NCBI Taxonomy: 141544

Cerbera (ncbi_taxid: 141544)

found 24 associated metabolites at genus taxonomy rank level.

Ancestor: Thevetiinae

Child Taxonomies: Cerbera manghas, Cerbera odollam, Cerbera dumicola, Cerbera floribunda, Cerbera venenifera, unclassified Cerbera

Neriifolin

3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

C30H46O8 (534.3192516)


Neriifolin is a cardenolide glycoside that is digitoxigenin in which the hydroxy goup at position 3 has been converted to its (6-deoxy-3-O-methyl-alpha-L-glucopyranoside derivative. Found in the seeds of Cerbera odollamand in Thevetia ahouia and Thevitia neriifolia. It has a role as a cardiotonic drug, a toxin and a neuroprotective agent. It is functionally related to a digitoxigenin. Neriifolin is a natural product found in Cerbera manghas, Cerbera odollam, and other organisms with data available. A cardenolide glycoside that is digitoxigenin in which the hydroxy goup at position 3 has been converted to its (6-deoxy-3-O-methyl-alpha-L-glucopyranoside derivative. Found in the seeds of Cerbera odollamand in Thevetia ahouia and Thevitia neriifolia. D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides [Raw Data] CB071_Neriifolin_pos_40eV_CB000031.txt [Raw Data] CB071_Neriifolin_pos_10eV_CB000031.txt [Raw Data] CB071_Neriifolin_pos_20eV_CB000031.txt [Raw Data] CB071_Neriifolin_pos_50eV_CB000031.txt [Raw Data] CB071_Neriifolin_pos_30eV_CB000031.txt Neriifolin, a CNS-penetrating cardiac glycoside, is an inhibitor of the Na+, K+-ATPase. Neriifolin can target beclin 1, inhibits the formation of LC3-associated phagosomes and ameliorates experimental autoimmune encephalomyelitis (EAE) development. Neriifolin induces cell cycle arrest and apoptosis in human hepatocellular carcinoma HepG2 cells[1][2. Neriifolin, a CNS-penetrating cardiac glycoside, is an inhibitor of the Na+, K+-ATPase. Neriifolin can target beclin 1, inhibits the formation of LC3-associated phagosomes and ameliorates experimental autoimmune encephalomyelitis (EAE) development. Neriifolin induces cell cycle arrest and apoptosis in human hepatocellular carcinoma HepG2 cells[1][2.

   

Cerberin

Cerberin; 2-Acetylneriifolin

C32H48O9 (576.3298158)


D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides A cardenolide glycoside that is the 2-acetyl derivative of neriifolin.

   

Mauritianin

3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

C33H40O19 (740.216369)


Mauritianin is a glycoside and a member of flavonoids. 3-[4,5-Dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one is a natural product found in Cerbera, Lysimachia nummularia, and other organisms with data available. Mauritianin is found in cereals and cereal products. Mauritianin is a constituent of seeds of quinoa (Chenopodium quinoa). Constituent of seeds of quinoa (Chenopodium quinoa). Mauritianin is found in cereals and cereal products and quinoa.

   

Manghaslin

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

C33H40O20 (756.211284)


Isolated from Glycine max (soybean) and Humulus lupulus (hops). Quercetin 3-(2G-rhamnosylrutinoside) is found in many foods, some of which are pulses, redcurrant, alcoholic beverages, and soy bean. Manghaslin is found in alcoholic beverages. Manghaslin is isolated from Glycine max (soybean) and Humulus lupulus (hops).

   

4-[(1s,3as,3br,5ar,7s,9as,9bs,11ar)-7-{[(2r,3s,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-3a-hydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one

4-[(1s,3as,3br,5ar,7s,9as,9bs,11ar)-7-{[(2r,3s,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-3a-hydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one

C30H46O8 (534.3192516)


   

4-[(1s,4r,6r,9s,10s,13s,14s)-6-{[(2r,3r,4s,5r,6r)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-9,13-dimethyl-17-oxotetracyclo[11.3.1.0¹,¹⁰.0⁴,⁹]heptadecan-14-yl]-5h-furan-2-one

4-[(1s,4r,6r,9s,10s,13s,14s)-6-{[(2r,3r,4s,5r,6r)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-9,13-dimethyl-17-oxotetracyclo[11.3.1.0¹,¹⁰.0⁴,⁹]heptadecan-14-yl]-5h-furan-2-one

C30H44O8 (532.3036024)


   

5-[(2s,3r,4s)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-5'-{[(3s,4r,5s)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol

5-[(2s,3r,4s)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-5'-{[(3s,4r,5s)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol

C40H46O14 (750.2887416)


   

(1s,4as,6s,7r,7as)-6-hydroxy-4-(methoxycarbonyl)-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-7-carboxylic acid

(1s,4as,6s,7r,7as)-6-hydroxy-4-(methoxycarbonyl)-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-7-carboxylic acid

C17H24O12 (420.1267704)


   

4a-hydroxy-7-(hydroxymethyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,5h,7ah-cyclopenta[c]pyran-4-carboxylic acid

4a-hydroxy-7-(hydroxymethyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,5h,7ah-cyclopenta[c]pyran-4-carboxylic acid

C16H22O11 (390.11620619999997)


   

2-{2-[4,5-bis(hydroxymethyl)-6-oxabicyclo[3.1.0]hexan-1-yl]ethoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{2-[4,5-bis(hydroxymethyl)-6-oxabicyclo[3.1.0]hexan-1-yl]ethoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C15H26O9 (350.1576746)


   

(2r,3s,4r,5s,6s)-5-hydroxy-2-{[(1r,3s,5s,7s,10s,11r,14r,15r,18r)-18-hydroxy-10,14-dimethyl-15-(5-oxo-2h-furan-3-yl)-2-oxapentacyclo[9.7.0.0¹,³.0⁵,¹⁰.0¹⁴,¹⁸]octadecan-7-yl]oxy}-4-methoxy-6-methyloxan-3-yl acetate

(2r,3s,4r,5s,6s)-5-hydroxy-2-{[(1r,3s,5s,7s,10s,11r,14r,15r,18r)-18-hydroxy-10,14-dimethyl-15-(5-oxo-2h-furan-3-yl)-2-oxapentacyclo[9.7.0.0¹,³.0⁵,¹⁰.0¹⁴,¹⁸]octadecan-7-yl]oxy}-4-methoxy-6-methyloxan-3-yl acetate

C32H46O10 (590.3090816)


   

(2r,3r,4s,5s,6r)-2-{[(3r)-3-ethyl-4-hydroxy-4-methylpentyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(3r)-3-ethyl-4-hydroxy-4-methylpentyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C14H28O7 (308.1834938)


   

(1s,7s)-1-(2-hydroxyethyl)-7-(hydroxymethyl)-2-oxabicyclo[2.2.1]heptan-7-ol

(1s,7s)-1-(2-hydroxyethyl)-7-(hydroxymethyl)-2-oxabicyclo[2.2.1]heptan-7-ol

C9H16O4 (188.1048536)


   

4-[(1r,3s,5s,7s,10s,11r,14r,15r,18r)-7-{[(2r,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-18-hydroxy-10,14-dimethyl-2-oxapentacyclo[9.7.0.0¹,³.0⁵,¹⁰.0¹⁴,¹⁸]octadecan-15-yl]-5h-furan-2-one

4-[(1r,3s,5s,7s,10s,11r,14r,15r,18r)-7-{[(2r,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-18-hydroxy-10,14-dimethyl-2-oxapentacyclo[9.7.0.0¹,³.0⁵,¹⁰.0¹⁴,¹⁸]octadecan-15-yl]-5h-furan-2-one

C30H44O9 (548.2985174)


   

(1s,2r)-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(2s,3r,4s)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy}propane-1,3-diol

(1s,2r)-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(2s,3r,4s)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy}propane-1,3-diol

C30H36O11 (572.2257506)


   

2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-3-ol

2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-3-ol

C20H24O7 (376.1521954)


   

4-[(1s,2s,4r,5s,6s,9s,10r,13r,15s,18s)-15-{[(2r,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-9-hydroxy-5,18-dimethyl-3-oxapentacyclo[8.8.0.0²,⁴.0⁵,⁹.0¹³,¹⁸]octadecan-6-yl]-5h-furan-2-one

4-[(1s,2s,4r,5s,6s,9s,10r,13r,15s,18s)-15-{[(2r,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-9-hydroxy-5,18-dimethyl-3-oxapentacyclo[8.8.0.0²,⁴.0⁵,⁹.0¹³,¹⁸]octadecan-6-yl]-5h-furan-2-one

C30H44O9 (548.2985174)


   

1-(2-hydroxyethyl)-7-(hydroxymethyl)-2-oxabicyclo[2.2.1]heptan-7-ol

1-(2-hydroxyethyl)-7-(hydroxymethyl)-2-oxabicyclo[2.2.1]heptan-7-ol

C9H16O4 (188.1048536)


   

5-[(2s,3r,4s)-4-[(4-{[(1s,2r)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3-methoxyphenyl)methyl]-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-5'-[(2r,3r,4s)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol

5-[(2s,3r,4s)-4-[(4-{[(1s,2r)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3-methoxyphenyl)methyl]-4-hydroxy-3-(hydroxymethyl)oxolan-2-yl]-5'-[(2r,3r,4s)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol

C50H58O18 (946.3622968)


   

1-(4-hydroxy-3-methoxyphenyl)-2-(4-{[(3s,4r,5s)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-2-methoxyphenoxy)propane-1,3-diol

1-(4-hydroxy-3-methoxyphenyl)-2-(4-{[(3s,4r,5s)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-2-methoxyphenoxy)propane-1,3-diol

C30H36O11 (572.2257506)


   

(2s,3r,4s,5s,6r)-2-{4-[(2s,3r,4s)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2s,3r,4s,5s,6r)-2-{4-[(2s,3r,4s)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C26H34O12 (538.2050164)