NCBI Taxonomy: 101569

Simarouba amara (ncbi_taxid: 101569)

found 30 associated metabolites at species taxonomy rank level.

Ancestor: Simarouba

Child Taxonomies: none taxonomy data.

Glaucarubinone

Butyric acid, 4-ester with 1,3a.beta.,4,7,7a.alpha.,11,11a,11b.alpha.-octahydro-1.alpha.,2.alpha.,4.beta.,11.beta.-tetrahydroxy-3.alpha.,8,11a.beta.-trimethyl-2H-1,11c.beta.-(epoxymethano)phenanthro[10,1-bc]pyran-5,10(3H,6a.beta.H)-dione

C25H34O10 (494.2152)


Glaucarubinone is a quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties. It has a role as a geroprotector, a plant metabolite, an antineoplastic agent and an antimalarial. It is a carboxylic ester, a quassinoid, an organic heteropentacyclic compound, a tetrol, a secondary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone. Glaucarubinone is a natural product found in Simarouba amara, Cunila, and other organisms with data available. A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties.

   

CID 441784

Picras-3-ene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-15- (2-methyl-1-oxobutoxy)-, (1.beta.,11.beta.,12.alpha.,15.vwr.)-

C25H34O9 (478.2203)


   

Glaucarubin

4,5,16,17-Tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-hydroxy-2-methylbutanoic acid

C25H36O10 (496.2308)


Glaucarubin is found in fats and oils. Glaucarubin is isolated from Simarouba glauca (aceituno C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent Isolated from Simarouba glauca (aceituno). Glaucarubin is found in fats and oils. D000970 - Antineoplastic Agents

   
   

3-hydroxy-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one

3-hydroxy-1,6-diazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one

C14H8N2O2 (236.0586)


   

2-{3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methylhept-5-enal

2-{3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methylhept-5-enal

C30H46O2 (438.3498)


   

4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-methylbutanoate

4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-methylbutanoate

C25H34O9 (478.2203)


   

(1s,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-(acetyloxy)-2-methylbutanoate

(1s,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-(acetyloxy)-2-methylbutanoate

C27H36O11 (536.2258)


   

(1s,3as,5ar,9ar,9bs,11as)-1-[(2r,4r)-4-[(2s)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1s,3as,5ar,9ar,9bs,11as)-1-[(2r,4r)-4-[(2s)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O3 (456.3603)


   

10-(acetyloxy)-16-[5-(3,3-dimethyloxiran-2-yl)-2-oxo-5h-furan-3-yl]-2,6,6,11-tetramethyl-8-oxo-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadecan-3-yl acetate

10-(acetyloxy)-16-[5-(3,3-dimethyloxiran-2-yl)-2-oxo-5h-furan-3-yl]-2,6,6,11-tetramethyl-8-oxo-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadecan-3-yl acetate

C34H46O9 (598.3142)


   

(1s,4r,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-hydroxy-2-methylbutanoate

(1s,4r,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-hydroxy-2-methylbutanoate

C25H34O10 (494.2152)


   

(1s,4r,5r,6r,7s,8r,11r,17s,18s)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-methylbutanoate

(1s,4r,5r,6r,7s,8r,11r,17s,18s)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-methylbutanoate

C25H34O9 (478.2203)


   

3-(acetyloxy)-16-[5-(3,3-dimethyloxiran-2-yl)-2-oxo-5h-furan-3-yl]-2,6,6,11-tetramethyl-8-oxo-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-en-13-yl 2-methylbut-2-enoate

3-(acetyloxy)-16-[5-(3,3-dimethyloxiran-2-yl)-2-oxo-5h-furan-3-yl]-2,6,6,11-tetramethyl-8-oxo-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-en-13-yl 2-methylbut-2-enoate

C37H48O9 (636.3298)


   

(1s,4r,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl acetate

(1s,4r,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl acetate

C22H28O9 (436.1733)


   

(1r,2r,3s,8r,10r,11r,15r,16s)-3-(acetyloxy)-15-[(5s)-5-[(2r)-3,3-dimethyloxiran-2-yl]-2-oxo-5h-furan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadec-12-en-10-yl acetate

(1r,2r,3s,8r,10r,11r,15r,16s)-3-(acetyloxy)-15-[(5s)-5-[(2r)-3,3-dimethyloxiran-2-yl]-2-oxo-5h-furan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadec-12-en-10-yl acetate

C34H46O9 (598.3142)


   

(1s,3as,5ar,9as,11as)-1-[(2r,4s)-4-[(2s)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

(1s,3as,5ar,9as,11as)-1-[(2r,4s)-4-[(2s)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O3 (456.3603)


   

(1s,3as,5as,9ar,9br,11as)-3a,6,6,9a,11a-pentamethyl-1-[(2s)-6-methylhept-5-en-2-yl]-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1s,3as,5as,9ar,9br,11as)-3a,6,6,9a,11a-pentamethyl-1-[(2s)-6-methylhept-5-en-2-yl]-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O (424.3705)


   

1-[4-(3,3-dimethyloxiran-2-yl)-4-hydroxybutan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-[4-(3,3-dimethyloxiran-2-yl)-4-hydroxybutan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O3 (456.3603)


   

3-(acetyloxy)-15-[5-(3,3-dimethyloxiran-2-yl)-2-oxo-5h-furan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadec-12-en-10-yl acetate

3-(acetyloxy)-15-[5-(3,3-dimethyloxiran-2-yl)-2-oxo-5h-furan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadec-12-en-10-yl acetate

C34H46O9 (598.3142)


   

(1s,2r,3r,5r,11r,12r,13r,15s,16r)-3-(acetyloxy)-16-[(5s)-5-[(2s)-3,3-dimethyloxiran-2-yl]-2-oxo-5h-furan-3-yl]-2,6,6,11-tetramethyl-8-oxo-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-en-13-yl (2e)-2-methylbut-2-enoate

(1s,2r,3r,5r,11r,12r,13r,15s,16r)-3-(acetyloxy)-16-[(5s)-5-[(2s)-3,3-dimethyloxiran-2-yl]-2-oxo-5h-furan-3-yl]-2,6,6,11-tetramethyl-8-oxo-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-en-13-yl (2e)-2-methylbut-2-enoate

C37H48O9 (636.3298)


   

(1s,3as,5ar,9ar,9br,11as)-3a,6,6,9a,11a-pentamethyl-1-[(2r)-6-methylhept-5-en-2-yl]-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1s,3as,5ar,9ar,9br,11as)-3a,6,6,9a,11a-pentamethyl-1-[(2r)-6-methylhept-5-en-2-yl]-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O (424.3705)


   

2,6,6,11-tetramethyl-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-ene-3,8-dione

2,6,6,11-tetramethyl-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-ene-3,8-dione

C22H30O3 (342.2195)


   

(1s,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl acetate

(1s,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl acetate

C22H28O9 (436.1733)


   

3a,6,6,9a,11a-pentamethyl-1-(6-methylhept-5-en-2-yl)-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

3a,6,6,9a,11a-pentamethyl-1-(6-methylhept-5-en-2-yl)-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O (424.3705)


   

(1s,2r,5r,11r,12r,15r,16r)-16-[(5s)-5-[(2r)-3,3-dimethyloxiran-2-yl]-4,5-dihydrofuran-3-yl]-2,6,6,11-tetramethyl-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-ene-3,8-dione

(1s,2r,5r,11r,12r,15r,16r)-16-[(5s)-5-[(2r)-3,3-dimethyloxiran-2-yl]-4,5-dihydrofuran-3-yl]-2,6,6,11-tetramethyl-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-ene-3,8-dione

C30H40O5 (480.2876)


   

16-[5-(3,3-dimethyloxiran-2-yl)-4,5-dihydrofuran-3-yl]-2,6,6,11-tetramethyl-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-ene-3,8-dione

16-[5-(3,3-dimethyloxiran-2-yl)-4,5-dihydrofuran-3-yl]-2,6,6,11-tetramethyl-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-ene-3,8-dione

C30H40O5 (480.2876)


   

(1s,2r,3r,5r,10s,11r,12r,15r,16r)-10-(acetyloxy)-16-[(5s)-5-[(2r)-3,3-dimethyloxiran-2-yl]-2-oxo-5h-furan-3-yl]-2,6,6,11-tetramethyl-8-oxo-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadecan-3-yl acetate

(1s,2r,3r,5r,10s,11r,12r,15r,16r)-10-(acetyloxy)-16-[(5s)-5-[(2r)-3,3-dimethyloxiran-2-yl]-2-oxo-5h-furan-3-yl]-2,6,6,11-tetramethyl-8-oxo-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadecan-3-yl acetate

C34H46O9 (598.3142)


   

(1s,2r,5r,11r,12r,15r)-2,6,6,11-tetramethyl-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-ene-3,8-dione

(1s,2r,5r,11r,12r,15r)-2,6,6,11-tetramethyl-7-oxapentacyclo[13.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹]nonadec-9-ene-3,8-dione

C22H30O3 (342.2195)


   

1-[4-(3,3-dimethyloxiran-2-yl)-4-hydroxybutan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

1-[4-(3,3-dimethyloxiran-2-yl)-4-hydroxybutan-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O3 (456.3603)


   

(2s)-2-[(1s,3as,5as,9ar,9br,11as)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-enal

(2s)-2-[(1s,3as,5as,9ar,9br,11as)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-enal

C30H46O2 (438.3498)