Classification Term: 1993

4'-O-methylated flavonoids (ontology term: CHEMONTID:0002596)

found 17 associated metabolites at category metabolite taxonomy ontology rank level.

Ancestor: O-methylated flavonoids

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

Diosmetin

5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one (Diosmetin)

C16H12O6 (300.06338519999997)


Diosmetin is a monomethoxyflavone that is the 4-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities. It has a role as an antioxidant, an antineoplastic agent, a plant metabolite, a tropomyosin-related kinase B receptor agonist, an apoptosis inducer, an angiogenesis inhibitor, a cardioprotective agent, a bone density conservation agent, an anti-inflammatory agent and a vasodilator agent. It is a monomethoxyflavone, a trihydroxyflavone and a 3-hydroxyflavonoid. It is functionally related to a luteolin. It is a conjugate acid of a diosmetin-7-olate. Diosmetin is an O-methylated flavone and the aglycone part of the flavonoid glycosides diosmin that occurs naturally in citrus fruits. Pharmacologically, diosmetin is reported to exhibit anticancer, antimicrobial, antioxidant, oestrogenic and anti-inflamatory activities. It also acts as a weak TrkB receptor agonist. Diosmetin is a natural product found in Vicia tenuifolia, Salvia tomentosa, and other organisms with data available. See also: Agathosma betulina leaf (part of). A monomethoxyflavone that is the 4-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities. Isolated from peel of lemon (Citrus limon) and others. Diosmetin is found in many foods, some of which are spearmint, citrus, rosemary, and common thyme. Diosmetin is found in citrus. Diosmetin is isolated from peel of lemon (Citrus limon) and other Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell. Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell.

   

Hesperetin

(2S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (Hesperetin)

C16H14O6 (302.0790344)


Hesperetin, also known as prestwick_908 or YSO2, belongs to the class of organic compounds known as 4-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4 atom of the flavonoid backbone. Thus, hesperetin is considered to be a flavonoid lipid molecule. Hesperetin also seems to upregulate the LDL receptor. Hesperetin, in the form of its glycoside , is the predominant flavonoid in lemons and oranges. Hesperetin is a drug which is used for lowering cholesterol and, possibly, otherwise favorably affecting lipids. In vitro research also suggests the possibility that hesperetin might have some anticancer effects and that it might have some anti-aromatase activity. Hesperetin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hesperetin is a bitter tasting compound. Hesperetin is found, on average, in the highest concentration within a few different foods, such as limes, persian limes, and sweet oranges and in a lower concentration in pummelo, welsh onions, and lemons. Hesperetin has also been detected, but not quantified, in several different foods, such as yellow bell peppers, carrots, rapinis, hazelnuts, and beers. Hesperetin is a biomarker for the consumption of citrus fruits. Hesperetin reduces or inhibits the activity of acyl-coenzyme A:cholesterol acyltransferase genes (ACAT1 and ACAT2) and it reduces microsomal triglyceride transfer protein (MTP) activity. Hesperetin is a trihydroxyflavanone having the three hydroxy gropus located at the 3-, 5- and 7-positions and an additional methoxy substituent at the 4-position. It has a role as an antioxidant, an antineoplastic agent and a plant metabolite. It is a monomethoxyflavanone, a trihydroxyflavanone, a member of 3-hydroxyflavanones and a member of 4-methoxyflavanones. It is a conjugate acid of a hesperetin(1-). Hesperetin belongs to the flavanone class of flavonoids. Hesperetin, in the form of its glycoside [hesperidin], is the predominant flavonoid in lemons and oranges. Hesperetin is a natural product found in Brassica oleracea var. sabauda, Dalbergia parviflora, and other organisms with data available. Isolated from Mentha (peppermint) and numerous Citrussubspecies, with lemons, tangerines and oranges being especially good sources. Nutriceutical with anti-cancer props. Glycosides also widely distributed A trihydroxyflavanone having the three hydroxy gropus located at the 3-, 5- and 7-positions and an additional methoxy substituent at the 4-position. Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CB046_Hesperetin_pos_40eV_CB000021.txt [Raw Data] CB046_Hesperetin_pos_50eV_CB000021.txt [Raw Data] CB046_Hesperetin_pos_30eV_CB000021.txt [Raw Data] CB046_Hesperetin_pos_20eV_CB000021.txt [Raw Data] CB046_Hesperetin_pos_10eV_CB000021.txt [Raw Data] CB046_Hesperetin_neg_20eV_000014.txt [Raw Data] CB046_Hesperetin_neg_10eV_000014.txt [Raw Data] CB046_Hesperetin_neg_40eV_000014.txt [Raw Data] CB046_Hesperetin_neg_50eV_000014.txt [Raw Data] CB046_Hesperetin_neg_30eV_000014.txt Hesperetin is a natural flavanone, and acts as a potent and broad-spectrum inhibitor against human UGT activity. Hesperetin regulates apoptosis. Hesperetin is a natural flavanone, and acts as a potent and broad-spectrum inhibitor against human UGT activity. Hesperetin regulates apoptosis.

   

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

5,7-Dihydroxy-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one

C18H16O7 (344.0895986)


5,7-Dihydroxy-3,4,5-trimethoxyflavone is found in cereals and cereal products. 5,7-Dihydroxy-3,4,5-trimethoxyflavone is isolated from leaves of barley (Hordeum vulgare). Isolated from leaves of barley (Hordeum vulgare). 3,4,5-Trimethoxytricetin is found in barley and cereals and cereal products.

   

5,7,3'-Trihydroxy-4'-methoxyflavanone

(2S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanone, 3,5,7-Trihydroxy-4-methoxyflavanone

C16H14O6 (302.0790344)


5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one is an ether and a member of flavonoids. 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one is a natural product found in Allium caeruleum, Allium caesium, and other organisms with data available. The S-form is It is isolated from Brickellia vernicosa, Persica vulgaris (preferred genus name Prunus), Citrus and Mentha species [CCD (Rac)-Hesperetin is the racemate of Hesperetin. Hesperetin is a natural flavanone, and acts as a potent and broad-spectrum inhibitor against human UGT activity. Hesperetin induces apoptosis via p38 MAPK activation. (Rac)-Hesperetin is the racemate of Hesperetin. Hesperetin is a natural flavanone, and acts as a potent and broad-spectrum inhibitor against human UGT activity. Hesperetin induces apoptosis via p38 MAPK activation. Hesperetin is a natural flavanone, and acts as a potent and broad-spectrum inhibitor against human UGT activity. Hesperetin regulates apoptosis. Hesperetin is a natural flavanone, and acts as a potent and broad-spectrum inhibitor against human UGT activity. Hesperetin regulates apoptosis.

   

5,7-Dihydroxy-4'-methoxy-8-methylflavanone

5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-4-one

C17H16O5 (300.0997686)


5,7-Dihydroxy-4-methoxy-8-methylflavanone is found in cereals and cereal products. 5,7-Dihydroxy-4-methoxy-8-methylflavanone is a constituent of the flowers of Amaranthus caudatus (love-lies-bleeding). Constituent of the flowers of Amaranthus caudatus (love-lies-bleeding). 5,7-Dihydroxy-4-methoxy-8-methylflavanone is found in cereals and cereal products and green vegetables.

   

Farnisin

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

C16H12O5 (284.0684702)


Farnisin is a constituent of the seeds of Acacia farnesiana (sweet acacia)

   

3',4',5'-Trimethoxyflavone

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

C18H16O5 (312.0997686)


3,4,5-Trimethoxyflavone is found in herbs and spices. 3,4,5-Trimethoxyflavone is a constituent of the flowers of Primula veris (cowslip). Constituent of the flowers of Primula veris (cowslip). 3,4,5-Trimethoxyflavone is found in tea and herbs and spices.

   

Tamarixetin

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

C16H14O7 (318.0739494)


Isolated from Blumea balsamifera (sambong). 3,3,5,7-Tetrahydroxy-4-methoxyflavanone is found in tea. Tamarixetin is a flavanoid component of the Ginko Biloba extract. Exhibits antioxidant properties.

   

Takakin

5,7,8-Trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9ci

C16H12O6 (300.06338519999997)


Isolated from aerial parts of Citrus reticulata (mandarin). 4-Methylisoscutellarein is found in citrus. Takakin is found in citrus. Takakin is isolated from aerial parts of Citrus reticulata (mandarin

   

4'-O-Methyl-(-)-epicatechin-5-O-sulphate

3-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-5-sulphino-3,4-dihydro-2H-1-benzopyran-7-olic acid

C16H16O7S (352.0616706)


4-O-Methyl-(-)-epicatechin-5-O-sulphate is an urinary and gut-derived metabolite of epicatechin.

   

4'-O-Methyl-(-)-epicatechin-7-O-sulphate

3,5-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-sulphinic acid

C16H16O7S (352.0616706)


4-O-Methyl-(-)-epicatechin-7-O-sulphate is an urinary and gut-derived metabolite of epicatechin.

   

hesperetin 3'-O-sulfate

[5-(5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-2-methoxyphenyl]oxidanesulphonic acid

C16H14O9S (382.03585140000007)


Hesperetin 3-O-sulfate is an orange/orange juice metabolite in urine.

   

5,6,7,8-Tetrahydroxy-3',4'-dimethoxyflavone

2-(3,4-dimethoxyphenyl)-5,6,7,8-tetrahydroxy-4H-chromen-4-one

C17H14O8 (346.0688644)


5,6,7,8-Tetrahydroxy-3,4-dimethoxyflavone is found in citrus. 5,6,7,8-Tetrahydroxy-3,4-dimethoxyflavone is isolated from Seville orange (Citrus aurantium). Isolated from Seville orange (Citrus aurantium). 5,6,7,8-Tetrahydroxy-3,4-dimethoxyflavone is found in citrus.

   

Hesperetin 5-sulfate

[(2S)-7-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]oxidanesulphonic acid

C16H14O9S (382.03585140000007)


   

Hesperetin 7-sulfate

[(2S)-5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxidanesulphonic acid

C16H14O9S (382.03585140000007)


   

3',4'-Dimethoxyflavone

2-(3,4-dimethoxyphenyl)-4H-chromen-4-one

C17H14O4 (282.0892044)


3',4'-Dimethoxyflavone is a lipophilic flavone, can be isolated from the leaves of Primula veris. 3',4'-Dimethoxyflavone can reduce the synthesis and accumulation of PARP and protect cortical neurones against cell death induced by Parthanatos. 3',4'-Dimethoxyflavone is also an aryl hydrocarbon receptor antagonist in human breast cancer cells. 3',4'-Dimethoxyflavone can promote the proliferation of human hematopoietic stem cells. 3',4'-Dimethoxyflavone has various biological activities, including antioxidant, anti-cancer, anti-inflammatory, anti-atherogenic, hypolipidaemic, and neuroprotective or neurotrophic effects[1][2][3][4]. 3',4'-Dimethoxyflavone is a lipophilic flavone, can be isolated from the leaves of Primula veris. 3',4'-Dimethoxyflavone can reduce the synthesis and accumulation of PARP and protect cortical neurones against cell death induced by Parthanatos. 3',4'-Dimethoxyflavone is also an aryl hydrocarbon receptor antagonist in human breast cancer cells. 3',4'-Dimethoxyflavone can promote the proliferation of human hematopoietic stem cells. 3',4'-Dimethoxyflavone has various biological activities, including antioxidant, anti-cancer, anti-inflammatory, anti-atherogenic, hypolipidaemic, and neuroprotective or neurotrophic effects[1][2][3][4].

   

Isosakuranetin

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

C16H14O5 (286.0841194)


5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one 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. 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one can be found in sweet orange, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one a potential biomarker for the consumption of this food product. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia. Isosakuranetin is a flavanone flavonoid which can be found in the fruit of Citrus bergamia.