NCBI Taxonomy: 886290
Breynia officinalis (ncbi_taxid: 886290)
found 68 associated metabolites at species taxonomy rank level.
Ancestor: Breynia
Child Taxonomies: none taxonomy data.
Arbutin
Hydroquinone O-beta-D-glucopyranoside is a monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage. It has a role as a plant metabolite and an Escherichia coli metabolite. It is a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a hydroquinone. Extracted from the dried leaves of bearberry plant in the genus Arctostaphylos and other plants commonly in the Ericaceae family, arbutin is a beta-D-glucopyranoside of [DB09526]. It is found in foods, over-the-counter drugs, and herbal dietary supplements. Most commonly, it is an active ingredient in skincare and cosmetic products as a skin-lightening agent for the prevention of melanin formation in various skin conditions that involve cutaneous hyperpigmentation or hyperactive melanocyte function. It has also been used as an anti-infective for the urinary system as well as a diuretic. Arbutin is available in both natural and synthetic forms; it can be synthesized from acetobromglucose and [DB09526]. Arbutin is a competitive inhibitor of tyrosinase (E.C.1.14.18.1) in melanocytes, and the inhibition of melanin synthesis at non-toxic concentrations was observed in vitro. Arbutin was shown to be less cytotoxic to melanocytes in culture compared to [DB09526]. Arbutin is a natural product found in Grevillea robusta, Halocarpus biformis, and other organisms with data available. See also: Arctostaphylos uva-ursi leaf (part of); Arbutin; octinoxate (component of); Adenosine; arbutin (component of) ... View More ... Arbutin, also known as hydroquinone-O-beta-D-glucopyranoside or P-hydroxyphenyl beta-D-glucopyranoside, is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Arbutin is soluble (in water) and a very weakly acidic compound (based on its pKa). Arbutin can be found in a number of food items such as guava, lingonberry, irish moss, and rowal, which makes arbutin a potential biomarker for the consumption of these food products. Arbutin is a glycoside; a glycosylated hydroquinone extracted from the bearberry plant in the genus Arctostaphylos among many other medicinal plants, primarily in the Ericaceae family. Applied topically, it inhibits tyrosinase and thus prevents the formation of melanin. Arbutin is therefore used as a skin-lightening agent. Very tiny amounts of arbutin are found in wheat, pear skins, and some other foods. It is also found in Bergenia crassifolia. Arbutin was also produced by an in vitro culture of Schisandra chinensis . A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage. Arbutin is found in apple. Glucoside in pear leaves (Pyrus communis C471 - Enzyme Inhibitor CONFIDENCE standard compound; INTERNAL_ID 1335; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6126; ORIGINAL_PRECURSOR_SCAN_NO 6123 CONFIDENCE standard compound; INTERNAL_ID 1335; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6107; ORIGINAL_PRECURSOR_SCAN_NO 6104 CONFIDENCE standard compound; INTERNAL_ID 1335; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 811; ORIGINAL_PRECURSOR_SCAN_NO 808 CONFIDENCE standard compound; INTERNAL_ID 1335; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 806; ORIGINAL_PRECURSOR_SCAN_NO 804 CONFIDENCE standard compound; INTERNAL_ID 1335; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 813; ORIGINAL_PRECURSOR_SCAN_NO 811 CONFIDENCE standard compound; INTERNAL_ID 1335; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 832; ORIGINAL_PRECURSOR_SCAN_NO 828 CONFIDENCE standard compound; INTERNAL_ID 1335; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 817; ORIGINAL_PRECURSOR_SCAN_NO 816 Arbutin (β-Arbutin) is a competitive inhibitor of tyrosinase, with Kiapp values of 1.42 mM for monophenolase; 0.9 mM for diphenolase. Arbutin is also used as depigmenting agents[1]. Arbutin is a natural polyphenol isolated from the bearberry plant Arctostaphylos uvaursi, possesses with anti-oxidant, anti-inflammatory and anti-tumor properties[2][3]. Arbutin (β-Arbutin) is a competitive inhibitor of tyrosinase, with Kiapp values of 1.42 mM for monophenolase; 0.9 mM for diphenolase. Arbutin is also used as depigmenting agents[1]. Arbutin is a natural polyphenol isolated from the bearberry plant Arctostaphylos uvaursi, possesses with anti-oxidant, anti-inflammatory and anti-tumor properties[2][3].
Dicentrine
C20H21NO4 (339.14705060000006)
Dicentrine is an aporphine alkaloid. Dicentrine is a natural product found in Cissampelos pareira, Stephania abyssinica, and other organisms with data available. Dicentrine is an anticancer compound isolated from Lindera, a species of flowering plants. Dicentrine is a natural product isolated from the plant Stephania epigaea Lo with antihypertensive effect. Dicentrine is an α1-adrenoceptor antagonist which has effective against human hyperplastic prostates[1].
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl 4-hydroxybenzoate
Arbutin
Arbutin is a glycoside; a glycosylated hydroquinone extracted from the bearberry plant in the genus Arctostaphylos. It inhibits tyrosinase and thus prevents the formation of melanin. Arbutin is therefore used as a skin-lightening agent. Arbutin is found in wheat, and is concentrated in pear skins (Pyrus communis) . It has been found as biomarker for the consumption of pears. Annotation level-1 Arbutin (β-Arbutin) is a competitive inhibitor of tyrosinase, with Kiapp values of 1.42 mM for monophenolase; 0.9 mM for diphenolase. Arbutin is also used as depigmenting agents[1]. Arbutin is a natural polyphenol isolated from the bearberry plant Arctostaphylos uvaursi, possesses with anti-oxidant, anti-inflammatory and anti-tumor properties[2][3]. Arbutin (β-Arbutin) is a competitive inhibitor of tyrosinase, with Kiapp values of 1.42 mM for monophenolase; 0.9 mM for diphenolase. Arbutin is also used as depigmenting agents[1]. Arbutin is a natural polyphenol isolated from the bearberry plant Arctostaphylos uvaursi, possesses with anti-oxidant, anti-inflammatory and anti-tumor properties[2][3].
[(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-hydroxyphenoxy)tetrahydropyran-2-yl]methyl 4-hydroxybenzoate
4-hydroxy-4-(4-hydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-1-en-1-yl)-3,3,5-trimethylcyclohexan-1-one
[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate
(2r,3r,4s,5s,6r)-2-{[(2e,6r)-6-hydroxy-2,6-dimethylocta-2,7-dien-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
[3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
2-{[4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)-1-hydroxybut-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
(2r,3r,4s,5r,6r)-2-{[(2r,3e)-4-[(1s,3s,5r,8r)-3-hydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]but-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
(2r,3r,4s,5s,6r)-2-{[(2s,3e)-4-[(1s,4s,6r)-1,4-dihydroxy-2,2,6-trimethylcyclohexyl]but-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
(2r,3r,4s,5s,6r)-2-{[(2e,6s)-6-hydroxy-2,6-dimethylocta-2,7-dien-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
(2r,3r,4s,5s,6r)-2-{[(2s,3e)-4-[(1r,4s,6r)-1,4-dihydroxy-2,2,6-trimethylcyclohexyl]-2-hydroxybut-3-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
[3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl 4-hydroxybenzoate
(4s,5r)-4-hydroxy-4-[(1e,3r)-4-hydroxy-3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-1-en-1-yl]-3,3,5-trimethylcyclohexan-1-one
(2r,3r,4s,5s,6r)-2-{[(2r,3e)-4-[(1r,4s,6r)-1,4-dihydroxy-2,2,6-trimethylcyclohexyl]-1-hydroxybut-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
2-[(4-{3-hydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}but-3-en-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
(2r,3r,4s,5s,6r)-2-{[(2s,3e)-4-[(1s,4s,6r)-1,4-dihydroxy-2,2,6-trimethylcyclohexyl]-1-hydroxybut-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
(1's,2s,2's,4s,5r,6'r,7's,9'r,10'r)-10'-{[(2s,3r,4s,5s,6r)-3-{[(2s,3r,4s,5r,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6',7'-dihydroxy-5-methyl-5'-oxo-3'-oxa-12'-thiaspiro[oxane-2,4'-tricyclo[7.3.0.0²,⁶]dodecan]-4-yl 4-hydroxybenzoate
C40H56O23S (936.2932946000001)
(3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate
C24H28O11 (492.16315380000003)
[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl benzoate
(2r,3r,4s,5s,6r)-2-{[(2s,3e)-4-[(1s,4s,6r)-1,4-dihydroxy-2,2,6-trimethylcyclohexyl]-2-hydroxybut-3-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
[3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl benzoate
[(2r,3s,4s,5r,6s)-3,4-dihydroxy-5-{[(2s,3r,4s)-3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl]methyl benzoate
C24H28O11 (492.16315380000003)
2-{[4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)-2-hydroxybut-3-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
2-[(6-hydroxy-2,6-dimethylocta-2,7-dien-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
(2r,3r,4s,5s,6r)-2-{[(2r,3e)-4-[(1s,3s,5r,8r)-3-hydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]but-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
(12s)-16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1,6,8(20),14(19),15,17-hexaene
C20H21NO4 (339.14705060000006)
(1's,2s,2's,4s,5r,6'r,7's,9'r,10'r)-10'-{[(2s,3r,4s,5s,6r)-3-{[(2s,3r,4s,5r,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6',7'-dihydroxy-4-(4-hydroxybenzoyloxy)-5-methyl-5'-oxo-3'-oxa-12'-thiaspiro[oxane-2,4'-tricyclo[7.3.0.0²,⁶]dodecan]-12'-ium-12'-olate
C40H56O24S (952.2882096000001)