Chemical Formula: C21H24O10

Chemical Formula C21H24O10

Found 75 metabolite its formula value is C21H24O10

Phlorizin

1-{6-[(2S,4S,5S,3R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydr opyran-2-yloxy)]-2,4-dihydroxyphenyl}-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.1369404)


Phlorizin, also known as phlorizoside or phlorrhizen, belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Phlorizin (also referred to as phloridzin; chemical name phloretin-2-‚âà√≠‚Äö√¢¬ß-D-glucopyranoside) is a glucoside of phloretin, a dihydrochalcone, a family of bicyclic flavonoids, which in turn is a subgroup in the diverse phenylpropanoid synthesis pathway in plants. In humans, phlorizin is involved in lactose degradation. Phlorizin is a bitter tasting compound. phlorizin is found, on average, in the highest concentration in a few different foods, such as mexican oregano, european plums, and apples and in a lower concentration in pomegranates and apricots. phlorizin has also been detected, but not quantified, in several different foods, such as epazotes, durians, chinese broccoli, sesames, and sweet potato. This could make phlorizin a potential biomarker for the consumption of these foods. It is of sweet taste and contains four molecules of water in the crystal. Phlorizin is found primarily in unripe Malus (apple), root bark of apple, trace amounts have been found in strawberry. It is poorly soluble in ether and cold water, but soluble in ethanol and hot water. Closely related species, such as pear (Pyrus communis), cherry, and other fruit trees in the Rosaceae do not contain phloridzin. Phlorizin was studied as a potential pharmaceutical treatment for type 2 diabetes, but has since been superseded by more selective and more promising synthetic analogs, such as empagliflozin, canagliflozin and dapagliflozin. Phlorizin is a competitive inhibitor of SGLT1 and SGLT2 because it competes with D-glucose for binding to the carrier; this reduces renal glucose transport, lowering the amount of glucose in the blood. Phlorizin is not an effective drug because when orally consumed, it is nearly entirely converted into phloretin by hydrolytic enzymes in the small intestine. Above 200 °C, it decomposes. Phlorizin is an aryl beta-D-glucoside that is phloretin attached to a beta-D-glucopyranosyl residue at position 2 via a glycosidic linkage. It has a role as a plant metabolite and an antioxidant. It is an aryl beta-D-glucoside, a member of dihydrochalcones and a monosaccharide derivative. It is functionally related to a phloretin. Phlorizin is a natural product found in Malus doumeri, Vaccinium macrocarpon, and other organisms with data available. See also: ... View More ... An aryl beta-D-glucoside that is phloretin attached to a beta-D-glucopyranosyl residue at position 2 via a glycosidic linkage. Isolated from apple leaves and bark Phlorizin (Floridzin) is a non-selective SGLT inhibitor with Kis of 300 and 39 nM for hSGLT1 and hSGLT2, respectively. Phlorizin is also a Na+/K+-ATPase inhibitor. Phlorizin (Floridzin) is a non-selective SGLT inhibitor with Kis of 300 and 39 nM for hSGLT1 and hSGLT2, respectively. Phlorizin is also a Na+/K+-ATPase inhibitor.

   

Trilobatin

1-(2,6-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)


Trilobatin is found in pomes. Trilobatin is isolated from apple leaves. Isolated from apple leaves. Trilobatin is found in pomes. Trilobatin, a natural sweetener derived from?Lithocarpus polystachyus?Rehd[1], Trilobatin?is an HIV-1 entry inhibitor targeting the HIV-1 Gp41 envelope[2]. Neuroprotective effects[1]. Trilobatin is also a SGLT1/2 inhibitor that selectively induces the proliferation of human hepatoblastoma cells[3]. Trilobatin, a natural sweetener derived from?Lithocarpus polystachyus?Rehd[1], Trilobatin?is an HIV-1 entry inhibitor targeting the HIV-1 Gp41 envelope[2]. Neuroprotective effects[1]. Trilobatin is also a SGLT1/2 inhibitor that selectively induces the proliferation of human hepatoblastoma cells[3].

   

Phenethyl 6-galloylglucoside

[3,4,5-Trihydroxy-6-(2-phenylethoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C21H24O10 (436.13694039999996)


Phenethyl 6-galloylglucoside is found in green vegetables. Phenethyl 6-galloylglucoside is isolated from Rosa damascena (damask rose Isolated from Rosa damascena (damask rose). Phenethyl 6-galloylglucoside is found in herbs and spices and green vegetables.

   

Nothofagin

3-(4-hydroxyphenyl)-1-{2,4,6-trihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}propan-1-one

C21H24O10 (436.13694039999996)


   

Phlorizine

1-(2,4-dihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)


Phlorizin (Floridzin) is a non-selective SGLT inhibitor with Kis of 300 and 39 nM for hSGLT1 and hSGLT2, respectively. Phlorizin is also a Na+/K+-ATPase inhibitor. Phlorizin (Floridzin) is a non-selective SGLT inhibitor with Kis of 300 and 39 nM for hSGLT1 and hSGLT2, respectively. Phlorizin is also a Na+/K+-ATPase inhibitor.

   

1-Propanone, 1-(3-beta-D-glucopyranosyl-2,4-dihydroxyphenyl)-3-hydroxy-3-(4-hydroxyphenyl)-

1-{2,4-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}-3-hydroxy-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)


   

Trilobatin

1-(2,6-dihydroxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)


Trilobatin is an aryl beta-D-glucoside that is phloretin attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage. It is isolated from the leaves of the Chinese sweet tea Lithocarpus polystachyus and exhibits significant anti-hyperglycemic, anti-oxidative and anti-inflammatory properties. It has a role as an anti-inflammatory agent, a sweetening agent, an antioxidant and a plant metabolite. It is an aryl beta-D-glucoside, a member of dihydrochalcones and a monosaccharide derivative. It is functionally related to a phloretin. Trilobatin is a natural product found in Malus trilobata, Balanophora tobiracola, and other organisms with data available. An aryl beta-D-glucoside that is phloretin attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage. It is isolated from the leaves of the Chinese sweet tea Lithocarpus polystachyus and exhibits significant anti-hyperglycemic, anti-oxidative and anti-inflammatory properties. Trilobatin, a natural sweetener derived from?Lithocarpus polystachyus?Rehd[1], Trilobatin?is an HIV-1 entry inhibitor targeting the HIV-1 Gp41 envelope[2]. Neuroprotective effects[1]. Trilobatin is also a SGLT1/2 inhibitor that selectively induces the proliferation of human hepatoblastoma cells[3]. Trilobatin, a natural sweetener derived from?Lithocarpus polystachyus?Rehd[1], Trilobatin?is an HIV-1 entry inhibitor targeting the HIV-1 Gp41 envelope[2]. Neuroprotective effects[1]. Trilobatin is also a SGLT1/2 inhibitor that selectively induces the proliferation of human hepatoblastoma cells[3].

   

Coatline A

4,2,4,alpha-Tetrahydroxy-3-C-glucopyranosyl-dihydrochalcone

C21H24O10 (436.13694039999996)


   
   

2-Carboxy-3,4-dihydroxybibenzyl 3-O-6-D-glucopyranoside

2-Carboxy-3,4-dihydroxybibenzyl 3-O-6-D-glucopyranoside

C21H24O10 (436.13694039999996)


   

Epiafzelechin 5-O-beta-D-glucopyranoside

(2R,3R) -3,5,7,4-Tetrahydroxyflavan 5-O-beta-D-glucopyranoside

C21H24O10 (436.13694039999996)


   

Ent-afzelechin-7-O-beta-D-glucopyranoside

(2S,3R) -3,5,7,4-Tetrahydroxyflavan 7-O-beta-D-glucopyranoside

C21H24O10 (436.13694039999996)


   

Catechin 3-rhamnoside

(2R,3S) -3,5,7,3,4-Pentahydroxyflavan 3-O-alpha-L-rhamnoside

C21H24O10 (436.13694039999996)


   

Nothofagin

1-[3-[(2S,3R,4R,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-2,4,6-tris(oxidanyl)phenyl]-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)


Nothofagin is a natural product found in Aspalathus linearis with data available.

   

Epiafzelechin 3-O-beta-D-allopyranoside

2- [ 5,7-dihydroxy-2- (4-hydroxyphenyl) chroman-3-yl ] oxy-6- (hydroxymethyl) oxane-3,4,5-triol

C21H24O10 (436.13694039999996)


   

Afzelechin 4-O-beta-D-glucopyranosdie

(2R,3S) -2alpha- [ 4- (beta-D-Glucopyranosyloxy) phenyl ] -3,4-dihydro-2H-1-benzopyran-3,5,7-triol

C21H24O10 (436.13694039999996)


   
   

Licoagroside F

4,2,4,alpha-Tetrahydroxydihydrochalcone alpha-O-glucoside

C21H24O10 (436.13694039999996)


   
   

Catechin 7-O-alpha-L-rhamnopyranoside

Catechin 7-O-alpha-L-rhamnopyranoside

C21H24O10 (436.13694039999996)


   

Epiafzelechin 3-O-beta-D-glucopyranoside

Epiafzelechin 3-O-beta-D-glucopyranoside

C21H24O10 (436.13694039999996)


   

Pterosupin

beta,2,4,4-Tetrahydroxy-3- (beta-D-glucopyranosyl) -alpha,beta-dihydrochalcone

C21H24O10 (436.13694039999996)


   

Rocymosin B

4,2,4,beta-Tetrahydroxydihydrochalcone 2-glucoside

C21H24O10 (436.13694039999996)


   

Dihydrostilbene base + 3O, 1carboxy, O-Hex

Dihydrostilbene base + 3O, 1carboxy, O-Hex

C21H24O10 (436.13694039999996)


Annotation level-3

   

1-(2,4-dihydroxyphenyl)-3-hydroxy-3-(4-hydroxyphenyl-4-O-beta-D-glucopyranoside)-1-propanone

1-(2,4-dihydroxyphenyl)-3-hydroxy-3-(4-hydroxyphenyl-4-O-beta-D-glucopyranoside)-1-propanone

C21H24O10 (436.13694039999996)


   

luteoliflavan 5-beta-D-glucopyranoside

luteoliflavan 5-beta-D-glucopyranoside

C21H24O10 (436.13694039999996)


   

3-O-beta-D-glucopyranosyl-1,3,4-trihydroxy-5-methoxy-alpha-phenylstyrene

3-O-beta-D-glucopyranosyl-1,3,4-trihydroxy-5-methoxy-alpha-phenylstyrene

C21H24O10 (436.13694039999996)


   

1-(2,4-dihydroxyphenyl-4-O-beta-D-glucopyranoside)-3-hydroxy-3-(4-hydroxyphenyl)-1-propanone

1-(2,4-dihydroxyphenyl-4-O-beta-D-glucopyranoside)-3-hydroxy-3-(4-hydroxyphenyl)-1-propanone

C21H24O10 (436.13694039999996)


   

4-O-beta-D-glucopyranosylbenzyl vanilloate|amburoside B

4-O-beta-D-glucopyranosylbenzyl vanilloate|amburoside B

C21H24O10 (436.13694039999996)


   
   

(-)-Epiafzelechin 7-O-beta-D-glucopyranoside

(-)-Epiafzelechin 7-O-beta-D-glucopyranoside

C21H24O10 (436.13694039999996)


   

1-keto-3,10-epoxy-8beta-O-methacryloyl-4,15-dihydroxy-5-acetoxy-2,11-germacradiene, 6alpha,12-olide

1-keto-3,10-epoxy-8beta-O-methacryloyl-4,15-dihydroxy-5-acetoxy-2,11-germacradiene, 6alpha,12-olide

C21H24O10 (436.13694039999996)


   

Catechin 3-O-alpha-L-rhamnopyranoside

Catechin 3-O-alpha-L-rhamnopyranoside

C21H24O10 (436.13694039999996)


   
   
   
   

3,4-dihydro-10-hydroxy-7-methoxy-3-(R)-methyl-1H-3,4-dihydronaphtho-<2,3c>-pyran-1-one-9-O-beta-D-glucopyranoside|3,4-dihydro-10-hydroxy-7-methoxy-3-(R)-methyl-1H-3,4-dihydronaphtho-[2,3c]-pyran-1-one-9-O-beta-D-glucopyranoside

3,4-dihydro-10-hydroxy-7-methoxy-3-(R)-methyl-1H-3,4-dihydronaphtho-<2,3c>-pyran-1-one-9-O-beta-D-glucopyranoside|3,4-dihydro-10-hydroxy-7-methoxy-3-(R)-methyl-1H-3,4-dihydronaphtho-[2,3c]-pyran-1-one-9-O-beta-D-glucopyranoside

C21H24O10 (436.13694039999996)


   
   
   

2,4 dihydroxyphenyl-[6-O-(3-hydroxy,3-phenyl propanoyl)]-O-beta-D-allopyranoside

2,4 dihydroxyphenyl-[6-O-(3-hydroxy,3-phenyl propanoyl)]-O-beta-D-allopyranoside

C21H24O10 (436.13694039999996)


   

3,4,4,5,5-Pentamethoxy-(2,3-oxydibenzoic acid dimethyl) ester

3,4,4,5,5-Pentamethoxy-(2,3-oxydibenzoic acid dimethyl) ester

C21H24O10 (436.13694039999996)


   
   

2-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenyl alpha-L-rhamnopyranoside|3-hydroxyphloretin 2-alpha-O-L-rhamnopyranoside|glycyphyllin B

2-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenyl alpha-L-rhamnopyranoside|3-hydroxyphloretin 2-alpha-O-L-rhamnopyranoside|glycyphyllin B

C21H24O10 (436.13694039999996)


   
   
   
   

2,6-dimethoxy-4-hydroxyphenyl 3-hydroxyphenyl ketone 3-O-beta-glucopyranoside|triptephenoside

2,6-dimethoxy-4-hydroxyphenyl 3-hydroxyphenyl ketone 3-O-beta-glucopyranoside|triptephenoside

C21H24O10 (436.13694039999996)


   

Epicatechin O-hexoside derivative

Epicatechin O-hexoside derivative

C21H24O10 (436.13694039999996)


   

Phlorizin

1-[2,4-dihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]phenyl]-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)


Origin: Plant; Formula(Parent): C21H24O10; Bottle Name:Phloridzin; PRIME Parent Name:Phloretin-2-O-glucoside; PRIME in-house No.:S0307, Glycosides relative retention time with respect to 9-anthracene Carboxylic Acid is 0.718 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.713 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.714 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2021; CONFIDENCE confident structure Phlorizin (Floridzin) is a non-selective SGLT inhibitor with Kis of 300 and 39 nM for hSGLT1 and hSGLT2, respectively. Phlorizin is also a Na+/K+-ATPase inhibitor. Phlorizin (Floridzin) is a non-selective SGLT inhibitor with Kis of 300 and 39 nM for hSGLT1 and hSGLT2, respectively. Phlorizin is also a Na+/K+-ATPase inhibitor.

   

1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

NCGC00385502-01!1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)


   

C21H24O10_(2S,3R)-3,5-Dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl beta-D-threo-hexopyranoside

NCGC00384633-01_C21H24O10_(2S,3R)-3,5-Dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl beta-D-threo-hexopyranoside

C21H24O10 (436.13694039999996)


   

1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)


   

Phloretin-2-O-glucoside

Phloretin-2-O-glucoside

C21H24O10 (436.13694039999996)


Annotation level-1

   

1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one [IIN-based: Match]

NCGC00385502-01!1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one [IIN-based: Match]

C21H24O10 (436.13694039999996)


   
   

1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one_major

1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one_major

C21H24O10 (436.13694039999996)


   

Arthromerin B

Afzelechin-3-O-beta-D-glucopyranoside

C21H24O10 (436.13694039999996)


   
   

Phenethyl 6-galloylglucoside

[3,4,5-trihydroxy-6-(2-phenylethoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

C21H24O10 (436.13694039999996)


   

Afzelechin 4-O-beta-D-glucopyranoside

Afzelechin 4-O-beta-D-glucopyranoside

C21H24O10 (436.13694039999996)


   

benzene-1,3-dicarboxylic acid,2,2-dimethylpropane-1,3-diol,terephthalic acid

benzene-1,3-dicarboxylic acid,2,2-dimethylpropane-1,3-diol,terephthalic acid

C21H24O10 (436.13694039999996)


   

(2S,3R,4S,5S,6R)-2-[[(2S,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

(2S,3R,4S,5S,6R)-2-[[(2S,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C21H24O10 (436.13694039999996)


   

6-[3-[2-(2,5-Dihydroxyphenyl)ethyl]-5-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

6-[3-[2-(2,5-Dihydroxyphenyl)ethyl]-5-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

C21H24O10 (436.13694039999996)


   

2-(3-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

2-(3-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

C21H24O10 (436.13694039999996)


   

3,4,5-Trihydroxy-6-[8-methoxy-6-(3-methylbut-2-enyl)-2-oxochromen-7-yl]oxyoxane-2-carboxylic acid

3,4,5-Trihydroxy-6-[8-methoxy-6-(3-methylbut-2-enyl)-2-oxochromen-7-yl]oxyoxane-2-carboxylic acid

C21H24O10 (436.13694039999996)


   

Phlorizine

1-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one

C21H24O10 (436.13694039999996)