Chemical Formula: C27H34O11

Chemical Formula C27H34O11

Found 44 metabolite its formula value is C27H34O11

(-)-Arctiin

(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]methyl]tetrahydrofuran-2-one

C27H34O11 (534.2101014)


Natural compounds from herbs are recognized as an important source of therapeutic agents. Seeking for natural products with high selectivity and less side effects merits considerable efforts. Arctium lappa, also known as burdock, is widely consumed in East Asia, Europe and America to promote well-being for hundreds of years. In Chinese traditional medicine, Arctium lappa (mainly roots, and, to a less extend, seeds and leaves) is an important herbal medicinal preparation. It is commonly used for alleviating symptoms of inflammatory disorders, such as anemopyretic cold, cough, measles, urticaria and furuncle (Shin et al., 2015; Zhao et al., 2009). In addition, Arctium lappa is applied to treat various skin disorders including eczema and acne (Chan et al., 2011; Miglani and Manchanda, 2014). Lignans are the most characteristic phytoconstituents of Arctium lappa. Among them, ATG (Formula:C21H24O6; PubChem CID:64,981) and its glycoside, arctiin are the major bioactive compounds (Fig. 1). ATG, rich in roots and seeds of Arctium lappa, has attracted a great deal of attention due to its prominent therapeutic potential. It possesses many biological activities such as anti-oxidative stress (Lü et al., 2016), anti-cancer (He et al., 2018; Shabgah et al., 2021), anti-virus (Gao et al., 2018a) and anti-inflammation (Hyam et al., 2013; Zhao et al., 2009). Significant curative effects of ATG have been demonstrated on a wide range of human diseases including cancers, autoimmune disorders, chronic diseases, viral infections and other health concerns. The bioactivity of ATG largely depend on its chemical structure. For instance, the chiral carbon atom in the lactone ring is essential for the anti-tumor effect of ATG as (–)-arctigenin exhibits greater tumor suppression effect than (+)-arctigenin (Awale et al., 2014). Furthermore, the dibenzyl butyrolactone is key for the interactions between ATG and proteins. (-)-arctiin is a member of the class of compounds known as lignan glycosides. Lignan glycosides are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones (-)-arctiin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (-)-arctiin can be found in burdock, which makes (-)-arctiin a potential biomarker for the consumption of this food product. Arctiin is a glycoside and a lignan. Arctiin is a natural product found in Abeliophyllum distichum, Forsythia suspensa, and other organisms with data available. Arctiin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=20362-31-6 (retrieved 2024-06-28) (CAS RN: 20362-31-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Arctiin (NSC 315527) is a plant lignan extracted from burdock seeds and has anti-cancer activity. Arctiin (NSC 315527) is a plant lignan extracted from burdock seeds and has anti-cancer activity.

   

Phillyrin

(2S,3R,4S,5S,6R)-2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C27H34O11 (534.2101014)


Forsythin is a lignan and a glycoside. Phillyrin is a natural product found in Forsythia suspensa, Phillyrea latifolia, and other organisms with data available. Annotation level-1 2-[4-[3-(3,4-Dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol is a natural product found in Pteris semipinnata with data available. Phillyrin is isolated from Forsythia suspensa Vahl (Oleaceae), has antibacterial and anti-inflammatory activities. Phillyrin has potential inductive effects on rat CYP1A2 and CYP2D1 activities, without affecting CYP2C11 and CYP3A1/2 activities[1]. Phillyrin has anti-influenza A virus activities[2]. Phillyrin is isolated from Forsythia suspensa Vahl (Oleaceae), has antibacterial and anti-inflammatory activities. Phillyrin has potential inductive effects on rat CYP1A2 and CYP2D1 activities, without affecting CYP2C11 and CYP3A1/2 activities[1]. Phillyrin has anti-influenza A virus activities[2].

   
   

Myricatomentoside II

3,8-dihydroxy-16,17-dimethoxy-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one

C27H34O11 (534.2101014)


Myricatomentoside II is found in brassicas. Myricatomentoside II is a constituent of Myrica gale var. tomentosa

   

Arctiin

4-[(3,4-dimethoxyphenyl)methyl]-3-[(3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl]oxolan-2-one

C27H34O11 (534.2101014)


   

Styraxlignolide F

(3S,4S)-3-(3,4-Dimethoxybenzyl)-4-(3-methoxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)dihydrofuran-2(3H)-one

C27H34O11 (534.2101014)


Styraxlignolide F is a natural product found in Styrax japonicus with data available. Styraxlignolide F is a natural compoundisolated from Styrax japonica. Styraxlignolide F is a natural compoundisolated from Styrax japonica.

   

Styraxlignolide

(3S,4S)-3-(3,4-Dimethoxybenzyl)-4-(3-methoxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)dihydrofuran-2(3H)-one

C27H34O11 (534.2101014)


Styraxlignolide F is a natural product found in Styrax japonicus with data available. Styraxlignolide F is a natural compoundisolated from Styrax japonica. Styraxlignolide F is a natural compoundisolated from Styrax japonica.

   
   

3,4,7-Trihydroxy-5-methoxy-8-prenylflavan 7-O-beta-D-glucopyranoside

3,4,7-Trihydroxy-5-methoxy-8-prenylflavan 7-O-beta-D-glucopyranoside

C27H34O11 (534.2101014)


   

(+)-Pinoresinol monomethyl ether O-beta-D-glucopyranoside

(+)-Pinoresinol monomethyl ether O-beta-D-glucopyranoside

C27H34O11 (534.2101014)


   
   

6-O-Sinapoyljasminoside C

6-O-Sinapoyljasminoside C

C27H34O11 (534.2101014)


   

3,4,l-O-3,4-Dimethoxy-phenylethyl-6-O-cinnamoyl-??-D-glucopyranose

3,4,l-O-3,4-Dimethoxy-phenylethyl-6-O-cinnamoyl-??-D-glucopyranose

C27H34O11 (534.2101014)


   

(1S,3S,6R,7R,8R,10S)-1(10)-Epoxy-3-hydroxy-8-<5-(5-acetoxy-4-hydroxytiglyloxy)-tiglyloxy>helianga-5,11(13)-dien-6,12-olide|(1S,3S,6R,7R,8R,10S)-1(10)-Epoxy-3-hydroxy-8-[5-(5-acetoxy-4-hydroxytiglyloxy)-tiglyloxy]helianga-5,11(13)-dien-6,12-olide

(1S,3S,6R,7R,8R,10S)-1(10)-Epoxy-3-hydroxy-8-<5-(5-acetoxy-4-hydroxytiglyloxy)-tiglyloxy>helianga-5,11(13)-dien-6,12-olide|(1S,3S,6R,7R,8R,10S)-1(10)-Epoxy-3-hydroxy-8-[5-(5-acetoxy-4-hydroxytiglyloxy)-tiglyloxy]helianga-5,11(13)-dien-6,12-olide

C27H34O11 (534.2101014)


   
   
   

tetra-O-methylpilosidine

tetra-O-methylpilosidine

C27H34O11 (534.2101014)


   
   

(3R)-trans-3-(4-beta-D-Glucopyranosyloxy-3-methoxy-benzyl)-4-veratryl-dihydro-furan-2-on|(3R)-trans-3-(4-beta-D-glucopyranosyloxy-3-methoxy-benzyl)-4-veratryl-dihydro-furan-2-one

(3R)-trans-3-(4-beta-D-Glucopyranosyloxy-3-methoxy-benzyl)-4-veratryl-dihydro-furan-2-on|(3R)-trans-3-(4-beta-D-glucopyranosyloxy-3-methoxy-benzyl)-4-veratryl-dihydro-furan-2-one

C27H34O11 (534.2101014)


   

methyl 1alpha,6,8alpha,14beta,30beta-pentahydroxy-3-oxo-[3.3.110,2.11,4]-tricyclomeliac-7-oate

methyl 1alpha,6,8alpha,14beta,30beta-pentahydroxy-3-oxo-[3.3.110,2.11,4]-tricyclomeliac-7-oate

C27H34O11 (534.2101014)


   
   

6-O-beta-D-glucosyl-7-hydroxybergamottin

6-O-beta-D-glucosyl-7-hydroxybergamottin

C27H34O11 (534.2101014)


   

4-O-beta-D-glucopyranosyl-7-hydroxymatairesinol

4-O-beta-D-glucopyranosyl-7-hydroxymatairesinol

C27H34O11 (534.2101014)


   

(5S)-6-O-(3,4-dimethoxy cinnamoyl)-1-O-beta-D-glucopyranosyl-geraniol-10,5-olide|sibiraglycoside A

(5S)-6-O-(3,4-dimethoxy cinnamoyl)-1-O-beta-D-glucopyranosyl-geraniol-10,5-olide|sibiraglycoside A

C27H34O11 (534.2101014)


   

(- )-(3S)-3-hydroxy-alpha-ericadione 3-O-beta-D-glucopyranoside|1-(p-hydroxyphenyl)-9-(3,4-dihydroxyphenyl)-3-hydroxynonan-5,6-dione 3-O-b-D-glucopyranoside|3-hydroxy-alpha-ericadione 3-glucoside|3-hydroxy-alpha-ericadione 3-O-beta-D-glucoside

(- )-(3S)-3-hydroxy-alpha-ericadione 3-O-beta-D-glucopyranoside|1-(p-hydroxyphenyl)-9-(3,4-dihydroxyphenyl)-3-hydroxynonan-5,6-dione 3-O-b-D-glucopyranoside|3-hydroxy-alpha-ericadione 3-glucoside|3-hydroxy-alpha-ericadione 3-O-beta-D-glucoside

C27H34O11 (534.2101014)


   
   

9, 10-Epoxy, 16-hydroxy-Verrucarin A,9CI

9, 10-Epoxy, 16-hydroxy-Verrucarin A,9CI

C27H34O11 (534.2101014)


   

tetramethylnyasicoside

tetramethylnyasicoside

C27H34O11 (534.2101014)


   

3-Methoxyarctii-4-O-??-D-xyloside

3-Methoxyarctii-4-O-??-D-xyloside

C27H34O11 (534.2101014)


   

Arctiin

(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]phenyl]methyl]-2-tetrahydrofuranone

C27H34O11 (534.2101014)


Annotation level-1 Arctiin (NSC 315527) is a plant lignan extracted from burdock seeds and has anti-cancer activity. Arctiin (NSC 315527) is a plant lignan extracted from burdock seeds and has anti-cancer activity.

   

C27H34O11_beta-D-xylo-Hexopyranoside, 4-[(1S,3aR,4S,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl, (4xi)

NCGC00168923-03_C27H34O11_beta-D-xylo-Hexopyranoside, 4-[(1S,3aR,4S,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl, (4xi)-

C27H34O11 (534.2101014)


   

2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C27H34O11 (534.2101014)


   

2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol_major

2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol_major

C27H34O11 (534.2101014)


   

2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol_82.5\\%

2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol_82.5\\%

C27H34O11 (534.2101014)


   
   

2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol_minor

2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol_minor

C27H34O11 (534.2101014)


   

Myricatomentoside II

3,8-dihydroxy-16,17-dimethoxy-15-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tricyclo[12.3.1.1^{2,6}]nonadeca-1(18),2(19),3,5,14,16-hexaen-9-one

C27H34O11 (534.2101014)


   

Forsythin

(2S,3R,4S,5S,6R)-2-[4-[(3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C27H34O11 (534.2101014)


Phillyrin is isolated from Forsythia suspensa Vahl (Oleaceae), has antibacterial and anti-inflammatory activities. Phillyrin has potential inductive effects on rat CYP1A2 and CYP2D1 activities, without affecting CYP2C11 and CYP3A1/2 activities[1]. Phillyrin has anti-influenza A virus activities[2]. Phillyrin is isolated from Forsythia suspensa Vahl (Oleaceae), has antibacterial and anti-inflammatory activities. Phillyrin has potential inductive effects on rat CYP1A2 and CYP2D1 activities, without affecting CYP2C11 and CYP3A1/2 activities[1]. Phillyrin has anti-influenza A virus activities[2].

   

(4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one

(4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one

C27H34O11 (534.2101014)


   

2-(3,4-Dimethoxyphenyl)ethyl 4-O-(DI-O-methylcaffeoyl)-1beta-(D)-glucopyranoside

2-(3,4-Dimethoxyphenyl)ethyl 4-O-(DI-O-methylcaffeoyl)-1beta-(D)-glucopyranoside

C27H34O11 (534.2101014)


   

2-(3,4-Dimethoxyphenyl)ethyl 6-O-(DI-O-methylcaffeoyl)-beta-(D)-glucopyranoside

2-(3,4-Dimethoxyphenyl)ethyl 6-O-(DI-O-methylcaffeoyl)-beta-(D)-glucopyranoside

C27H34O11 (534.2101014)