
Xanthohumol D is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2 and 4, a methoxy group at position 6 and a 2-hydroxy-3-methylbut-3-en-1-yl group at position 3. It has been isolated as a racemate from Humulus lupulus and has been shown to exhibit inhibitory activity against NO production. It has a role as a metabolite and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a member of chalcones, a polyphenol, an aromatic ether and a secondary alcohol. A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2 and 4, a methoxy group at position 6 and a 2-hydroxy-3-methylbut-3-en-1-yl group at position 3. It has been isolated as a racemate from Humulus lupulus and has been shown to exhibit inhibitory activity against NO production. Xanthohumol D is found in alcoholic beverages. Xanthohumol D is isolated from Humulus lupulus (hops Isolated from Humulus lupulus (hops). Xanthohumol D is found in alcoholic beverages.
2',4',6'-Trihydroxydihydrochalcone 2'-glucoside
2,4,6-Trihydroxydihydrochalcone 2-glucoside is found in pomes. 2,4,6-Trihydroxydihydrochalcone 2-glucoside occurs in Malus species. Occurs in Malus subspecies 2,4,6-Trihydroxydihydrochalcone 2-glucoside is found in malus (crab apple) and pomes.
Morachalcone A
Morachalcone A is found in breadfruit. Morachalcone A is a constituent of Morus alba (white mulberry). Constituent of Morus alba (white mulberry). Morachalcone A is found in breadfruit and fruits.
3'-Geranyl-2',3,4,4'-tetrahydroxychalcone
3-Geranyl-2,3,4,4-tetrahydroxychalcone is found in fruits. 3-Geranyl-2,3,4,4-tetrahydroxychalcone is a constituent of Artocarpus incisus (breadfruit). D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D065088 - Steroid Synthesis Inhibitors D004791 - Enzyme Inhibitors > D065088 - Steroid Synthesis Inhibitors > D058891 - 5-alpha Reductase Inhibitors Constituent of Artocarpus incisus (breadfruit). 3-Geranyl-2,3,4,4-tetrahydroxychalcone is found in fruits.
Xanthohumol E
Xanthohumol E is found in alcoholic beverages. Xanthohumol E is a constituent of Humulus lupulus (hops) Constituent of Humulus lupulus (hops). Xanthohumol E is found in alcoholic beverages.
3'-Geranyl-2',4,4',6'-tetrahydroxychalcone
3-Geranyl-2,4,4,6-tetrahydroxychalcone is found in alcoholic beverages. 3-Geranyl-2,4,4,6-tetrahydroxychalcone is a constituent of hops (Humulus lupulus) Constituent of hops (Humulus lupulus). 3-Geranyl-2,4,4,6-tetrahydroxychalcone is found in alcoholic beverages.
2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone
2,4,4-Trihydroxy-6-methoxy-3,5-diprenylchalcone is found in alcoholic beverages. 2,4,4-Trihydroxy-6-methoxy-3,5-diprenylchalcone is a constituent of Humulus lupulus (hops) Constituent of Humulus lupulus (hops). 2,4,4-Trihydroxy-6-methoxy-3,5-diprenylchalcone is found in alcoholic beverages.
Xanthogalenol
Xanthogalenol is found in alcoholic beverages. Xanthogalenol is isolated from Humulus lupulus (hops Isolated from Humulus lupulus (hops). Xanthogalenol is found in alcoholic beverages.
Allium schoenoprasum Anthocyanin-flavonol 3'-acetate
Allium schoenoprasum Anthocyanin-flavonol 3-acetate is found in onion-family vegetables. Allium schoenoprasum Anthocyanin-flavonol 3-acetate is a constituent of the flowers of Allium schoenoprasum (chives).
(E)-2',4,4',6'-Tetrahydroxy-3',5'-diprenylchalcone
(E)-2,4,4,6-Tetrahydroxy-3,5-diprenylchalcone is found in alcoholic beverages. (E)-2,4,4,6-Tetrahydroxy-3,5-diprenylchalcone is a constituent of hops (Humulus lupulus)
4-Hydroxyderricin
CC(C)=CCCC(C)=CCc1c(O)ccc(C(=O)C=Cc2ccc(O)cc2)c1O
Bavachalcone
Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1]. Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1]. Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1].
Xanthohumol(Random Configuration)
Xanthoangelol D
Xanthoangelol d is a member of the class of compounds known as 3-prenylated chalcones. 3-prenylated chalcones are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, xanthoangelol d is considered to be a flavonoid lipid molecule. Xanthoangelol d is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Xanthoangelol d can be found in angelica, which makes xanthoangelol d a potential biomarker for the consumption of this food product.
Xanthoangelol E
Xanthoangelol e is a member of the class of compounds known as 3-prenylated chalcones. 3-prenylated chalcones are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, xanthoangelol e is considered to be a flavonoid lipid molecule. Xanthoangelol e is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Xanthoangelol e can be found in angelica, which makes xanthoangelol e a potential biomarker for the consumption of this food product.
Xanthoangelol B
Xanthoangelol b is a member of the class of compounds known as 3-prenylated chalcones. 3-prenylated chalcones are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, xanthoangelol b is considered to be a flavonoid lipid molecule. Xanthoangelol b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Xanthoangelol b can be found in angelica, which makes xanthoangelol b a potential biomarker for the consumption of this food product.
Xanthoangelol C
Xanthoangelol c is a member of the class of compounds known as 3-prenylated chalcones. 3-prenylated chalcones are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, xanthoangelol c is considered to be a flavonoid lipid molecule. Xanthoangelol c is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Xanthoangelol c can be found in angelica, which makes xanthoangelol c a potential biomarker for the consumption of this food product.
Xanthoangelol F
Xanthoangelol f is a member of the class of compounds known as 3-prenylated chalcones. 3-prenylated chalcones are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, xanthoangelol f is considered to be a flavonoid lipid molecule. Xanthoangelol f is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Xanthoangelol f can be found in angelica, which makes xanthoangelol f a potential biomarker for the consumption of this food product.
Xanthoangelol G
Xanthoangelol g is a member of the class of compounds known as 3-prenylated chalcones. 3-prenylated chalcones are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, xanthoangelol g is considered to be a flavonoid lipid molecule. Xanthoangelol g is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Xanthoangelol g can be found in angelica, which makes xanthoangelol g a potential biomarker for the consumption of this food product.
