NCBI Taxonomy: 295164

Guatteria guianensis (ncbi_taxid: 295164)

found 87 associated metabolites at species taxonomy rank level.

Ancestor: Guatteria

Child Taxonomies: none taxonomy data.

Liriodenine

3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6.0^{8,20.0^{14,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one

C17H9NO3 (275.0582404)


Liriodenine is an oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities. It has a role as a metabolite, an antineoplastic agent, an antimicrobial agent, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor and an antifungal agent. It is a cyclic ketone, an oxacycle, an organic heteropentacyclic compound, an alkaloid antibiotic and an oxoaporphine alkaloid. It is functionally related to an aporphine. Liriodenine is a natural product found in Magnolia mexicana, Annona purpurea, and other organisms with data available. Liriodenine, also known as oxoushinsunine or micheline b, is a member of the class of compounds known as aporphines. Aporphines are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Liriodenine is practically insoluble (in water) and a strong basic compound (based on its pKa). Liriodenine can be found in cherimoya and custard apple, which makes liriodenine a potential biomarker for the consumption of these food products. Liriodenine is a bio-active isolate of the Chinese medicinal herb Zanthoxylum nitidum .

   
   
   
   
   
   

Liriodenine

3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6.0^{8,20.0^{14,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one

C17H9NO3 (275.0582404)


Liriodenine is an oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities. It has a role as a metabolite, an antineoplastic agent, an antimicrobial agent, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor and an antifungal agent. It is a cyclic ketone, an oxacycle, an organic heteropentacyclic compound, an alkaloid antibiotic and an oxoaporphine alkaloid. It is functionally related to an aporphine. Liriodenine is a natural product found in Magnolia mexicana, Annona purpurea, and other organisms with data available. An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.

   
   

Lysicamine

15,16-dimethoxy-10-azatetracyclo[7.7.1.0?,?.0??,??]heptadeca-1(16),2,4,6,9(17),10,12,14-octaen-8-one

C18H13NO3 (291.0895388)


Lysicamine is an alkaloid antibiotic and an oxoaporphine alkaloid. It has a role as a metabolite. Lysicamine is a natural product found in Annona purpurea, Annona papilionella, and other organisms with data available. A natural product found in Annona glabra.

   

[(1s,2e,6e,10r,11s)-3-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-dien-11-yl]methanol

[(1s,2e,6e,10r,11s)-3-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-dien-11-yl]methanol

C15H24O2 (236.1776204)


   

(1r,14s)-20,25-dimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,21-diol

(1r,14s)-20,25-dimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,21-diol

C36H38N2O6 (594.2729727999999)


   

(1s,9s)-4,5,13-trimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,10,13-pentaen-12-one

(1s,9s)-4,5,13-trimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,10,13-pentaen-12-one

C20H23NO4 (341.16269980000004)


   

(8r,21s)-27-methoxy-22-methyl-15,29,31-trioxa-7,22-diazaoctacyclo[19.9.3.2¹⁶,¹⁹.1⁴,³⁰.1¹⁰,¹⁴.0³,⁸.0²⁵,³³.0²⁸,³²]heptatriaconta-1,3,10,12,14(37),16,18,25(33),26,28(32),30(34),35-dodecaen-13-ol

(8r,21s)-27-methoxy-22-methyl-15,29,31-trioxa-7,22-diazaoctacyclo[19.9.3.2¹⁶,¹⁹.1⁴,³⁰.1¹⁰,¹⁴.0³,⁸.0²⁵,³³.0²⁸,³²]heptatriaconta-1,3,10,12,14(37),16,18,25(33),26,28(32),30(34),35-dodecaen-13-ol

C34H32N2O5 (548.2311102)


   

(1s,2e,6z,10r,11s)-11-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-diene-3-carbaldehyde

(1s,2e,6z,10r,11s)-11-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-diene-3-carbaldehyde

C15H22O2 (234.1619712)


   

[(1s,2e,6z,10r,11s)-3-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-dien-11-yl]methanol

[(1s,2e,6z,10r,11s)-3-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-dien-11-yl]methanol

C15H24O2 (236.1776204)


   

6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

C37H40N2O6 (608.288622)


   

(14s)-20,21,25-trimethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-1(30),3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-tridecaen-6-ol

(14s)-20,21,25-trimethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-1(30),3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-tridecaen-6-ol

C36H36N2O6 (592.2573236000001)


   

10-hydroxy-7,11-dimethylbicyclo[9.1.0]dodeca-2,6-diene-3-carbaldehyde

10-hydroxy-7,11-dimethylbicyclo[9.1.0]dodeca-2,6-diene-3-carbaldehyde

C15H22O2 (234.1619712)


   

(14s)-9-hydroxy-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-1(30),3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-tridecaen-2-one

(14s)-9-hydroxy-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-1(30),3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-tridecaen-2-one

C37H36N2O7 (620.2522386)


   

(1r,2e,6e,10s,11s)-10-hydroxy-7,11-dimethylbicyclo[9.1.0]dodeca-2,6-diene-3-carbaldehyde

(1r,2e,6e,10s,11s)-10-hydroxy-7,11-dimethylbicyclo[9.1.0]dodeca-2,6-diene-3-carbaldehyde

C15H22O2 (234.1619712)


   

(1r,2e,6z,10z)-3-(hydroxymethyl)-7,11-dimethylcyclododeca-2,6,10-trien-1-ol

(1r,2e,6z,10z)-3-(hydroxymethyl)-7,11-dimethylcyclododeca-2,6,10-trien-1-ol

C15H24O2 (236.1776204)


   

(14s)-6,20,21,25-tetramethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-1(30),3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-tridecaene

(14s)-6,20,21,25-tetramethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-1(30),3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-tridecaene

C37H38N2O6 (606.2729727999999)


   

9-hydroxy-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-1(30),3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-tridecaen-2-one

9-hydroxy-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-1(30),3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-tridecaen-2-one

C37H36N2O7 (620.2522386)


   

7,11-dimethylbicyclo[8.1.0]undeca-2,6-diene-3,11-dicarbaldehyde

7,11-dimethylbicyclo[8.1.0]undeca-2,6-diene-3,11-dicarbaldehyde

C15H20O2 (232.14632200000003)


   

16-methoxy-13,13-dimethyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,11,14,16,18-heptaene

16-methoxy-13,13-dimethyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,11,14,16,18-heptaene

C20H19NO3 (321.1364864000001)


   

(1s,2e,6e,10r,11s)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-diene-3,11-dicarbaldehyde

(1s,2e,6e,10r,11s)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-diene-3,11-dicarbaldehyde

C15H20O2 (232.14632200000003)


   

6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-1(30),3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-tridecaen-9-ol

6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-1(30),3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-tridecaen-9-ol

C37H38N2O6 (606.2729727999999)


   

(14s)-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-1(30),3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-tridecaen-9-ol

(14s)-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-1(30),3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-tridecaen-9-ol

C37H38N2O6 (606.2729727999999)


   

(1r,14s)-20,25-dimethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,21-diol

(1r,14s)-20,25-dimethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,21-diol

C35H36N2O6 (580.2573236000001)


   

(1s,14s)-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

(1s,14s)-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

C37H40N2O6 (608.288622)


   

6,20,25-trimethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaene-9,21-diol

6,20,25-trimethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaene-9,21-diol

C36H38N2O6 (594.2729727999999)


   

(1r,14r)-6,20,25-trimethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaen-21-ol

(1r,14r)-6,20,25-trimethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaen-21-ol

C36H38N2O6 (594.2729727999999)


   

3-(hydroxymethyl)-7,11-dimethylcyclododeca-2,6,10-trien-1-ol

3-(hydroxymethyl)-7,11-dimethylcyclododeca-2,6,10-trien-1-ol

C15H24O2 (236.1776204)


   

(1r,2e,6e,10e)-3-(hydroxymethyl)-7,11-dimethylcyclododeca-2,6,10-trien-1-ol

(1r,2e,6e,10e)-3-(hydroxymethyl)-7,11-dimethylcyclododeca-2,6,10-trien-1-ol

C15H24O2 (236.1776204)


   

(1r,14s)-6,20,25-trimethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaene-9,21-diol

(1r,14s)-6,20,25-trimethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaene-9,21-diol

C36H38N2O6 (594.2729727999999)


   

(1r,2z,6e,10s,11s)-10-hydroxy-7,11-dimethylbicyclo[9.1.0]dodeca-2,6-diene-3-carbaldehyde

(1r,2z,6e,10s,11s)-10-hydroxy-7,11-dimethylbicyclo[9.1.0]dodeca-2,6-diene-3-carbaldehyde

C15H22O2 (234.1619712)


   

(1r,2e,6z,10s,11s)-10-hydroxy-7,11-dimethylbicyclo[9.1.0]dodeca-2,6-diene-3-carbaldehyde

(1r,2e,6z,10s,11s)-10-hydroxy-7,11-dimethylbicyclo[9.1.0]dodeca-2,6-diene-3-carbaldehyde

C15H22O2 (234.1619712)


   

[3-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-dien-11-yl]methanol

[3-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-dien-11-yl]methanol

C15H24O2 (236.1776204)


   

(1s,14s)-6,20,21,25-tetramethoxy-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

(1s,14s)-6,20,21,25-tetramethoxy-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

C36H38N2O6 (594.2729727999999)


   

6,20,21,25-tetramethoxy-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

6,20,21,25-tetramethoxy-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

C36H38N2O6 (594.2729727999999)


   

(1r,14s)-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

(1r,14s)-6,20,21,25-tetramethoxy-15-methyl-23-oxa-15,30-diazaheptacyclo[22.6.2.1³,⁷.1⁸,¹².1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]pentatriaconta-3,5,7(35),8(34),9,11,18(33),19,21,24(32),25,27(31)-dodecaen-9-ol

C37H40N2O6 (608.288622)