Classification Term: 168660

Flavones and Flavonols [PK1211] (ontology term: 7eb3efbee921624d9766d2f9912dec3d)

Flavones and Flavonols [PK1211]

found 500 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Flavonoids [PK12]

Child Taxonomies: There is no child term of current ontology term.

Flavone

InChI=1/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10

C15H10O2 (222.06807600000002)


Flavone is the simplest member of the class of flavones that consists of 4H-chromen-4-one bearing a phenyl substituent at position 2. It has a role as a metabolite and a nematicide. Flavone is a natural product found in Grindelia hirsutula, Asphodeline damascena, and other organisms with data available. Quercetin is a flavonoid that forms the "backbone" for many other flavonoids, including the citrus flavonoids rutin, hesperidin, naringin and tangeritin. In studies, quercetin is found to be the most active of the flavonoids, and many medicinal plants owe much of their activity to their high quercetin content. Quercetin has demonstrated significant anti-inflammatory activity because of direct inhibition of several initial processes of inflammation. For example, it inhibits both the manufacture and release of histamine and other allergic/inflammatory mediators. In addition, it exerts potent antioxidant activity and vitamin C-sparing action. Flavone is an endogenous metabolite. Flavone is an endogenous metabolite.

   

Luteolin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-

C15H10O6 (286.047736)


Luteolin is a naturally occurring flavonoid. (PMID:17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445). Luteolin is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. It has a role as an EC 2.3.1.85 (fatty acid synthase) inhibitor, an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, a plant metabolite, a nephroprotective agent, an angiogenesis inhibitor, a c-Jun N-terminal kinase inhibitor, an anti-inflammatory agent, an apoptosis inducer, a radical scavenger and an immunomodulator. It is a 3-hydroxyflavonoid and a tetrahydroxyflavone. It is a conjugate acid of a luteolin-7-olate. Luteolin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Luteolin is a naturally-occurring flavonoid, with potential anti-oxidant, anti-inflammatory, apoptosis-inducing and chemopreventive activities. Upon administration, luteolin scavenges free radicals, protects cells from reactive oxygen species (ROS)-induced damage and induces direct cell cycle arrest and apoptosis in tumor cells. This inhibits tumor cell proliferation and suppresses metastasis. 5,7,3,4-tetrahydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. Flavone v. widespread in plant world; found especies in celery, peppermint, rosemary, thyme and Queen Annes Lace leaves (wild carrot). Potential nutriceutical. Luteolin is found in many foods, some of which are soy bean, ginger, abalone, and swiss chard. Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 361; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 48 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Isovitexin

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C21H20O10 (432.105642)


Isovitexin is a C-glycosyl compound that consists of apigenin substituted by a 1,5-anhydro-D-glucitol moiety at position 6. It has a role as an EC 3.2.1.20 (alpha-glucosidase) inhibitor and a metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an apigenin. It is a conjugate acid of an isovitexin-7-olate. Isovitexin is a natural product found in Carex fraseriana, Rauhiella, and other organisms with data available. See also: Fenugreek seed (part of); Acai (part of); Crataegus monogyna flowering top (part of). [Raw Data] CBA25_Isovitexin_neg_20eV_1-7_01_1425.txt [Raw Data] CBA25_Isovitexin_neg_10eV_1-7_01_1369.txt [Raw Data] CBA25_Isovitexin_pos_30eV_1-7_01_1399.txt [Raw Data] CBA25_Isovitexin_neg_40eV_1-7_01_1427.txt [Raw Data] CBA25_Isovitexin_neg_30eV_1-7_01_1426.txt [Raw Data] CBA25_Isovitexin_neg_50eV_1-7_01_1428.txt [Raw Data] CBA25_Isovitexin_pos_20eV_1-7_01_1398.txt [Raw Data] CBA25_Isovitexin_pos_10eV_1-7_01_1358.txt [Raw Data] CBA25_Isovitexin_pos_40eV_1-7_01_1400.txt [Raw Data] CBA25_Isovitexin_pos_50eV_1-7_01_1401.txt Isovitexin is a flavonoid isolated from passion flower, Cannabis and, and the palm, possesses anti-inflammatory and anti-oxidant activities; Isovitexin acts like a JNK1/2 inhibitor and inhibits the activation of NF-κB. Isovitexin is a flavonoid isolated from passion flower, Cannabis and, and the palm, possesses anti-inflammatory and anti-oxidant activities; Isovitexin acts like a JNK1/2 inhibitor and inhibits the activation of NF-κB.

   

Apiin

7-(((2S,3R,4S,5S,6R)-3-(((2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C26H28O14 (564.1478988)


Apiin is a beta-D-glucoside having a beta-D-apiosyl residue at the 2-position and a 5,4-dihydroxyflavon-7-yl moiety at the anomeric position. It has a role as an EC 3.2.1.18 (exo-alpha-sialidase) inhibitor and a plant metabolite. It is a beta-D-glucoside, a dihydroxyflavone and a glycosyloxyflavone. It is functionally related to an apigenin. It is a conjugate acid of an apiin(1-). Apiin is a natural product found in Crotalaria micans, Limonium axillare, and other organisms with data available. See also: Chamomile (part of); Chamaemelum nobile flower (part of). Apiin is found in celery leaves. Apiin is a constituent of parsley (Petroselinum crispum) and of the flowers of Anthemis nobilis (Roman chamomile). First isolated in 1843 Apiin is a chemical compound isolated from parsley and celery Constituent of parsley (Petroselinum crispum) and of the flowers of Anthemis nobilis (Roman chamomile). First isol. in 1843 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2350 Apiin, a major constituent of Apium graveolens leaves with anti-inflammatory properties. Apiin shows significant inhibitory activity on nitrite (NO) production (IC50 = 0.08 mg/mL) in-vitro and iNOS expression (IC50 = 0.049 mg/ mL) in LPS-activated J774.A1 cells[1]. Apiin, a major constituent of Apium graveolens leaves with anti-inflammatory properties. Apiin shows significant inhibitory activity on nitrite (NO) production (IC50 = 0.08 mg/mL) in-vitro and iNOS expression (IC50 = 0.049 mg/ mL) in LPS-activated J774.A1 cells[1].

   

Cosmosiin

5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one;Apigenin 7-Glucoside

C21H20O10 (432.105642)


Cosmosiin, also known as apigenin 7-O-glucoside or apigetrin, is a member of the class of compounds known as flavonoid-7-O-glycosides. Flavonoid-7-O-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Cosmosiin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cosmosiin can be found in a number of food items, such as common thyme, white lupine, common oregano, and orange mint. Cosmosiin can also be found in dandelion coffee and in Teucrium gnaphalodes (Wikipedia). Cosmosiin can also be found plants such as wild celery and anise. Cosmosiin has been shown to exhibit anti-platelet function (PMID: 21834233). Apigenin 7-O-beta-D-glucoside is a glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a non-steroidal anti-inflammatory drug, a metabolite and an antibacterial agent. It is a beta-D-glucoside, a dihydroxyflavone, a glycosyloxyflavone and a monosaccharide derivative. It is functionally related to an apigenin. It is a conjugate acid of an apigenin 7-O-beta-D-glucoside(1-). It is an enantiomer of an apigenin 7-O-beta-L-glucoside. Cosmosiin is a natural product found in Galeopsis tetrahit, Carex fraseriana, and other organisms with data available. See also: Chamomile (part of). Apiumetrin, also known as 7-O-beta-D-glucosyl-5,7,4-trihydroxyflavone or cosmosiin, is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Apiumetrin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Apiumetrin can be found in wild celery, which makes apiumetrin a potential biomarker for the consumption of this food product. Acquisition and generation of the data is financially supported in part by CREST/JST. Annotation level-1 Apigenin-7-glucoside (Apigenin-7-O-β-D-glucopyranoside) exhibits significant anti-proliferative and antioxidant activity and scavenges reactive oxygen species (ROS)[1][2]. Apigenin-7-glucoside (Apigenin-7-O-β-D-glucopyranoside) exhibits significant anti-proliferative and antioxidant activity and scavenges reactive oxygen species (ROS)[1][2].

   

Apigenin

5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4,5,7-Trihydroxyflavone; Pelargidenon 1449;

C15H10O5 (270.052821)


Apigenin is a trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4, 5 and 7. It induces autophagy in leukaemia cells. It has a role as a metabolite and an antineoplastic agent. It is a conjugate acid of an apigenin-7-olate. Apigenin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter and the increase in hINV promoter activity. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes. (A7924). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin. (A7925). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis. (A7926). 5,7,4-trihydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, and MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes (PMID: 16982614). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin (PMID: 16844095). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis (PMID: 16648565). Flavone found in a wide variety of foodstuffs; buckwheat, cabbage, celeriac, celery, lettuce, oregano, parsley, peppermint, perilla, pummelo juice, thyme, sweet potatoes, green tea and wild carrot [DFC] A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4, 5 and 7. It induces autophagy in leukaemia cells. CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8558; ORIGINAL_PRECURSOR_SCAN_NO 8556 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5097; ORIGINAL_PRECURSOR_SCAN_NO 5094 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5096; ORIGINAL_PRECURSOR_SCAN_NO 5093 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8561; ORIGINAL_PRECURSOR_SCAN_NO 8559 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5082; ORIGINAL_PRECURSOR_SCAN_NO 5079 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5104; ORIGINAL_PRECURSOR_SCAN_NO 5099 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8572; ORIGINAL_PRECURSOR_SCAN_NO 8570 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8556; ORIGINAL_PRECURSOR_SCAN_NO 8554 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5085; ORIGINAL_PRECURSOR_SCAN_NO 5082 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8554; ORIGINAL_PRECURSOR_SCAN_NO 8550 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8540; ORIGINAL_PRECURSOR_SCAN_NO 8539 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5090; ORIGINAL_PRECURSOR_SCAN_NO 5089 Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CB002_Apigenin_pos_10eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_40eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_20eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_30eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_50eV_CB000005.txt [Raw Data] CB002_Apigenin_neg_40eV_000005.txt [Raw Data] CB002_Apigenin_neg_20eV_000005.txt [Raw Data] CB002_Apigenin_neg_10eV_000005.txt [Raw Data] CB002_Apigenin_neg_50eV_000005.txt CONFIDENCE standard compound; INTERNAL_ID 151 [Raw Data] CB002_Apigenin_neg_30eV_000005.txt CONFIDENCE standard compound; ML_ID 26 Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

Acacetin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-

C16H12O5 (284.0684702)


5,7-dihydroxy-4-methoxyflavone is a monomethoxyflavone that is the 4-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate. Acacetin is a natural product found in Verbascum lychnitis, Odontites viscosus, and other organisms with data available. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2]. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2].

   

Kaempferol

3,4,5,7-Tetrahydroxyflavone, 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C15H10O6 (286.047736)


Kaempferol is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. It has a role as an antibacterial agent, a plant metabolite, a human xenobiotic metabolite, a human urinary metabolite, a human blood serum metabolite and a geroprotector. It is a member of flavonols, a 7-hydroxyflavonol and a tetrahydroxyflavone. It is a conjugate acid of a kaempferol oxoanion. Kaempferol is a natural product found in Lotus ucrainicus, Visnea mocanera, and other organisms with data available. Kaempferol is a natural flavonoid which has been isolated from Delphinium, Witch-hazel, grapefruit, and other plant sources. Kaempferol is a yellow crystalline solid with a melting point of 276-278 degree centigrade. It is slightly soluble in water, and well soluble in hot ethanol and diethyl ether. Kaempferol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Cannabis sativa subsp. indica top (part of); Tussilago farfara flower (part of). Kaempferol, also known as rhamnolutein or c.i. 75640, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, kaempferol is considered to be a flavonoid molecule. A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Kaempferol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Kaempferol exists in all eukaryotes, ranging from yeast to humans. Kaempferol is a bitter tasting compound. Kaempferol is found, on average, in the highest concentration within a few different foods, such as saffrons, capers, and cumins and in a lower concentration in lovages, endives, and cloves. Kaempferol has also been detected, but not quantified, in several different foods, such as shallots, pine nuts, feijoa, kombus, and chicory leaves. This could make kaempferol a potential biomarker for the consumption of these foods. Kaempferol is a potentially toxic compound. Very widespread in the plant world, e.g. in Brassicaceae, Apocynaceae, Dilleniaceae, Ranunculaceae, Leguminosae, etc. Found especies in broccoli, capers, chives, kale, garden cress, fennel, lovage, dill weed and tarragon [CCD] A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3906; ORIGINAL_PRECURSOR_SCAN_NO 3905 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3916; ORIGINAL_PRECURSOR_SCAN_NO 3915 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3928; ORIGINAL_PRECURSOR_SCAN_NO 3927 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4291; ORIGINAL_PRECURSOR_SCAN_NO 4290 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3918; ORIGINAL_PRECURSOR_SCAN_NO 3917 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3915; ORIGINAL_PRECURSOR_SCAN_NO 3914 Acquisition and generation of the data is financially supported in part by CREST/JST. INTERNAL_ID 2358; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2358 CONFIDENCE standard compound; INTERNAL_ID 47 CONFIDENCE standard compound; ML_ID 45 Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4]. Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4].

   

Quercetin

4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-, zirconium(2+) salt (1:1)

C15H10O7 (302.042651)


Quercetin appears as yellow needles or yellow powder. Converts to anhydrous form at 203-207 °F. Alcoholic solutions taste very bitter. (NTP, 1992) Quercetin is a pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3-, 4-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine. It has a role as an antibacterial agent, an antioxidant, a protein kinase inhibitor, an antineoplastic agent, an EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor, a plant metabolite, a phytoestrogen, a radical scavenger, a chelator, an Aurora kinase inhibitor and a geroprotector. It is a pentahydroxyflavone and a 7-hydroxyflavonol. It is a conjugate acid of a quercetin-7-olate. Quercetin is a flavonol widely distributed in plants. It is an antioxidant, like many other phenolic heterocyclic compounds. Glycosylated forms include RUTIN and quercetrin. Quercetin is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Quercetin is a flavonoid found in many foods and herbs and is a regular component of a normal diet. Extracts of quercetin have been used to treat or prevent diverse conditions including cardiovascular disease, hypercholesterolemia, rheumatic diseases, infections and cancer but have not been shown to be effective in clinical trials for any medical condition. Quercetin as a nutritional supplement is well tolerated and has not been linked to serum enzyme elevations or to episodes of clinically apparent liver injury. Quercetin is a natural product found in Lotus ucrainicus, Visnea mocanera, and other organisms with data available. Quercetin is a polyphenolic flavonoid with potential chemopreventive activity. Quercetin, ubiquitous in plant food sources and a major bioflavonoid in the human diet, may produce antiproliferative effects resulting from the modulation of either EGFR or estrogen-receptor mediated signal transduction pathways. Although the mechanism of action of action is not fully known, the following effects have been described with this agent in vitro: decreased expression of mutant p53 protein and p21-ras oncogene, induction of cell cycle arrest at the G1 phase and inhibition of heat shock protein synthesis. This compound also demonstrates synergy and reversal of the multidrug resistance phenotype, when combined with chemotherapeutic drugs, in vitro. Quercetin also produces anti-inflammatory and anti-allergy effects mediated through the inhibition of the lipoxygenase and cyclooxygenase pathways, thereby preventing the production of pro-inflammatory mediators. Quercetin is a flavonoid widely distributed in many plants and fruits including red grapes, citrus fruit, tomato, broccoli and other leafy green vegetables, and a number of berries, including raspberries and cranberries. Quercetin itself (aglycone quercetin), as opposed to quercetin glycosides, is not a normal dietary component. Quercitin glycosides are converted to phenolic acids as they pass through the gastrointestinal tract. Quercetin has neither been confirmed scientifically as a specific therapeutic for any condition nor been approved by any regulatory agency. The U.S. Food and Drug Administration has not approved any health claims for quercetin. Nevertheless, the interest in dietary flavonoids has grown after the publication of several epidemiological studies showing an inverse correlation between dietary consumption of flavonols and flavones and reduced incidence and mortality from cardiovascular disease and cancer. In recent years, a large amount of experimental and some clinical data have accumulated regarding the effects of flavonoids on the endothelium under physiological and pathological conditions. The meta-analysis of seven prospective cohort studies concluded that the individuals in the top third of dietary flavonol intake are associated with a reduced risk of mortality from coronary heart disease as compared with those in the bottom third, after adju... Quercetin is a flavonoid widely distributed in many plants and fruits including red grapes, citrus fruit, tomato, broccoli and other leafy green vegetables, and a number of berries, including raspberries and cranberries. Quercetin itself (aglycone quercetin), as opposed to quercetin glycosides, is not a normal dietary component. Quercetin glycosides are converted to phenolic acids as they pass through the gastrointestinal tract. Quercetin has neither been confirmed scientifically as a specific therapeutic for any condition nor been approved by any regulatory agency. The U.S. Food and Drug Administration has not approved any health claims for quercetin. Nevertheless, the interest in dietary flavonoids has grown after the publication of several epidemiological studies showing an inverse correlation between dietary consumption of flavonols and flavones and reduced incidence and mortality from cardiovascular disease and cancer. In recent years, a large amount of experimental and some clinical data have accumulated regarding the effects of flavonoids on the endothelium under physiological and pathological conditions. The meta-analysis of seven prospective cohort studies concluded that the individuals in the top third of dietary flavonol intake are associated with a reduced risk of mortality from coronary heart disease as compared with those in the bottom third, after adjustment for known risk factors and other dietary components. A limited number of intervention studies with flavonoids and flavonoid containing foods and extracts has been performed in several pathological conditions (PMID:17015250). Quercetin is isolated from many plants, especially fruits, such as Helichrysum, Euphorbia and Karwinskia spp. Present in the Solanaceae, Rhamnaceae, Passifloraceae and many other families. For example detected in almost all studied Umbelliferae. Nutriceutical with antiinflammatory props. and a positive influence on the blood lipid profile. Found in a wide variety of foods especially apples, bee pollen, blackcurrants, capers, cocoa, cranberries, dock leaves, elderberries, fennel, lovage, red onions, ancho peppers, dill weed and tarragon. A pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3-, 4-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine. COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D020011 - Protective Agents > D000975 - Antioxidants Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4014; ORIGINAL_PRECURSOR_SCAN_NO 4012 INTERNAL_ID 298; CONFIDENCE standard compound; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4011; ORIGINAL_PRECURSOR_SCAN_NO 4010 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4019; ORIGINAL_PRECURSOR_SCAN_NO 4018 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4017; ORIGINAL_PRECURSOR_SCAN_NO 4016 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4011; ORIGINAL_PRECURSOR_SCAN_NO 4010 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4096; ORIGINAL_PRECURSOR_SCAN_NO 4094 CONFIDENCE standard compound; INTERNAL_ID 298; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4024; ORIGINAL_PRECURSOR_SCAN_NO 4023 Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CB109_Quercetin_pos_30eV_CB000041.txt IPB_RECORD: 1761; CONFIDENCE confident structure [Raw Data] CB109_Quercetin_pos_10eV_CB000041.txt [Raw Data] CB109_Quercetin_pos_20eV_CB000041.txt [Raw Data] CB109_Quercetin_pos_40eV_CB000041.txt [Raw Data] CB109_Quercetin_pos_50eV_CB000041.txt IPB_RECORD: 161; CONFIDENCE confident structure [Raw Data] CB109_Quercetin_neg_40eV_000027.txt [Raw Data] CB109_Quercetin_neg_50eV_000027.txt [Raw Data] CB109_Quercetin_neg_20eV_000027.txt [Raw Data] CB109_Quercetin_neg_30eV_000027.txt [Raw Data] CB109_Quercetin_neg_10eV_000027.txt CONFIDENCE standard compound; INTERNAL_ID 124 CONFIDENCE standard compound; ML_ID 54 Quercetin, a natural flavonoid, is a stimulator of recombinant SIRT1 and also a PI3K inhibitor with IC50 of 2.4 μM, 3.0 μM and 5.4 μM for PI3K γ, PI3K δ and PI3K β, respectively[1]. Quercetin, a natural flavonoid, is a stimulator of recombinant SIRT1 and also a PI3K inhibitor with IC50 of 2.4 μM, 3.0 μM and 5.4 μM for PI3K γ, PI3K δ and PI3K β, respectively[1].

   

Orientin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C21H20O11 (448.100557)


Orientin is a C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8. It has a role as an antioxidant and a metabolite. It is a C-glycosyl compound, a tetrahydroxyflavone and a 3-hydroxyflavonoid. It is functionally related to a luteolin. Orientin is a natural product found in Itea chinensis, Vellozia epidendroides, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of); Acai fruit pulp (part of). Orientin is found in barley. Orientin is isolated from Hordeum vulgare (barley) and Passiflora incarnata (maypops).Orientin is a flavone, a chemical flavonoid-like compound found in the passion flower, the palm and Anadenanthera peregrina. Orientin is also reported in millets and in the Phyllostachys nigra bamboo leaves Isolated from Hordeum vulgare (barley) and Passiflora incarnata (maypops) [Raw Data] CBA20_Orientin_pos_40eV_1-2_01_1380.txt [Raw Data] CBA20_Orientin_neg_20eV_1-2_01_1405.txt [Raw Data] CBA20_Orientin_neg_50eV_1-2_01_1408.txt [Raw Data] CBA20_Orientin_neg_40eV_1-2_01_1407.txt [Raw Data] CBA20_Orientin_pos_50eV_1-2_01_1381.txt [Raw Data] CBA20_Orientin_neg_30eV_1-2_01_1406.txt [Raw Data] CBA20_Orientin_pos_20eV_1-2_01_1378.txt [Raw Data] CBA20_Orientin_pos_30eV_1-2_01_1379.txt [Raw Data] CBA20_Orientin_pos_10eV_1-2_01_1353.txt [Raw Data] CBA20_Orientin_neg_10eV_1-2_01_1364.txt Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2]. Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2].

   

Primuliten

InChI=1/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H

C15H10O3 (238.062991)


5-Hydroxyflavone is a member of flavones. 5-Hydroxyflavone is a natural product found in Conchocarpus heterophyllus, Primula denticulata, and Lophomyrtus bullata with data available. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.263 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.268 5-Hydroxyflavone, a flavonoid ligand, shows no cytotoxic activity against MCF-7, FaDU, MDA-MB-435S, U87, RPE-1, and HEK293 cells[1]. 5-Hydroxyflavone, a flavonoid ligand, shows no cytotoxic activity against MCF-7, FaDU, MDA-MB-435S, U87, RPE-1, and HEK293 cells[1].

   

6-beta-D-Glucopyranosyl-8-beta-D-ribopyranosylapigenin

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)-4H-chromen-4-one

C26H28O14 (564.1478988)


5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-(3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one is a member of flavonoids and a C-glycosyl compound. 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one is a natural product found in Cymbidium kanran, Acanthus, and other organisms with data available. 6-beta-D-Glucopyranosyl-8-beta-D-ribopyranosylapigenin is found in herbs and spices. 6-beta-D-Glucopyranosyl-8-beta-D-ribopyranosylapigenin is a constituent of Passiflora incarnata (maypops). Constituent of Passiflora incarnata (maypops). Apigenin 6-C-glucoside 8-C-riboside is found in herbs and spices. Neoschaftoside is a flavone C-glycoside that is apigenin attached to a beta-D-glucopyranosyl and a beta-L-arabinopyranosyl residues at positions 6 and 8 respectively via C-glycosidic linkage. It has a role as a plant metabolite. It is a flavone C-glycoside and a dihydroxyflavone. It is functionally related to an apigenin. Neoschaftoside is a natural product found in Radula complanata, Artemisia judaica, and other organisms with data available. Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1]. Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1]. Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1].

   

6'-Malonylcosmosiin

3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methoxy]propanoic acid

C24H22O13 (518.1060362000001)


Apigenin 7-O-(6-malonyl-beta-D-glucoside) is a member of flavonoids and a glycoside. Apigenin 7-(6-malonylglucoside) is a natural product found in Monarda punctata and Cynara cardunculus with data available. 6-Malonylcosmosiin is found in herbs and spices. 6-Malonylcosmosiin is isolated from Petroselinum crispum (parsley). Isolated from Petroselinum crispum (parsley). 6-Malonylcosmosiin is found in herbs and spices. Apigenin 7-O-malonylglucoside is found in chrysanthemum flowers[1].

   

Saponarin

5-hydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C27H30O15 (594.158463)


7-O-(beta-D-glucosyl)isovitexin is a C-glycosyl compound that is isovitexin in which the hydroxyl hydrogen at position 7 is replaced by a beta-D-glucosyl residue. It has a role as a metabolite. It is a C-glycosyl compound, a dihydroxyflavone, a glycosyloxyflavone and a monosaccharide derivative. It is functionally related to an isovitexin. Saponarin is a natural product found in Hibiscus syriacus, Moraea sisyrinchium, and other organisms with data available. Saponarin is a natural flavonoid isolated from Gypsophila trichotoma, with antioxidant, anti-inflammatory and hepatoprotective activities. Saponarin activates AMPK in a calcium-dependent manner, thus regulating gluconeogenesis and glucose uptake[1][2][3]. Saponarin is a natural flavonoid isolated from Gypsophila trichotoma, with antioxidant, anti-inflammatory and hepatoprotective activities. Saponarin activates AMPK in a calcium-dependent manner, thus regulating gluconeogenesis and glucose uptake[1][2][3].

   

Meloside

6-((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C27H30O15 (594.158463)


Meloside, also known as isovitexin 2-beta-D-O-glucoside or 2-O-beta-D-glucosylisovitexin, is a member of the class of compounds known as flavonoid c-glycosides. Flavonoid c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Meloside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Meloside can be found in muskmelon, which makes meloside a potential biomarker for the consumption of this food product. 2-O-(beta-D-glucosyl)isovitexin is a disaccharide derivative that is isovitexin substituted at position 2 on the glucose ring by a beta-D-glucosyl residue. It has a role as a metabolite. It is a C-glycosyl compound, a disaccharide derivative and a trihydroxyflavone. It is functionally related to an isovitexin. Meloside A is a natural product found in Ziziphus jujuba with data available. Meloside A (Isovitexin 2''-O-glucoside) is a phenylpropanoid isolated from barley with antioxidant activity. In barley, phenylpropanoids have been described as having protective properties against excess UV-B radiation and have been linked to resistance to pathogens[1][2].

   

Myricetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-

C15H10O8 (318.037566)


Myricetin, also known as cannabiscetin or myricetol, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, myricetin is considered to be a flavonoid lipid molecule. A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3, 4, 5, 5 and 7. Myricetin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Myricetin is found, on average, in the highest concentration within a few different foods, such as common walnuts, carobs, and fennels and in a lower concentration in welsh onions, yellow bell peppers, and jutes. Myricetin has also been detected, but not quantified in several different foods, such as napa cabbages, sesames, mixed nuts, lichee, and garden cress. Myricetin is a hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3, 4, 5, 5 and 7. It has been isolated from the leaves of Myrica rubra and other plants. It has a role as a cyclooxygenase 1 inhibitor, an antineoplastic agent, an antioxidant, a plant metabolite, a food component, a hypoglycemic agent and a geroprotector. It is a hexahydroxyflavone and a 7-hydroxyflavonol. It is a conjugate acid of a myricetin(1-). Myricetin is a natural product found in Ficus auriculata, Visnea mocanera, and other organisms with data available. Myricetin is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Quercetin (related). Flavanol found in a wide variety of foodstuffs especially in red table wine, bee pollen, bilberries, blueberries, bog whortleberries, broad beans, Chinese bajberry, corn poppy leaves, cranberries, crowberries, blackcurrants, dock leaves, fennel, grapes, parsley, perilla, rutabaga, dill weed and tea (green and black). Glycosides are also widely distributed. Potential nutriceutical showing anti-HIV activity A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3, 4, 5, 5 and 7. It has been isolated from the leaves of Myrica rubra and other plants. COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS [Raw Data] CB066_Myricetin_pos_30eV_CB000028.txt [Raw Data] CB066_Myricetin_pos_20eV_CB000028.txt [Raw Data] CB066_Myricetin_pos_40eV_CB000028.txt [Raw Data] CB066_Myricetin_pos_50eV_CB000028.txt [Raw Data] CB066_Myricetin_pos_10eV_CB000028.txt [Raw Data] CB066_Myricetin_neg_10eV_000019.txt [Raw Data] CB066_Myricetin_neg_40eV_000019.txt [Raw Data] CB066_Myricetin_neg_50eV_000019.txt [Raw Data] CB066_Myricetin_neg_20eV_000019.txt [Raw Data] CB066_Myricetin_neg_30eV_000019.txt Myricetin is a common plant-derived flavonoid with a wide range of activities including strong anti-oxidant, anticancer, antidiabetic and anti-inflammatory activities. Myricetin is a common plant-derived flavonoid with a wide range of activities including strong anti-oxidant, anticancer, antidiabetic and anti-inflammatory activities.

   

Isorhamnetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-

C16H12O7 (316.05830019999996)


Isorhamnetin is the methylated metabolite of quercetin. Quercetin is an important dietary flavonoid with in vitro antioxidant activity. However, it is found in human plasma as conjugates with glucuronic acid, sulfate or methyl groups, with no significant amounts of free quercetin present. Isorhamnetin prevents endothelial cell injuries from oxidized LDL via inhibition of lectin-like ox-LDL receptor-1 upregulation, interference of ox-LDL-mediated intracellular signaling pathway (p38MAPK activation, NF-kappaB nuclear translocation, eNOS expression) and the antioxidant activity of isorhamnetin. Isorhamnetin prevents endothelial dysfunction, superoxide production, and overexpression of p47phox induced by angiotensin II. Isorhamnetin appears to be a potent drug against esophageal cancer due to its in vitro potential to not only inhibit proliferation but also induce apoptosis of Eca-109 cells. (PMID: 15493462, 17368593, 17374653, 16963021). Isorhamnetin is a monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, an anticoagulant and a metabolite. It is a 7-hydroxyflavonol, a tetrahydroxyflavone and a monomethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of an isorhamnetin(1-). Isorhamnetin is a natural product found in Lotus ucrainicus, Strychnos pseudoquina, and other organisms with data available. Isorhamnetin is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Peumus boldus leaf (part of). Widespread flavonol found especially in bee pollen, chives, corn poppy leaves, garden cress, fennel, hartwort, red onions, pears, dillweed, parsley and tarragon. Isorhamnetin is found in many foods, some of which are italian sweet red pepper, carrot, yellow wax bean, and lemon balm. A monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. Acquisition and generation of the data is financially supported in part by CREST/JST. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K.

   

Chrysin

5,7-Dihydroxyflavone

C15H10O4 (254.057906)


Chrysin is a dihydroxyflavone in which the two hydroxy groups are located at positions 5 and 7. It has a role as an anti-inflammatory agent, an antineoplastic agent, an antioxidant, a hepatoprotective agent, an EC 2.7.11.18 (myosin-light-chain kinase) inhibitor and a plant metabolite. It is a dihydroxyflavone and a 7-hydroxyflavonol. Chrysin is a natural product found in Scutellaria amoena, Lonicera japonica, and other organisms with data available. 5,7-Dihydroxyflavone is found in carrot. Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). Honeycomb also contains small amounts. It is also reported in Oroxylum indicum or Indian trumpetflower. (Wikipedia). Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). Honeycomb also contains small amounts. It is also reported in Oroxylum indicum or Indian trumpetflower. [Wikipedia]. Chrysin is found in many foods, some of which are sour cherry, carrot, wild carrot, and sweet orange. 5,7-Dihydroxyflavone is found in carrot. Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). Honeycomb also contains small amounts. It is also reported in Oroxylum indicum or Indian trumpetflower. (Wikipedia). A dihydroxyflavone in which the two hydroxy groups are located at positions 5 and 7. CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4420; ORIGINAL_PRECURSOR_SCAN_NO 4416 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4423; ORIGINAL_PRECURSOR_SCAN_NO 4419 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9217; ORIGINAL_PRECURSOR_SCAN_NO 9215 ORIGINAL_ACQUISITION_NO 4462; CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_PRECURSOR_SCAN_NO 4458 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4462; ORIGINAL_PRECURSOR_SCAN_NO 4458 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7989; ORIGINAL_PRECURSOR_SCAN_NO 7985 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4441; ORIGINAL_PRECURSOR_SCAN_NO 4440 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7956; ORIGINAL_PRECURSOR_SCAN_NO 7952 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7917; ORIGINAL_PRECURSOR_SCAN_NO 7913 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4472; ORIGINAL_PRECURSOR_SCAN_NO 4469 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7978; ORIGINAL_PRECURSOR_SCAN_NO 7973 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4441; ORIGINAL_PRECURSOR_SCAN_NO 4438 CONFIDENCE standard compound; INTERNAL_ID 804; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7907; ORIGINAL_PRECURSOR_SCAN_NO 7904 [Raw Data] CB007_Chrysin_pos_20eV_CB000007.txt [Raw Data] CB007_Chrysin_pos_30eV_CB000007.txt [Raw Data] CB007_Chrysin_pos_40eV_CB000007.txt [Raw Data] CB007_Chrysin_pos_10eV_CB000007.txt [Raw Data] CB007_Chrysin_pos_50eV_CB000007.txt [Raw Data] CB007_Chrysin_neg_10eV_000007.txt [Raw Data] CB007_Chrysin_neg_30eV_000007.txt [Raw Data] CB007_Chrysin_neg_40eV_000007.txt [Raw Data] CB007_Chrysin_neg_50eV_000007.txt [Raw Data] CB007_Chrysin_neg_20eV_000007.txt Chrysin is one of the most well known estrogen blockers. Chrysin is one of the most well known estrogen blockers.

   

Vitexin 2-rhamnoside

Vitexin 2-O-beta-L-rhamnoside

C27H30O14 (578.163548)


Acquisition and generation of the data is financially supported in part by CREST/JST. Vitexin-2"-O-rhamnoside, a main flavonoid glycoside of the leaves of Cratagus pinnatifida Bge, contributes to the protection against H2O2-mediated oxidative stress damage and has potential to treat cardiovascular system diseases[1]. Vitexin-2"-O-rhamnoside, a main flavonoid glycoside of the leaves of Cratagus pinnatifida Bge, contributes to the protection against H2O2-mediated oxidative stress damage and has potential to treat cardiovascular system diseases[1].

   

Tectochrysin

4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-phenyl- (9CI)

C16H12O4 (268.0735552)


7-methylchrysin, also known as 5-hydroxy-7-methoxyflavone or techtochrysin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 7-methylchrysin is considered to be a flavonoid lipid molecule. 7-methylchrysin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7-methylchrysin can be found in pine nut, prunus (cherry, plum), sour cherry, and sweet cherry, which makes 7-methylchrysin a potential biomarker for the consumption of these food products. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.330 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.324 Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB. Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB.

   

7,4'-Dihydroxyflavone

7-Hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C15H10O4 (254.057906)


7,4-dihydroxyflavone, also known as 7-hydroxy-2-(4-hydroxyphenyl)-4h-chromen-4-one, is a member of the class of compounds known as flavones. Flavones are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, 7,4-dihydroxyflavone is considered to be a flavonoid lipid molecule. 7,4-dihydroxyflavone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7,4-dihydroxyflavone can be found in alfalfa, broad bean, and fenugreek, which makes 7,4-dihydroxyflavone a potential biomarker for the consumption of these food products. Like many other flavonoids, 4,7-dihydroxyflavone has been found to possess activity at the opioid receptors. Specifically, it acts as an antagonist of the μ-opioid receptor and, with lower affinity, of the κ- and δ-opioid receptors . 7,4'-Dihydroxyflavone (7,4'-DHF) is a flavonoid isolated from Glycyrrhiza uralensis, the eotaxin/CCL11 inhibitor, has the ability to consistently suppress eotaxin production and prevent dexamethasone (Dex)‐paradoxical adverse effects on eotaxin production[1]. 7,4'-Dihydroxyflavone (7,4'-DHF) inhibits MUC5AC gene expression, mucus production and secretion via regulation of NF-κB, STAT6 and HDAC2. 7,4'-Dihydroxyflavone (7,4'-DHF) decreases phorbol 12-myristate 13-acetate (PMA) stimulated NCI-H292 human airway epithelial cell MUC5AC gene expression and mucus production with IC50 value of 1.4 μM[1]. 7,4'-Dihydroxyflavone (7,4'-DHF) is a flavonoid isolated from Glycyrrhiza uralensis, the eotaxin/CCL11 inhibitor, has the ability to consistently suppress eotaxin production and prevent dexamethasone (Dex)‐paradoxical adverse effects on eotaxin production[1]. 7,4'-Dihydroxyflavone (7,4'-DHF) inhibits MUC5AC gene expression, mucus production and secretion via regulation of NF-κB, STAT6 and HDAC2. 7,4'-Dihydroxyflavone (7,4'-DHF) decreases phorbol 12-myristate 13-acetate (PMA) stimulated NCI-H292 human airway epithelial cell MUC5AC gene expression and mucus production with IC50 value of 1.4 μM[1].

   

Vicenin 2

5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

C27H30O15 (594.158463)


Constituent of lemons (Citrus limon). Vicenin 2 is found in many foods, some of which are common salsify, fenugreek, sweet orange, and cucumber. Vicenin 2 is found in citrus. Vicenin 2 is a constituent of lemons (Citrus limon) Vicenin 2 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=43.83 μM) from the aerial parts of Desmodium styracifolium[1]. Vicenin 2 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=43.83 μM) from the aerial parts of Desmodium styracifolium[1].

   

5,7-Dimethoxyflavone

5,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one

C17H14O4 (282.0892044)


5,7-Dimethoxyflavone is found in tea. 5,7-Dimethoxyflavone is a constituent of Leptospermum scoparium (red tea). Constituent of Leptospermum scoparium (red tea). 5,7-Dimethylchrysin is found in tea. 5,7-Dimethoxyflavone is one of the major components of Kaempferia parviflora, has anti-obesity, anti-inflammatory, and antineoplastic effects. 5,7-Dimethoxyflavone inhibits cytochrome P450 (CYP) 3As. 5,7-Dimethoxyflavone is also a potent Breast Cancer Resistance Protein (BCRP) inhibitor[1][2]. 5,7-Dimethoxyflavone is one of the major components of Kaempferia parviflora, has anti-obesity, anti-inflammatory, and antineoplastic effects. 5,7-Dimethoxyflavone inhibits cytochrome P450 (CYP) 3As. 5,7-Dimethoxyflavone is also a potent Breast Cancer Resistance Protein (BCRP) inhibitor[1][2].

   

Primetin

5,8-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one

C15H10O4 (254.057906)


A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 5 and 8.

   

Ficine

4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-(1-methyl-2-pyrrolidinyl)-2-phenyl-, (-)-

C20H19NO4 (337.1314014000001)


   

Isoficine

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-(1-methyl-2-pyrrolidinyl)-2-phenyl-

C20H19NO4 (337.1314014000001)


   

8-(3,3-DMA)chrysin

5,7-Dihydroxy-8-prenylflavone

C20H18O4 (322.1205028)


A dihydroxyflavone that is chrysin substituted by a prenyl group at position 8.

   

Flavone

2-Phenyl-4H-1-benzopyran-4-one

C15H10O2 (222.06807600000002)


Quercetin is a flavonoid that forms the "backbone" for many other flavonoids, including the citrus flavonoids rutin, hesperidin, naringin and tangeritin. In studies, quercetin is found to be the most active of the flavonoids, and many medicinal plants owe much of their activity to their high quercetin content. Quercetin has demonstrated significant anti-inflammatory activity because of direct inhibition of several initial processes of inflammation. For example, it inhibits both the manufacture and release of histamine and other allergic/inflammatory mediators. In addition, it exerts potent antioxidant activity and vitamin C-sparing action. -- Wikipedia. CONFIDENCE standard compound; INTERNAL_ID 824; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9336; ORIGINAL_PRECURSOR_SCAN_NO 9335 CONFIDENCE standard compound; INTERNAL_ID 824; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9354; ORIGINAL_PRECURSOR_SCAN_NO 9353 CONFIDENCE standard compound; INTERNAL_ID 824; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9398; ORIGINAL_PRECURSOR_SCAN_NO 9396 CONFIDENCE standard compound; INTERNAL_ID 824; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9424; ORIGINAL_PRECURSOR_SCAN_NO 9423 CONFIDENCE standard compound; INTERNAL_ID 824; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9371; ORIGINAL_PRECURSOR_SCAN_NO 9370 CONFIDENCE standard compound; INTERNAL_ID 824; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9397; ORIGINAL_PRECURSOR_SCAN_NO 9396 Flavones (flavus = yellow), are a class of flavonoids based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Flavones is found in many foods, some of which are dill, feijoa, pomegranate, and rosemary. CONFIDENCE standard compound; INTERNAL_ID 8089 Flavone is an endogenous metabolite. Flavone is an endogenous metabolite.

   

Isovitexin 2-O-xyloside

Isovitexin 2-O-arabinoside

C26H28O14 (564.1478988)


Isovitexin 2''-O-arabinoside is an inactive flavonoid in plantlets of Avena sativa L.[1]. Isovitexin 2''-O-arabinoside is an inactive flavonoid in plantlets of Avena sativa L.[1].

   

Schaftoside

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)-4H-chromen-4-one

C26H28O14 (564.1478988)


Apigenin 6-c-glucoside 8-c-riboside is a member of the class of compounds known as flavonoid 8-c-glycosides. Flavonoid 8-c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Apigenin 6-c-glucoside 8-c-riboside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Apigenin 6-c-glucoside 8-c-riboside can be found in herbs and spices, which makes apigenin 6-c-glucoside 8-c-riboside a potential biomarker for the consumption of this food product. Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1]. Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1]. Schaftoside is a flavonoid found in a variety of Chinese herbal medicines, such as Eleusine indica. Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission[1].

   

Rhoifolin

7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

C27H30O14 (578.163548)


Apigenin 7-O-neohesperidoside is an apigenin derivative having an alpha-(1->2)-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety attached to the 7-hydroxy group. It has a role as a metabolite. It is a neohesperidoside, a dihydroxyflavone and a glycosyloxyflavone. It is functionally related to an apigenin. Rhoifolin is a natural product found in Ligustrum robustum, Lonicera japonica, and other organisms with data available. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3]. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3]. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3].

   

Isoorientin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C21H20O11 (448.100557)


Isoorientin is a flavone C-glycoside consisting of luteolin having a beta-D-glucosyl residue at the 6-position. It has a role as a radical scavenger and an antineoplastic agent. It is a tetrahydroxyflavone and a flavone C-glycoside. It is functionally related to a luteolin. It is a conjugate acid of an isoorientin(1-). Isoorientin is a natural product found in Carex fraseriana, Itea chinensis, and other organisms with data available. See also: Acai fruit pulp (part of). A C-glycosyl compound consisting of luteolin having a beta-D-glucosyl residue at the 6-position. Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM. Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM.

   

Apigenin

(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-((5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid

C21H18O11 (446.0849078)


Apigenin 7-glucuronide is a member of flavonoids and a glucosiduronic acid. Apigenin 7-glucuronide is a natural product found in Galeopsis tetrahit, Galeopsis ladanum, and other organisms with data available. Apigenin-7-glucuronide could inhibit Matrix Metalloproteinases (MMP) activities, with IC50s of 12.87, 22.39, 17.52, 0.27 μM for MMP-3, MMP-8, MMP-9, MMP-13, respectively. Apigenin-7-glucuronide could inhibit Matrix Metalloproteinases (MMP) activities, with IC50s of 12.87, 22.39, 17.52, 0.27 μM for MMP-3, MMP-8, MMP-9, MMP-13, respectively.

   

Vitexin

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C21H20O10 (432.105642)


Vitexin is an apigenin flavone glycoside, which is found in the passion flower, bamboo leaves and pearl millet It has a role as a platelet aggregation inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, an antineoplastic agent and a plant metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a vitexin-7-olate. Vitexin is a natural product found in Itea chinensis, Salacia chinensis, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of); Cytisus scoparius flowering top (part of); Fenugreek seed (part of) ... View More ... An apigenin flavone glycoside, which is found in the passion flower, bamboo leaves and pearl millet Vitexin is a c-glycosylated flavone, and is found in various medicinal plants species such as Trigonella foenum-graecum Linn. Vitexin has a wide range of pharmacological effects, including anti-oxidant, anti-cancer, anti-inflammatory, anti-hyperalgesic, and neuroprotective effects[1][2]. Vitexin is a c-glycosylated flavone, and is found in various medicinal plants species such as Trigonella foenum-graecum Linn. Vitexin has a wide range of pharmacological effects, including anti-oxidant, anti-cancer, anti-inflammatory, anti-hyperalgesic, and neuroprotective effects[1][2].

   

Apigenin 4'-O-glucoside

5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]chromen-4-one

C21H20O10 (432.105642)


Apigenin 4-O-glucoside is also known as apigenin 4-O-beta-D-glucopyranoside. Apigenin 4-O-glucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Apigenin 4-O-glucoside is a constituent of many plant species [CCD]. Apigenin 4-O-glucoside is a glycoside and a member of flavonoids. Apigenin-4-glucoside is a natural product found in Chaerophyllum aureum, Gerbera jamesonii, and other organisms with data available.

   

4\\%27,7-Dihydroxyflavone

4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-

C15H10O4 (254.057906)


4,7-dihydroxyflavone is a dihydroxyflavone in which the two hydroxy substituents are located at positions 4 and 7. It has a role as a metabolite. 7,4-Dihydroxyflavone is a natural product found in Dracaena cinnabari, Thermopsis macrophylla, and other organisms with data available. See also: Glycyrrhiza uralensis Root (part of); Glycyrrhiza inflata root (part of). A dihydroxyflavone in which the two hydroxy substituents are located at positions 4 and 7. 7,4'-Dihydroxyflavone (7,4'-DHF) is a flavonoid isolated from Glycyrrhiza uralensis, the eotaxin/CCL11 inhibitor, has the ability to consistently suppress eotaxin production and prevent dexamethasone (Dex)‐paradoxical adverse effects on eotaxin production[1]. 7,4'-Dihydroxyflavone (7,4'-DHF) inhibits MUC5AC gene expression, mucus production and secretion via regulation of NF-κB, STAT6 and HDAC2. 7,4'-Dihydroxyflavone (7,4'-DHF) decreases phorbol 12-myristate 13-acetate (PMA) stimulated NCI-H292 human airway epithelial cell MUC5AC gene expression and mucus production with IC50 value of 1.4 μM[1]. 7,4'-Dihydroxyflavone (7,4'-DHF) is a flavonoid isolated from Glycyrrhiza uralensis, the eotaxin/CCL11 inhibitor, has the ability to consistently suppress eotaxin production and prevent dexamethasone (Dex)‐paradoxical adverse effects on eotaxin production[1]. 7,4'-Dihydroxyflavone (7,4'-DHF) inhibits MUC5AC gene expression, mucus production and secretion via regulation of NF-κB, STAT6 and HDAC2. 7,4'-Dihydroxyflavone (7,4'-DHF) decreases phorbol 12-myristate 13-acetate (PMA) stimulated NCI-H292 human airway epithelial cell MUC5AC gene expression and mucus production with IC50 value of 1.4 μM[1].

   

Isorhoifolin

5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C27H30O14 (578.163548)


Isorhoifolin is a natural product found in Astragalus onobrychis, Phillyrea latifolia, and other organisms with data available. Isorhoifolin is found in citrus. Isorhoifolin is isolated from leaves of Citrus paradisi (grapefruit) and other plant species. Isorhoifolin is a flavonoid glycoside from Hemistepta lyrata. Isorhoifolin displays an anti-leakage effect[1][2]. Isorhoifolin is a flavonoid glycoside from Hemistepta lyrata. Isorhoifolin displays an anti-leakage effect[1][2].

   

Techtochrysin

5-Hydroxy-7-methylflavone; 7-O-Methylchrysin; Tectochrysine

C16H12O4 (268.0735552)


Tectochrysin is a monohydroxyflavone that is flavone substituted by a hydroxy group at position 4 and a methoxy group at position 7 respectively. It has a role as a plant metabolite, an antidiarrhoeal drug and an antineoplastic agent. It is a monohydroxyflavone and a monomethoxyflavone. It is functionally related to a flavone. Tectochrysin is a natural product found in Hedychium spicatum, Populus laurifolia, and other organisms with data available. A monohydroxyflavone that is flavone substituted by a hydroxy group at position 4 and a methoxy group at position 7 respectively. Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB. Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB.

   

3K78PYN58P

4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-

C20H18O4 (322.1205028)


Licoflavone A is a member of flavones. Licoflavone A is a natural product found in Glycyrrhiza eurycarpa, Glycyrrhiza echinata, and other organisms with data available. See also: Glycyrrhiza inflata root (part of). Licoflavone A is a flavonoid isolated from the roots of Glycyrrhiza uralensis, inhibits protein tyrosine phosphatase-1B (PTP1B), with an IC50 of 54.5 μM[1]. Licoflavone A is a flavonoid isolated from the roots of Glycyrrhiza uralensis, inhibits protein tyrosine phosphatase-1B (PTP1B), with an IC50 of 54.5 μM[1].

   

0DQ85982ZY

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-

C20H18O5 (338.1154178)


Licoflavone C is a natural product found in Genista ephedroides, Artocarpus altilis, and other organisms with data available. See also: Glycyrrhiza inflata root (part of).

   

Licoflavone B

4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl)-6-(3-methyl-2-buten-1-yl)-

C25H26O4 (390.18309960000005)


Licoflavone B is a member of flavones. Licoflavone B is a natural product found in Lupinus albus, Glycyrrhiza glabra, and Glycyrrhiza inflata with data available. See also: Glycyrrhiza inflata root (part of). Licoflavone B is a flavonoid isolated from Glycyrrhiza inflata, inhibits S. mansoni ATPase (IC50, 23.78 μM) and ADPase (IC50, 31.50 μM) activity. Anti-schistosomiasis activity[1]. Licoflavone B is a flavonoid isolated from Glycyrrhiza inflata, inhibits S. mansoni ATPase (IC50, 23.78 μM) and ADPase (IC50, 31.50 μM) activity. Anti-schistosomiasis activity[1].

   

Toringin

7-Hydroxy-2-phenyl-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O9 (416.110727)


7-Hydroxy-2-phenyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one is a natural product found in Malus doumeri and Capsicum annuum with data available. Toringin, a bioflavonoid, is isolated from the bark of Docyniopsis tschonoski. Toringin progressively decreases not only the cis-effect of the expanded CTG repeats but cytotoxicity as well. Exposure to isosakuranetin, Toringin rescues PC12 neuronal cells. Flavonoids are efficacious for ameliorating the RNA gain of function caused by expanded CTG repeats, and have various biological activities and beneficial actions against cancers, coronary heart disease, among other pathologies[1].

   

Chrysin 7-glucuronide

(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid

C21H18O10 (430.0899928)


Chrysin-7-O-glucuronide is a member of flavonoids and a glucosiduronic acid. Chrysin-7-O-glucuronide is a natural product found in Scutellaria indica, Scutellaria immaculata, and other organisms with data available. Chrysin-7-O-glucuronide is a flavonoid extracted from Scutellaria baicalensis, with antioxidant activity[1]. Chrysin-7-O-glucuronide is a flavonoid extracted from Scutellaria baicalensis, with antioxidant activity[1].

   

Tilianin

5-Hydroxy-2-(4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C22H22O10 (446.1212912)


Tilianin is a natural product found in Tanacetum vulgare, Linaria kurdica, and other organisms with data available. Tilianin is an active flavonoid glycoside found in many medical plants, with potential anti-hypertensive, myocardial-protective, anti-diabetic, anti-hyperlipidemic, anti-inflammatory and antioxidant effects[1][2][3]. Tilianin is an active flavonoid glycoside found in many medical plants, with potential anti-hypertensive, myocardial-protective, anti-diabetic, anti-hyperlipidemic, anti-inflammatory and antioxidant effects[1][2][3].

   

Isoshaftoside

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-6-[(2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-one

C26H28O14 (564.1478988)


Isoschaftoside is a C-glycosyl compound that is apigenin substituted at positions 6 and 8 by alpha-L-arabinopyranosyl and beta-D-glucosyl residues respectively. It has a role as a metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an apigenin. Isoschaftoside is a natural product found in Centaurea virgata, Galipea trifoliata, and other organisms with data available. A C-glycosyl compound that is apigenin substituted at positions 6 and 8 by alpha-L-arabinopyranosyl and beta-D-glucosyl residues respectively. Isoschaftoside, a C-glycosylflavonoid from Desmodium uncinatum root exudate, can inhibit growth of germinated S. hermonthica radicles[1][2]. Isoschaftoside, a C-glycosylflavonoid from Desmodium uncinatum root exudate, can inhibit growth of germinated S. hermonthica radicles[1][2].

   

Vicenin III

5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-8-((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C26H28O14 (564.1478988)


Apigenin 6-c-glucoside 8-c-riboside is a member of the class of compounds known as flavonoid 8-c-glycosides. Flavonoid 8-c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Apigenin 6-c-glucoside 8-c-riboside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Apigenin 6-c-glucoside 8-c-riboside can be found in herbs and spices, which makes apigenin 6-c-glucoside 8-c-riboside a potential biomarker for the consumption of this food product. Vicenin-3 is a C-glycosyl compound that is apigenin substituted by a beta-D-glucosyl group and a beta-D-xylosyl group at positions 6 and 8 respectively. It has a role as a plant metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an isovitexin. Vicenin 3 is a natural product found in Rhynchosia minima, Gnetum buchholzianum, and other organisms with data available. Vicenin 3 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=46.91 μM) from the aerial parts of Desmodium styracifolium[1]. Vicenin 3 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=46.91 μM) from the aerial parts of Desmodium styracifolium[1].

   

Vitexin2-O-p-coumarate

Vitexin-2-O-p-trans-coumarate

C30H26O12 (578.1424196)


   

Rhamnosylvitexin

8-((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C27H30O14 (578.163548)


Vitexin 2-O-alpha-L-rhamnoside is a derivative of vitexin having an alpha-L-rhamnosyl residue attached at the 2-position of the glucitol moiety. It has a role as a plant metabolite. It is a C-glycosyl compound, a trihydroxyflavone and a disaccharide derivative. It is functionally related to a vitexin. It is a conjugate acid of a vitexin 2-O-alpha-L-rhamnoside(1-). Vitexin 2-O-rhamnoside is a natural product found in Crataegus monogyna, Passiflora coactilis, and other organisms with data available. See also: Crataegus monogyna flowering top (part of). Vitexin-2"-O-rhamnoside, a main flavonoid glycoside of the leaves of Cratagus pinnatifida Bge, contributes to the protection against H2O2-mediated oxidative stress damage and has potential to treat cardiovascular system diseases[1]. Vitexin-2"-O-rhamnoside, a main flavonoid glycoside of the leaves of Cratagus pinnatifida Bge, contributes to the protection against H2O2-mediated oxidative stress damage and has potential to treat cardiovascular system diseases[1].

   

Linarin

5-Hydroxy-2-(4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C28H32O14 (592.1791972)


Acquisition and generation of the data is financially supported in part by CREST/JST. Linarin is a natural product found in Silene firma, Scoparia dulcis, and other organisms with data available. Linarin (Buddleoside), isolated from the flower extract of Mentha arvensis, shows selective dose dependent inhibitory effect on acetylcholinesterase (AChE)[1]. Linarin (Buddleoside), isolated from the flower extract of Mentha arvensis, shows selective dose dependent inhibitory effect on acetylcholinesterase (AChE)[1].

   

Vicenin

5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one

C27H30O15 (594.158463)


Isovitexin 8-C-beta-glucoside is a C-glycosyl compound that is isovitexin in which the hydrogen at position 8 is replaced by a beta-D-glucosyl residue. It has a role as a metabolite. It is a trihydroxyflavone and a C-glycosyl compound. It is functionally related to an isovitexin. Vicenin-2 is a natural product found in Carex fraseriana, Pseudarrhenatherum longifolium, and other organisms with data available. A C-glycosyl compound that is isovitexin in which the hydrogen at position 8 is replaced by a beta-D-glucosyl residue. Vicenin 2 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=43.83 μM) from the aerial parts of Desmodium styracifolium[1]. Vicenin 2 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=43.83 μM) from the aerial parts of Desmodium styracifolium[1].

   

Vaccarin

6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]-5,7-dihydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-chromen-4-one

C32H38O19 (726.2007198)


Vaccarin is a member of flavonoids and a glycoside. Vaccarin is a natural product found in Gypsophila vaccaria with data available. Vaccarin is an active flavonoid glycoside associated with various biological functions. Vaccarin significantly promote wound healing and endothelial cells and fibroblasts proliferation in the wound site. Vaccarin ameliorates insulin resistance and steatosis by activating the AMPK signaling pathway[1][2]. Vaccarin is an active flavonoid glycoside associated with various biological functions. Vaccarin significantly promote wound healing and endothelial cells and fibroblasts proliferation in the wound site. Vaccarin ameliorates insulin resistance and steatosis by activating the AMPK signaling pathway[1][2]. Vaccarin is an active flavonoid glycoside associated with various biological functions. Vaccarin significantly promote wound healing and endothelial cells and fibroblasts proliferation in the wound site. Vaccarin ameliorates insulin resistance and steatosis by activating the AMPK signaling pathway[1][2].

   

Apigenin

7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

C33H40O19 (740.216369)


Apigenin-7-O-(2G-rhamnosyl)gentiobioside is a flavone glycosides from Lonicera gracilipes var. glandulosa[1].

   

Vitexin

8-((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C27H30O14 (578.163548)


Vitexin 2-O-alpha-L-rhamnoside is a derivative of vitexin having an alpha-L-rhamnosyl residue attached at the 2-position of the glucitol moiety. It has a role as a plant metabolite. It is a C-glycosyl compound, a trihydroxyflavone and a disaccharide derivative. It is functionally related to a vitexin. It is a conjugate acid of a vitexin 2-O-alpha-L-rhamnoside(1-). Vitexin 2-O-rhamnoside is a natural product found in Crataegus monogyna, Passiflora coactilis, and other organisms with data available. See also: Crataegus monogyna flowering top (part of). A derivative of vitexin having an alpha-L-rhamnosyl residue attached at the 2-position of the glucitol moiety. Vitexin-2"-O-rhamnoside, a main flavonoid glycoside of the leaves of Cratagus pinnatifida Bge, contributes to the protection against H2O2-mediated oxidative stress damage and has potential to treat cardiovascular system diseases[1]. Vitexin-2"-O-rhamnoside, a main flavonoid glycoside of the leaves of Cratagus pinnatifida Bge, contributes to the protection against H2O2-mediated oxidative stress damage and has potential to treat cardiovascular system diseases[1].

   

Vicenin

5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-8-((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C26H28O14 (564.1478988)


Vicenin-3 is a C-glycosyl compound that is apigenin substituted by a beta-D-glucosyl group and a beta-D-xylosyl group at positions 6 and 8 respectively. It has a role as a plant metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an isovitexin. Vicenin 3 is a natural product found in Rhynchosia minima, Gnetum buchholzianum, and other organisms with data available. A C-glycosyl compound that is apigenin substituted by a beta-D-glucosyl group and a beta-D-xylosyl group at positions 6 and 8 respectively. Vicenin-1 is a natural product found in Linum grandiflorum with data available. Vicenin 3 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=46.91 μM) from the aerial parts of Desmodium styracifolium[1]. Vicenin 3 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=46.91 μM) from the aerial parts of Desmodium styracifolium[1]. Vicenin 1 is a C-glycosylflavone that has an inhibitory effect on angiotensin-converting enzyme (ACE)(IC50=52.50 μM)[1]. Vicenin 1 is a C-glycosylflavone that has an inhibitory effect on angiotensin-converting enzyme (ACE)(IC50=52.50 μM)[1].

   

6-C-Galactosylluteolin

2- (3,4-Dihydroxyphenyl) -6-beta-D-galactopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one

C21H20O11 (448.100557)


   

Apigenin 7,4-diglucuronide

Apigenin 7,4-diglucuronide

C27H26O17 (622.1169946)


   

Isosaponarin

5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

C27H30O15 (594.158463)


Isosaponarin is a natural product found in Citrullus colocynthis, Cerastium arvense, and other organisms with data available.

   

Chrysin 6-C-glucoside-8-C-alpha-L-arabinopyranoside

8-alpha-L-Arabinofuranosyl-6-beta-D-glucopyranosyl-5,7-dihydroxyflavone

C26H28O13 (548.1529838)


   

Isomollupentin 2-O-glucoside

Isomollupentin 2-O-glucoside

C26H28O14 (564.1478988)


   

Vitexin 2-O-rhamnoside-4-acetate

5,7,4-Trihydroxyflavone 8-C- [ (4"-acetylrhamnosyl) - (1->2) -glucoside ]

C29H32O15 (620.1741122)


   

Apigenin 7-cellobioside

7-[(4-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C27H30O15 (594.158463)


   

Isocytisoside

6-beta-D-Glucopyranosyl-5,7-dihydroxy-2- (4-methoxyphenyl) -4H-1-benzopyran-4-one

C22H22O10 (446.1212912)


   

Vitexin 4-O-glucoside-2-O-rhamnoside

Vitexin 4-O-glucoside-2-O-rhamnoside

C33H40O19 (740.216369)


   

5,7,4-Trihydroxy-3-C-methylflavone 4-rhamnoside

5,7,4-Trihydroxy-3-C-methylflavone 4-rhamnoside

C22H22O9 (430.1263762)


   

Isomollupentin 4-O-glucoside

Isomollupentin 4-O-glucoside

C26H28O14 (564.1478988)


   

Kaplanin

8-beta-D-Glucopyranosyl-5-hydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one

C22H22O9 (430.1263762)


   

Apigenin 7-(6-acetylalloside)-4-alloside

Apigenin 7-(6-acetylalloside)-4-alloside

C29H32O16 (636.1690272)


   

Rhamnellaflavoside A

5,7-Dihydroxy-2- [ 4- (beta-D-glucopyranosyloxy) phenyl ] -6- (2,6-dideoxy-beta-D-galactopyranosyl) -2,3-dihydro-4H-1-benzopyran-4-one

C27H30O13 (562.168633)


   

Isomollupentin 7-O-glucoside

5,7,4-Trihydroxyflavone 6-C-alpha-L-arabinopyranoside-7-O-glucoside

C26H28O14 (564.1478988)


   

Isocytisoside 7-O-glucoside

Isocytisoside 7-O-glucoside

C28H32O15 (608.1741122)


   

Vitexin 4-O-xyloside

Vitexin 4-O-xyloside

C26H28O14 (564.1478988)


   

Apigenin 7-(6-E-Caffeoylglucoside)

7-[[6-O-[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]-beta-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C30H26O13 (594.1373346)


   
   

Apigenin 7-(3-p-coumaroylglucoside)

Apigenin 7-(3-p-coumaroylglucoside)

C30H26O12 (578.1424196)


   

Sophoraflavone B

Sophoraflavone B

C21H20O9 (416.110727)


   

Adonivernith

2- (3,4-Dihydroxyphenyl) -8- (2-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl) -5,7-dihydroxy-4H-1-benzopyran-4-one

C26H28O15 (580.1428138)


   

Apigenin 7-(2,6-di-p-coumarylglucoside)

Apigenin 7-(2,6-di-p-coumarylglucoside)

C39H32O14 (724.1791972)


   

Vitexin 7-O-glucoside

Vitexin 7-O-glucoside

C27H30O15 (594.158463)


   

5,2,6-Trihydroxy-7-methoxyflavone 2-O-glucoside

2-[2-(beta-D-Glucopyranosyloxy)-6-hydroxyphenyl]-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one

C22H22O11 (462.11620619999997)


   

Chrysin 5-xyloside

5,7-Dihydroxyflavone 5-xyloside

C20H18O8 (386.10016279999996)


   

Apigenin 5-(6-malonylglucoside)

5,7,4-Trihydroxyflavone 5- (6"-malonylglucoside)

C24H22O13 (518.1060362000001)


   

5,7-Dihydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methyl-3-butenyl)phenyl]-6-(2-hydroxy-3-methyl-3-butenyl)-4H-1-benzopyran-4-one

5,7-Dihydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methyl-3-butenyl)phenyl]-6-(2-hydroxy-3-methyl-3-butenyl)-4H-1-benzopyran-4-one

C25H26O7 (438.1678446)


   

7,2-Dihydroxyflavone 7-glucoside

7,2-Dihydroxyflavone 7-glucoside

C21H20O9 (416.110727)


   

Yinyanghuo A

(-)-5,7-Dihydroxy-2-[8-(2-hydroxy-3-methyl-3-butenyl)-2,2-dimethyl-2H-1-benzopyran-6-yl]-4H-1-benzopyran-4-one

C25H24O6 (420.1572804)


An extended flavonoid that is 2,2-dimethyl-2H,4H-2,6-bichromen-4-one substituted by hydroxy groups at positions 5 and 7 and a 2-hydroxy-3-methylbut-3-en-1-yl group at position 8. Isolated from Epimedium sagittatum, it exhibits inhibitory activity against platelet aggregation.

   

Cytisoside 7-O-glucoside

5,7-Dihydroxy-4-methoxyflavone 7-glucoside-8-C-glucoside

C28H32O15 (608.1741122)


   

Torosaflavone A

6- (2,6-Dideoxy-beta-D-lyxo-hexopyranosyl) -5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C21H20O8 (400.115812)


   

Acacetin 7-O-alpha-L-rhamnopyranoside

7- [ (6-Deoxy-alpha-L-mannopyranosyl) oxy ] -5-hydroxy-2- (4-methoxyphenyl) -4H-1-benzopyran-4-one

C22H22O9 (430.1263762)


   

Apigenin 7-(6-malonylneohesperidoside)

Apigenin 7-(6-malonylneohesperidoside)

C30H32O17 (664.1639422000001)


   

Cucumerin A

8-beta-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[1-(4-hydroxyphenyl)ethyl]-4H-1-benzopyran-4-one

C29H28O11 (552.1631538)


   
   

Acacetin 7-[3-(2-methylbutyryl)rutinoside]

Acacetin 7-[3-(2-methylbutyryl)rutinoside]

C33H40O15 (676.236709)


   

Isovitexin 7-O-(6-O-E-p-coumaroyl)glucoside

Isovitexin 7-O-(6-O-E-p-coumaroyl)glucoside

C36H36O17 (740.1952406)


   

Vicenin-2,6-O-glucoside

5,7,4-Trihydroxyflavone 6-C- [ glucosyl- (1->6) -glucoside ] -8-C-glucoside

C33H40O20 (756.211284)


   

evolvuside B

7,3,4,5-Tetrahydroxyflavone 7-glucoside

C21H20O11 (448.100557)


   

5,7,2-Trihydroxyflavone 7-glucuronide

5,7,2-Trihydroxyflavone 7-glucuronide

C21H18O11 (446.0849078)


   

Acacetin 7-O-[6-O-glucosyl-2-O-(3-acetylrhamnosyl)glucoside

Acacetin 7-O-[6-O-glucosyl-2-O-(3-acetylrhamnosyl)glucoside

C36H44O20 (796.2425824)


   
   

Marginatoside

5,7,4-Trihydroxyflavone 8-C- [ glucosyl- (1->6) -glucosyl- (1->6) -glucoside ]

C33H40O20 (756.211284)


   

5,7,2,6-Tetrahydroxyflavone 2-O-glucoside

2- [ 2- (beta-D-Glucopyranosyloxy) -6-hydroxyphenyl ] -5,7-dihydroxy-4H-1-benzopyran-4-one

C21H20O11 (448.100557)


   

Apigenin 7-neohesperidoside-4-glucoside

Apigenin 7-neohesperidoside-4-glucoside

C33H40O19 (740.216369)


   

Polystachin (flavone)

(9S) -9- [ (1R) -1,2-bis (Acetyloxy) -2-methylpropyl ] -8,9-dihydro-5-methoxy-2-phenyl-4H-furo [ 2,3-h ] -1-benzopyran-4-one

C26H26O8 (466.1627596)


   

Yinyanghuo B

(-)-5,7-Dihydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methyl-3-butenyl)-5-(3-methyl-2-butenyl)phenyl]-4H-1-benzopyran-4-one

C25H26O6 (422.17292960000003)


A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 7 and 4, a 2-hydroxy-3-methylbut-3-en-1-yl group at position 3 and a prenyl group at position 5. Isolated from Epimedium sagittatum, it exhibits inhibitory activity against platelet aggregation.

   

Apigenin 7-(4-Z-p-coumarylglucoside)

Apigenin 7-(4-Z-p-coumarylglucoside)

C30H26O12 (578.1424196)


   

Acacetin 7-glucuronide

Acacetin 7-O-beta-D-glucuronide

C22H20O11 (460.100557)


   

Vitexin 2-p-hydroxybenzoate

2- (4-Hydroxyphenyl) -5,7-dihydroxy-8- [ 2-O- (4-hydroxybenzoyl) -beta-D-glucopyranosyl ] -4H-1-benzopyran-4-one

C28H24O12 (552.1267703999999)


   

Kachimoside

5,7,4-Trihydroxyflavone 6-C- [ xylosyl- (1->6) -glucoside ]

C26H28O14 (564.1478988)


   

Apigenin 7-glucuronide-4-(6-malonylglucoside)

Apigenin 7-glucuronide-4-(6-malonylglucoside)

C30H30O19 (694.138123)


   

Apigenin 7-rhamnoside

Apigenin 7-rhamnoside

C21H20O9 (416.110727)


   

Apigenin 7-cellobioside-4-glucoside

7-[(4-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)oxy]-2-[4-(beta-D-glucopyranosyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one

C33H40O20 (756.211284)


   

Matteuorienate C

7- [ [ 6-O- (4-Carboxy-3-hydroxy-3-methyl-1-oxobutyl) -beta-D-glucopyranosyl ] oxy ] -5-hydroxy-6,8-dimethyl-2-phenyl-4H-1-benzopyran-4-one

C29H32O13 (588.1842822)


   

Isovitexin 7-O-rhamnoside

4,5-Dihydroxy-7- (alpha-L-rhamnopyranosyloxy) -6-beta-D-glucopyranosylflavone

C27H30O14 (578.163548)


   

7,4-Dihydroxy-3-methoxyflavone 7-glucoside

7,4-Dihydroxy-3-methoxyflavone 7-glucoside

C22H22O10 (446.1212912)


   

Pongamoside A

2- [ 3- (beta-D-Glucopyranosyloxy) phenyl ] -4H-furo [ 2,3-h ] -1-benzopyran-4-one

C23H20O9 (440.110727)


   

Neobudofficide

7- [ (O-6-deoxy-alpha-L-mannopyranosyl- (1->2) -O- [ 6-deoxy-alpha-L-mannopyranosyl- (1->6) ] -beta-D-glucopyranosyl ] oxy) -5-hydroxy-2- (4-methoxyphenyl) -4H-1-benzopyran-4-one

C34H42O18 (738.2371032000001)


   

Apigenin 7,4-dialloside

5,7,4-Trihydroxyflavone 7,4-dialloside

C27H30O15 (594.158463)


   

Apigenin 7-xyloside

5,7,4-Trihydroxyflavone 7-xyloside

C20H18O9 (402.0950778)


   

Isovitexin 7-O-galactoside-2-O-glucoside

5,7,4-Trihydroxyflavone 6-C- [ glucosyl- (1->2) -glucoside ] -7-O-galactoside

C33H40O20 (756.211284)


   

Vitexin 2-acetate

5,7,4-Trihydroxyflavone 8-C- (2"-acetylglucoside)

C23H22O11 (474.11620619999997)


   

Ephedroidin

(+) -5,7-Dihydroxy-8- (2-hydroxy-3-methyl-3-butenyl) -2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C20H18O6 (354.1103328)


   

Apigenin 7-rhamnoside-4-rutinoside

Apigenin 7-rhamnoside-4-rutinoside

C33H40O18 (724.221454)


   

Dicliripariside C

6- [ [ 6-O- (6-deoxy-alpha-L-mannopyranosyl) -beta-D-glucopyranosyl ] oxy ] -8-hydroxy-7-methoxy-2- (4-methoxyphenyl) -4H-1-benzopyran-4-one

C29H34O15 (622.1897614000001)


   

Apigenin 7-(2-acetyl-6-methylglucuronide)

5,7,4-Trihydroxyflavone 7- (2"-acetyl-6"-methylglucuronide)

C24H22O12 (502.1111212)


   

Brosimacutin F

8- (2,3-Dihydroxy-3-methylbutyl) -7-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C20H20O6 (356.125982)


   

Isoorientin 6-O-alpha-L-arabinoside

Isoorientin 6-O-alpha-L-arabinoside

C26H28O15 (580.1428138)


   

Isoviolanthin

5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-6-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C27H30O14 (578.163548)


Isoviolanthin is a natural product found in Angiopteris evecta and Passiflora sexflora with data available. Isoviolanthin, a flavonoid glycoside, could markedly inhibit TGF-β1-mediated migration and invasion by deactivating epithelial-mesenchymal transition (EMT) via the TGF-β/Smad and PI3K/Akt/mTOR pathways in HCC cells. Isoviolanthin exhibits no cytotoxic effects on normal liver LO2 cells[1]. Isoviolanthin, a flavonoid glycoside, could markedly inhibit TGF-β1-mediated migration and invasion by deactivating epithelial-mesenchymal transition (EMT) via the TGF-β/Smad and PI3K/Akt/mTOR pathways in HCC cells. Isoviolanthin exhibits no cytotoxic effects on normal liver LO2 cells[1].

   

Dinklagin C

(+)-5,7-Dihydroxy-6-(2-hydroxy-3-methyl-3-butenyl)-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C20H18O6 (354.1103328)


   

Apigenin 7-lactate

5,7,4-Trihydroxyflavone 7-lactate

C18H14O7 (342.0739494)


   

Semiglabrin

(7aS,10R,10aR)-10-(Acetyloxy)-7a,9,10,10a-tetrahydro-9,9-dimethyl-2-phenyl-4H-furo[3,2:4,5]furo[2,3-h]-1-benzopyran-4-one

C23H20O6 (392.125982)


   

Chrysin 7-rutinoside

2-Phenyl-5-hydroxy-7- [ 6-O- (alpha-L-rhamnopyranosyl) -beta-D-glucopyranosyloxy ] -4H-1-benzopyran-4-one

C27H30O13 (562.168633)


   

Cassiaoccidentalin A

6- [ 6-Deoxy-2-O- (6-deoxy-alpha-L-mannopyranosyl) -beta-L-ribo-hexopyranos-3-ulos-1-yl ] -5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C27H28O13 (560.1529838)


   

Isocytisoside 3-O-alpha-L-rhamnopyranoside

6- [ 3-O- (6-Deoxy-alpha-L-mannopyranosyl) -beta-D-glucopyranosyl ] -5,7-dihydroxy-2- (4-methoxyphenyl) -4H-1-benzopyran-4-one

C28H32O14 (592.1791972)


   

7,3,4-Trihydroxyflavone 7-glucoside

7,3,4-Trihydroxyflavone 7-glucoside

C21H20O10 (432.105642)


   

Dulcinoside

6- [ 6-O- (6-Deoxy-alpha-L-mannopyranosyl) -beta-D-glucopyranosyl ] -5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C27H30O14 (578.163548)


   

Cucumerin B

2- (4-Hydroxyphenyl) -5,7-dihydroxy-6- (beta-D-glucopyranosyl) -8- [ 1- (4-hydroxyphenyl) ethyl ] -4H-1-benzopyran-4-one

C29H28O11 (552.1631538)


   

6-C-Xylosylluteolin

2- (3,4-Dihydroxyphenyl) -5,7-dihydroxy-6-beta-D-xylopyranosyl-4H-1-benzopyran-4-one

C20H18O10 (418.0899928)


   

Apigenin 7-glucoside-4-p-coumarate

5,7,4-Trihydroxyflavone 7-glucoside-4-p-coumarate

C30H26O12 (578.1424196)


   

Echioidinin 5-O-glucoside

5- (beta-D-Glucopyranosyloxy) -2- (2-hydroxyphenyl) -7-methoxy-4H-1-benzopyran-4-one

C22H22O10 (446.1212912)


   

7,4-Dihydroxyflavone 7-glucoside

7,4-Dihydroxyflavone 7-glucoside

C21H20O9 (416.110727)


   

Mollupentin

8-alpha-L-Arabinopyranosyl-5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C20H18O9 (402.0950778)


   
   

7,3,4,5-Tetrahydroxyflavone 7-rhamnoside

7,3,4,5-Tetrahydroxyflavone 7-rhamnoside

C21H20O10 (432.105642)


   

3-C-Methylapigenin 5-rhamnoside

5,7,4-Trihydroxy-3-C-methylflavone 5-rhamnoside

C22H22O9 (430.1263762)


   

Vitexin 2-O-alpha-D-arabinofuranoside

Vitexin 2-O-alpha-D-arabinofuranoside

C26H28O14 (564.1478988)


   

Apigenin 4-glucuronide

Apigenin 4-glucuronide

C21H18O11 (446.0849078)


   

Apigenin 7-neohesperidoside-4-sophoroside

5,7,4-Trihydroxyflavone 7-rhamnosyl- (1->2) -glucoside-4-glucosyl- (1->2) -glucoside

C39H50O24 (902.26919)


   

6-C-beta-D-Glucopyranosyl-8-C-beta-D-apiofuranosylapigenin

8-D-Apio-beta-D-furanosyl-6-beta-D-glucopyranosyl-5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C26H28O14 (564.1478988)


   

Cerarvensin

5,7-Dihydroxy-2- (4-hydroxyphenyl) -6-beta-D-xylopyranosyl-4H-1-benzopyran-4-one

C20H18O9 (402.0950778)


   

Apigenin 7-(2-glucosyllactate)

Apigenin 7-(2-glucosyllactate)

C24H24O12 (504.1267704)


   

Orientin 2-acetate

2- (3,4-Dihydroxyphenyl) -8- (2-O-acetyl-beta-D-glucopyranosyl) -5,7-dihydroxy-4H-1-benzopyran-4-one

C23H22O12 (490.1111212)


   

6-feruloylsaponarin

4,5-Dihydroxy-7- [ 6-O- [ (E) -3- (4-hydroxy-3-methoxyphenyl) propenoyl ] -beta-D-glucopyranosyloxy ] -6-beta-D-glucopyranosylflavone

C37H38O18 (770.2058048)


   

Trematin

8-beta-D-Glucopyranosyl-5,7-dihydroxy-2- (4-methoxyphenyl) -4H-1-benzopyran-4-one

C22H22O10 (446.1212912)


   

Cytisoside 3-O-beta-D-rhamnopyranoside

Cytisoside 3-O-beta-D-rhamnopyranoside

C28H32O14 (592.1791972)


   

Apigenin 7-(4,6-di-p-coumarylglucoside)

Apigenin 7-(4,6-di-p-coumarylglucoside)

C39H32O14 (724.1791972)


   

3,4-Dihydroxyflavone 4-glucoside

3,4-Dihydroxyflavone 4-glucoside

C21H20O9 (416.110727)


   

Isovitexin 6-O-glucoside

Isovitexin 6-O-glucoside

C27H30O15 (594.158463)


   

Isoschaftoside 2-ferulate

Isoschaftoside 2-ferulate

C36H36O17 (740.1952406)


   

Vitexin 6-O-glucoside

8- (6-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl) -5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C27H30O15 (594.158463)


   

Laurifolin (flavonoid)

Laurifolin (flavonoid)

C20H20O6 (356.125982)


   

7,4-Dihydroxyflavone 7-rutinoside

7,4-Dihydroxyflavone 7-rutinoside

C27H30O13 (562.168633)


   

Orientin 2-O-beta-L-arabinofuranoside

Orientin 2-O-beta-L-arabinofuranoside

C26H28O15 (580.1428138)


   

7,3,4-Trihydroxyflavone 7-rutinoside

7,3,4-Trihydroxyflavone 7-rutinoside

C27H30O14 (578.163548)


   

Apigenin 7-glucuronide-4-rhamnoside

5,7,4-Trihydroxyflavone 7-glucuronide-4-rhamnoside

C27H28O15 (592.1428138)


   

Echioidin

2- [ 2- (beta-D-Glucopyranosyloxy) phenyl ] -5-hydroxy-7-methoxy-4H-1-benzopyran-4-one

C22H22O10 (446.1212912)


   

Linarin monoacetate

7-[[6-O-(4-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

C30H34O15 (634.1897614000001)


   

Orientin 6-acetate

2- (3,4-Dihydroxyphenyl) -5,7-dihydroxy-8- (6-O-acetyl-beta-D-glucopyranosyl) -4H-1-benzopyran-4-one

C23H22O12 (490.1111212)


   

Isofurcatain

6- (6-Deoxy-alpha-L-mannopyranosyl) -5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C21H20O9 (416.110727)


   

Apigenin 7-(6-crotonylglucoside)

5,7,4-Trihydroxyflavone 7- (6"-crotonylglucoside)

C25H24O11 (500.13185539999995)


   

Abietin

8- (6-O-alpha-L-Rhamnopyranosyl-beta-D-glucopyranosyl) -4,5,7-trihydroxyflavone

C27H30O14 (578.163548)


   

Apigenin 7-(2-glucuronosyllactate)

Apigenin 7-(2-glucuronosyllactate)

C24H22O13 (518.1060362000001)


   

Acacetin 7-(6-methylglucuronide)

5,7-Dihydroxy-4-methoxyflavone 7- (6"-methylglucuronide)

C23H22O11 (474.11620619999997)


   

Apigenin 7-(3-acetyl-6-E-p-coumaroylglucoside)

7- [ [ 3-O-Acetyl-6-O- [ (2E) -3- (4-hydroxyphenyl) -1-oxo-2-propenyl ] -b-D-glucopyranosyl ] oxy ] -5-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C32H28O13 (620.1529838)


   

Dinklagin B

(+) -3,4-Dihydro-3,5-dihydroxy-8- (4-hydroxyphenyl) -2,2-dimethyl-2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one

C20H18O6 (354.1103328)


   

Echioidinin 2-(6-acetylglucoside)

2- [ 2- [ (6-O-Acetyl-beta-D-glucopyranosyl) oxy ] phenyl ] -5-hydroxy-7-methoxy-4H-1-benzopyran-4-one

C24H24O11 (488.13185539999995)


   

3,6,8-Tri-C-xylosylapigenin

3,6,8-Tri-C-xylosylapigenin

C30H34O17 (666.1795914)


   

Isovitexin 7-O-glucoside 2-O-arabinoside

5,7,4-Trihydroxyflavone 6-C- [ arabinosyl- (1->2) -glucoside ] -7-O-glucoside

C32H38O19 (726.2007198)


   
   

Apigenin 6-C-glucosyl-7-O-(6-malyl-glucoside)

Apigenin 6-C-glucosyl-7-O-(6-malyl-glucoside)

C31H34O19 (710.1694214)


   

Vitexin 6-O-malonyl 2-O-xyloside

Vitexin 6-O-malonyl 2-O-xyloside

C29H30O17 (650.148293)


   

Isovitexin 4,2-di-O-glucoside

5,7,4-Trihydroxyflavone 6-C- [ glucosyl- (1->2) -glucoside ] -4-glucoside

C33H40O20 (756.211284)


   

3,8-Di-C-glucopyranosylapigenin

5,7,4-Trihydroxyflavone 3,8-di-C-glucoside

C27H30O15 (594.158463)


   

Apigenin 7-rutinoside-4-glucoside

5,7,4-Trihydroxyflavone 7-rhamnosyl- (1->6) -glucoside-4-glucoside

C33H40O19 (740.216369)


   

Acacetin 7-[2-(2-methylbutyryl)rutinoside]

5,7-Dihydroxy-4-methoxyflavone 7- [ 2"- (2-methylbutyryl) rutinoside ]

C33H40O15 (676.236709)


   

7,3,4-Trihydroxy-6-methoxyflavone 7-rhamnoside-3-xyloside

7,3,4-Trihydroxy-6-methoxyflavone 7-rhamnoside-3-xyloside

C27H30O14 (578.163548)


   

8-C-alpha-L-arabinosylluteolin

5,7,3,4-Tetrahydroxyflavone 8-C-alpha-L-arabinoside

C20H18O10 (418.0899928)


   

Bayin

8-beta-D-Glucopyranosyl-4,7-dihydroxyflavone

C21H20O9 (416.110727)


   

Vitexin 7-O-sulfate

Vitexin 7-O-sulfate

C21H20O13S (512.062459)


   

Isovitexin 7-O-sulfate

5,7,4-Trihydroxyflavone 6-C-glucoside 7-O-sulfate

C21H20O13S (512.062459)


   

Isovitexin 7-O-xyloside

Isovitexin 7-O-xyloside

C26H28O14 (564.1478988)


   

Sophoraflavone A

7,4-Dihydroxyflavone 8-C- [ rhamnosyl- (1->2) -glucoside ]

C27H30O13 (562.168633)


   

Isofurcatain 7-O-glucoside

Isofurcatain 7-O-glucoside

C27H30O14 (578.163548)


   

Isocytisoside 2-O-glucoside

Isocytisoside 2-O-glucoside

C28H32O15 (608.1741122)


   

Vitexin 2-O-(E)-ferulate

Vitexin 2-O-(E)-ferulate

C31H28O13 (608.1529838)


   

Isomollupentin 7-O-glucoside-2-O-xyloside

Isomollupentin 7-O-glucoside-2-O-xyloside

C31H36O18 (696.1901556)


   

Isovitexin 7-O-xyloside-2-O-glucoside

Isovitexin 7-O-xyloside-2-O-glucoside

C32H38O19 (726.2007198)


   

Isovitexin 7-O-xyloside-2-O-rhamnoside

5,7,4-Trihydroxyflavone 6-C- [ rhamnosyl- (1->2) -glucoside ] -7-O-xyloside

C32H38O18 (710.2058048)


   

Schaftoside 6-O-glucoside

Schaftoside 6-O-glucoside

C32H38O19 (726.2007198)


   

isomollupentin 7,2-di-O-glucoside

isomollupentin 7,2-di-O-glucoside

C32H38O19 (726.2007198)


   

Isovitexin 7-O-glucoside-2-O-rhamnoside

Isovitexin 7-O-glucoside-2-O-rhamnoside

C33H40O19 (740.216369)


   

Isovitexin 4-O-glucoside 2-O-(E)-ferulate

5,7,4-Trihydroxyflavone 6-C- (2"-ferulylglucoside) -4-O-glucoside

C37H38O18 (770.2058048)


   

6-(3-Hydroxy-3-methylglutaroyl)isoviolanthin

6-(3-Hydroxy-3-methylglutaroyl)isoviolanthin

C33H38O18 (722.2058048)


   

Mollupentin 2-O-rhamnoside

Mollupentin 2-O-rhamnoside

C26H28O13 (548.1529838)


   

Cerarvensin 2-O-rhamnoside

Cerarvensin 2-O-rhamnoside

C26H28O13 (548.1529838)


   

Isoorientin 3-O-glucuronide

6-beta-D-Glucopyranosyl-3- (beta-D-glucopyranuronosyloxy) -4,5,7-trihydroxyflavone

C27H28O17 (624.1326438000001)


   

Vitexin 4-O-rhamnoside

Vitexin 4-O-rhamnoside

C27H30O14 (578.163548)


   

6,8-Di-C-rhamnosylapigenin

5,7,4-Trihydroxyflavone 6,8-di-C-rhamnoside

C27H30O13 (562.168633)


   

Cratenacin

5,7,4-Trihydroxyflavone 8-C- [ rhamnosyl- (1->4) (6"-acetylglucoside) ]

C29H32O15 (620.1741122)


   

Vitexin 2-O-rhamnoside 6-acetate

5,7,4-Trihydroxyflavone 8-C- [ rhamnosyl- (1->2) (6"-acetylglucoside) ]

C29H32O15 (620.1741122)


   

Vitexin 7-O-rutinoside

5,7,4-Trihydroxyflavone 7-O- [ rhamnosyl- (1->6) -glucoside ] -8-C-glucoside

C33H40O19 (740.216369)


   

Polygonatiin

5,7,4-Trihydroxyflavone 8-C- [ glucosyl- (1->2) -glucosyl- (1->2) -glucoside ]

C33H40O20 (756.211284)


   

Ciliatin A

(+) -2,3-dihydro-4-hydroxy-7- (4-hydroxyphenyl) -2- (1-methylethenyl) -5H-Furo [ 3,2-g ] [ 1 ] benzopyran-5-one

C20H16O5 (336.0997686)


   

Chrysin 7-(4-acetylglucoside)

7-[(4-O-Acetyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one

C23H22O10 (458.1212912)


   

5,7,2-Trihydroxy 7-glucoside

5,7,2-Trihydroxyflavone 7-glucoside

C21H20O10 (432.105642)


   

Apigenin 7-sophorotrioside

7- [ (O-beta-D-Glucopyranosyl- (1->2) -O-beta-D-glucopyranosyl- (1->2) -b-D-glucopyranosyl) oxy ] -5-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C33H40O20 (756.211284)


   

Telephioidin

6-C-beta-D-glucopyranosyl-5,7,2,3,5,6-hexahydroxyflavone

C21H20O13 (480.090387)


   

Isovitexin 7-O-xyloside 2-O-arabinoside

Isovitexin 7-O-xyloside 2-O-arabinoside

C31H36O18 (696.1901556)


   

Panzhihuacycaside

Vitexin 6"-O-Rhamnosyl-4"-O-glucosyl-2"-O-galactoside

C39H50O24 (902.26919)


   

Hemsleyanoside

5,7,4-Trihydroxyflavone 6-C-alpha-L-arabinopyranoside-4"-O-rhamnoside

C26H28O13 (548.1529838)


   

Isohemsleyanoside

8- [ 4-O- (6-Deoxy-alpha-L-mannopyranosyl) -alpha-L-arabinopyranosyl ] -5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C26H28O13 (548.1529838)


   

Isocytisoside 3-O-beta-D-xylopyranoside

Isocytisoside 3-O-beta-D-xylopyranoside

C27H30O14 (578.163548)


   

Isocytisoside 6-O-beta-D-apiofuranoside

6- (3-O-D-Apio-beta-D-furanosyl-beta-D-glucopyranosyl) -5,7-dihydroxy-2- (4-methoxyphenyl) -4H-1-benzopyran-4-one

C27H30O14 (578.163548)


   

6-C-Glucosylkaempferol 3-O-glucoside

6-C-Glucosylkaempferol 3-O-glucoside

C27H30O16 (610.153378)


   

Isovitexin 7-O-(6-caffeoyl)-beta-D-glucopyranoside

Isovitexin 7-O- (6"-caffeoyl) -beta-D-glucopyranoside

C36H36O18 (756.1901556)


   
   

Vitexin 2-O-acetyl 4-O-rhamnoside

Vitexin 2-O-acetyl 4-O-rhamnoside

C29H32O15 (620.1741122)


   
   

Vitexin 3,4-Di-O-acetyl 2-O-rhamnoside

8- [ 2-O- (3-O,4-O-Diacetyl-alpha-L-rhamnopyranosyl) -beta-D-glucopyranosyl ] -4,5,7-trihydroxyflavone

C31H34O16 (662.1846764000001)


   

8-C-beta-D-Glucofuranosylapigenin 2-O-acetate

8-C-beta-D-Glucofuranosylapigenin 2"-O-acetate

C23H22O11 (474.11620619999997)


   

2,5-Dihydroxyflavone 5-acetate

2,5-Dihydroxyflavone 5-acetate

C17H12O5 (296.0684702)


   

Psilosin

5,7,4-Trihydroxyflavone 8-C- (6"-acetylglucoside)

C23H22O11 (474.11620619999997)


   

Isomollupentin

6-alpha-L-Arabinopyranosyl-5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C20H18O9 (402.0950778)


   

Chrysin 6-C-alpha-L-arabinopyranoside-8-C-glucoside

Chrysin 6-C-alpha-L-arabinopyranoside-8-C-glucoside

C26H28O13 (548.1529838)


   

6,8-Di-C-alpha-L-arabinopyranosylapigenin

6,8-Di-C-alpha-L-arabinopyranosylapigenin

C25H26O13 (534.1373346)


   

corymboside

6-alpha-L-Arabinopyranosyl-8-beta-D-galactopyranosyl-5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C26H28O14 (564.1478988)


   

isomollupentin 7-O-glucoside-2-O-arabinoside

6- (2-O-alpha-L-Arabinopyranosyl-alpha-L-arabinopyranosyl) -7- (beta-D-glucopyranosyloxy) -4,5-dihydroxyflavone

C31H36O18 (696.1901556)


   

Isovitexin 7-O-arabinoside 2-O-glucoside

Isovitexin 7-O-arabinoside 2-O-glucoside

C32H38O19 (726.2007198)


   

Cerrosillin

2- (3,5-Dimethoxyphenyl) -5,6-dimethoxy-4H-1-benzopyran-4-one

C19H18O6 (342.11033280000004)


   

5,6,2,3,4,6-Hexamethoxyflavone

5,6-Dimethoxy-2- (2,3,4,6-tetramethoxyphenyl) -4H-1-benzopyran-4-one

C21H22O8 (402.1314612)


   

5,7-Dihydroxyflavone 7-benzoate

5,7-Dihydroxyflavone 7-benzoate

C22H14O5 (358.0841194)


   

Strobochrysin

5,7-Dihydroxy-6-methyl-2-phenyl-4H-1-benzopyran-4-one

C16H12O4 (268.0735552)


   

Milleyanaflavone

2- (1,3-Benzodioxol-5-yl) -7-methoxy-4H-1-benzopyran-4-one

C17H12O5 (296.0684702)


   

Milletenin C

2- (1,3-Benzodioxol-5-yl) -6,7-dimethoxy-4H-1-benzopyran-4-one

C18H14O6 (326.0790344)


   

Kuwanon S

2-[3-[(2E)-3,7-Dimethyl-2,6-octadienyl]-4-hydroxyphenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one

C25H26O5 (406.17801460000004)


   

Fulvinervin B

5-Hydroxy-8,8-dimethyl-6- [ (1E) -3-methyl-1,3-butadienyl ] -2-phenyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C25H22O4 (386.1518012)


   

Fulvinervin C

5-Hydroxy-6- [ (1E) -3-hydroxy-3-methyl-1-butenyl ] -8,8-dimethyl-2-phenyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C25H24O5 (404.1623654)


   

Isopongaflavone

5-Methoxy-8,8-dimethyl-2-phenyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C21H18O4 (334.1205028)


   

Pongone

7- (3-Methoxyphenyl) -5H-furo [ 3,2-g ] [ 1 ] benzopyran-5-one

C18H12O4 (292.0735552)


   

5-O-methylhoslundin

5,7-Dimethoxy-6- (5-methoxy-6-methyl-4-oxo-4H-pyran-3-yl) -2-phenyl-4H-1-benzopyran-4-one

C24H20O7 (420.120897)


   

Grantionin

2- (3,5-Dimethoxyphenyl) -7-hydroxy-6-methoxy-4H-1-benzopyran-4-one

C18H16O6 (328.0946836)


   

6-Prenylapigenin

5,7-Dihydroxy-2- (4-hydroxyphenyl) -6- (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

C20H18O5 (338.1154178)


6-Prenylapigenin is a natural product found in Ficus glumosa, Maclura cochinchinensis, and other organisms with data available.

   

Kanzonol D

7-Hydroxy-2-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-4H-1-benzopyran-4-one

C20H18O4 (322.1205028)


   

Kanzonol E

2- (2,2-Dimethyl-2H-1-benzopyran-6-yl) -7-hydroxy-6- (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

C25H24O4 (388.1674504)


   

Laxifolin

5-Hydroxy-2- (4-hydroxyphenyl) -8,8-dimethyl-6- (3-methyl-2-butenyl) -4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C25H24O5 (404.1623654)


   

Isolaxifolin

5-Hydroxy-8- (4-hydroxyphenyl) -2,2-dimethyl-10- (3-methyl-2-butenyl) -2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one

C25H24O5 (404.1623654)


   

Enantiomultijugin

(7aR,10S,10aS) -rel- (-) -10- (Acetyloxy) -7a,9,10,10a-tetrahydro-5-methoxy-9,9-dimethyl-2-phenyl-4H-furo [ 3,2:4,5 ] furo [ 2,3-h ] -1-benzopyran-4-one

C24H22O7 (422.1365462)


   

Apigenin 7,4-diglucoside

7-(beta-D-glucopyranosyloxy)-2-[4-(beta-D-glucopyranosyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one

C27H30O15 (594.158463)


   

7,2-Dihydroxy-5-methoxyflavone

7-Hydroxy-2- (2-hydroxyphenyl) -5-methoxy-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

5,7,2-Trimethoxyflavone

5,7-Dimethoxy-2- (2-methoxyphenyl) -4H-1-benzopyran-4-one

C18H16O5 (312.0997686)


   

7,2,4-Trimethoxyflavone

2-(2,4-Dimethoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one

C18H16O5 (312.0997686)


   

7-Hydroxy-3,4-dimethoxyflavone

2-(3,4-Dimethoxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one

C17H14O5 (298.0841194)


   

5,7,2,5-Tetrahydroxyflavone

2-(2,5-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one

C15H10O6 (286.047736)


   

5-Hydroxy-7,2,5-trimethoxyflavone

2- (2,5-Dimethoxyphenyl) -5-hydroxy-7-methoxy-4H-1-benzopyran-4-one

C18H16O6 (328.0946836)


   

5,7,2,5-tetramethoxyflavone

2-(2,5-Dimethoxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one

C19H18O6 (342.11033280000004)


   

5,2,6-Trihydroxy-7-methoxyflavone

2- (2,6-Dihydroxyphenyl) -5-hydroxy-7-methoxy-4H-1-benzopyran-4-one

C16H12O6 (300.06338519999997)


   

5-Hydroxy-7,2,6-trimethoxyflavone

2- (2,6-Dimethoxyphenyl) -5-hydroxy-7-methoxy-4H-1-benzopyran-4-one

C18H16O6 (328.0946836)


   

5,6,2,3,4-Pentamethoxyflavone

5,6-Dimethoxy-2- (2,3,4-trimethoxyphenyl) -4H-1-benzopyran-4-one

C20H20O7 (372.120897)


   

5,6,2,3,6-Pentamethoxyflavone

5,6-Dimethoxy-2- (2,3,6-trimethoxyphenyl) -4H-1-benzopyran-4-one

C20H20O7 (372.120897)


   

5,4,5-Trihydroxy-6,2-dimethoxyflavone

2- (4,5-Dihydroxy-2-methoxyphenyl) -5-hydroxy-6-methoxy-4H-1-benzopyran-4-one

C17H14O7 (330.0739494)


   

5,5-Dihydroxy-8,3,4-trimethoxyflavone

5-Hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-8-methoxy-4H-1-benzopyran-4-one

C18H16O7 (344.0895986)


   

6,7,4-Trihydroxy-3,5-dimethoxyflavone

6,7-Dihydroxy-2- (4-hydroxy-3,5-dimethoxyphenyl) -4H-1-benzopyran-4-one

C17H14O7 (330.0739494)


   

5,6,2,3,5,6-Hexamethoxyflavone

5,6-Dimethoxy-2- (2,3,5,6-tetramethoxyphenyl) -4H-1-benzopyran-4-one

C21H22O8 (402.1314612)


   

Matteuorien

5,7-Dihydroxy-6,8-dimethyl-2-phenyl-4H-1-benzopyran-4-one

C17H14O4 (282.0892044)


   

6-Methylapigenin

5,7-Dihydroxy-2- (4-hydroxyphenyl) -6-methyl-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

Syzalterin

5,7-Dihydroxy-2- (4-hydroxyphenyl) -6,8-dimethyl-4H-1-benzopyran-4-one

C17H14O5 (298.0841194)


Syzalterin is a natural product found in Pancratium maritimum with data available.

   

Unonal

5,7-Dihydroxy-8-methyl-4-oxo-2-phenyl-4H-1-benzopyran-6-carboxaldehyde

C17H12O5 (296.0684702)


   

Isounonal

5,7-Dihydroxy-6-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxaldehyde

C17H12O5 (296.0684702)


   

Millettocalyxin A

7-Methoxy-2-(6-methoxy-1,3-benzodioxol-5-yl)-4H-1-benzopyran-4-one

C18H14O6 (326.0790344)


   

7,8-Dimethoxy-3,4-methylenedioxyflavone

2- (1,3-Benzodioxol-5-yl) -7,8-dimethoxy-4H-1-benzopyran-4-one

C18H14O6 (326.0790344)


   

2-(1,3-Benzodioxol-5-yl)-5-hydroxy-6,8-dimethoxy-4H-1-benzopyran-4-one

2-(1,3-Benzodioxol-5-yl)-5-hydroxy-6,8-dimethoxy-4H-1-benzopyran-4-one

C18H14O7 (342.0739494)


   

7,4-Dihydroxy-8-prenylflavone

7-Hydroxy-2- (4-hydroxyphenyl) -8- (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

C20H18O4 (322.1205028)


   

Yinyanghuo D

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-3-(3-methyl-2-butenyl)phenyl)-, (S)-

C20H18O5 (338.1154178)


   

Millettocalyxin B

2- (1,3-Benzodioxol-5-yl) -7-methoxy-6- [ (3-methyl-2-butenyl) oxy ] -4H-1-benzopyran-4-one

C22H20O6 (380.125982)


   

Ovalifolin

6- [ (3-Methyl-2-butenyl) oxy ] -2-phenyl-4H-furo [ 2,3-h ] -1-benzopyran-4-one

C22H18O4 (346.1205028)


   

5-Methoxy-2,2-dimethyl-8-phenyl-2H,6H-benzo[1,2-b:5,4-b]dipyran-6-one

5-Methoxy-2,2-dimethyl-8-phenyl-2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one

C21H18O4 (334.1205028)


   

(9R,10S)-rel-(-)-9,10-bis(Acetyloxy)-9,10-dihydro-5-methoxy-8,8-dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b]dipyran-4-one

(9R,10S)-rel-(-)-9,10-bis(Acetyloxy)-9,10-dihydro-5-methoxy-8,8-dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b]dipyran-4-one

C25H24O8 (452.1471104)


   

Yinyanghuo C

2-(2,2-Dimethyl-2H-1-benzopyran-6-yl)-5,7-dihydroxy-4H-1-benzopyran-4-one

C20H16O5 (336.0997686)


   

Carpachromene

5-Hydroxy-8- (4-hydroxyphenyl) -2,2-dimethyl-2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one

C20H16O5 (336.0997686)


   

8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b]dipyran-4-one

8,8-Dimethyl-2-phenyl-4H,8H-benzo [ 1,2-b:3,4-b ] dipyran-4-one

C20H16O3 (304.10993859999996)


   

Pongaglabol

5-Hydroxy-2-phenyl-4H-furo [ 2,3-h ] -1-benzopyran-4-one

C17H10O4 (278.057906)


   

Pinnatin

4-Methoxy-7-phenyl-5H-furo [ 3,2-g ] [ 1 ] benzopyran-5-one

C18H12O4 (292.0735552)


   

Kanjone

6-Methoxy-2-phenyl-4H-furo [ 2,3-h ] -1-benzopyran-4-one

C18H12O4 (292.0735552)


   

9-Methoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran-5-one

9-Methoxy-7-phenyl-5H-furo [ 3,2-g ] [ 1 ] benzopyran-5-one

C18H12O4 (292.0735552)


   

2-(2-Methoxyphenyl)-4H-furo[2,3-h]-1-benzopyran-4-one

2-(2-Methoxyphenyl)-4H-furo[2,3-h]-1-benzopyran-4-one

C18H12O4 (292.0735552)


   

2-(4-Methoxyphenyl)-4H-furo[2,3-h]-1-benzopyran-4-one

2-(4-Methoxyphenyl)-4H-furo[2,3-h]-1-benzopyran-4-one

C18H12O4 (292.0735552)


   

Millettocalyxin C

2- (2,5-Dimethoxyphenyl) -4H-furo [ 2,3-h ] -1-benzopyran-4-one

C19H14O5 (322.0841194)


   

Sanaganone

10,10-Dimethyl-5-phenyl-furo [ 2,3:5,6 ] benzo [ 1,2-b:4,3-b ] dipyran-7 (10H) -one

C22H16O4 (344.1048536)


   

Hosloppin

5-Hydroxy-6- (5-hydroxy-6-methyl-4-oxo-4H-pyran-3-yl) -7-methoxy-2-phenyl-4H-1-benzopyran-4-one

C22H16O7 (392.0895986)


   

Glabratephrinol

(3R,4R) -rel- (+) -4,5-Dihydro-4-hydroxy-5,5-dimethyl-2-phenyl-spiro [ furan-3 (2H) ,9 (8H) - [ 4H ] furo [ 2,3-h ] [ 1 ] benzopyran ] -2,4-dione

C22H18O6 (378.1103328)


   

Glabratephrin

(3R,4R) -rel- (-) -4- (Acetyloxy) -4,5-dihydro-5,5-dimethyl-2-phenylspiro [ furan-3 (2H) ,9 (8H) - [ 4H ] furo [ 2,3-h ] [ 1 ] benzopyran ] -2,4-dione

C24H20O7 (420.120897)


   

Semiglabrinol

(7aS,10R,10aR) -7a,9,10,10a-Tetrahydro-10-hydroxy-9,9-dimethyl-2-phenyl-4H-furo [ 3,2:4,5 ] furo [ 2,3-h ] -1-benzopyran-4-one

C21H18O5 (350.1154178)


   

Pseudosemiglabrinol

(7aS,10S,10aR)-7a,9,10,10a-Tetrahydro-10-hydroxy-9,9-dimethyl-2-phenyl-4H-furo[3,2:4,5]furo[2,3-h]-1-benzopyran-4-one

C21H18O5 (350.1154178)


   

Pseudosemiglabrin

(7aS,10S,10aR)-10-(Acetyloxy)-7a,9,10,10a-tetrahydro-9,9-dimethyl-2-phenyl-4H-furo[3,2:4,5]furo[2,3-h]-1-benzopyran-4-one

C23H20O6 (392.125982)


   

Multijugin

(7aR,10S,10aS) -rel- (+) -10- (Acetyloxy) -7a,9,10,10a-tetrahydro-5-methoxy-9,9-dimethyl-2-phenyl-4H-furo [ 3,2:4,5 ] furo [ 2,3-h ] -1-benzopyran-4-one

C24H22O7 (422.1365462)


   

Multijuginol

(7aR,10S,10aS) -rel- (+) -7a,9,10,10a-Tetrahydro-10-hydroxy-5-methoxy-9,9-dimethyl-2-phenyl-4H-furo [ 3,2:4,5 ] furo [ 2,3-h ] -1-benzopyran-4-one

C22H20O6 (380.125982)


   

Stachyoidin

(8aR,11aR) -rel- (-) -8a,11a-Dihydro-5-methoxy-10,10-dimethyl-2-phenyl-4H,8H-furo [ 3,2-d ] benzo [ 1,2-b:3,4-b ] dipyran-4,11 (10H) -dione

C23H20O6 (392.125982)


   

Tephrodin

(8aR,11aR) -rel- (-) -11a- (Acetyloxy) -8a,11a-dihydro-5-methoxy-10,10-dimethyl-2-phenyl-4H,8H-furo [ 3,2-d ] benzo [ 1,2-b:3,4-b ] dipyran-4,11 (10H) -dione

C25H22O8 (450.1314612)


   

Hookerianin

8- (2,5-Dihydro-5,5-dimethyl-2-oxo-3-furanyl) -5,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one

C23H20O6 (392.125982)


   

5,7,2,3-Tetrahydroxyflavone

2-(2,3-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one

C15H10O6 (286.047736)


   

pinnatifinoside A

(2R,3S,4S,5R) -4,5-Dihydro-3,4,5-trihydroxy-5- (hydroxymethyl) -2- (4-hydroxyphenyl) -spiro [ furan-2 (3H) ,8 (9H) - [ 4H ] furo [ 2,3-h ] [ 1 ] benzopyran ] -4-one

C21H18O9 (414.0950778)


   

Apigenin 7-(6-E-p-coumaroylgalactoside)

5-Hydroxy-2-(4-hydroxyphenyl)-7-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-beta-D-galactopyranosyl]oxy]-4H-1-benzopyran-4-one

C30H26O12 (578.1424196)


   

Apigenin 7-(3,6-Di-E-p-coumaroylgalactoside)

7-[[3,6-Bis-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-b-D-galactopyranosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C39H32O14 (724.1791972)


   

6-C-Galactosylapigenin 6-O-galactoside

6-(6-O-beta-D-Galactopyranosyl-beta-D-galactopyranosyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C27H30O15 (594.158463)


   

Chrysin 7-galactoside

5,7-Dihydroxyflavone 7-galactoside

C21H20O9 (416.110727)


   

8-C-beta-D-Galactopyranosylapigenin

5,7,4-Trihydroxyflavone 8-C-beta-D-galactopyranoside

C21H20O10 (432.105642)


   

6,8-Di-C-beta-D-arabinopyranosylapigenin

5,7,4-Trihydroxyflavone 6,8-di-C-beta-D-arabinopyranoside

C25H26O13 (534.1373346)


   

Violarvensin

6-beta-D-Glucopyranosyl-5,7-dihydroxy-2- (4-hydroxyphenyl) -8- (6-deoxy-beta-D-gulopyranosyl) -4H-1-benzopyran-4-one

C27H30O14 (578.163548)


   

Rhamnellaflavoside C

5,7-Dihydroxy-2- [ 4- (beta-D-glucopyranosyloxy) phenyl ] -6- (2,6-dideoxy-beta-D-glucopyranosyl) -2,3-dihydro-4H-1-benzopyran-4-one

C27H30O13 (562.168633)


   

Isopongachromene

6-Methoxy-6",6"-dimethyl-3,4-methylenedioxy-pyrano [ 2",3":7,8 ] flavone

C22H18O6 (378.1103328)


   

Apigenin 7-(4-E-p-coumarylglucoside)

Apigenin 7-(4-E-p-coumarylglucoside)

C30H26O12 (578.1424196)


   

5,2-Dihydroxyflavone

5,2-Dihydroxyflavone

C15H10O4 (254.057906)


   

8,2-Dihydroxyflavone

8,2-Dihydroxyflavone

C15H10O4 (254.057906)


   

2,5-Dihydroxyflavone

2,5-Dihydroxyflavone

C15H10O4 (254.057906)


   

Acacetin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-

C16H12O5 (284.0684702)


5,7-dihydroxy-4-methoxyflavone is a monomethoxyflavone that is the 4-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate. Acacetin is a natural product found in Verbascum lychnitis, Odontites viscosus, and other organisms with data available. A monomethoxyflavone that is the 4-methyl ether derivative of apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one, also known as 4-methoxy-5,7-dihydroxyflavone or acacetin, is a member of the class of compounds known as 4-o-methylated flavonoids. 4-o-methylated flavonoids are flavonoids with methoxy groups attached to the C4 atom of the flavonoid backbone. Thus, 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be synthesized from apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is also a parent compound for other transformation products, including but not limited to, acacetin-7-O-beta-D-galactopyranoside, acacetin-8-C-neohesperidoside, and isoginkgetin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be found in ginkgo nuts, orange mint, and winter savory, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one a potential biomarker for the consumption of these food products. Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.223 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.225 Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2]. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2].

   

Cauliflorin A

2- (3-Methoxyphenyl) -4H-furo [ 2,3-h ] -1-benzopyran-4-one

C18H12O4 (292.0735552)


   

6,6-Dimethyl-3,4-methylenedioxypyrano[2,3:7,8]flavone

6",6"-Dimethyl-3,4-methylenedioxypyrano [ 2",3":7,8 ] flavone

C21H16O5 (348.0997686)


   

5-Hydroxy-6,6-dimethylpyrano[2,3:7,8]flavone

5-Hydroxy-6",6"-dimethylpyrano [ 2",3":7,8 ] flavone

C20H16O4 (320.1048536)


   

Apigenin 7-(6-methylgalacturonide)

5,7,4-Trihydroxyflavone 7- (6"-methylgalacturonide)

C22H20O11 (460.100557)


   
   

2-Hydroxyflavone

2-Hydroxyflavanone

C15H10O3 (238.062991)


   

5-Hydroxy-6-methoxyflavone

5-Hydroxy-6-methoxyflavone

C16H12O4 (268.0735552)


   

5-hydroxy-2-methoxyflavone

5-hydroxy-2-methoxyflavone

C16H12O4 (268.0735552)


   

6,3-DIMETHOXYFLAVONE

6,3-DIMETHOXYFLAVONE

C17H14O4 (282.0892044)


   

6-Hydroxy-4-methoxyflavone

6-Hydroxy-4-methoxyflavone

C16H12O4 (268.0735552)


   

Isopratol

4-Hydroxy-7-methoxyflavone

C16H12O4 (268.0735552)


   

5-Hydroxy-6,2-dimethoxyflavone

5-Hydroxy-6,2-dimethoxyflavone

C17H14O5 (298.0841194)


   

5,7,2-Trihydroxyflavone

5,7,2-Trihydroxyflavone

C15H10O5 (270.052821)


   

5,8,2-Trihydroxyflavone

5,8,2-Trihydroxyflavone

C15H10O5 (270.052821)


   

5,2,5-Trihydroxyflavone

5,2,5-Trihydroxyflavone

C15H10O5 (270.052821)


   

6,2,3-Trimethoxyflavone

6,2,3-Trimethoxyflavone

C18H16O5 (312.0997686)


   

7,3,4-Trimethoxyflavone

7,3,4-Trimethoxyflavone

C18H16O5 (312.0997686)


   

5,7,2-Trihydroxy-6-methoxyflavone

5,7,2-Trihydroxy-6-methoxyflavone

C16H12O6 (300.06338519999997)


A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 7 and 2 and a methoxy group at position 6. It has been isolated from the roots of Rubia yunnanensis.

   

7,3,4,5-Tetrahydroxyflavone

7,3,4,5-Tetrahydroxyflavone

C15H10O6 (286.047736)


   

5,6,8,3,4,5-Hexamethoxyflavone

5,6,8,3,4,5-Hexamethoxyflavone

C21H22O8 (402.1314612)


   

5-Methoxy-7,8-diprenylflavone

5-Methoxy-7,8-diprenylflavone

C26H28O3 (388.2038338)


   
   

7,3,4-Trihydroxyflavone 7-galactoside

7,3,4-Trihydroxyflavone 7-galactoside

C21H20O10 (432.105642)


   

7,8-Dimethoxyflavone

7,8-dimethoxy-2-phenylchromen-4-one

C17H14O4 (282.0892044)


A dimethoxyflavone that is the 7,8-dimethyl ether derivative of 7,8-dihydroxyflavone.

   

5-Hydroxy-7,2-dimethoxyflavone

5-Hydroxy-7,2-dimethoxyflavone

C17H14O5 (298.0841194)


   

6-C-Glucopyranosyl-8-C-galactopyranosylapigenin

6-C-Glucopyranosyl-8-C-galactopyranosylapigenin

C27H30O15 (594.158463)


   

Vitexin 4-O-glucoside

8-beta-D-Glucopyranosyl-4- (beta-D-glucopyranosyloxy) -5,7-dihydroxyflavone

C27H30O15 (594.158463)


Vitexin 4'-glucoside is a leaf flavonoid identified from Briza stricta[1].

   

Isovitexin 7,2-di-O-glucoside

Isovitexin 7,2-di-O-glucoside

C33H40O20 (756.211284)


   

Cerarvensin 7-O-glucoside

5,7,4-Trihydroxyflavone 6-C-xyloside-7-O-glucoside

C26H28O14 (564.1478988)


   

Flavosativaside

2- (4-Hydroxyphenyl) -8- (2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl) -5,7-dihydroxy-4H-1-benzopyran-4-one

C27H30O15 (594.158463)


   

Isovitexin 7-O-galactoside-2-O-rhamnoside

Isovitexin 7-O-galactoside-2-O-rhamnoside

C33H40O19 (740.216369)


   

Abrectorin

7-Hydroxy-2- (3-hydroxy-4-methoxyphenyl) -6-methoxy-4H-1-benzopyran-4-one

C17H14O6 (314.0790344)


   

Acacetin 7-galactoside

5,7-Dihydroxy-4-methoxyflavone 7-galactoside

C22H22O10 (446.1212912)


   

trans-Anhydrotephrostachin

5,7-Dimethoxy-8- (3-methyl-1,3-butadienyl) flavone

C22H20O4 (348.13615200000004)


   

Apigenin 7-galacturonide

5,7,4-Trihydroxyflavone 7-galacturonide

C21H18O11 (446.0849078)


   

Cerosilin B

5,6,3,4,5-Pentamethoxyflavone

C20H20O7 (372.120897)


   

6-Chloroapigenin

5,7,4-Trihydroxy-6-chloroflavone

C15H9ClO5 (304.01384939999997)


   

Echioidinin

5-Hydroxy-2- (2-hydroxyphenyl) -7-methoxy-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

6-C-Galactopyranosyl-8-C-xylopyranosylapigenin

5,7,4-Trihydroxyflavone 6-C-galactoside-8-C-xyloside

C26H28O14 (564.1478988)


   

6,8-Di-C-galactopyranosylapigenin

5,7,4-Trihydroxyflavone 6,8-di-C-galactoside

C27H30O15 (594.158463)


   

Geraldone

7,4-Dihydroxy-3-methoxyflavone

C16H12O5 (284.0684702)


A dihydroxyflavone that is the 5-deoxy-derivative of 4,5,7-trihydroxy-3-methoxyflavone (chrysoeriol).

   

Glabone

4-Methoxyfurano [ 2",3":7,6 ] flavone

C18H12O4 (292.0735552)


   
   

Hoslundin

5-Hydroxy-7-methoxy-6-ketopyranoflavone

C23H18O7 (406.1052478)


   

Isocorymboside

5,7,4-Trihydroxyflavone 6-C-galactpyranoside-8-C-alpha-L-arabinopyranoside

C26H28O14 (564.1478988)


   

Saltillin

5-Hydroxy-4-methoxy-7-methylflavone

C17H14O4 (282.0892044)


   

Neocorymboside

5,7,4-Trihydroxyflavone 6-C-beta-L-arabinofuranoside-8-C-galactoside

C26H28O14 (564.1478988)


   

neoisoschaftoside

5,7,4-Trihydroxyflavone 6-C-beta-L-arabinopyranoside-8-C-glucoside

C26H28O14 (564.1478988)


   

Neovitexin

5,7,4-Trihydroxyflavone 8-C-alpha-D-glucoside

C21H20O10 (432.105642)


   
   

Prosogerin E

6,7-Dihydroxy-3,4,5-trimethoxyflavone

C18H16O7 (344.0895986)


   

Prosogerin C

6,7,3,4,5-Pentamethoxyflavone

C20H20O7 (372.120897)


   
   

cis-Tephrostachin

8- [ (Z) -3-Hydroxy-3-methyl-1-butenyl ] -5,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one

C22H22O5 (366.1467162)


   

6-C-Xylopyranosyl-8-C-galactopyranosylapigenin

5,7,4-Trihydroxyflavone 6-C-xyloside-8-C-galactoside

C26H28O14 (564.1478988)


   

Isoorientin 2-acetate

2- (3,4-Dihydroxyphenyl) -6- (2-O-acetyl-beta-D-glucopyranosyl) -5,7-dihydroxy-4H-1-benzopyran-4-one

C23H22O12 (490.1111212)


   

Aequinetin

5,7-Dihydroxyflavone 7-glucoside

C21H20O9 (416.110727)


   

Apimaysin

2,6-Anhydro-1-deoxy-5-O- (6-deoxy-alpha-L-mannopyranosyl) -6-C- [ 5,7-dihydroxy-2- (4-hydroxyphenyl) -4-oxo-4H-1-benzopyran-6-yl ] -xylo-3-hexulose

C27H28O13 (560.1529838)


   

Apigenin 7-rutinoside-4-trans-caffeate

5,7,4-Trihydroxyflavone 7-rhamnosyl- (1->6) -glucoside-4-trans-caffeate

C36H36O17 (740.1952406)


   

Apigenin 7-galactoside

7- (beta-D-Galactopyranosyloxy) -4,5-dihydroxyflavone

C21H20O10 (432.105642)


   

Apigenin 7-(2-acetylglucoside)

7- [ (2-O-Acetyl-beta-D-glucopyranosyl) oxy ] -5-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C23H22O11 (474.11620619999997)


   

Apigenin 7-(2,3-diacetylglucoside)

7- [ (2-O,3-O-Diacetyl-beta-D-glucopyranosyl) oxy ] -5-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C25H24O12 (516.1267703999999)


   

Chamaemeloside

7- [ [ 6-O- (4-Carboxy-3-hydroxy-3-methyl-1-oxobutyl) -beta-D-glucopyranosyl ] oxy ] -5-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C27H28O14 (576.1478988)


   

Apigenin 7-sulfate

5,7,4-Trihydroxyflavone 7-sulfate

C15H10O8S (350.00963800000005)


   

Apiin

7-(((2S,3R,4S,5S,6R)-3-(((2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C26H28O14 (564.1478988)


Apiin is a beta-D-glucoside having a beta-D-apiosyl residue at the 2-position and a 5,4-dihydroxyflavon-7-yl moiety at the anomeric position. It has a role as an EC 3.2.1.18 (exo-alpha-sialidase) inhibitor and a plant metabolite. It is a beta-D-glucoside, a dihydroxyflavone and a glycosyloxyflavone. It is functionally related to an apigenin. It is a conjugate acid of an apiin(1-). Apiin is a natural product found in Crotalaria micans, Limonium axillare, and other organisms with data available. See also: Chamomile (part of); Chamaemelum nobile flower (part of). A beta-D-glucoside having a beta-D-apiosyl residue at the 2-position and a 5,4-dihydroxyflavon-7-yl moiety at the anomeric position. Apiin, a major constituent of Apium graveolens leaves with anti-inflammatory properties. Apiin shows significant inhibitory activity on nitrite (NO) production (IC50 = 0.08 mg/mL) in-vitro and iNOS expression (IC50 = 0.049 mg/ mL) in LPS-activated J774.A1 cells[1]. Apiin, a major constituent of Apium graveolens leaves with anti-inflammatory properties. Apiin shows significant inhibitory activity on nitrite (NO) production (IC50 = 0.08 mg/mL) in-vitro and iNOS expression (IC50 = 0.049 mg/ mL) in LPS-activated J774.A1 cells[1].

   

6-Methyltectochrysin

5-Hydroxy-7-methoxy-6-methyl-2-phenyl-4H-1-benzopyran-4-one

C17H14O4 (282.0892044)


   

6-C-beta-D-Galactosylapigenin

5,7,4-Trihydroxyflavone 6-C-beta-D-galactoside

C21H20O10 (432.105642)


   

2-O-beta-L-galactopyranosylvitexin

2- (4-Hydroxyphenyl) -5,7-dihydroxy-8- (2-O-beta-D-galactopyranosyl-beta-D-glucopyranosyl) -4H-1-benzopyran-4-one

C27H30O15 (594.158463)


   

6-C-Chinovopyranosylluteolin

6-C-Chinovopyranosylluteolin

C21H20O10 (432.105642)


   

3-Deoxyderhamnosylmaysin

5,7,4-Trihydroxy-6- (6-deoxy-xylo-hexose-4-urosyl) flavone

C21H18O9 (414.0950778)


   

Desmosflavone

5-Hydroxy-7-methoxy-6,8-dimethyl-2-phenyl-4H-1-benzopyran-4-one

C18H16O4 (296.1048536)


   

Farnisin

7-Hydroxy-2- (3-hydroxy-4-methoxyphenyl) -4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

8,3-Dihydroxy-7,4,5-trimethoxyflavone

8,3-Dihydroxy-7,4,5-trimethoxyflavone

C18H16O7 (344.0895986)


   

Margaritene

5,7-Dihydroxy-4-methoxyflavone

C28H32O14 (592.1791972)


   

6-C-Fucopyranosylluteolin

5,7,3,4-Tetrahydroxyflavone 6-C-fucopyranoside

C21H20O10 (432.105642)


   

Gancaonin Q

5,7-Dihydroxy-2-(4-hydroxy-3-((E)-3-methyl-but-2-enyl)-phenyl)-6-(3-methyl-but-2-enyl)-1-benzopyran-4-one

C25H26O5 (406.17801460000004)


   

3,6-Di-C-glucopyranosylacacetin

5,7-Dihydroxy-4-methoxyflavone 3,6-di-C-glucoside

C28H32O15 (608.1741122)


   

3,6-Di-C-glucosylapigenin

5,7,4-Trihydroxyflavone 3,6-di-C-glucoside

C27H30O15 (594.158463)


   

Honyucitrin

5,7,4-Trihydroxy-3,5-diprenylflavone

C25H26O5 (406.17801460000004)


   

Trigraecum

7-Hydroxy-6-methoxyflavone

C16H12O4 (268.0735552)


   

3-Hydroxy-7,8,4,5-tetramethoxyflavone

3-Hydroxy-7,8,4,5-tetramethoxyflavone

C19H18O7 (358.10524780000003)


   

Isomargaritene

5,7-Dihydroxy-2- (4-methoxyphenyl) -6- [ 2-O- (alpha-L-rhamnopyranosyl) -beta-D-glucopyranosyl ] -4H-1-benzopyran-4-one

C28H32O14 (592.1791972)


   

Isovitexin 2-O-(6-feruloyl)glucoside

4,5,7-Trihydroxy-6- [ 2-O- [ 6-O- [ (E) -3- (4-hydroxy-3-methoxyphenyl) acryloyl ] -beta-D-glucopyranosyl ] -beta-D-glucopyranosyl ] flavone

C37H38O18 (770.2058048)


   

Isovitexin 2-O-(6-(E)-feruloyl)glucoside 4-O-glucoside

4- (beta-D-Glucopyranosyloxy) -5,7-dihydroxy-6- [ 2-O- [ 6-O- [ (E) -3- (4-hydroxy-3-methoxyphenyl) propenoyl ] -beta-D-glucopyranosyl ] -beta-D-glucopyranosyl ] flavone

C43H48O23 (932.2586258)


   

Neosaponarin

7- (beta-D-Galactopyranosyloxy) -6-beta-D-glucopyranosyl-5-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C27H30O15 (594.158463)


   

Orientin 2,6-diacetate

5,7,3,4-Tetrahydroxyflavone 8- (2",6"-diacetylglucoside)

C25H24O13 (532.1216853999999)


   

7,8,3,4,5-pentamethoxyflavone

7,8,3,4,5-pentamethoxyflavone

C20H20O7 (372.120897)


   

Rubraflavone A

2- (2,4-Dihydroxyphenyl) -3- (3,7-dimethyl-2,6-octadienyl) -7-hydroxy-4H-1-benzopyran-4-one

C25H26O5 (406.17801460000004)


   

Schaftoside 4-O-glucoside

5,7,4-Trihydroxyflavone 6-C-glucoside-8-C-alpha-L-arabinopyranoside-4-O-glucoside

C32H38O19 (726.2007198)


   

3,4,5-Trimethoxyflavone

2- (3,4,5-Trimethoxyphenyl) -4H-1-benzopyran-4-one

C18H16O5 (312.0997686)


   

Vicenin 1

8-beta-D-Glucopyranosyl-5,7-dihydroxy-2- (4-hydroxyphenyl) -6-beta-D-xylopyranosyl-4H-1-benzopyran-4-one

C26H28O14 (564.1478988)


Vicenin 1 is a C-glycosylflavone that has an inhibitory effect on angiotensin-converting enzyme (ACE)(IC50=52.50 μM)[1]. Vicenin 1 is a C-glycosylflavone that has an inhibitory effect on angiotensin-converting enzyme (ACE)(IC50=52.50 μM)[1].

   

Vicenin-1 6-O-acetate

8- (6-O-Acetyl-beta-D-glucopyranosyloxy) -5,7-dihydroxy-2- (4-hydroxyphenyl) -6-beta-D-xylopyranosyl-4H-1-benzopyran-4-one

C28H30O15 (606.158463)


   

Violanthin

8- (6-Deoxy-alpha-L-mannopyranosyl) -6-beta-D-glucopyranosyl-5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C27H30O14 (578.163548)


A flavone C-glycoside that is flavone substituted by hydroxy groups at positions 5, 7 and 4, a beta-D-glucopyranosyl residue at position 6 and a 6-deoxy-alpha-L-mannopyranosyl residue at position 8. Violanthin is isolated from the stems of Dendrobium officinale, has potent antioxidant and antibacterial activities. Violanthin inhibits acetylcholinesterase (AChE) with an IC50 value of 79.80 μM[1]. Violanthin is isolated from the stems of Dendrobium officinale, has potent antioxidant and antibacterial activities. Violanthin inhibits acetylcholinesterase (AChE) with an IC50 value of 79.80 μM[1].

   

Vitexin 4-O-galactoside

4- (beta-D-Galactopyranosyloxy) -8-beta-D-glucopyranosyl-5,7-dihydroxyflavone

C27H30O15 (594.158463)


   

Vitexin 7-O-glucoside 2-p-coumarate

5,7,4-Trihydroxyflavone 7-O-glucoside-8-C- (2"-p-coumarylglucoside)

C36H36O17 (740.1952406)


   

Zapotin

2- (2,6-Dimethoxyphenyl) -5,6-dimethoxy-4H-1-benzopyran-4-one

C19H18O6 (342.11033280000004)


   

Zapotinin

2- (2,6-Dimethoxyphenyl) -5-hydroxy-6-methoxy-4H-1-benzopyran-4-one

C18H16O6 (328.0946836)


   

Apigenin 7-(4,6-diacetylalloside)-4-alloside

Apigenin 7-(4,6-diacetylalloside)-4-alloside

C31H34O17 (678.1795914)


   
   

Vitexin 2-O-xyloside

Vitexin 2-O-xyloside

C26H28O14 (564.1478988)


   

Acacetin 7-glucuronosyl-(1->2)-glucuronide

Acacetin 7-glucuronosyl-(1->2)-glucuronide

C28H28O17 (636.1326438000001)


   

2-O-Rhamnosyl-2-O-glucosylcytisoside

2-O-Rhamnosyl-2-O-glucosylcytisoside

C34H42O19 (754.2320182000001)


   

Apigenin 7-Glucuronosyl-(1->3)-[2-p-coumaroylglucuronosyl)-(1->2)-glucuronide]

Apigenin 7-Glucuronosyl-(1->3)-[2-p-coumaroylglucuronosyl)-(1->2)-glucuronide]

C42H40O25 (944.185859)


   

Isovitexin 7,2-Di-O-galactoside

Isovitexin 7,2-Di-O-galactoside

C33H40O20 (756.211284)


   

Acacetin 7-glucosyl-(1->4)-xyloside

Acacetin 7-glucosyl-(1->4)-xyloside

C27H30O14 (578.163548)


   

Apigenin 7-xylosyl-(1->2)-glucoside

Apigenin 7-xylosyl-(1->2)-glucoside

C26H28O14 (564.1478988)


   
   
   
   

5,2-Dihydroxy-7-methoxy- 6,8-dimethylflavone

5,2-Dihydroxy-7-methoxy- 6,8-dimethylflavone

C18H16O5 (312.0997686)


   

Apigenin 7-apiofuranosyl-(1->6)-glucoside

5,7,4-Trihydroxyflavone 7-apiofuranosyl-(1->6)-glucoside

C26H28O14 (564.1478988)


   

2-O-Vanilloylvitexin

2-O-Vanilloylvitexin

C29H26O13 (582.1373346)


   

Acacetin 7-Rhamnosyl-(1->6)[2-acetylglucosyl-(1->2)glucoside]

Acacetin 7-Rhamnosyl-(1->6)[2-acetylglucosyl-(1->2)glucoside]

C36H44O20 (796.2425824)


   

Acacetin 7-[6-acetylglucosyl-(1->2)]-rhamnosyl-(1->6)-glucoside

Acacetin 7-[6-acetylglucosyl-(1->2)]-rhamnosyl-(1->6)-glucoside

C36H44O20 (796.2425824)


   

6-C-beta-D-xylopyranosyl-8-C-alpha-L-arabinopyranosylapigenin

6-C-beta-D-xylopyranosyl-8-C-alpha-L-arabinopyranosylapigenin

C25H26O13 (534.1373346)


   

Apigenin 7-alpha-L-arabinofuranosyl-(1->6)-glucoside

Apigenin 7-alpha-L-arabinofuranosyl-(1->6)-glucoside

C26H28O14 (564.1478988)


   

Apigenin 7-xylosyl-(1->6)-glucoside

Apigenin 7-xylosyl-(1->6)-glucoside

C26H28O14 (564.1478988)


   

Apigenin 7-(6-acetylallosyl-(1->2)glucoside)

Apigenin 7-(6-acetylallosyl-(1->2)glucoside)

C29H32O16 (636.1690272)


   

Apigenin 7-Glucosyl-(1->2)-glucuronide-4-glucuronide

Apigenin 7-Glucosyl-(1->2)-glucuronide-4-glucuronide

C33H36O22 (784.1698156)


   

Apigenin 7-rhamnosyl-(1->6)-(4-E-p-methoxycinnamoylglucoside)

Apigenin 7-rhamnosyl-(1->6)-(4-E-p-methoxycinnamoylglucoside)

C37H38O16 (738.2159748)


   

Acacetin 7-rhamnosyl-(1->2)-glucosyl-(1->2)-glucosyl-(1->2)-glucoside

Acacetin 7-rhamnosyl-(1->2)-glucosyl-(1->2)-glucosyl-(1->2)-glucoside

C40H52O24 (916.2848392000001)


   

Acacetin 7-(4-Acetylrhamnosyl)-(1->6)-glucosyl-(1->3)-(6-acetylglucoside)

Acacetin 7-(4-Acetylrhamnosyl)-(1->6)-glucosyl-(1->3)-(6-acetylglucoside)

C38H46O21 (838.2531466)


   

5,7-Dihydroxy-6-C-methylflavone 7-xylosyl-(1->3)-xyloside

5,7-Dihydroxy-6-C-methylflavone 7-xylosyl-(1->3)-xyloside

C26H28O12 (532.1580688)


   
   

Apigenin 7-(2G-rhamnosyl)gentiobioside

7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

C33H40O19 (740.216369)


Apigenin-7-O-(2G-rhamnosyl)gentiobioside is a flavone glycosides from Lonicera gracilipes var. glandulosa[1].

   

3,4,7-trihydroxyflavon

Flavone, 3,4,7-trihydroxy- (6CI,7CI,8CI); 2-(3,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one; 3,4,7-Trihydroxyflavone; 3,4,7-Trihydroxylflavone; 5-Deoxyluteolin; 7,3,4-Trihydroxyflavone

C15H10O5 (270.052821)


7,3,4-Trihydroxyflavone is a natural product found in Dipteryx lacunifera, Thermopsis macrophylla, and other organisms with data available.

   

5,7-Dimethoxyflavone

METHYL5-OXO-6-TRIFLUOROMETHANESULFONYLOXY-1,2,3,5-TETRAHYDROINDOLIZINE-8-CARBOXYLATE

C17H14O4 (282.0892044)


Chrysin 5,7-dimethyl ether is a dimethoxyflavone that is the 5,7-dimethyl ether derivative of chrysin. It has a role as a plant metabolite. It is functionally related to a chrysin. 5,7-Dimethoxyflavone is a natural product found in Anaphalis busua, Helichrysum herbaceum, and other organisms with data available. 5,7-Dimethoxyflavone is found in tea. 5,7-Dimethoxyflavone is a constituent of Leptospermum scoparium (red tea). Constituent of Leptospermum scoparium (red tea). 5,7-Dimethylchrysin is found in tea. A dimethoxyflavone that is the 5,7-dimethyl ether derivative of chrysin. 5,7-Dimethoxyflavone is one of the major components of Kaempferia parviflora, has anti-obesity, anti-inflammatory, and antineoplastic effects. 5,7-Dimethoxyflavone inhibits cytochrome P450 (CYP) 3As. 5,7-Dimethoxyflavone is also a potent Breast Cancer Resistance Protein (BCRP) inhibitor[1][2]. 5,7-Dimethoxyflavone is one of the major components of Kaempferia parviflora, has anti-obesity, anti-inflammatory, and antineoplastic effects. 5,7-Dimethoxyflavone inhibits cytochrome P450 (CYP) 3As. 5,7-Dimethoxyflavone is also a potent Breast Cancer Resistance Protein (BCRP) inhibitor[1][2].

   

A1-00200

InChI=1/C16H12O3/c1-18-12-7-8-13-14(17)10-15(19-16(13)9-12)11-5-3-2-4-6-11/h2-10H,1H

C16H12O3 (252.0786402)


7-Methoxyflavone is a member of flavonoids and an ether. 7-Methoxyflavone is a natural product found in Ziziphus mauritiana, Conchocarpus heterophyllus, and other organisms with data available. 7-Methoxyflavone is a compound isolated from Zornia brasiliensis. 7-Methoxyflavone has peripheral antinociceptive activity. 7-Methoxyflavone inhibits paw-licking time in the neurogenic phase of the formalin pain response (65.6\%) and did not decrease the nociceptive response in the inflammatory phase[1].

   

2,5,6,7-tetrahydroxyflavone

4H-1-Benzopyran-4-one, 2-(2,6-dihydroxyphenyl)-5,7-dihydroxy-

C15H10O6 (286.047736)


5,7,2,6-Tetrahydroxyflavone is a natural product found in Scutellaria amoena, Andrographis macrobotrys, and other organisms with data available.

   

Orientin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C21H20O11 (448.100557)


Orientin is a C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8. It has a role as an antioxidant and a metabolite. It is a C-glycosyl compound, a tetrahydroxyflavone and a 3-hydroxyflavonoid. It is functionally related to a luteolin. Orientin is a natural product found in Itea chinensis, Vellozia epidendroides, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of); Acai fruit pulp (part of). A C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8. Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2]. Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2].

   

Isovitexin

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C21H20O10 (432.105642)


Isovitexin is a C-glycosyl compound that consists of apigenin substituted by a 1,5-anhydro-D-glucitol moiety at position 6. It has a role as an EC 3.2.1.20 (alpha-glucosidase) inhibitor and a metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an apigenin. It is a conjugate acid of an isovitexin-7-olate. Isovitexin is a natural product found in Carex fraseriana, Rauhiella, and other organisms with data available. See also: Fenugreek seed (part of); Acai (part of); Crataegus monogyna flowering top (part of). A C-glycosyl compound that consists of apigenin substituted by a 1,5-anhydro-D-glucitol moiety at position 6. Isovitexin is a member of the class of compounds known as flavonoid c-glycosides. Flavonoid c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Isovitexin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isovitexin can be found in a number of food items such as common salsify, winged bean, flaxseed, and common buckwheat, which makes isovitexin a potential biomarker for the consumption of these food products. Isovitexin (or homovitexin, saponaretin) is a flavone. the apigenin-6-C-glucoside. It can be found in the passion flower, Cannabis, and the açaí palm . Constituent of Cucumis sativus (cucumber). Isovitexin 2-(6-p-coumaroylglucoside) 4-glucoside is found in cucumber and fruits. Constituent of young green barley leaves (Hordeum vulgare variety nudum). Isovitexin 7-(6-sinapoylglucoside) is found in barley and cereals and cereal products. Isovitexin is a flavonoid isolated from passion flower, Cannabis and, and the palm, possesses anti-inflammatory and anti-oxidant activities; Isovitexin acts like a JNK1/2 inhibitor and inhibits the activation of NF-κB. Isovitexin is a flavonoid isolated from passion flower, Cannabis and, and the palm, possesses anti-inflammatory and anti-oxidant activities; Isovitexin acts like a JNK1/2 inhibitor and inhibits the activation of NF-κB.

   

5,6,2-Trimethoxyflavone

5,6,2-Trimethoxyflavone

C18H16O5 (312.0997686)


   
   

5,6-Dimethoxyflavone

5,6-Dimethoxyflavone

C17H14O4 (282.0892044)


   

5,6,3-Trimethoxyflavone

5,6,3-Trimethoxyflavone

C18H16O5 (312.0997686)


   

Chrysin 8-C-beta-D-glucopyranoside

Chrysin 8-C-beta-D-glucopyranoside

C21H20O9 (416.110727)


   

Chrysin 6-C-beta-D-glucopyranoside

Chrysin 6-C-beta-D-glucopyranoside

C21H20O9 (416.110727)


   

Chrysin 7-gentiobioside

Chrysin 7-gentiobioside

C27H30O14 (578.163548)


   

trans-Tephrostachin

trans-Tephrostachin

C22H22O5 (366.1467162)


   

5,7-Dimethoxy-6-C-methylflavone

5,7-Dimethoxy-6-C-methylflavone

C18H16O4 (296.1048536)


   

Apigenin 8-C-(6-acetylgalactoside)

Apigenin 8-C-(6-acetylgalactoside)

C23H22O11 (474.11620619999997)


   

Isovitexin 2-O-galactoside

Isovitexin 2-O-galactoside

C27H30O15 (594.158463)


   

Isovitexin 2-O-rhamnoside

Isovitexin 2-O-rhamnoside

C27H30O14 (578.163548)


   

Apigenin 8-C-[xylosyl-(1->2)-galactoside]

Apigenin 8-C-[xylosyl-(1->2)-galactoside]

C26H28O14 (564.1478988)


   

Vitexin 6-(3-hydroxy-3-methylglutarate)

Vitexin 6-(3-hydroxy-3-methylglutarate)

C27H28O14 (576.1478988)


   

Isovitexin 2-O-(6-(E)-p-coumaroyl)glucoside

Isovitexin 2-O-(6-(E)-p-coumaroyl)glucoside

C36H36O17 (740.1952406)


   
   

Vitexin 2-O-(2-methylbutyryl)

Vitexin 2-O-(2-methylbutyryl)

C26H28O11 (516.1631538)


   

Isoschaftoside 4-O-glucoside

Isoschaftoside 4-O-glucoside

C32H38O19 (726.2007198)


   

Isovitexin 4-rhamnoside

Isovitexin 4-O-rhamnopyranoside

C27H30O14 (578.163548)


   

Isovitexin 2-O-(6-(E)-p-coumaroyl)glucoside 4-O-glucoside

Isovitexin 2-O-(6-(E)-p-coumaroyl)glucoside 4-O-glucoside

C42H46O22 (902.2480616)


   

Apigenin 7-glucoside-4-trans-caffeate

Apigenin 7-glucoside-4-trans-caffeate

C30H26O13 (594.1373346)


   

Apigenin 5-glucoside

Apigenin 5-glucoside

C21H20O10 (432.105642)


   

Apigenin 5-galactoside

Apigenin 5-galactoside

C21H20O10 (432.105642)


   

Apigenin 7-(6-methylglucuronide)

Apigenin 7-(6-methylglucuronide)

C22H20O11 (460.100557)


   

Apigenin 7-alpha-L-arabinopyranosyl-(1->6)-glucoside

Apigenin 7-alpha-L-arabinopyranosyl-(1->6)-glucoside

C26H28O14 (564.1478988)


   

Apigenin 7-allosyl-(1->2)-glucoside

Apigenin 7-allosyl-(1->2)-glucoside

C27H30O15 (594.158463)


   

Apigenin 7-rhamnosyl-(1->2)-galacturonide

Apigenin 7-rhamnosyl-(1->2)-galacturonide

C27H28O15 (592.1428138)


   

Apigenin 7-glucuronosyl-(1->2)-glucuronide

Apigenin 7-glucuronosyl-(1->2)-glucuronide

C27H26O17 (622.1169946)


   

Apigenin 7-(6-p-coumarylglucoside)

Apigenin 7-(6-p-coumarylglucoside)

C30H26O12 (578.1424196)


   
   

Apigenin 7-(3,6-di-p-coumarylglucoside)

Apigenin 7-(3,6-di-p-coumarylglucoside)

C39H32O14 (724.1791972)


   

Apigenin 7-(3,4-diacetylglucoside)

Apigenin 7-(3,4-diacetylglucoside)

C25H24O12 (516.1267703999999)


   

Apigenin 5-rhamnosyl-(1->2)-(6-acetylglucoside)

Apigenin 5-rhamnosyl-(1->2)-(6-acetylglucoside)

C29H32O15 (620.1741122)


   

Echitin (glycoside)

Apigenin 7-(2-E-p-coumaroylglucoside)

C30H26O12 (578.1424196)


   

Apigenin 4-(2-feruloylglucuronosyl)-(1->2)-glucuronide

Apigenin 4-(2-feruloylglucuronosyl)-(1->2)-glucuronide

C37H34O20 (798.1643364)


   

Apigenin 7-glucuronide-4-(2-E-p-coumaroylglucuronosyl)-(1->2)-glucuronide

Apigenin 7-glucuronide-4-(2-E-p-coumaroylglucuronosyl)-(1->2)-glucuronide

C42H40O25 (944.185859)


   
   

Acacetin 7-neohesperidoside

Acacetin 7-neohesperidoside

C28H32O14 (592.1791972)


   
   

Acacetin 7-rhamnosyl-(1->4)[glucosyl-(1->6)(6-acetylsophoroside)]

Acacetin 7-rhamnosyl-(1->4)[glucosyl-(1->6)(6-acetylsophoroside)]

C42H54O25 (958.2954034)


   

Acacetin 7-O-[2-O-rhamnosyl-2-O-glucosylglucoside

Acacetin 7-O-[2-O-rhamnosyl-2-O-glucosylglucoside

C34H42O19 (754.2320182000001)


   

Acacetin 7-apiosyl (1->6)-glucopyranoside

Acacetin 7-apiosyl (1->6)-glucopyranoside

C27H30O14 (578.163548)


   
   

Flavone

InChI=1/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10

C15H10O2 (222.06807600000002)


Flavone is the simplest member of the class of flavones that consists of 4H-chromen-4-one bearing a phenyl substituent at position 2. It has a role as a metabolite and a nematicide. Flavone is a natural product found in Grindelia hirsutula, Asphodeline damascena, and other organisms with data available. Quercetin is a flavonoid that forms the "backbone" for many other flavonoids, including the citrus flavonoids rutin, hesperidin, naringin and tangeritin. In studies, quercetin is found to be the most active of the flavonoids, and many medicinal plants owe much of their activity to their high quercetin content. Quercetin has demonstrated significant anti-inflammatory activity because of direct inhibition of several initial processes of inflammation. For example, it inhibits both the manufacture and release of histamine and other allergic/inflammatory mediators. In addition, it exerts potent antioxidant activity and vitamin C-sparing action. Quercetin is a flavonoid that forms the "backbone" for many other flavonoids, including the citrus flavonoids rutin, hesperidin, naringin and tangeritin. In studies, quercetin is found to be the most active of the flavonoids, and many medicinal plants owe much of their activity to their high quercetin content. Quercetin has demonstrated significant anti-inflammatory activity because of direct inhibition of several initial processes of inflammation. For example, it inhibits both the manufacture and release of histamine and other allergic/inflammatory mediators. In addition, it exerts potent antioxidant activity and vitamin C-sparing action. -- Wikipedia. Flavones (flavus = yellow), are a class of flavonoids based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Flavones is found in many foods, some of which are dill, feijoa, pomegranate, and rosemary. The simplest member of the class of flavones that consists of 4H-chromen-4-one bearing a phenyl substituent at position 2. Flavone is an endogenous metabolite. Flavone is an endogenous metabolite.

   

Neoshaftoside

apigenin 6-C-beta-D-glucopyranosyl-8-C-beta-L-arabinopyranoside

C26H28O14 (564.1478988)


Neoschaftoside is a flavone C-glycoside that is apigenin attached to a beta-D-glucopyranosyl and a beta-L-arabinopyranosyl residues at positions 6 and 8 respectively via C-glycosidic linkage. It has a role as a plant metabolite. It is a flavone C-glycoside and a dihydroxyflavone. It is functionally related to an apigenin. Neoschaftoside is a natural product found in Radula complanata, Artemisia judaica, and other organisms with data available. A flavone C-glycoside that is apigenin attached to a beta-D-glucopyranosyl and a beta-L-arabinopyranosyl residues at positions 6 and 8 respectively via C-glycosidic linkage.

   

7-MAG

3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methoxy]propanoic acid

C24H22O13 (518.1060362000001)


Apigenin 7-O-(6-malonyl-beta-D-glucoside) is a member of flavonoids and a glycoside. Apigenin 7-(6-malonylglucoside) is a natural product found in Monarda punctata and Cynara cardunculus with data available. Apigenin 7-O-malonylglucoside is found in chrysanthemum flowers[1].

   

Meloside

6-((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C27H30O15 (594.158463)


2-O-(beta-D-glucosyl)isovitexin is a disaccharide derivative that is isovitexin substituted at position 2 on the glucose ring by a beta-D-glucosyl residue. It has a role as a metabolite. It is a C-glycosyl compound, a disaccharide derivative and a trihydroxyflavone. It is functionally related to an isovitexin. Meloside A is a natural product found in Ziziphus jujuba with data available. A disaccharide derivative that is isovitexin substituted at position 2 on the glucose ring by a beta-D-glucosyl residue. Meloside A (Isovitexin 2''-O-glucoside) is a phenylpropanoid isolated from barley with antioxidant activity. In barley, phenylpropanoids have been described as having protective properties against excess UV-B radiation and have been linked to resistance to pathogens[1][2].