NCBI Taxonomy: 25003

Asperula (ncbi_taxid: 25003)

found 48 associated metabolites at genus taxonomy rank level.

Ancestor: Rubieae

Child Taxonomies: Asperula hirta, Asperula gussonei, Asperula purpurea, Asperula paui, Asperula laevigata, Asperula tinctoria, Asperula idaea, Asperula lutea, Asperula chlorantha, Asperula cynanchica, Asperula cypria, Asperula gunnii, Asperula nitida, Asperula oetaea, Asperula pumila, Asperula supina, Asperula lactea, Asperula setosa, Asperula arcadiensis, Asperula hirsuta, Asperula calabra, Asperula affinis, Asperula icarica, Asperula stricta, Asperula albovii, Asperula taurina, Asperula conferta, Asperula naufraga, Asperula staliana, Asperula visianii, Asperula beckiana, Asperula diminuta, Asperula mungieri, Asperula neglecta, Asperula rigidula, Asperula rumelica, Asperula suberosa, Asperula x portae, Asperula arvensis, Asperula rupicola, Asperula aristata, Asperula capitata, Asperula prostrata, Asperula rupestris, Asperula deficiens, Asperula garganica, Asperula boissieri, Asperula pinifolia, Asperula woronowii, Asperula glomerata, Asperula lasiantha, Asperula accrescens, Asperula breviflora, Asperula libanotica, Asperula euryphylla, Asperula borbasiana, Asperula peloritana, Asperula abbreviata, Asperula graveolens, Asperula littoralis, Asperula pulvinaris, Asperula tenuifolia, Asperula x jordanii, Asperula orientalis, Asperula crassifolia, Asperula lilaciflora, Asperula pestalozzae, Asperula tephrocarpa, Asperula wettsteinii, Asperula neilreichii, Asperula maximowiczii, Asperula woloszczakii, Asperula bornmuelleri, Asperula ophiolithica, Asperula suffruticosa, unclassified Asperula, Asperula molluginoides, Asperula oppositifolia

Rutin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((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;Rutin

C27H30O16 (610.153378)


Rutin is a flavonoid known to have a variety of biological activities including antiallergic, anti-inflammatory, antiproliferative, and anticarcinogenic properties. A large number of flavonoids, mostly O-glycosides, are polyphenolic compounds of natural origin that are present in most fruits and vegetables. The average intake of the compounds by humans on a normal diet is more than 1 g per day. Although flavonoids are devoid of classical nutritional value, they are increasingly viewed as beneficial dietary components that act as potential protectors against human diseases such as coronary heart disease, cancers, and inflammatory bowel disease. Rutin acts as a quercetin deliverer to the large intestine; moreover, quercetin is extensively metabolized in the large intestine, which suggests that quercetin liberated from rutin and/or its colonic metabolites may play a role. Rutins anti-inflammatory actions are mediated through a molecular mechanism that underlies the quercetin-mediated therapeutic effects: quercetin-mediated inhibition of tumor necrosis factor-alpha (TNF-alpha)-induced nuclear factor kappa B (NFkB) activation. TNF-alpha-induced NFkB activity plays a central role in the production of pro-inflammatory mediators involved in progression of gut inflammation. (PMID:16132362). Rutin is a rutinoside that is quercetin with the hydroxy group at position C-3 substituted with glucose and rhamnose sugar groups. It has a role as a metabolite and an antioxidant. It is a disaccharide derivative, a quercetin O-glucoside, a tetrahydroxyflavone and a rutinoside. A flavonol glycoside found in many plants, including buckwheat; tobacco; forsythia; hydrangea; viola, etc. It has been used therapeutically to decrease capillary fragility. Rutin is a natural product found in Ficus virens, Visnea mocanera, and other organisms with data available. A flavonol glycoside found in many plants, including BUCKWHEAT; TOBACCO; FORSYTHIA; HYDRANGEA; VIOLA, etc. It has been used therapeutically to decrease capillary fragility. See also: Quercetin (related); Ginkgo (part of); Chamomile (part of) ... View More ... First isolated from Ruta graveolens (rue). Bioflavanoid. Quercetin 3-rutinoside is found in many foods, some of which are tea, bilberry, common oregano, and lemon grass. A rutinoside that is quercetin with the hydroxy group at position C-3 substituted with glucose and rhamnose sugar groups. C - Cardiovascular system > C05 - Vasoprotectives > C05C - Capillary stabilizing agents > C05CA - Bioflavonoids IPB_RECORD: 541; CONFIDENCE confident structure [Raw Data] CBA04_Rutin_neg_50eV.txt [Raw Data] CBA04_Rutin_pos_50eV.txt [Raw Data] CBA04_Rutin_neg_40eV.txt [Raw Data] CBA04_Rutin_pos_10eV.txt [Raw Data] CBA04_Rutin_neg_20eV.txt [Raw Data] CBA04_Rutin_neg_10eV.txt [Raw Data] CBA04_Rutin_neg_30eV.txt [Raw Data] CBA04_Rutin_pos_40eV.txt [Raw Data] CBA04_Rutin_pos_30eV.txt [Raw Data] CBA04_Rutin_pos_20eV.txt Rutin (Rutoside) is a flavonoid found in many plants and shows a wide range of biological activities including anti-inflammatory, antidiabetic, antioxidant, neuroprotective, nephroprotective, hepatoprotective and reducing Aβ oligomer activities. Rutin can cross the blood brain barrier. Rutin attenuates vancomycin-induced renal tubular cell apoptosis via suppression of apoptosis, mitochondrial dysfunction, and oxidative stress[1][2][3]. Rutin (Rutoside) is a flavonoid found in many plants and shows a wide range of biological activities including anti-inflammatory, antidiabetic, antioxidant, neuroprotective, nephroprotective, hepatoprotective and reducing Aβ oligomer activities. Rutin can cross the blood brain barrier. Rutin attenuates vancomycin-induced renal tubular cell apoptosis via suppression of apoptosis, mitochondrial dysfunction, and oxidative stress[1][2][3].

   

Quercetin-3-o-rutinose

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-4H-chromen-4-one

C27H30O16 (610.153378)


   

Rutin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-tetrahydropyranyl]oxymethyl]-2-tetrahydropyranyl]oxy]-4-chromenone

C27H30O16 (610.153378)


C - Cardiovascular system > C05 - Vasoprotectives > C05C - Capillary stabilizing agents > C05CA - Bioflavonoids CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2352 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.724 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.728 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 1921; CONFIDENCE confident structure Rutin (Rutoside) is a flavonoid found in many plants and shows a wide range of biological activities including anti-inflammatory, antidiabetic, antioxidant, neuroprotective, nephroprotective, hepatoprotective and reducing Aβ oligomer activities. Rutin can cross the blood brain barrier. Rutin attenuates vancomycin-induced renal tubular cell apoptosis via suppression of apoptosis, mitochondrial dysfunction, and oxidative stress[1][2][3]. Rutin (Rutoside) is a flavonoid found in many plants and shows a wide range of biological activities including anti-inflammatory, antidiabetic, antioxidant, neuroprotective, nephroprotective, hepatoprotective and reducing Aβ oligomer activities. Rutin can cross the blood brain barrier. Rutin attenuates vancomycin-induced renal tubular cell apoptosis via suppression of apoptosis, mitochondrial dysfunction, and oxidative stress[1][2][3].

   

methyl (1s,4as,6s,7r,7ar)-6-{[(2r)-3-hydroxy-2-[(1s,2r,3s)-2-(methoxycarbonyl)-3-methylcyclopentyl]propanoyl]oxy}-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1s,4as,6s,7r,7ar)-6-{[(2r)-3-hydroxy-2-[(1s,2r,3s)-2-(methoxycarbonyl)-3-methylcyclopentyl]propanoyl]oxy}-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

C28H42O14 (602.2574432)


   

2-(3-{[4-(methoxycarbonyl)-7-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-6-yl]oxy}-3-oxoprop-1-en-2-yl)-5-methylcyclopentane-1-carboxylic acid

2-(3-{[4-(methoxycarbonyl)-7-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-6-yl]oxy}-3-oxoprop-1-en-2-yl)-5-methylcyclopentane-1-carboxylic acid

C27H38O13 (570.2312297999999)


   

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C27H30O16 (610.153378)


   

[(2s,3r,4r,5s,6r)-3,4-dihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}-5-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl acetate

[(2s,3r,4r,5s,6r)-3,4-dihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}-5-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl acetate

C30H34O17 (666.1795914)


   

(3,4-dihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methyl acetate

(3,4-dihydroxy-6-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methyl acetate

C30H34O17 (666.1795914)


   

methyl (1s,4as,6s,7r,7as)-6-[(4s,4as,7s,7ar)-7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy]-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1s,4as,6s,7r,7as)-6-[(4s,4as,7s,7ar)-7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy]-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H38O13 (570.2312297999999)


   

methyl (1s,4as,6s,7r,7as)-6-[(4r,4as,7s,7ar)-7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy]-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1s,4as,6s,7r,7as)-6-[(4r,4as,7s,7ar)-7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy]-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H38O13 (570.2312297999999)


   

methyl 7-methyl-6-{7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy}-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl 7-methyl-6-{7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy}-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H38O13 (570.2312297999999)


   

methyl 6-({3-hydroxy-2-[2-(methoxycarbonyl)-3-methylcyclopentyl]propanoyl}oxy)-7-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl 6-({3-hydroxy-2-[2-(methoxycarbonyl)-3-methylcyclopentyl]propanoyl}oxy)-7-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

C28H42O14 (602.2574432)


   

methyl (1s,4as,6s,7r,7as)-6-{[(2r)-3-hydroxy-2-[(1s,2r,3s)-2-(methoxycarbonyl)-3-methylcyclopentyl]propanoyl]oxy}-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1s,4as,6s,7r,7as)-6-{[(2r)-3-hydroxy-2-[(1s,2r,3s)-2-(methoxycarbonyl)-3-methylcyclopentyl]propanoyl]oxy}-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

C28H42O14 (602.2574432)


   

methyl (1s,4as,6s,7r,7ar)-6-[(4s,4ar,7s,7ar)-7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy]-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1s,4as,6s,7r,7ar)-6-[(4s,4ar,7s,7ar)-7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy]-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H38O13 (570.2312297999999)


   

methyl (1s,4as,6s,7r,7ar)-6-[(4r,4ar,7s,7ar)-7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy]-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

methyl (1s,4as,6s,7r,7ar)-6-[(4r,4ar,7s,7ar)-7-methyl-1-oxo-hexahydro-3h-cyclopenta[c]pyran-4-carbonyloxy]-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-carboxylate

C27H38O13 (570.2312297999999)


   

(1r,2r,5s)-2-(3-{[(1s,4as,6s,7r,7as)-4-(methoxycarbonyl)-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-6-yl]oxy}-3-oxoprop-1-en-2-yl)-5-methylcyclopentane-1-carboxylic acid

(1r,2r,5s)-2-(3-{[(1s,4as,6s,7r,7as)-4-(methoxycarbonyl)-7-methyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-6-yl]oxy}-3-oxoprop-1-en-2-yl)-5-methylcyclopentane-1-carboxylic acid

C27H38O13 (570.2312297999999)